Camels Hump Mountain in late summer, Green Mountains of Vermont

Vermont Route 100 Road Trip: our ultimate itinerary (with map)

On this unforgettable road trip through Vermont's Route 100, you'll experience charming towns, breathtaking waterfalls, lakes, forests, cliffs, mountains, and relaxing beaches. Even though you stay within one state, this route has it all. So pack up the car, put on some tunes and get ready for the road trip of a lifetime.

This incredible journey on Vermont Route 100 will take you 200 miles with 4 hours and 40 minutes of driving time. You'll see Vermont's top destinations like Heartwellville, Dover, Ludlow, Pittsfield, Stowe, Troy, Burlington and Lake George.

On your drive, you'll create so many memories, all within one state. Keep reading to learn more about the best routes, places to stay, and top destinations along the way.

Where is Vermont Route 100?

Vermont Route 100 is unsurprisingly located in Vermont and runs from the southern tip of Vermont to the state's northern border with Canada. It's an incredibly scenic and very manageable trip, perfect any time of year and offering a gorgeous travel experience through the adorable towns and forests this state is known for.

The route will pass beautiful towns like Burlington, Stowe, Troy, and many others. You'll get to enjoy nearby parks like Green Mountain National Forest and Mt. Mansfield State Forest.

Where does Vermont Route 100 begin and end?

Vermont Route 100 begins in the beautiful town of Heartwellville, near the border of Massachusetts. Heartwellville is near the popular Dutch Hill Ski Area and scenic Herriman Reservoir.

The end of the route is the northern town of Troy. This delightful town is just a few miles from the Canadian border and is surrounded by natural scenery.

How long is Vermont Route 100, and how long will it take to drive its entire length?

The Entire Length Route will cover 200 miles and only takes place on Vermont Route 100 from the southern end of the state to the north, near the Canadian border. You'll be driving for 4 hours and 40 minutes.

The Round Trip from Burlington Route covers 420 miles of Vermont landscapes. You'll drive for 9 hours and 20 minutes on this incredible loop through the Green Mountain State.

This journey covers a vast amount of territory all within a small state. To get the most out of it, we recommend taking two to three days for the whole length of the scenic road. To get the most out of a slower round-trip drive, it would be best to take four to five days.

South Vermont road sign, fall season, United States

Best way to drive on Vermont Route 100

There are two routes that will cover the best of Vermont Route 100 and the gorgeous area that surrounds it. One takes you directly along the route while the longer one takes a different way back on a circular road trip.

The Entire Scenic Route is the best way to explore the stunning Green Mountain National Forest in Vermont, as well as the many charming New England villages and towns that this state is known for.

While you could do part of this route and still get a great experience, part of the charm is getting to see the variety of villages along the way, including Dover, Ludlow and Stowe amongst others.

There are lots of lakes and rivers along the route, such as the Harriman Reservoir at the southern end of the route to the Missisquoi River near Troy near the northern border.

The Round Trip from Burlington Route allows you to drive the entirety of Route 100 but still get to discover a larger city in Vermont like Burlington, which is located on the scenic coast of Lake Champlain.

Another benefit of this round trip is that you can choose whichever direction you'd like to take it. You can choose to descend from Burlington and make your way up Route 100, or descend down Route 100, making your way back to Burlington.

Driving the entire length of Vermont Route 100

Starting in Heartwellville, jump on the famous Vermont Route 100 east. Head past the south shores of the Harriman Reservoir and into the town of Jacksonville.

Continue north and drive to the lovely town of Dover. From here, make your way through the edge of the Green Mountain National Forest.

Drive past the popular Stratton Mountain Ski Resort and continue north to the town of Ludlow. From here, head through the beautiful Coolidge State Forest and into the wonderful town of Pittsfield.

From here, continue on north through some of the most unspoiled forests in America. Soon, you'll pass the striking Moss Glen Falls.

Keep heading north, past the Waterbury Historic District and into the town of Stowe. After spending some time in Stowe, get back on the route and continue on until you hit your destination in Troy.

A view of the Green Mountain National Forests in Vermont

Driving on Vermont Route 100 on a round trip from Burlington

From Heartwellville, take the epic Vermont Route 100 around the beautiful shores of the Harriman Reservoir. From here drive through the town of Jackson and into Dover, the quiet gateway to the Green Mountain National Forest.

Continue north past the Stratton Mountain Ski Resort and into Ludlow. Head into the Coolidge State Forest and drive on until the town of Pittsfield.

From here, drive north past Moss Glen Falls, Waterbury Historic District, and into the town of Troy. After Troy, head on highway 242 past Jay State Forest.

Colorful image is of the Moss Glen Falls along Route 100 in Granville

Drive to the forests and communities of beautiful Lake Champlain. Continue on into the city of Burlington, Vermont's largest city and one of the most vibrant small cities in America.

After exploring Burlington, head back on route and continue south on Route 7, past the western edge of the Green Mountain National Forest, and into the town of Bennington to complete the loop.

Best places to stay along Vermont Route 100

You'll find so much to do and see on this road trip through Vermont. Because of the length of the drive, we've selected two wonderful locations to stop for the night.

A taste of ice cream and nature in Stowe

About halfway on the Entire Scenic Route is the town of Stowe. This wonderful little community is one of the highlights of Vermont Route 100. Stowe is a stunning town known for its beautiful scenery, rich skiing culture and year-round events. There are plenty of highlights to experience in the town.

First, head to Stowe's iconic Main Street. Here you'll experience tons of cute shops, restaurants, and more. You can find all kinds of Vermont products like maple syrup and even wine.

Landscape photo of Stowe Vermont

For lovers of ice cream, a must-visit destination is the original Ben & Jerry's factory. Take a tour of where it all began in nearby Waterbury. You'll get to see how B&J's famous ice cream is made, as well as visit an adorable ice cream graveyard for flavors-gone-by.

Once you reach Stowe, we recommend staying at the Trapp Family Lodge . This iconic hotel offers old-world comforts and stunning mountain views.

The hotel is named after the famous Von Trapp family (which manages it), largely fictionalized by the famous film The Sound of Music. It has beautiful Austrian-inspired architecture and European-style accommodations.

There are two swimming pools, a restaurant and a bar to help you relax. There's also free parking, so after your long drive, you can be sure to get right to R&R.

There are tons of skiing trails, local wineries, and scenic hiking paths nearby. You can spend days exploring the nearby trails and quiet streets of Stowe.

Relax and explore the history of Bennington

About halfway along the Round Trip Route is the town of Bennington. This is an ideal stopover on the round-trip route, close to the start of Route 100, so you can rest up before embarking on the stunning drive across Vermont Route 100.

Bennington is mostly known for the Bennington Battle Monument, one of the prominent historic sites in Vermont. It also boasts several museums and art galleries.

Aerial View of Bennington Monument in Vermont

There are other beautiful sights to explore but first, explore the Bennington Battle Monument. This 306-foot-high obelisk commemorates the Battle of Bennington during the American Revolutionary war.

From here, head to the Bennington Museum. The museum offers you the perfect opportunity to explore the history of this unique and picturesque town.

When you arrive in Bennington, our top choice for lodging is the luxurious Four Chimneys Inn . Housed in a mansion on an 11-acre property with extensive gardens, this hotel stay is sure to be memorable. The hotel is just over a mile from the center of town and is surrounded by quite natural areas.

Once you're ready to explore, just head outside as the hotel is within walking distance to the Bennington Battle Monument as well as the Bennington Museum. Once you're done sightseeing, there's a garden and on-site bar to enjoy.

Things to see on a road trip on Vermont Route 100

Both routes are full of adventure and fabulous sights along the way. Below we've included our top highlights on the way, so you can make the most out of your journey through Vermont.

The entire length of Vermont Route 100

  • Wilmington - Make sure to visit this stunning little village, known as a “shoppers mecca” for it's many quirky stores, delicious restaurants and art galleries.
  • Dover - A celebrated skiing spot along Route 100, Dover also offers tons when it comes to small-town charm. Visit one of several museums in this village, or simply spend a couple hours exploring.
  • Ludlow - Another unique town along this route, known for nearby Buttermilk Falls as well as many gorgeous mountain and forest trails.
  • Pittsfield - There is tons to do in this adorable town, from exploring the Berkshire Museum to enjoying the slopes of the Bousquet Mountain Ski Area.
  • Stowe - Stowe is chock-full of attractions, though you might most enjoy walking through the town center and visiting a variety of breweries and restaurants.
  • Waterbury - Visit the celebrated Ben & Jerry's factory, where you can get a sneak-peek into this ice cream goliath's world-famous sweet treat recipes.
  • Sherbrooke - Located across the border to Canada but well-worth bringing your passport for, Sherbrooke is a stunning city about an hour off your route that boasts gorgeous nature and a celebrated Natural History Museum.

Architecture in the Small town of Ludlow Vermont, America USA

Things to see driving on a round trip from Burlington

  • Vermont Teddy Bear Factory - This colorfully painted toy factory near Burlington, Vermont offers informative tours as well as a build-your-own-bear experience.
  • New England Maple Museum - Discover the secret behind a delicious bottle of maple syrup at the New England Maple Museum, a popular stopping point along this route.
  • Green Mountain National Forest - Take in the beauty of this massive national forest, where you can find dozens of ponds, cliffs and waterfalls that can be reached through several walking trails.
  • Lake George - Discover this stunning lake, located across the Vermont-New York State border and boasting beautiful blue waters.
  • Saratoga National Park - The site of an unprecedented Revolutionary War victory, the Saratoga National Historical Park offers educational tours of its battlefield and monument. Visit this park for just an extra 30 minutes of travel time.
  • Billings Farm and Museum - Thirty minutes off-route find the Billings Farm and Museum. This working farm offers attractions perfect for adults and children alike, including wagon rides, a gift shop, and barns full of farmyard animals.

Cannon at Saratoga National Battlefield with Neilson Farm in the background.

Best time to drive on Vermont Route 100

Both wonderful routes are traversable any time of the year, though we recommend visiting during the late spring/early summer or during the fall for the best combination of driving conditions and tourist attractions.

Summers in Vermont are warm and quite sunny, with minimal rain. This is generally the busiest season when it comes to tourism, so expect slightly pricier accommodations and busier attractions (especially if you're visiting parks or forests). The temperature in the summer is between 77-82 degrees Fahrenheit.

Vermont Route 100 is well-known for its many winter offerings, so travelers shouldn't worry about not having anything to see or do during the season.

An open road on scenic Route 100 near Stockbridge, Vermont

The route's many surrounding forests are arguably at their most beautiful when they are covered with the heavy snow typical of a Vermont winter; just be sure to have chains or winter tires on, and to avoid driving during a winter storm as conditions can get quite bad. The winter temperatures are around 25 degrees Fahrenheit.

Fall is a wonderful time to travel Vermont Route 100, especially if you're driving during the last weeks of September and the first few weeks of October when the leaves begin changing and surrounding foliage takes on warm reds and yellows.

Spring is also a great time to visit, and one of the seasons with a lower tourism rate, so you'll have lots of privacy visiting the many attractions along your route.

There are tons of events happening year-round along route 100, from Christmas and holiday events during the winter months to outdoor events during the summer.

Some highlights include the Vermont Renaissance Faire (Stowe, June), the Stowe Tango Music Festival (August), and the Green Mountain Bluegrass & Roots Festival (Ludlow, Summer).

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Vermont Explored

Take a Stunning Route 100 Vermont Fall Foliage Road Trip

By Author Tara Schatz

Posted on Published: June 25, 2023

Ready to embark on a fall foliage Vermont road trip you won’t soon forget? Route 100 in Vermont is the most scenic road in the state, especially in the fall when the trees light up the state with intense color that you have to see to believe!

Route 100 Vermont Fall Foliage road trip.

At 216.6 miles, Route 100 is Vermont’s longest state highway, and is also one of the most scenic and well-loved, meandering through the Green Mountains, as well as charming New England villages.

If you love the outdoors, this Route 100 Vermont Fall Foliage road trip is a perfect getaway! There are so many great trails, not to mention waterfalls and scenic views along the way. Throw in fabulous shopping, dining, and lodging, and you’ve got all the ingredients for a spectacular fall foliage road trip.

If you’ve got five days to spend in the Green Mountains, then we have the perfect itinerary for you on Route 100. Explore all that this beautiful mountain road has to offer, from pristine lakes and waterfalls to magnificent vistas and quiet campgrounds.

The Green Mountains are a little slice of heaven for outdoor lovers of every persuasion, even when they aren’t green!

Our itinerary covers all of our favorite Vermont things: gorgeous mountain scenery, funky shops, local beers, a touch of history, and a whole lotta nature. Let’s get started!

Table of Contents

5-Day Itinerary for a Route 100 Vermont Fall Foliage Road Trip

We’ll start our Route 100 Vermont fall foliage journey in Southern Vermont, in the little town of Wilmington, and head north on Vermont Route 100 to Newport, just south of the Canadian border. This is a five-day road trip, but you can certainly complete it in fewer days, or stretch it for a week or longer.

We recommend doing this road trip in the first or second week of October. If you plan on camping, you should know that many Vermont State Park campgrounds close after Indigenous People’s Day (the second Monday in October).

Psst… Want a one-page version of this Route 100 itinerary? Sign up for our Vermont newsletter and we’ll send you a copy that you can download and/or print!

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Day 1: Wilmington, Vermont

A small boat moored to a dock on Lake Whitingham with bright fall foliage in the background.

Today you’re exploring the beautiful village of Wilmington. Relax by the lake, spend some time downtown, and eat at one of our favorite Vermont restaurants. Driving time: Depends on where you’re coming from.

It’s no secret that Wilmington is one of my favorite Vermont towns, perhaps because the lakes and mountains are so accessible here. Just south of the village is the beautiful Lake Whitingham, also known as Harriman Reservoir. Covering more than 2,000 acres, Lake Whitingham is the largest lake in Southern Vermont.

The picnic areas that surround the lake are free to use, and there are lots of great vantage points for capturing the beautiful fall colors reflected in the water. Head to Lake Whitingham early in the morning so you can capture the water when it is calm.

After you spend some time at the lake, head back into downtown Wilmington for a little meandering. The town itself is small, with only 2,000 full-time residents. You’ll find a lovely, walkable Main Street, cute stores, and plenty of restaurants. We love browsing in Bartleby’s Books, the 1836 Country Store, and Red Fox Shop.

Where to Eat: Locals love Dot’s Diner for a big, traditional breakfast, and we’d recommend Alpenglow or Folly for upscale dining.

Where to stay: If you’re looking to pitch your tent, head a few miles east to Molly Stark State Park , where you’ll find a quiet, wooded campground with private sites and hot showers. After setting up camp or before heading out in the morning, be sure to hike to the top of Mt. Olga (a 1.5-mile loop) for stunning views of the surrounding mountains – sunrise from the fire tower is the best!

If roughing it isn’t your thing, we recommend checking into the Wilmington Inn , which is located right on Main Street and very close to the Valley Trail if you want a short hike before setting out in the morning. A stay in this historic inn includes a full Vermont breakfast.

The footbridge in Wilmington, Vermont leading across the river to a 2-mile hiking trail.

Read Next: The Best Things to Do in Wilmington, Vermont

Day 2: Wilmington to Ludlow

This section of Route 100 heads through the southern section of the Green Mountain National Forest. You’ll be stopping in several small towns, hiking along the West River, and taking in the views from the top of Mount Snow. Driving distance: 53 miles

Mount Snow: Four Seasons of Recreation Opportunities

The Bluebird Express chairlift on Mount Snow in Vermont.

As you head out of Wilmington on Route 100, you’ll quickly enter the town of West Dover, home of Mount Snow . This is a very popular ski mountain, but it’s open in all four seasons.

In the fall, you can enjoy lift-serviced mountain biking , or simply ride the gondola to the top of the mountain for fantastic views of the Somerset Reservoir and the surrounding Green Mountains. This is a great spot to take in fall foliage views from the top of a mountain without having to break a sweat.

The Bluebird Express gondola runs from 10 am to 5 pm between mid-June and mid-October. Lift tickets are $30 for adults (13+) and $24 for kids (5-12). Kids under 5 ride for free.

Jamaica State Park

Fall foliage on the West River in Jamaica, Vermont on a Route 100 road trip.

Continue north on Route 100 until you enter the tiny town of East Jamaica, where you will turn left to stay on Route 100 (also Route 30) and head toward the village of Jamaica. While there isn’t much to the town, Jamaica State Park is a gem of a spot in both summer and fall.

The park features a rail trail, camping, and a playground. In the fall, we recommend meandering along the West River Rail trail, either on foot or on a bike if you have one with you. If you have time, hike to Hamilton Falls, a beautiful 125-foot waterfall that is beautiful in the fall, even when the water is low.

The trail to Hamilton Falls is about six miles round-trip. You can ride a bike along the river for four of those miles.

By now your tummy must be growling. For awesome burgers, sandwiches, and milkshakes, head to Honeypie on Route 30 in Jamaica. This is a quick diner-type stop, but so good!

The West River in Jamaica State Park, Vermont.

Read Next: The Best Things to Do in Jamaica State Park

Weston, VT : Visit the Vermont Country Store

The interior of the Vermont Country Store in Weston, Vermont.

Weston is another one of those picturesque New England villages, complete with a little town green, several unique stores, and the famous Weston Playhouse. Shopping in Weston is like taking a step back in time, so that’s what’s on the agenda.

Located across from the village green on Main Street, the Vermont Country Store is a step back in time you won’t want to miss. The aisles are stocked to the rafters with penny candy, maple syrup, apothecary items, household goods, and lots of local goodies.

Browse the crowded aisles to discover the largest collection of weathervanes in Vermont, the Vermont Scale Museum, and a year-round Christmas shop. And speaking of Christmas, no matter what time of year you visit the Vermont Country Store, it’s always a good time to grab some one-of-a-kind Vermont gifts for your friends and family back home.

Explore the Village of Ludlow, Vermont

A fall foliage view of a small farm in Ludlow, Vermont on Route 100.

Finally, make your way to Ludlow, Vermont, located in Okemo Valley and home to Okemo Mountain Resort. Ludlow is a small community, but you will find a few unique shopping and dining opportunities, as well as several trails. Be sure to visit Buttermilk Falls while here. This lovely waterfall is a popular swimming hole in the summer, and stunning in the fall.

Where to eat and sleep: For really unique dining, check out Homestyle Hotel and then head over to their sister property, Main + Mountain across the street to spend the night. Homestyle Hotel is a small neighborhood restaurant serving local fare, and Main + Mountain features beautiful, eclectic lodging.

For dining at the Homestyle Hotel restaurant, we recommend making reservations well in advance. This is a busy area during fall foliage season, and it’s a small space!

Day 3: Ludlow to Waitsfield

This section of route 100 is characterized by very small towns, mountainous terrain, and acres of farmland. For much of the drive, you will follow the eastern slope of the Green Mountains, along the border of the Green Mountain National Forest. There are too many fun stops to mention, so I’m going to focus on my favorites. Driving distance: 70 miles

Plymouth Notch, VT : Visit the Calvin Coolidge State Historic Site

vermont driving tour

About 18 miles north of Ludlow, turn right on Route 100A and drive a mile to President Calvin Coolidge State Historic Site . Plymouth Notch is the birthplace and boyhood home of our 30th president, and his homestead and the surrounding village are virtually unchanged since the 20th century.

The village is known as the Plymouth Notch Historic District and is on the National Register of Historic Places. Meander around the 600 acres, visit the Calvin Coolidge Museum and Education Center and check out dozens of historically preserved buildings.

Long Trail Brewing Company

After leaving Plymouth, continue north on 100A to the town of Bridgewater Corners, where you’ll find the famous Long Trail Brewing Company . This quaint riverside pub and restaurant is the perfect lunch spot, and the view is pretty great too! In addition to their popular Long Trail Ale, they make a variety of delicious seasonal craft beers.

Moss Glen Falls, Granville , VT

Moss Glen Falls in Granville, Vermont in the fall on Route 100.

Moss Glen Falls in Granville makes our list of the most beautiful waterfalls in Vermont . This picturesque waterfall is more of a roadside attraction than anything else, but it’s definitely worth a visit. Because Moss Glen Falls is located right off of Vermont Route 100, it will only take a few minutes to check it out. Bring your camera!

Follow the short boardwalk into the woods and check out the falls from the viewing platform. Because this is such an easy waterfall to see from the road, expect to share the spot with dozens of other leaf peepers.

From here, you’ll be heading into the beautiful Mad River Valley. If you have time, drive some of the back roads in the area, which are rural and full of character.

Dining and Lodging in Waitsfield, VT

Where to stay: After a long day of driving, exploring, and taking photos, it’s time to settle in for the night. The village of Waitsfield is a great little town with a few unique places to stay and eat. For a bit of luxury to go with your leaf-peeping, we recommend the The Griff Inn , which is a beautiful solar-powered inn with seven guest rooms and luxuriously comfortable beds.

If you are looking to spend less on your accommodations, check out Mad River Lodge , which provides standard rooms and suites and contactless check-in. While the rooms are basic, they are very clean and the location is great for exploring all of the Mad River Valley.

Where to eat: American Flatbread Pizza — undoubtedly the best wood-fired pizza in the state of Vermont.

Day 4: Waitsfield to Stowe

You won’t be driving much today because this section of Vermont Route 100 is packed with things to do! The Waterbury/Stowe area is a beautiful (and popular) fall foliage destination, and if you’re feeling short on time, I urge you to give it an extra day. Here are some of our favorite tourist attractions and natural areas on route 100 between Waitsfield and Stowe. Driving distance: 24 miles

Waterbury, VT : Home of Ben & Jerry’s Ice Cream

Waterbury Reservoir reflecting fall foliage in Vermont.

Waterbury is about 14 miles north of Waitsfield, so you can dive right into your fall foliage adventures without having to drive much. It’s home to Ben & Jerry’s Factory Store, where guided tours are offered daily. Learn how Vermont’s famous ice cream is made, and be sure to stop at the flavor graveyard to pay your respects to the “dearly de-pinted”.

After your tour and tasting, head to Waterbury Center State Park , which is located just off of Route 100 and is one of our favorite spots for paddling, fishing, picnicking, and remote camping. If you visit in the fall, you can hike a short trail along the lake for great fall foliage views.

There is front-country camping available on Waterbury Reservoir at Little River State Park , which is our top state park for kids in the whole state. This park is open until October 23rd, and there are camping cabins that you can rent if staying warm and sleeping in a bed is crucial. If you don’t want to camp, we recommend staying a few miles north in Stowe.

Just a half-mile from Waterbury Center State Park is Cold Hollow Cider Mill . Not only is this one of Vermont’s top tourist attractions, but they also have pretty delicious cider donuts. Pop in for lunch or some fresh baked goods, and don’t forget a gallon of cider for your cooler!

Fall in Stowe, VT : Home to Vermont’s Highest Peak

A fall foliage view of Stowe, Vermont on Route 100.

Stowe is known as a ski town, but it’s equally lovely in the summer and fall, with all kinds of shops, restaurants, and coffee shops to explore.

At 4,395 feet, Mt. Mansfield in Stowe is Vermont’s highest mountain. On a clear day, you can see west to Lake Champlain, north to Canada, and east to New Hampshire. There are several trails leading to the top, but if you don’t have time for an all-day hike, consider driving the auto-toll road or riding the gondola to the top of the mountain from Stowe Mountain Resort.

The toll road takes you right to the top of Mt. Mansfield, the peak that is locally called “the Nose.” From the Nose, you can hike along the ridge of the mountain to the Chin (2.8 miles round trip), which is the official highest point in Vermont.

The top of Mt. Mansfield is one of two areas in the state where you can find an alpine tundra ecosystem. This is a very fragile area, and hikers are asked to stay on marked trails and to keep dogs leashed at all times.

After your hike, be sure to stop at The Alchemist  to try out New England’s most famous beer, Heady Topper. This iconic brewery is located on Cottage Club Road in the village of Stowe. You will likely meet many fellow road trippers here — people come from near and far to stock up on the Alchemist brews. You are usually limited to 6 four packs of any variety.

Fall foliage on a curvy part of Smuggler's Notch in Vermont.

If you have time, take a side trip through Smuggler’s Notch on Route 108. This is a narrow pass through Mt. Mansfield and Spruce Peak, but not suitable for RVs. The roadside is flocked by huge boulders and dark caves, perfect for scrambling around.

There are several trails along the roadside, including a lovely hike to Bingham Falls. The trail is an easy 1.6 miles round trip and brings you to one of the state’s most lovely waterfalls.

Where to Stay: There are numerous lodging options in Stowe, and we would be hard-pressed to pick a favorite. The iconic Trapp Family Lodge is a gorgeous mountain retreat with miles of hiking trails, an onsite brewery and restaurant, and indoor/outdoor pools.

Where to Eat: Doc Ponds has a limited menu, but those tacos are divine! Have a root beer float for dessert and you’ll be golden ’till morning.

Read Next: The Best Hikes in Stowe, Vermont

Day 5: Stowe to Newport

The last leg of your road trip on Vermont Route 100 is characterized by a wild stretch of road. The further north you go, the better your chances of seeing one of North America’s largest mammals, the massive moose. Be on the lookout for these gentle giants, especially along the roadside, where they pose a threat to unsuspecting motorists. Driving Distance: 48 miles

Newport, VT : Where Vermont Meets Canada

A collection of sailboats at the marina in Newport, Vermont - from a Vermont Route 100 road trip

As you head out of Stowe and into Hyde Park, be sure to take in the spectacular views of Mt. Mansfield behind you. You have entered the famous Northeast Kingdom, an area known for its wild and rugged beauty . Heading north, you’ll pass through several small towns, including Eden, Lowell, Westfield, and Troy, before heading into the relative metropolis of Newport.

Located on the shores of Lake Memphremagog, Newport is a bustling place these days. Main Street is lined with restaurants, boutiques, and galleries. Several waterfront overlooks allow you to take in the majestic views of the massive glacial lake, which covers 41 square miles.

The Newport Bebee Bike Path starts in the downtown area and runs for about six miles along the shore of the lake and into Canada (bring your passport if you choose to cross the border). Rent bikes (or kayaks) at The Great Outdoors to start exploring!

For another fun excursion, head to the Haskell Free Library & Opera House , where you can stand in both Vermont and Quebec at the same time. If you are lucky enough to visit the opera house for a show, you can sit in Vermont and watch the performers on stage in Canada!

Where to Eat: Try the Derby Line Village Inn for spectacular German cuisine, or Eastside Restaurant & Pub for traditional American Fare. If you’re looking for the best Thai and sushi in the Northeast Kingdom, you have to try Dusit Thai Cuisine . The owners relocated from Thailand in 2015, and have been wowing locals and visitors with their delicacies ever since.

Where to Stay: Your first impression of Newport City Inn may be that it’s a run-down roadside motel, but beneath the surface, it’s a gem! The rooms are beautifully decorated and spacious and there’s a great indoor pool too.

Need more room to spread out? This beautiful lakefront cottage sleeps four comfortably in a peaceful setting on South Bay.

Where to Camp: With 75 huge campsites for both tents and RVs, a swimming beach, and a playground area, Prouty Beach & Campground is a fun and inexpensive way to explore Newport and the surrounding communities. It’s a county park, right next to the bike path, and less than a mile from downtown Newport.

Fall foliage in Manchester, Vermont.

Read Next: Take a 5-Day Road Trip on Route 7 in Vermont

Where to Next?

After completing your route 100 Vermont fall foliage road trip through the mountains from south to north, you can easily hop on Interstate 91 in Newport, which will whisk you away to points south.

If you’re up for further adventures, you can head north into Canada (Montreal is two hours away), southwest into Burlington and the Champlain Valley, or south on the Connecticut River Byway.

Vermont Route 100 Fall Road Trip FAQs

Fall foliage along a stretch of highway in Vermont.

We get a lot of questions about traveling through Vermont, so we just wanted to take some time to answer the ones we get most often. If you have any other questions about road tripping through Vermont, simply leave a comment and we’ll answer ASAP.

Should we drive Route 100 in Vermont from south to north or north to south?

We recommend driving this route from south to north. Why? Because the southern end of route 100 is closer to major metropolitan areas and airports. The beginning of this road trip is 60 miles from Albany International Airport in New York, 126 miles from Logan International Airport in Boston, and 205 miles from JFK in New York City.

Once you’ve completed the 189-mile drive on Route 100 from Wilmington to Newport, you can hop onto Interstate 91 and head south again.

When is the best time to see fall foliage on Route 100 in Vermont?

You will see fall colors on Route 100 from late September through most of October. October is the busiest month for tourists in Vermont, who come from all over to see the leaves change.

The speed limit on Route 100 varies wildly from 25 mph in town centers to 50 mph between towns, so no matter what time of year you plan to drive it, plan on taking your time!

Will we have access to amenities on Route 100?

Yes! One of the most beautiful things about a Vermont Route 100 road trip is that you travel through the Green Mountain National Forest and the mountains, but you’re never very far from a village or town, which means you’ll have easy access to gas stations, grocery stores, hotels, and campgrounds.

What to Pack for Your Vermont Route 100 Road Trip

Not sure what to pack for your Route 100 Vermont fall foliage road trip? Keep it casual! You’ll be doing a lot of outdoor adventuring, and even the in-town activities (shopping, museums, and restaurants) don’t require fancy duds.

One thing you won’t find much of on Route 100 is nightlife, so leave the fancy dress and high heels behind. Here are some more packing must-haves to help you make the most of your trip.

  • Activewear – Nothing heavy-duty, but you’ll be spending some time outdoors and you want to be comfy. Opt for sturdy non-cotton pants ( like these ) and a breathable, moisture-wicking shirt. I love Merino wool shirts because they keep you cool when it’s hot out and warm when it’s cold out, plus they don’t stink like polyester blends and they dry quickly.
  • Sturdy shoes – Again, you want your feet to take you wherever you need to go. Rugged trail shoes or waterproof hiking boots would be my suggestion.
  • Jackets – The weather in Vermont is fickle, especially in the mountains. For fall travel, pack a down puffy jacket and a wool hat. These down jackets pack down really small and are perfect for travel.
  • Camera – Perhaps your phone doubles as your camera. Awesome! If your phone camera doesn’t take great photos, consider bringing a separate camera to capture all the beautiful scenery. If you want a dedicated point-and-shoot camera that packs neatly into a backpack, check out the Canon PowerShot SX620 . Overall, this little camera takes better photos than the best smartphone with a powerful zoom and 4K video. I love traveling with mine, and it’s great for saving your phone’s battery!

Resources for Planning Your Vermont Road Trip Itinerary on Route 100

We’ve been traveling around Vermont for a pretty long time, but we’re always discovering new places to go and cool things to see. Here are the books, maps, and resources we used to plan this journey.

  • For great book recommendations about adventuring in Vermont, read:   Books About Vermont for Exploring Like a Local .
  • Vermont Department of Tourism and Marketing – This is our one-stop shop for finding cool things to do throughout the state. Sign up for their mailing list or order a free vacation guide before your trip.
  • Discover Newport Vermont – Plan your stay in Newport and the surrounding communities.
  • Go Stowe – All the happenings in and around Stowe, VT

What’s your favorite fall foliage road trip in Vermont? Share it with our readers in the comments below.

Get this complete itinerary in a one-page printable version!

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A collage featuring Vermont in the fall. Text overlay - Vermont Fall Foliage Road Trip: 5 Days on Route 100

Tara Schatz is a freelance writer, and the founder and editor-in-chief of Vermont Explored and Back Road Ramblers , an American road trip blog. She is also the co-author of the 3rd edition of A MC’s Best Day Hikes in Vermont , which was released in May 2023, and the author of 100+ Wonderful Ways to Experience Vermont.

Sunday 1st of October 2023

Indigenous peoples day? Do you mean Columbus’ day? Gimme a woke break…

Saturday 7th of October 2023

@Norbert, By "woke" do you mean educated? Columbus didn't discover America. People were already here; people he brought disease, violence and slavery to. Take the time to inform yourself, including about Columbus and the Taino.

Tara Schatz

Wednesday 4th of October 2023

Like it or not, Indigenous Peoples' Day is the official state holiday in Vermont. Take up your issue with the state...

Robert Vinck

Sunday 22nd of May 2022

Hi, what airport is the closet when we are done with the Itinary?

Hi Robert -

If you are heading north from Wilmington to Newport, Burlington International Airport (BTV) is about two hours away. A night in Burlington would make a great last day/night of the itinerary too.

Friday 11th of March 2022

Very useful information thx!


17 Not-to-Miss Stops on your Vermont Road Trip Itinerary

vermont driving tour

In my opinion, Vermont is the most picturesque of the New England states. I’m definitely biased by my many years of childhood memories exploring the Green Mountain state. But on every Vermont road trip you will pass by quaint covered bridges, roadside rivers rushing over rocks, classic red barns sitting next to fields dotted with black and white dairy cows, and small villages with church steeples standing tall over the town green.

Whether you are visiting Vermont on a romantic getaway , a girl’s weekend, or a family vacation, there is a lot to see in this small state. Luckily, the state caters to tourists, offering roadside signs for attractions and Vermont Tourism makes it easy to find a fun way to explore, with maps of scenic byways and all sorts of maker trails from craft beer to artisan cheese. But what if you want a bit of everything?

I recently asked a friend to join me for a Vermont road trip over a long weekend. Since she is a teacher and has enough on her plate, she was happy to put the planning into my expert hands and let me surprise her with Vermont delights.

3-Day Vermont Road Trip Itinerary

I sat down with a wish list of scenic byways, covered bridges, waterfalls, local shops, Vermont cheese, maple syrup, and maybe some local craft beer or spirits. After poring over all the maps, blogs, and experiences from previous trips, I came up with the following three-day Vermont road trip itinerary.

Note: This post may contain affiliate links. If you click a link and make a purchase, I may receive a small commission. All opinions are my own.


White church framed by trees and leaves

The first stop after our two-hour drive up from Rhode Island was in Brattleboro , Vermont. This hip and progressive, lesser-visited town in Southern Vermont has been heralded as one of the best small towns in America. If you want to extend this itinerary and spend a day in each destination, there is certainly plenty to do in Brattleboro from a circus class at the New England Center for Circus Arts, a romantic dinner in a train caboose at T.J. Buckley’s, a chocolate charcuterie pairing at Tavernier Chocolate, or fruit and veggie picking at Wild Carrot Farm.

But for a short stay, downtown, you can do some shopping (stop at Sam’s Outdoor Outfitters if you need any outdoor gear!), visit the Brattleboro Museum and Art Center (you can also join a gallery walk on the first Friday of every month in season), or grab some lunch at Yalla, featuring fresh, homemade, Middle Eastern food.

If you do plan to stay overnight, The Inn at Putney Road is a great option with a variety of rooms and suites, 15 miles of hiking trails nearby, and a multi-course breakfast in the morning. After exploring downtown, we stopped by the Grafton Village Cheese Shop just outside of town.

Pro tip: bring a cooler and some ice packs for all the cheese you are going to want to bring home!) This classic country store has a beautifully curated selection of Vermont-made products and an enormous cheese display. You can also find many Vermont craft beers for sale.

Molly Stark Byway

two women with their arms up standing at the entrance to a red covered bridge

From Brattleboro, we headed west along the Molly Stark Byway towards Bennington. The byway is named after the wife of General John Stark, who led the Colonial militia to a victory at the Battle of Bennington on August 16, 1777. This byway links historic Bennington in the west to arts-oriented Brattleboro in the east and passes through Woodford, the highest village in Vermont, and sections of the Green Mountain National Forest .

The drive takes about an hour, without stops, but our plan was to enjoy the drive. Our first stop was just outside of Brattleboro at the Creamery Covered Bridge . This well-kept covered bridge is just off the road and has a nice parking lot and picnic area, making it an easy tourist destination.

If you enjoy handicrafts, make a stop at Vermont Bowl Company in Wilmington, about halfway through your drive. You can purchase beautifully crafted salad bowls, cutting boards, serving trays, and other products made from local wood.

Bennington Monument and statue of Col. Seth Warner

The next stop on our Vermont road trip was the historic town of Bennington , also home to Bennington College. Downtown Bennington is still recovering from the drop in tourism, but if open, be sure to check out the Bennington Bookshop, The Village Chocolate Shop, Vermont Confectionery, and Bennington Potters.

There are any number of places to grab a bite to eat in town, but we had a lively lunch and good local beer at Madison Brewing Company (tried the fried Brussels sprouts!)

History and literature fans may also want to see Robert Frost’s grave at the Old First Church or stop into the Robert Frost Stone House Museum . Of course one of the main attractions is the Bennington Battle Monument . This 306-foot limestone obelisk was built to commemorate the Battle of Bennington, which occurred on August 16, 1777, and is considered to be the turning point in the Revolutionary War.

If you would like to spend the night in Bennington, The Four Chimneys Inn blends a traditional Vermont inn and a boutique hotel in a lovely location. If you spent a full day here, you would also have some time for nearby hiking, like the one-mile hike to Everett Cave (just bring a flashlight!) Then on your way out of town, you can stop at the Apple Barn & Country Bake Shop for some treats for the road.

Shires of Vermont Scenic Byway

Red covered bridge over a river from the side view

Continue your Vermont road trip by heading north on Historic Route 7A, or the Shires of Vermont Scenic Byway , towards Manchester. The drive only takes 30 minutes, but plan on at least an hour with various stops. If you like covered bridges, there are quite a few in this area worth checking out. However, keep in mind that cell service is very spotty so you may want to pre-save them in your GPS or Google Maps.

First up is the Silk Road Covered Bridge . Built in 1840, this lattice-truss bridge crosses the Walloomsac River between downtown Bennington, Vermont, and the village of North Bennington. The nearby Paper Mill Bridge, or Bennington Falls Covered Bridge, is similar but not quite as scenic since fencing from the nearby paper mill obstructs the photo opportunity. The Henry Bridge also has a similar design, but a town-constructed picnic area offers a nice side-angle view, which isn’t always so readily available at other bridges.

Further up the byway, make a stop at the Chocolate Barn for handcrafted chocolate treats. Then if you aren’t tired of bridges, you can go a little off the path to see Arlington Covered Bridge. But this one isn’t as pretty as some of the others that are more easily accessible. We were planning to stop at Chiselville Covered Bridge as well but a GPS failure meant we had to skip it.

If it is open, your last stop before arriving in Manchester should be the Sugar Shack and Norman Rockwell exhibit (you will find Norman Rockwell is big around these parts.) If it is closed, don’t worry, you will have plenty of other opportunities to purchase maple syrup products. And a quick pitstop at Mother Myrick’s Confectionery in Manchester will satisfy your sweet tooth (famous for her butter crunch toffee!)

Waterfall and river next to red mill building in downtown Manchester Vermont

There are enough things to do in Manchester that you could easily spend your whole weekend here, but for our purposes, we focused on the highlights. Downtown Manchester is famous for its shopping. First, it is home to the flagship store for Orvis , the fly fishing and outdoor outfitters brand.

You will also find designer outlet shops clustered around Manchester. But my personal favorite is a visit to the independently-owned Northshire Books .

There are a wealth of accommodation options in and around Manchester, from the romantic Reluctant Panther to the luxe Equinox Resort & Spa , and the hip Kimpton Taconic . However, we were just two moms on a budget so the conveniently-located, fresh, and clean Hampton Inn & Suites Manchester worked out perfectly for us.

For dinner, if you are in the mood for an eclectic menu and fine dining, book a table at Silver Fork . Set inside an old library, this beautiful restaurant offers terrific service and delicious menu items that felt like such a nice change from family dinner around the kitchen table.

Lye Brook Falls, Manchester

Woman standing in front of waterfall

The next morning, we enjoyed the free breakfast included at our hotel, but you could also easily walk to the Little Rooster Cafe in downtown Manchester for a home-cooked breakfast.

Just outside of Manchester, it is time to step into the woods and enjoy Vermont’s natural attractions. A five-mile moderate out-and-back hike will bring you to the base of Lye Brook Falls , one of the tallest waterfalls in Vermont . Plan to wear your waterproof hiking boots and bring along a trekking pole or walking stick because you will need to cross a couple of small streams. If you can get there in the morning before moving on, the trail won’t be crowded and you can have a little time to yourself to enjoy the falls.

Hildene, Manchester

Hildene gardens and house

One of Manchester’s most famous attractions is Hildene, the former Lincoln family home. A self-guided tour of this historic home, built by Abraham Lincoln’s son Robert as a summer home when he was President of the Pullman Company, only takes about an hour to explore both the home and some of the grounds. You can certainly take longer to enjoy the walking trails, have a picnic, or visit the Sunbeam Pullman car or Hildene goat dairy.

Scenic Route 100 Byway

Vermont country store with blue truck

After touring Hildene, we turned our sights north, toward Killington and a scenic drive along Vermont’s famous Route 100, past Bromley, Stratton Mountain, and Okemo. You could opt for lunch at Goodman’s American Pie in Ludlow, or stop for burgers and lobster rolls at Honeypie in Jamaica, but we headed to Weston for a stop at the Vermont Country Store .

It is easy to lose yourself for an hour in this general store/gift shop turned tourist attraction, ducking into different sections for some of the best Vermont-made products from Darn Tough socks to their own syrup, cheeses, and cider. After poking around for a bit, you can stop at the cafe and enjoy a picnic lunch or a maple creemee (maple-flavored soft ice cream).

Our next stop on the Route 100 Scenic Byway was going to be Buttermilk Falls, in Ludlow, but we were running a little behind and I’ve been there before we so skipped it this time (no worries, we would see plenty of waterfalls the next day!) Instead, we headed to Green Mountain Sugar House instead to stock up on syrup and try one of their famous maple creemees. Set on a lake, it is also a great place to take your ice cream and sit in an Adirondack chair near the water to enjoy the view.

The next stop on my itinerary was Plymouth Artisan Cheese , in Plymouth, also the home to the historic site where President Calvin Coolidge was born and raised. Sadly we arrived just five minutes before the posted closing time and they were already gone for the day.

The Mountain Inn, Killington

Mountain Inn sign and outdoor patio with two red gondolas, picnic tables and a view of the ski runs on Killington

We ended our day with a stay at The Mountain Inn , in Killington. This renovated inn is also home to a distillery, offering a trendy and fresh design and a fun atmosphere. Our mountain view room offered a small balcony and gorgeous vistas. It was perfect for the two of us, but for families, I would keep in mind that the rooms are small and the walls are thin. It wasn’t busy when we were there so we loved our experience, but I imagine it would feel quite different in the winter season.

For dinner, I had booked a special pre-Mother’s Day treat to enjoy dining in one of their two heated gondolas at the restaurant, Still on the Mountain (get it — still like the one used in the distillery? Fun play on words.) The food was great and the cocktail list was extensive (as you can imagine), but it was the atmosphere that we really loved.

Thundering Brook Falls, Killington

Thundering brook falls waterfall in Killington Vermont

We started our third and final day on our Vermont road trip with the first of a number of waterfalls. Just a short drive from our hotel in Killington, Thundering Brook Falls is off the main road and more of a local gem. A short walk on a boardwalk through a marsh will bring you to the viewing platform at the base of the falls. You can also go off-path and climb up to see the upper falls — keep a close eye on children!

Texas Falls Recreation Area, Hancock

Water cutting through rocks with a fence above at Texas Falls Recreation area in Vermont

From Thundering Falls, we continued up Vermont Route 100 towards Granville, with a pitstop at the Texas Falls Recreation Area . This is well worth the short detour off Route 100, between there and the Lake Champlain Byway. This area features a one-mile nature hike through the woods, but you don’t even need to do that to see the stunning waterfalls that have been carved through the rock over the generations. The best views are right at the beginning of the hike, just past the bridge that connects the trail to the parking lot. Depending on your day, there are also picnic grounds on-site and a toilet (not so easy to find on your drive!)

Moss Glen Falls, Granville

Moss Glen Falls in Granville Vermont

Head back to Scenic Route 100 and continue north towards Granville. Chances are you won’t have any cell phone coverage, so keep an eye on the left for Moss Glen Falls . There is a small parking area and the falls are easily visible right from the road. There are hiking trails nearby but you can take a quick photo and continue on to other attractions.

Warren Falls, Warren

Woman in blue shirt and vest and black pants standing in front of waterfall and large rock boulders at Warren Falls Vermont

Even if you are getting tired of waterfalls, you shouldn’t skip stopping at Warren Falls . The parking lot can get a little crowded on a busy day because this is a popular spot for families, picnickers, and hikers. But a short walk towards the cascades will bring you to a beautiful view of the water rushing through rocks. Stake out a spot on the rocks and sit and enjoy a picnic or just take in the view.

The cute, artsy town of Waitsfield, near Mad River Glen Ski Area, is the beginning of the Mad River Scenic Byway. This is a great spot to stop for lunch, or even stay the night if you have more time for your Vermont road trip itinerary. You will find art galleries as well as pottery and glass artisans. Waitsfield is also home to Mad River Distillers and a few craft breweries. You can grab lunch at the Three Mountain Cafe or Mad Taco, or treat yourself to a maple ice cream cone at Canteen Creemee. If you did want to stay the night, The Inn at Round Barn Farm is a great choice.

Hard cider tasting flight at Cold Hollow Cider Mill

If you don’t stop in Waitsfield, the larger town of Waterbury offers plenty of options for lunch or dinner, including Prohibition Pig or Hen of the Wood. On our trip, some of these weren’t open for lunch so instead, we opted for a late brunch at Maxi’s , a local favorite for breakfast and brunch.

Of course, the reason many people stop in Waterbury is the Ben & Jerry’s Factory ice cream store just outside of town. We had both visited before and didn’t want to stop for a tour or ice cream, but if you haven’t been — even a quick stop for a stroll through the flavor graveyard is fun for B&J’s fans.

If you head a little further north toward the Stowe area, it is well worth a stop at the Cold Hollow Cider Mill , one of my favorite things to do in Vermont. We first stopped here after going to Smugglers’ Notch a few years ago and I fell in love with their apple cider donuts. My recommendation is to stop in at the hard cider tasting room first and try a flight (they may give you a coupon for 6 free donuts next door!) There is also a cafe serving up tasty sandwiches and salads. Next, head over to the main store and stock up on cider, donuts, pies, and other Vermont specialties to bring home to enjoy!

Morse Farm Sugarworks, Montpelier

By this time, we needed to start turning south to make our way home at the end of a wonderful long weekend. But before we hit the highway, we had one more stop just outside the state capital of Montpelier at the Morse Farm Sugarworks . At this maple producer and country store, you can sample all their flavors of maple syrup — from light and delicate to dark and robust. We also found the pricing here lower than in other places, so if you want to stock up on syrup, this is the place! You can also purchase maple sugar products and, of course, enjoy a maple creemee — some swear it is the best around!

Quechee Gorge, Hartford

Quechee Gorge and river from above

If you are looking for one final stop on your VT road trip, Quechee Gorge is located just a couple of minutes off Interstate 89 and 91. This “Vermont’s Little Grand Canyon” is visible from the bridge on Route 4. Just park at the Visitor Center and walk over, or you can spend time learning about the geology and history of the area and take a hike on the trail along the river.

If you have a little more time to spend, I would recommend visiting the Simon Pearce glassware store and restaurant nearby and spending the night in the charming village of Woodstock at the Woodstock Inn .

Of course, there are so many scenic drives and cute towns to explore on a Vermont road trip that you can’t fit everything into one weekend. If you are looking for more ideas, check out one of these New England road trips , which are great for fall foliage drives. I hope you fall in love with the Green Mountains of Vermont and keep going back just the way I have!

Visiting Vermont? You may be interested in…

  • Things to do in Burlington, Vermont
  • Things to do in Manchester, Vermont
  • Basin Harbor on Lake Champlain
  • 20+ Spots to go Glamping in New England
  • Best fall getaways in New England

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3-day Vermont road trip itinerary

Tamara Gruber is the Founder and Publisher of We3Travel. A former marketing executive and travel advisor, Tamara is an award-winning travel writer and recognized expert in family travel, named the Media Member of the Year for 2023 by the Family Travel Association. Tamara is a member of SATW, the Adventure Travel Trade Association, and the Family Travel Association. She is also the publisher of YourTimetoFly and the co-host of the Vacation Mavens travel podcast.

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Publish Date: December 28, 2022


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A Complete Guide to Vermont's Route 100 Scenic Drive

vermont driving tour

TripSavvy / Lauren Breedlove

There are 10 designated Vermont byways , all worthy routes for drivers who want to explore the Green Mountain State's history, artistry, culinary delights, and natural wonders. Of them, the Vermont Scenic Route 100 Byway is a popular standout. Begin your journey from Route 100's southern end in Stamford, Vermont, just across the Massachusetts border, and you'll instantly discover that Vermont's longest single highway isn't highway-like at all. As Route 100 meanders north for just over 216 miles—practically the entire length of the state—it slices a corridor through the very center of the state, tracing the edge of the Green Mountain National Forest and visiting 33 storybook Vermont small towns.

How long does it take to drive the entire length of VT-100, all the way to Newport, Vermont, just shy of the Canadian border? You could make the trip in about five hours without stops, and it would be a splendidly scenic ride. But you could just as easily spend five days poking around along this mountain road, stopping to shop, dine, hike, sightsee, and, of course, snap selfies. Many travelers choose just a segment of Route 100 for a day's outing, particularly in the fall when traffic clogs this major artery. This guide will help you find Route 100's highlights, but the best part of hitting this classic road, whether in a car or on a motorcycle, is pulling over or detouring whenever something catches your eye and making the trip your own.

The Best Time to Drive Vermont's Route 100

Route 100 would not be a fun drive in a massive downpour or blinding blizzard, but otherwise, there is no wrong time of year for an adventure along this well-maintained road. Driving and stopping along Vermont Route 100 in the fall is a leaf peeper's dream. The annual color change begins in late September in the state's northern regions and higher elevations and works its way south through the first three weeks of October, so conditions are likely to be optimal somewhere along VT-100 for the better part of a month. Summertime is equally gorgeous, though, when the Green Mountains are their characteristic lush green and outdoor recreational opportunities abound. In the winter, this corridor is known as the Skier's Highway, as it is the escape route for snow lovers bound for Vermont's most popular ski areas: Mount Snow , Stratton , Okemo , Killington , Sugarbush , and Stowe .

Highlights Along the Vermont Scenic Route 100 Byway

Route 100's allure is its multitude of "only in Vermont" stops. Here are 10 (from south to north) that are musts:

  • Grandma Miller's (Londonderry): Head to Grandma Miller's red barn bakery for beloved Vermont-baked goods including fruit, nut, and meat pies; fresh-baked pastries, cakes, and quick breads; granola; doughnuts; and frozen tubs of cookie dough.
  • Vermont Country Store (Weston): This dog-friendly shopping destination is legendary for its eclectic wares, from Vermont-made gifts and gourmet foods to flannel apparel and hard-to-find items you were sure no longer existed. The original Vermont Country Store was founded in 1946, and travelers on Route 100 find it nearly impossible to just drive by.
  • Green Mountain Sugar House (Ludlow): Everything maple-y awaits at this waterside, red-roofed sugarhouse where the photo ops are as sweet as the syrups, candies, and soft-serve maple creemees. Spring is sugaring season, but you'll love shopping here year-round for a full slate of Vermont food products including smoked meats, cheeses, honey, and coffee.
  • President Calvin Coolidge Historic Site (Plymouth): It isn't just the birthplace of America's 30th president that is preserved for visitors to experience. Explore the entire village of Plymouth Notch, including the still-operating cheese factory , and learn how Calvin Coolidge took the oath of office and operated his summer White House right here in the place where he was born and raised.
  • Moss Glen Falls (Granville): Between Rochester and Warren, keep an eye out for this 35-foot waterfall on the western side of Route 100. It's most impressive in the spring, as snowmelt adds to the volume of water tumbling in a horsetail over dark rocks. From the parking lot, a small bridge leads to a viewing deck, which makes this lovely cascade easy to photograph.
  • Mad River Glass Gallery (Waitsfield): Observe as glassblowers Melanie and David Leppla—whose work is in private and museum collections—practice their ancient craft with a modern, Vermont twist. Their gallery is a gorgeous place to appreciate the wonders of glass.
  • Ben & Jerry's Factory (Waterbury): Childhood friends Ben Cohen and Jerry Greenfield turned a $5 ice-cream-making correspondence course into one of Vermont's most successful and socially responsible businesses and one of the top ice cream brands out there. In addition to touring the factory where these pleasing pints originate, you can visit the Flavor Graveyard and Scoop Shop.
  • Cold Hollow Cider Mill (Waterbury Center): Fall is the busiest time of year at Vermont's best cider mill, where you can watch as apples are pressed into sweet cider. You'll be even more mesmerized by the donut robots, which turn out the hot cider donuts that are in demand year-round. Plan to stick around for a while to shop for gifts and gourmet products, taste hard ciders, and take advantage of photo ops.
  • Vermont Ski & Snowboard Museum (Stowe): It doesn't have to be a bluebird day for you to immerse yourself in Vermont's ski scene. Learn about the history of skiing and riding in the state at this artifact-filled museum in an 1818 meeting house.
  • The Alchemist (Stowe): It may be a short jog off of Route 100, but if you're a beer lover and you're this close, you'll want to visit one of Vermont's best breweries , where Heady Topper, the double IPA that really put Vermont on the world beer map, is crafted.

Where to Stay on and Near VT-100

Year-round, you'll find Airbnbs and ski-area condos, like those at Sugarbush Village , convenient for multi-day stays in Vermont's Route 100 region. Consider these other lodging options (from south to north) if you're planning to spend several days driving Vermont's Route 100, and make reservations well in advance for holiday, fall foliage, and ski season weekends:

  • Deerhill Inn : Views of the Green Mountains, fine dining on-site, and a notable wine cellar make this West Dover inn a perfect home base, especially during fall foliage season.
  • The Lodge at Bromley : For simple, clean, family-friendly accommodations and an unbeatable mountain view, detour 7 miles off Route 100 to this lodging property on Route 11 in Peru.
  • The Trailside Inn : Near Killington, this updated ski lodge oozes Vermont charm and offers an affordable and comfortable place to rest your head. Don't ski? Borrow sleds or rent snowshoes and set out for winter fun right on inn grounds, knowing a roaring fire awaits in the Great Room on cold, dark nights.
  • Lareau Farm Inn : Choose from a dozen bright and cheery B&B rooms at this historic farmhouse turned inn in Waitsfield.
  • The Pitcher Inn : With rustic-themed yet incredibly posh rooms, upscale dining, and glorious fireplaces to warm you, this inn just off Route 100 in Warren is worth the splurge if you're looking for romance.
  • Field Guide Lodge : Just off Route 100 in Stowe, this Lark Hotels property has nostalgic yet youthful energy and style, plus perks like complimentary breakfast and an outdoor pool, hot tub, and fire pit.

Where to Eat Along Vermont Route 100

These Route 100 restaurants (from south to north) are ideal places to sample the flavors of Vermont:

  • Garden Cafe and Gallery : Multitask at this Londonderry, Vermont, destination where you can pick up picnic foods to go, shop for local gourmet and gift products, admire art by Vermonters, and enjoy dinner beside a wood fire.
  • The Downtown Grocery : One of Vermont's top chefs, Rogan Lechthaler, helms the kitchen at this cozy bistro near Okemo Mountain in Ludlow. Save room for desserts made with Vermont ingredients like apples and maple syrup.
  • The Wild Fern : This enchanting, vegan-friendly cafe right on Route 100 in Stockbridge, Vermont, is known as much for live music as it is for its fresh-baked breads and bagels and hearty soups, pizzas, and burgers.
  • Sandy's Books and Bakery : In tiny Rochester, Vermont, you can browse rooms of books while your bagel's toasting and your soup is being ladled at this cute stop for homebaked treats and coffee drinks. 
  • American Flatbread : Vermont's own take on pizza was originated at the historic, 25-acre Lareau Farm in Waitsfield, where you can still savor wood-fired, bubbly-crusted flatbreads topped with fresh, sustainable ingredients.
  • Michael's on the Hill : You'll find one of Vermont's best farm-to-table restaurants situated on a hill in Waterbury Center overlooking Route 100 and scenic mountain peaks. Swiss chef Michael Kloeti is known for using local, organic Vermont ingredients in European-style comfort food dishes.
  • Plate : In Stowe, this rustic restaurant is perfect for a romantic meal featuring beautifully plated fare made with Vermont-grown raw materials. Vegan options are available.

Tips for VT-100 Travelers

  • Pay close attention to posted speed limits and don't let the scenery distract you from obeying them. Along open stretches, the speed limit is typically 50 mph, but as you motor through small towns, it may drop to as low as 35 or even 25 mph. Be especially cautious in the 35 mph zone in Plymouth: a spot that is notorious for the number of speeding tickets issued each year.
  • Use an app like Yelp to find restaurants that are just off Route 100 and missed by many tourists.
  • Share the road with fewer drivers by traveling Route 100 midweek, particularly during the height of the fall and ski seasons.

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New England With Love

The Perfect Vermont Road Trip: One Week Itinerary (2024)

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Vermont is one of few states that you can drive from one end to the other in a day or less, lending itself perfectly to a Vermont road trip! We love how quick and easy it is to get around the Green Mountain State, but Vermont is meant to be explored, with its mountain vistas, winding roads, and the unique businesses that call it home. 

I suggest you take a few days (or better yet, a week or more) and discover all that Vermont has to offer – from well-known attractions to the lesser-known, but certainly not lesser-loved. 

I love Vermont and I have been exploring the state since 2001. In that time I’ve discovered the best spots worth visiting, and I’m sharing those with you today.

Vermont trip itinerary starts in Southern Vermont, but make this excursion your own and start from the north, or begin your journey in central Vermont!

Table of Contents

When is the Best Time to Visit Vermont?

If you’re looking to maximize your bang for your buck during your Vermont road trip, then fall is absolutely the best time to make your road trip to Vermont . There’s nothing quite like a New England road trip, and while you’ll find plenty of lovely things to see and do throughout the rest of the year, fall foliage in this region is unlike anything else and a road trip in Vermont in the fall is the perfect way to see for yourself!

Vermont Road Trip Day One – Bennington 

We recommend starting your Vermont adventure in Bennington , a quaint town located on Vermont’s southern border. Bennington is home to a number of shops, restaurants, and museums. Grab breakfast at Papa Pete’s (home of the giant pancakes!) or the historic Blue Benn Diner . Then, head to Fiddlehead at Four Corners art gallery or Bennington Potters . Spend some time exploring Hawkins House Craftsmarket and satisfy your sweet tooth at Village Chocolate Shop . 

If you are taking your road trip through Vermont from May through October, we recommend making a stop at the Bennington Battle Monument and taking the elevator to the top for panoramic views of three states.

Bennington Monument surrounded by Fall trees and mountains

In the afternoon, hit the road on Historic Route 7 to Manchester. Manchester is well-known for its outlets, so plan to spend the afternoon shopping. You don’t want to miss the treasures you find in Manchester’s local offerings though, so a stop at Northshire Bookstore , Manchester Wood , or Perfectpiece consignment shop are a must.

While you’re there, stop at Orvis to feed the trout (or try your hand at fly fishing). Stop by Double Hex or Depot Street Burgers for dinner and rest your head at the Inn at Manchester or one of the other top hotels in the area . If you are taking your VT road trip in summer, a trip up Skyline Drive to Mount Equinox will make your day.

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Vermont Road Trip Day Two – Manchester

The Inn at Manchester makes a great breakfast, or you can climb the stairs of Up for Breakfast , a quaint eatery in the heart of Manchester. After you eat, head to Londonderry and explore Stratton Mountain . At 3,875 feet, Stratton offers unparalleled skiing and riding in southern Vermont and is one of the top ski resorts in the state . In the warmer months, discover Stratton Village that’s home to shops, restaurants, an iconic clock tower, and more. 

Large flower pots filled with flowers in front of a red building

In the afternoon, make the trip to Weston – home of The Vermont Country Store . The Vermont Country Store sells Vermont-made products, as well as hard to find toys, trinkets, and treasures. It’s a quintessential Vermont experience, and we guarantee you’ll spend a few hours here. Before dinner, head to Ludlow and get settled into your room for the evening at the Echo Lake Inn , Main + Mountain Motel , or The Pettigrew Inn . For the best bites, get a table at Sam’s Steakhouse or Mr. Darcy’s Bar & Burger . If you’re ahead of schedule, plan to have a little fun at Okemo Mountain Resort . 

Vermont Road Trip Day Three – Plymouth, Woodstock

Wake up early and head to Plymouth, where the 30th President of the United States was born and raised. The Calvin Coolidge Homestead is a National Historic Landmark, featuring an old church, school house, cheese factory, store and post office, barns, walking trails, and more. Coolidge and seven generations of his family are laid to rest in Plymouth. You could spend the whole day here, but we recommend picking up after lunch and heading to Woodstock. 

Woodstock is home to a variety of shops, art galleries, and some of the cutest covered bridges in VT , and is the perfect addition to any trip to New England. Explore its walkable downtown lined with shops or head to Billings Farm & Museum and get face-to-face with horses, cows, sheep, and other animals – small and large. 

Gorgeous view of the colorful fall mountains behind a farmhouse

There are many incredible inns and hotels in the area , but you won’t go wrong hanging your hat at The Woodstocker B&B , Sleep Woodstock Motel , or 506 on the River Inn . If you’re looking for a luxury place to stay for a romantic New England road trip stop, consider The Woodstock Inn and Resort ; it’s pricy, but the WOW factor is through the roof! For dinner, we recommend Worthy Kitchen and its farm-to-table New American eats, or for a more eclectic menu, The Prince & The Pauper Restaurant .

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Vermont Road Trip Day Four – Montpelier, Waterbury

Rise and shine. Day 4 of your road trip through Vermont starts with a car ride to Montpelier , Vermont’s capital city and one of the best places to live in the state. Stop by our Statehouse and marvel at the building’s gold dome and the Greek Goddess of Agriculture. In the warmer months, tulips and other flowers line the entrance to the capital building, making it even more beautiful. Then head down to The Vermont History Museum . Don’t expect fast food for lunch though. Montpelier is the only state capital without a McDonalds. We suggest saving your appetite until you reach Waterbury, the next stop in your journey. 

Red and yellow tulips in the foreground with the Vermont State House in the distance

Waterbury is a culinary gem and we’re sure there’s not a bad place to eat there. Try The Reservoir , Prohibition Pig , or the ZenBarn . For a super unique VT road trip experience, visit The Blue Stone . The restaurant is home to a vintage well stone resurrected from a farmhouse near Rutland, Vermont. It now serves as a communal bar table and is the perfect spot to share a pizza with friends and family. And of course, no Vermont road trip is complete without a stop at the Ben & Jerry’s Factory . They offer a cool tour that provides an inside-look at how America’s favorite ice cream is made, and the grounds are a fun place for adults and kids alike. Stop by the scoop shop to grab your favorite in a cone. 

Head to Burlington and check in at Hotel Vermont , an independent hotel offering an authentic Vermont experience with Vermont-made products in each room. Rest up; you’ve got a busy day tomorrow. 

Vermont Road Trip Day Five – Burlington

It’s no coincidence that Burlington is affectionately known as the Queen City. It’s up there as one of the coolest places to visit in not only Vermont, but New England. Burlington is a four-season destination, offering a variety of activities for all ages. 

While you’re here:

  • Explore Church Street Marketplace and join the 1.5 million visitors that come here annually to shop, eat, and play
  • Take your kids to visit ECHO Leahy Center for Lake Champlain , a nature and science museum on the waterfront
  • Relax at Waterfront Park, or catch jam band Twiddle’s two-day Tumble Down festival or Grace Potter’s Grand Point North music festival. 
  • Get out and swim, kayak, or boat on Lake Champlain, the sixth largest body of water in the United States 
  • Ride your bike down the Burlington Bike Path
  • Catch a show at the Flynn Center for the Performing Arts , which has hosted the likes of Bob Dylan, Dave Matthews Band, and more.
  • Take a hike at one of these top spots around Burlington
  • Meander the grounds at Shelburne Museum , its iconic round barn, and its 220-foot steamboat Ticonderoga. 
  • Attend a UVM basketball game
  • Check out the Burlington brewery scene and eat at some of their top restaurants and coffee shops

Vermont Road Trip Day Six – Stowe

Looking downward toward the Stowe Lodge

On day 6, you will head to one of the top Vermont destinations: Stowe. This quaint and classic mountain town is a must-visit on any New England road trip itinerary. If you’re into winter sports, the nearby ski resorts will fulfill all your snowy needs. Or if you’d prefer to relax at a luxurious spa, sip craft beers with mountain views, or simply take in the gorgeous scenery, Stowe has all that going on. 

Some of the best things to do in Stowe include: 

  • Visiting the Trapp Family Lodge , the resort founded by the real family from The Sound of Music. This property has amazing cross country skiing, an authentic-style bierhaus, and just an all around cozy vibe. It’s utterly Vermonty.
  • Riding the bright red gondola to the top of Mount Mansfield, Vermont’s tallest peak.
  • Eating at delicious Stowe restaurants’
  • Go hike beautiful Stowe!

There are many cool places to stay in Stowe, whether you’re looking for inns, hotels , or vacation rentals , but a stay at Trapp Family Lodge is an incredibly unique Vermont road trip experience!

Vermont Road Trip Day Seven – Continue or End

At this point in your journey, you might decide to keep heading north because there’s so much more to see in Vermont. Or, if your road trip is ending, perhaps it’s time to head south again.

We recommend taking scenic Route 7 south, passing through the towns of Middlebury, Brandon, Rutland , and eventually, reaching Manchester once again. Other suggested Vermont scenic drives can be found here if you want to continue your journey.

A field of sunflowers with green trees in the distance

Want to make a few more stops?

Middlebury has one of the best downtowns in Vermont, and is also home to the UVM Morgan Horse Farm , the oldest continually-operating Morgan horse breeding programs in the country. Stop by historic Marbleworks and grab a bite at Noonie’s Deli and a new-to-you book at Otter Creek Used Books . 

Brandon has been called “the art and soul of Vermont” and is another must-see downtown, with a number of shops, restaurants, art galleries, and more. Brandon also offers amazing recreational opportunities, including hiking, biking, birding, fishing, and winter sports at Moosalamoo National Recreation Area . 

Whether you have one day or seven, Vermont is your playground. From world-class recreation to unbeatable arts and cultural attractions, there’s something for everyone on a Vermont road trip. Pick your starting point and explore!

Vermont is also great for trips from NYC or trips from Boston , so be sure to consider adding the Green Mountain State to your list of must visit New England road trip vacation destinations!

Explore more of Vermont:

  • 10 Charming Small Towns in Vermont Not to Miss
  • 47 Fun Facts About Vermont That Will Amaze You
  • 7 Vermont Fall Foliage Road Trip Itineraries for Autumn Magic 🍁
  • 7 Perfect Spots for a Vermont Weekend Getaway
  • 14 Cozy Cabins in Vermont: Perfect for a New England Getaway
  • 10 Fun Things to do in Vermont with Kids

Pastoral scene of a farm in the fall

The Geographical Cure

Perfect 1 Week Itinerary for a Vermont Road Trip

If you’re yearning for a peaceful escape in New England, look no further than Vermont. This one-week Vermont itinerary offers the perfect road trip through the picturesque and tranquil state.

Vermont’s unspoiled landscapes and breathtaking scenery make it an ideal destination for those seeking solitude and natural beauty. And if you find yourself with extra time, I’ll also provide options to extend your trip and explore more of what Vermont has to offer.

Running water stream in rural Vermont

Vermont rolls out an endless supply of quaint Colonial towns filled with white steepled churches, red barns, red covered bridges, and charming inns.

Vermont is heavily forested, with a green canopy that’s set ablaze with fall foliage. If you’re looking to get away from the crowds and fall back into nature and history, Vermont is the perfect place. And, while you’re there, you can enjoy the excellent farm to table cuisine for which Vermont’s renowned.

Pinterest pin for one week road trip itinerary for Vermont

Here’s my guide spending 7 days in bucolic Vermont. This 200 mile Vermont road trip itinerary takes you from southern Vermont to northern Vermont. You’ll drive through the Green Mountains and weave through charming hamlets.

I point out all the must visit attractions and towns in Vermont. I give you tips for visiting Vermont, including where to hike, where to stay, and where to eat.

I also add some bonus destinations at the end of the one week Vermont itinerary, in case you want to extend your Vermont road trip from 7 days to 10 days or more.

Green River covered bridge in Guilford

One Week In Vermont Itinerary

This one week in Vermont road trip itinerary takes you from Brattleboro in southern Vermont to Stowe in northern Vermont. Distances between destinations are relatively short, so you won’t feel rushed.

To begin your trip to Vermont, fly into Bradley International Airport in Hartford. Brattleboro is a 1:15 drive from the airport. Or, simply drive to Brattleboro to begin.

quaint town of Brattleboro

Day 1: Brattleboro

Start your 7 day Vermont road trip in the gorgeous town of Brattleboro in southern Vermont. It’s New England’s most supportive art centric enclave. Artists settled in Brattleboro to escape the high rents of New England’s major cities, while still remaining close.

Brattleboro’s downtown has been revitalized. It’s now full of art galleries, upper story artist studios, and a broad array of art venues.

The Brattleboro Museum & Art Center is housed in a restored railroad depot. It presents 8 exhibitions annually.

Whetstone Brook in Brattleboro, Vermont

Brattleboro also has a performing arts scene focused on classical music. The marquis venue is the Marlboro Music School. Brattleboro hosts the New England Bach Festival, a winter Chamber Music Series, and the Vermont Renaissance Festival (in nearby Vernon). Or you can catch a movie at the Art Deco Latchis Theatre.

If nature calls, Brattleboro offers four seasons of sports. You can ski, snowshoe, and skate in the winter. And swim, bike, hike, and golf in the summer. Be sure to check out the Creamery Covered Bridge, a rare surviving example of a 19th century wooden bridge.

Where to stay in Brattleboro : The Inn on Putney Road, Chesterfield Inn, Treehouse Village Inn

Where to eat in Brattleboro : Mocha Joe’s Cafe, Amy’s Bakery Arts Cafe, Peter Havens, Duo, T.J. Buckley’s

Pro tip : If it’s pottery you’re after, head to Putney just 9 miles upriver.

Quechee Gorge, Quechee National Park

Day 2: Chester, Woodstock & Quechee Gorge

As you leave Brattleboro, head west on Route 9 and link up with Route 100. You’ll be traveling north along the eastern edge of the Green Mountains.

There are plenty of panoramic overlooks to stop and take photographs. And plenty of cute towns to visit along the way — Grafton, Chester, Weston, Woodstock, and Plymouth.

If you have time for just one, I’d pick Chester or Woodstock. Both are enchanting New England villages.

Either makes a good place to overnight, with farm to table eateries and charming inns. Alternatively, you could just visit and continue on to Killington, depending on your agenda.

Chester is best known for its Stone Village and Chester Village Historic Districts. The Stone Village derives its name from the plethora of granite houses in the area.

Chester Village gives off a classic Federal and Colonial aesthetic. Chester is also home to cute boutiques, art galleries, and some fabulous restaurants.

Middle Covered Bridge in Woodstock Vermont

Woodstock is ridiculously charming, the quintessential New England town. Well preserved thanks to the Rockefeller family, strolling the adorable downtown is an activity in and of itself.

There are plenty of boutiques, craft shops, antique stores, and bookstores. FH Gillingham & Sons is a classic Vermont general store. Don’t miss the cute covered bridge.

For some exercise, you can stop for a hike in Quechee Gorge en route to Killington. It’s a fairly easy (but steep) hike down to the base of the gorge.

If the clear water sparkling in the sunshine entices you, there’s a place to enter the river for a swim. The best views are from the bridge. If you didn’t get cheese earlier, now is the time to stock up at the Quechee Gorge Village

Where to stay in Chester : Inn Victoria, Fullerton Inn, Stone Hearth Inn

Where to eat in Chester : Free Range, Heritage Deli & Bakery, Pizza Stone VT

Where to stay in Woodstock : Fan House Bed & Breakfast, Kedron Valley Inn, Twin Farms, The Woodstock Inn and Reort

Where to eat in Woodstock : Barnard Inn Restaurant, Cloudland Farm, Keeper’s Cafe, The Red Rooster

Thundering Falls in Killington

Day 3-4: Killington

One days 3 and 4 of your Vermont itinerary, you arrive in Killington. The town is Vermont’s largest ski resort. It’s a must visit town on your one week in Vermont itinerary.

Killington is really a year round outdoor playground, no matter the season. The downtown is a bit strip mall-ish and overdeveloped. But the views from Killington Peak are sublime.

When the weather is warm, hit the Adventure Center where you can zip line and take scenic lift rides. The ski trails are also open for hiking. Deer Leap Trail is a 3 mile loop and leads to a pretty view overlooking Pico Peak.

In winter, you can ski, snowboard, fat bike, cross country ski, snow tube, and take sleigh rides. Because of its snowmaking capacity, the slopes usually open in early November and the lifts run to early May. The Grand Spa is a nice way to end your day.

Where to stay in Killington : Mountain Top Inn, Birch Ridge Inn, Killington Grand Resort Hotel

Where to eat in Killington : The Garlic, The Peak Lodge, Choices

Church Street Marketplace in Burlington, which is one of the best towns to visit on a Vermont road trip.

Day 4-5: Burlington

You may want to spend another day in Killington, if you’re sporty. But, if not, the next stop is Burlington, land of the poet Robert Frost and known as one of the most livable small cities in the US.

In Vermont, there’s a saying that “you can’t throw a stone without hitting a poet/painter/potter.” As the largest town in a state of small hamlets, Burlington has developed a self contained art scene that’s the envy of many.

To some, Burlington is akin to a mini Seattle — a politically and socially progressive enclave of college students, regional power brokers, and creative minds.

The jewel of Burlington’s art scene is the Fleming Museum on the University of Vermont campus. The museum has a wide range of artworks and artists. In June, you can attend the Arts Alive Festival. The Firehouse Center for the Arts also hosts year round exhibitions and art programs.

University of Vermont

If you want to see a show, head to the Flynn Performing Arts Center . It’s a fully restored Art Deco masterpiece. The Flynn hosts concerts, plays, and traveling Broadway shows.

If you want to disappear into nature, take the Robert Frost Interpretive Trail. It’s a short 1.2 mile woodland walk. You’ll find signs with commemorative quotes from his poems, including The Road Not Taken .

If you’re a foodie, Burlington will suit. It outshines much of the US with a bounty of locally grown food. Farm to table eating is a well established tradition. There’s even excellent street food at Farmers and Foragers Food Truck.

>>> Click here to book a craft brewery tour

Creemees on the Waterfront

And Burlington has a wonderful farmer’s market on Saturdays in the summer and fall. There’s everything from organic meats and cheeses to flowers and maple syrup.

Local artisans also sell their wares. The market is a must see if you’re visiting in season.

Where to stay in Burlington : Willard Street Inn, Hotel Vermont, The Essex, Made INN Vermont

Where to eat in Burlington : Bleu Northeast Seafood, Hen of the Wood, Juniper, The Great Northern, Honey Road

Adirondack mountains across Lake Champlain

Day 6: Day Trip To Shelburne and Lake Champlain From Burlington

On day 6 of your 7 day Vermont itinerary, stay in Burlington another night. Then day trip to your next Vermont destination. Drive south to the Magic Hat Brewing Company .

This establishment sparked the growth of Vermont’s microbrewery scene. You can take a free half hour tour and fill up your own growler with an experimental brew.

Just down Route 7 is Shelburne, an affluent suburb of Burlington. Shelburne’s main attraction is the 19th century Shelburne Farms .

There, you can learn how cheese is made from start to finish. Or wander around the beautiful 1400 acre estate. The farm overlooks Lake Champlain. It’s the perfect place for a picnic, if you’re brought your own provisions or purchased some at the farm.

Charlotte Meeting House in Shelburne

Lake Champlain is one of the most iconic places to visit in Vermont. It’s the 6th largest freshwater lake in the US. First head to Oakland Park.

Admire the beach and, if it’s warm, go paddle boarding. Then hike up the Island Line Trail to the Burlington Earth Clock. The clock is a beautiful large stone circle created by locals called Circles of Peace .

If you want to hit up another microbrewery, the Switchback Brewery is your go to place in Lake Champlain. Then, hike the 2.7 mile long Red Rocks Park Loop Trail, where you’ll have beautiful views of the mountains and lake.

the picture perfect town of Stowe

Day 7: Stowe

Just a 30 minute drive from Burlington brings you to lively Stowe Vermont. New England is awash in winter resort towns.

But Vermont’s picturesque Stowe is an incredible year round destination you can’t help but fall in love with. It’s especially known for its breathtaking fall foliage.

En route to Stowe, make the requisite stop at Ben & Jerry’s Ice Cream Factory . You can tour the facilities and get the low down on how their ice cream is made. Afterward, you can taste some limited-release creations.

Then, on to beautiful Stowe. In the winter, Stowe is a popular ski destination, with Vermont’s tallest peak Mt. Mansfield. If there’s snow when you arrive, hit the slopes or take a sleigh ride.

Come summer, Stowe swaps skiing for hiking, golf, mountain biking, kayaking, swimming, and scenic drives up the winding Auto Toll Road. For a magical experience, you can go hot air ballooning over the Green Mountains.

Scenic mountain view hiking Stowe Pinnacle Trail in Vermont

Where mountainous Stowe really shines is its hiking trails, with a range of options to suit every level of experience. Some take you to towering peaks, others end in waterfalls.

The Stowe Pinnacle Trail is a 2.8 mile hike to a breathtaking summit with mountain views. When you’re done hiking, snack on some apple cider donuts or indulge in a Vermont Maple Sugar Body Scrub at the Snowflake Spa .

Stowe also boasts a romantic and picture perfect downtown. Its white steepled church is the focal point. The tiny Main Street is filled with boutiques, art galleries, crafts stores, and antique shops.

Sample some of the finest cheddar cheese and maple syrup in Vermont. There are also libraries, museums, theaters, and cultural organizations to keep your entertained.

Where to stay in Stowe: Stowe Mountain Resort, Trapp Family Lodge. Topnotch Resort

Where to eat in Stowe: Plate, Cliff House, Bistro at Ten Acres

Montpelier, Vermont's beautiful capital city

Extra Time On Your Vermont Road Trip?

If you have more than 7 days to spend in Vermont, there are plenty of other places to add to your Vermont itinerary.

1. Montpelier

Add a day in pretty Montpelier, just 38 miles south of Burlington in northern Vermont. Montpelier is the country’s smallest capital, though it feels like a village. Its quirky spirit has earned it the nickname of “Montpeculier.”

Montpelier has a historic little downtown center and vibrant cultural scene, with shops, cinemas, art galleries, etc. But its main claim to fame is as a base for outdoor activities. Hubbard Park offers miles and miles of hiking trails. On its highest peak, a romantic stone tower offers 360 mountain views.

You can also tour the Vermont State House , visit the Vermont History Museum , browse in Kellogg Library, and sample a maple “creemee” at the Morse Farm Maple Sugarworks .

Where to stay in Montpelier : Inn at Montpelier, High Hill Inn

Where to eat in Montpelier : NECI on Main, Sarducci’s, Kismet

main street of Manchester Vermont in fall

2. Manchester

Or, if you’d prefer to hang out in southern Vermont, you can add Manchester to the beginning of your Vermont road trip itinerary. It’s only 1:30 from Brattleboro. Seated at the base of Mt. Equinox, Manchester has been a popular summer resort since the 19th century.

Manchester boasts stately homes and marble sidewalks. Its Main Street could hardly be more picturesque. The town is also a bastion of outlet shopping, with famed upscale factory outlets doing business in cute Colonial buildings.

One must see site in Manchester is Hildene , the summer home of Abraham Lincoln’s son. Hildene is a beautiful Georgian Revival style mansion, which holds some of the Lincoln’s family’s most precious possessions. The property also features beautiful gardens.

Hildene, the Lincoln family home in Manchester

For hiking in Manchester, hit the Mt. Equinox Trail . It’s a 6.8 mile loop that’s both steep and challenging. The views from the summit are worth the arduous climb. But you can also access the summit by car at the entrance to Skyline Drive.

Where to stay in Manchester : Equinox, Taconic Hotel, Wilburton Inn

Where to eat in Manchester : Bistro Henry, Mistral’s at Toll Gate, Mystic Cafe & Wine Bar, Ponce Bistro, The Silver Fork

covered bridge in Vermont

I hope you’ve enjoyed my one week itinerary for Vermont. You may enjoy these other United States travel guides and itineraries:

  • 10 Day Itinerary for New Hampshire
  • 25 Most Beautiful Town in New England
  • 10 Day Itinerary for Coastal Maine
  • Fall Foliage Road Trip in New England
  • 3 Day Itinerary for Boston
  • 10-14 Day Itinerary for Southwest US
  • 10 Day Southern California Itinerary
  • 21 Less Touristy Towns on the East Coast
  • Best Art Towns on the East Coast
  • Best Art Towns in California

If you’d like to spend one week in Vermont, pin it for later.

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Last Updated on July 9, 2023 by Leslie Livingston


Northeast Kingdom

Scenic drives and byways guide you through the best of vermont.

connecticut river national byway

Connecticut River National Byway

Route 91 in Vermont; Routes 2 and 3 in New Hampshire Brattleboro, Bellows Falls, Windsor, White River Junction, Wells River, St. Johnsbury, VT Phone:

mad river scenic byway

Mad River Scenic Byway

Routes 100 and 100B Granville, Warren Waitsfield, Moretown, Middlesex, VT Phone:

Length: 35 miles

stone valley scenic byway

Stone Valley Scenic Byway

Route 30 Hubardton, Castleton, Poultney, Wells, Pawlet, Rupert, Dorset, Manchester, VT Phone:

Length: 30 miles

Green Mountain Byway

Green Mountain Byway

Route 100 Waterbury to Stowe, VT Phone:

Length: 11 miles

Lake Champlain Scenic Byway - Northern Vermont

Lake Champlain Byway

Route 2, Route 7, others Champlain Islands, Burlington, Middlebury, Vergennes, VT Phone:

Length: 134 miles

shires of vermont byway

The Shires of Vermont Byway

Route 7A Pownal to Manchester, VT Phone:

Molly Stark Scenic Byway Spring - Brattleboro, VT - Photo Credit Marlboro Music Festival

Molly Stark Scenic Byway

Route 9 Brattleboro to Bennington, VT Phone:

Length: 48 miles

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A Perfect Vermont Road Trip Itinerary in 2024

January 3, 2024

Paula Martinelli

Wondering what is the best itinerary for a Vermont road trip?

You have got to the right place! After exploring the whole state, I am here to bring this perfect Vermont road trip itinerary that will take you to the best getaways in Vermont. Vermont is a fun state, and a road trip is the best way to experience it

If you are wondering how many days you need to see Vermont, a good taste of Vermont can be enjoyed in less than a week. This trip involves about 2 or 3 hours of driving daily if you don’t linger. This Vermont road trip itinerary will allow you to see the best parts of the state in 5 days , but longer is recommended if you want to see even more.

I split this Vermont itinerary into five action-packed days, but you could always expand it to have more time in each place. If you prefer slow travel or want to do activities in each town that aren’t on the itinerary, expand each day below into at least two days, for ten or more days exploring this beautiful state.

I’ve packed this Vermont road trip with insider tips that will help you make your experience as memorable as mine. Here you will find the best towns/cities to include and the top sites to see in each one.

You may also enjoy these articles ❤️ :

  • 18 Best Things to do in Vermont in winter
  • 15 Cozy & Most Romantic Cabins to rent in Vermont
  • 15 Best Inns & Boutique Hotels in Vermont

DAY 6 Vermont Itinerary: Manchester

Vermont road trip

Essential Tips for Your Vermont Road Trip

Before you jump to the best things to do in Vermont, let’s talk about trip planning in Vermont and make sure you are prepared for the best experience.

🏔️ I highly recommend coming to Vermont with a well-defined itinerary of the top things you want to see, visit, and do, in order to maximize your time here.

🏔️ Vermont is a relatively small state, and its north-south distance from the Massachusetts border to the Canadian border is around 159 miles (approximately 256 kilometers). The east-west width varies, with the state being wider in the southern part and narrower in the northern part.

🏔️ Keep in mind that Vermont’s scenic routes and smaller roads may offer slower but more picturesque journeys, and exploring the state’s charming towns and natural beauty along the way can make the trip more enjoyable.

🏔️ Always consider the current road conditions, traffic, and any road closures or detours that may impact your travel time.

🏔️ Make sure you choose accommodation in a good area , where you can easily drive around and explore the main attractions. You can book a cozy cabin in Vermont or you can stay at one of the most beautiful boutique hotels in Vermont.

🏔️ Driving a 4×4 car during wintertime in Vermont is not necessary, but it is nice to have if you are planning to drive outside the town.

🏔️ You can save on your rental car when you book through this site . I use and recommend Discover Cars because it is the most reliable rental car source, and it allows you to compare the prices of different places.

5 Day Vermont Road Trip

Day 1 vermont itinerary: explore brattleboro and overnight in woodstock.

Ready to start your epic Vermont road trip? The first stop is Brattleboro in the southeast corner of VT. Throughout the day, you’ll make your way north to Woodstock , with many fun stops along the way.

🏨 Best Accommodations: I highly recommend the Woodstock Inn & Resort during your nights in Woodstock. It is in downtown Woodstock, and you can walk to some of the places you’ll be visiting today from the inn.🏨

🔎 Must Read: Best Things to do in Woodstock + Complete city guide

1. Explore Brattleboro

Brattleboro sits on the Connecticut River in New Hampshire and is just ten miles north of the Massachusetts border. From the town, there are great views of the river and lots of restaurants. You can also make stops at the Brattleboro Museum & Art Center or the Vermont Center for Photography.

Vermont road trip

2. Creamery Covered Bridge & Bakery across the street

Less than five minutes west of Brattleboro is the Creamery Covered Bridge. The pedestrian bridge is the only one left in Brattleboro, and it’s over a century and a half old. Make sure you stop at The Vermont Country Deli across the way from the bridge for a tasty pastry or sandwich or to stock up on snacks for the rest of your road trip.

Vermont road trip

3. Grafton Village Cheese Company

Next on your Vermont road trip is to visit the Grafton Village Cheese Company , which is home to some of the state’s best cheese. All the cheese at the store is handmade in Vermont, using milk from the state. You’ll find cheese, wine, gifts, and more at the store. You can also sample cheeses at the store.

Vermont road trip

4. Saxtons River Distillery

Just over two miles north of Brattleboro is Saxtons River Distillery . The distillery makes small-batch spirits, many of which are maple based. They produce liqueur, bourbon, gin, and more, all of which are available to try at the distillery. Make sure you have a designated driver if you plan on drinking spirits at the distillery, especially since you have to drive to Woodstock, where you are staying for the night.

5. Spend the Night in Woodstock

Once you are done exploring Brattleboro and enjoying all the fun things to do there, it’s time to head to Woodstock, where you will be staying for the next two nights. Your drive is not too long, with just over 60 miles between Brattleboro and Woodstock.

Vermont itinerary

DAY 2 Vermont Itinerary: Explore Woodstock

Ready for another day of fun? On Day 2 of your Vermont road trip itinerary, you’re staying in Woodstock, where you can enjoy the town, your resort, or the outdoors with lots of fun wintertime activities if you visit during the season.

🏨 Best Accommodations: Another great option for accommodation is   Jackson House Inn  is situated in a fabulous location in Woodstock and rated as exceptional by the guests.

🔎 Must Read: Best Covered Bridges in Vermont

1. Explore Woodstock Downtown

Woodstock is considered  one of the most beautiful cities in America  for a reason. And it won’t disappoint you!

Start by taking a stroll down Main Street in Woodstock, and just get lost admiring the stunning array of buildings of 18th and 19th-century architectural styles. The best streets to mark on your map are The Green, Central Street, and Elm Street to get mesmerized by the beauty of Woodstock.

One of the most classic and beautiful buildings in Woodstock are the Norman Williams Public Library and the Woodstock Inn.

Vermont itinerary

2. Middle-Covered Bridge

Middle Covered Bridge is right across the street from the inn, so it’s the perfect way to start your second day of the Vermont itinerary. The bridge is one of the newer ones, built-in 1969. It was rebuilt after a fire and is open for vehicles and pedestrians.

If you love covered bridges, check out this list of the  20 best-covered bridges in Vermont .

Vermont itinerary

3. Taftsville Covered Bridge

Next on your Vermont itinerary is the Taftsville Covered Bridge, as you won’t want to miss this beautiful site. The bridge is vibrant red and quite long, spanning over the Ottauquechee River. You will have to drive over to this bridge, which is three and a half miles east on US Route 4 from downtown Woodstock.

Vermont itinerary

4. Quechee Gorge

If you continue east from Taftsville Covered Bridge, you’ll reach Quechee Gorge. The gorge is great for a day of hiking, and there are a lot of trails, some of which take you to the bottom of the gorge. The park is beautiful in the fall when all the colorful foliage is blooming, and if you visit when the weather is nice, you can camp at the park.

PRO-TIP: While you are visiting the Quechee village, I recommend stopping for lunch at The Mill, voted one of American’s Most Romantic Restaurants. The food is amazing, cooked with local fresh ingredients, with very creative cuisine, and a stunning backdrop of the Ottauquechee River waterfall and covered bridge. If you are having dinner here I recommend making reservations in advance.

Vermont road trip itinerary

4. Lincoln Inn and Restaurant at the Covered Bridge

The third covered bridge near Woodstock is the Lincoln Covered Bridge. This bridge is in the opposite direction of Woodstock from the Taftsville Covered Bridge. It is just over three miles west on US Route 4.

Next to the bridge is the Lincoln Inn & Restaurant at the Covered Bridge. If the Woodstock Inn & Resort is booked, the inn here is a great alternative for where to stay during your time in Woodstock.

5. Woodstock Nordic Center / Suicide Six Ski Area (Wintertime Itinerary)

I highly recommend the Woodstock Inn & Resort during your nights in Woodstock. It is in downtown Woodstock, and you can walk to some of the places you’ll be visiting today from the inn.

Part of the Woodstock Inn is the Woodstock Nordic Center. You’ll find nearly 28 miles of skating and cross-country skiing trails just south of the main resort. At the center, you can rent snowshoes, fat bikes, winter clothes, and skis to use at the resort.

Another option for outdoor winter activities is the Suicide Six Ski Area, also called the Saskadena Six. The area is north of Woodstock, and you can take one of three ski lifts up the mountain and come down on one of the 24 trails.

PRO-TIP: Don’t forget to check the sky conditions to find out the best ski areas.

Vermont road trip itinerary

6. Ice Skating at Union Arena

Another fun winter activity in Woodstock is ice skating at Union Arena. The arena is just west of downtown Woodstock. You can ice skate here during public skate hours, and they have ice skates available to rent.

Vermont road trip itinerary

DAY 3 Vermont Itinerary: Explore Mad River Valley – Waitsfield/Warren

I hope you had a fun day in Woodstock, but now it’s time to head further north and explore the Mad River Valley. Today you’ll see more covered bridges and two small towns before heading to Stowe for the night. 

🏨 Best Accommodations: 1824 House Inn + Barn is a perfect accommodation located in Waitsfield offering many things to do such as hiking, cycling and golf. Or I recommend the Mad River Lodge also located in Waitsfield offering very comfortable accommodation. 🔎 Must Read: 10 Best Vacation Gateway in Vermont

1. Go on the 7 Covered Bridges Loop

As you already know, after day 2, Vermont has some amazing, covered bridges. Today, explore even more of them during a drive around the 7 Covered Bridges Loop .

The loop is 40 miles roundtrip, and if you spend time enjoying each bridge, it should take about half a day or so. Learn more about the Covered Bridge Loop .

During your stops at the Waitsfield Covered Bridge and the Warren Covered Bridge, stay to explore the towns and see the other sites today.

Vermont road trip itinerary

2. Waitsfield Historic Center

The Waitsfield Historic Center makes up the small town of Waitsfield. It was established in the early 19th century as a commercial hub for the farmers in the area. Be sure to stop by the Waitsfield Historical Society to explore the town’s history and get more information about events in Mad River Valley.

Waitsfield is also a great place to stop and shop, which is fitting since it was originally built as a commercial town. There are a variety of shops, including craft stores, art galleries, boutiques, a bookstore, and gift shops.

Vermont road trip itinerary

3. Warren Historic District/Warren General Store

The other place you have to stop along the Covered Bridge Loop is the Warren Historic District. The Warren Covered Bridge is in the historic town, as are many old buildings built in the 1800s. The town is on the National Register of Historic Places since it was an important mill town thanks to its location on the Mad River.

In the historic district is the Warren General Store . The store has a deli and a bakery where you can get fresh food and treats. They also have a big selection of craft beer, wine, fashion, and unique toys and gifts.

vermont driving tour

4. Warren Waterfall

South of the Warren Covered Bridge is Warren Falls. The waterfall flows into a natural swimming hole. Bring your swimsuit and jump off the cliffs around the hole if you visit in the summer.

DAY 4 Vermont Itinerary: Explore Stowe and Waterbury / Overnight in Stowe

After exploring Mad River Valley, you’ll spend a night or two in Stowe, VT . Stowe is one of the most popular places in Vermont, thanks to its famous ice cream factory and tall mountain and ski resort.

🏨 Best Accommodations: 1860 House Inn  is set in a historic building and offers an old-style charm! The property is situated close to the center of Stowe village too so there are plenty of restaurants and shopping opportunities nearby. 🔎 Must Read: Best things to do in Stowe + Complete city guide

1. Explore Stowe Downtown

Stowe’s covered bridge is the Gold Brook Covered Bridge. The bridge is haunted by a girl named Emily, who died at the bridge, which is why it is also sometimes called Emily’s Bridge.

From the bridge, head into town and visit Stowe Church, one of the most picturesque churches in the state, with a beautiful mountain view behind it.

13 things to do in Stowe VT in winter

2. Take the Cable car to Mount Mansfield

Even if you are not staying at the resort, you should take the cable car up the mountain. The views are amazing from the gondola, which runs in the summer. At the top of the mountain, the highest in the state, are hiking trails and a restaurant.

3. Visit the Classic Trapp Family Lodge

The Trapp Family Lodge is a historic lodge between the mountain resort and downtown Stowe. The lodge is close to the ski slopes and has an indoor pool, a hot tub, tennis courts, outdoor trails, and on-site dining.

PRO-TIP: One of the best accommodations options is the famous  Trapp Family Lodge : This is one of the main attractions in Stowe and for a reason.

13 things to do in Stowe VT in winter

4. Ben & Jerry’s Factory

Finally, no matter how long you spend in Vermont, one of the places you cannot miss is the Ben & Jerry’s Factory . The factory is in Waterbury and is the only one open for the public to see. You can tour the factory and try the classic and newest ice cream flavors.

It makes a great short drive to visit the factory and try some of the amazing flavors, visit the gift shop and have some fun visiting the flavor graveyard where you can find all the retired flavors over the years.

Vermont road trip

DAY 5 Vermont Itinerary: Burlington and Shelburne

Day 5 of your Vermont road trip itinerary will allow you to spend the day in the small towns of Burlington and Shelburne, which are right next to each other. 

If you have more than five days in Vermont, I highly recommend spending a few more days in Burlington. You can slow down and spend more time at each of these sites.

🏨 Best Accommodations:   Williston Village In is in a great location and offers an escape from the hustle and bustle of everyday life. It’s also half the price of some of the other hotel chains in the area. 🔎 Must Read: Best Things to do in Burlington + Complete City Guide

1. Church Street Marketplace

Church Street is one of the main streets in downtown Burlington . The Marketplace, an outdoor mall, is one of the main attractions.

The marketplace has places to shop, eat, and entertain. The surrounding blocks have even more places, so you could spend a good part of your day here.

Vermont road trip

2. College Street

College Street is one of the other main streets in Burlington which runs perpendicular to Church Street. The street has great restaurants and coffee shops. It runs west to Lake Champlain, so it’s a good street to walk down if you are heading to the lake.

3. Visit the Shelburne Museum

The final stop today is in Shelburne, just south of Burlington. The Shelburne Museum is home to over 100,000 pieces of folk art. The museum spans multiple buildings and on the site is a toy shop, multiple art galleries, and a covered bridge.

Vermont road trip

4. Lake Champlain

Burlington sits on Lake Champlain. You can enjoy the lake from the Waterfront Park or at one of the many lake-side restaurants. Or, you can rent a boat or a kayak and see Burlington from the water.

Vermont road trip

The final day of your Vermont road trip itinerary is going to be a lot of fun! It’s time to head back down south to Manchester in Southwest Vermont. The drive from Burlington to Manchester is 100 miles and by the end of the day, you’ll have looped around the whole state in less than a week.

🏨 Best Accommodations: The Inn at Manchester  is set on four acres of landscaped gardens so there’s plenty of room to explore. You’ll also be close to Manchester town center which has lots of charming restaurants and shopping opportunities. 🔎 Must Read: 18 Awesome Things to do in Vermont in Winter

1. Hildene House

Start the last day of your Vermont itinerary by visiting the Hildene House the home to Robert Lincoln, son of President Abraham Lincoln. The home sits on 412 acres and has tours, educational exhibits, and hiking trails.

There are also seasonal events like Christmas decor in the winter and peony season from late May to June in the gardens. On the home’s farm, there are animals to visit and a cheesemaking area.

2. Mount Equinox

Your final stop, and one of the prettiest, is Mount Equinox Skyline Drive. The paved road takes you through 5.2 miles of mountains up to the top of Mount Equinox. Along the drive, there are many lookouts and picnic areas to stop at and enjoy the views.

Then, at the top, you’ll get the best views from the 3,848-foot summit where there are picnic areas and a visitors center to end your day.

PRO-TIP: The drive is open from Memorial Day weekend through October. Make sure to visit when the weather is clear so you can see all the mountain views.

Vermont road trip

Vermont Road Trip | Trip Resources

Planning a road trip in vermont.

If you are going on a road trip to Vermont, pre-planning, researching, and understanding what you are looking for in a destination will help make your travels far more successful and safe.

Here is some further information I think you might need to plan your Vermont itinerary. Make sure you check the following too:

15 Incredible Cabins you can Rent in Vermont 15 Best inns & boutique hotels in Vermont Winter Vacation in Vermont: 10 Perfect Winter Getaways! 13 Awesome Things to do in Stowe in winter 15 Terrific Things to do in Burlington in winter 20 Amazing Things to do in Woodstock, VT 18 Awesome Things to do in Vermont in Winter

Best Accommodations in Vermont

When planning your Vermont Road Trip, m ake sure you choose accommodation in a good area , where you can easily drive around and explore the main attractions.

Making your reservations in advance is also part of a well-planned visit, as depending on what time of the year you are visiting Vermont it may be hard to find last-minute accommodations.

For an even more authentic experience, consider booking a cozy cabin in Vermont or you can stay at one of the most beautiful boutique hotels in Vermont.

Vermont road trip

Driving tips for your Vermont road trip

If you are taking a road trip during winter time, a 4×4 car is not necessary, but it is nice to have if you are planning to drive outside the town.

Lastly, if you need to rent a car for your Vermont road trip . You can get 15% off your rental car when you book through this site . I use and recommend Discover Cars because it is the most reliable rental car source, and it allows you to compare the prices of different places.

What is the Best Time To Visit Vermont?

FALL: It is the most popular time of the year to visit Woodstock because it is when the fall foliage changes from early October to around the third week of the month. It is important to plan in advance, especially make your accommodations in Vermont well in advance. Prices for hotels and flights will be the most expensive during these months.

WINTER: The fact is that the whole state of Vermont is cold in winter – with temperatures that can drop below zero. But as long as you pack accordingly, you will love it because the snow makes Vermont’s landscape look and feel even more spectacular! Make sure to check the weather , and have fun on the snow slopes around Woodstock!

SUMMER: During summer time Woodstock offers great outdoor eateries, swimming holes, and a great brewery to enjoy the outdoors. The warmest time of year is generally mid-July where highs are regularly around 84.9°F (29.4°C) with temperatures rarely dropping below 59.5°F (15.3°C) at night.

SPRING: Spring is a beautiful time to visit Woodstock, plus it is a perfect time to visit for a quiet and peaceful getaway. There are many things to do outdoors that will allow you to enjoy, such as the maple syrup flowing, enjoying the spring wildflowers, and drinking a local beer sitting outside around a fire pit.

What to Pack for your Vermont Road Trip?

Make sure you are prepared, considering the season and the activities you are planning to do. Here are some quick tips:

  • Pack layers of clothes so you can be comfortable in the changing temperatures!
  • Bring a pair of jeans and a light sweater to wear in the evenings
  • Pack rain gear – you don’t want to get soaking wet while exploring
  • A hat, gloves, and scarf  can’t go wrong, even in summer.
  • If visiting in winter, bring good quality sturdy snow boots .
  • Bring warm leggings to wear as a layer is a smart choice!
  • Pack a good jacket, check my complete review guide on the Top Jackets for Travel
  • If you are planning to carry a backpack for your trip to Vermont, I have compiled a very detailed review of the Best Backpacks for Travel on the market today

vermont driving tour


If you are planning to carry a backpack for your trip to Alaska, I have compiled a very detailed review of the Best Backpacks for Travel in the market today – Also, I recommend bringing a good and warm jacket waterproof jacket for your trip, check my complete review guide on the Top Jackets for Travel – Bring some warm pants, you can check the best Warm leggings in the market – especially because they are a great option for layers too.

Vermont Road Trip Conclusion

I hope you have enjoyed this Vermont road trip itinerary!

Vermont is a fun state, and a road trip is the best way to experience it. A 5-day road trip will allow you to see the best parts, but even longer is recommended if you want to see and do more, such as visit all the 10 best gateways in Vermont .

This Vermont itinerary includes the bigger cities of Montpelier, the state capital, and Manchester, but also, will take you to the best towns while experiencing covered bridges, and amazing farm-to-table fresh food.

If you have any questions, leave a comment below and I will be happy to help!

You may also enjoy reading:

  • 15 Incredible Cabins you can Rent in Vermont
  • 15 Best inns & boutique hotels in Vermont
  • Winter Vacation in Vermont: 10 Perfect Winter Getaways!
  • 13 Awesome Things to do in Stowe in winter
  • 15 Terrific Things to do in Burlington in winter
  • 20 Amazing Things to do in Woodstock, VT
  • 18 Awesome Things to do in Vermont in Winter
  • 30 Dream Destinations for your Bucket List!

Road trip in Vermont

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Winter vacation in Vermont

Winter Vacation in Vermont: 10 Best Vermont Winter Getaways

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20 Awesome Things To Do in Woodstock, Vermont in 2024

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20 Awesome Things to do in Vermont in Winter of 2024

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vermont driving tour


GyPSy Guide Narrated Driving Tour App for Vermont


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  • Location: Vermont, USA
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  • Start: Wilmington or Jeffersonville
  • Direction: North + South
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RT100 Scenic Byway Vermont with GyPSy Guide Driving Tour App

Highlights Include

  • Ben & Jerrys
  • Cabot Farmers' Store
  • Covered Bridges
  • President Calvin Coolidge Homestead
  • Smugglers Notch
  • Vermont Country Store
  • Von Trapp Family Lodge

What to Expect

RT100, also known as Vermont’s Main Street , is the most traveled stretch of road in the state. The beautiful foliage colors of the Fall are a favorite time to enjoy this drive, but any time once the snow has stopped falling, is a great time to visit.

Along this route we pass through some very classic Vermont towns and villages , many having picturesque churches and cute country stores. There are also opportunities to see classic covered bridges and scenic waterfalls.

Foodies will love this tour with many opportunities to sample Vermont produce and delicacies including cheeses, ciders and maple syrup. A highlight stop is of course the home of Ben & Jerry’s for ice cream.

Learn how Smugglers Notch got its name and visit the Von Trapp Family Lodge , (yes from the Sound of Music), the home of President Calvin Coolidge and several of Vermont’s alpine resorts, like Killington .

This tour is one of the most scenic drives in New England.

Suggested Start Location

Wilmington or Jeffersonville, VT. Depending on where you are arriving from, you can join anywhere along the RT100 route.

Suggested Time

While you can tour along the RT100 Scenic Byway in a day, it’s much nicer if you can spend more time, staying overnight in one of Vermont’s classic towns like Stowe

Driving Distance

165 miles one way between Wilmington and Jeffersonville


RT100, also known as Vermont’s Main Street, is the most traveled stretch of road in the state. The beautiful foliage colors of the Fall are a favorite time to enjoy this drive, but any time once the snow has stopped falling, is a great time to visit.


While you can tour along Vermont’s RT100 Scenic Byway in a day, it’s much nicer if you can spend more time, staying overnight in one of Vermont’s classic towns like Stowe.


The best time to visit Vermont, and find the best weather, is in May to June or September to October. Late spring and early summer will bring you maple syrup, moderate crowds, and the Vermont City Marathon, and fall is famous for its beautiful foliage colors.


The Vermont foliage season typically runs from early September to mid October. The peak usually falls on the last two weeks of September when visitors can see the whole palette of colors: green, yellow, red, and orange.


Along Vermont’s RT100 Scenic Byway you’ll through some very classic Vermont towns and villages, many having picturesque churches and cute country stores. You’ll want to stop at places including the Ben & Jerry’s Icecream Factory, the town of Stowe, the Von Trapp Family Lodge and President Calvin Coolidge Homestead.

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Back Road Ramblers

The Perfect Vermont Route 7 Road Trip: A 5-Day Itinerary

By Author Tara Schatz

Posted on Published: March 6, 2023

Categories Vermont , Destinations , New England USA , road trips , United States

Historic New England towns. Awesome swimming holes. Cute farm stands. And cows – lots and lots of cows. Vermont’s Route 7 travels 176 miles from Pownal in the south to Highgate on the Canadian border in the north.

route 7 vermont feature

This mostly rural stretch of pavement makes for a fabulous and scenic road trip, full of natural beauty, fun towns, and interesting attractions. We’ll start in the historic town of Bennington and bring you north as far as Burlington. 

If you have more than five days to spend on your road trip, I highly suggest continuing on and heading north to the Lake Champlain Islands, which are worthy of their very own weekend getaway!

If you’ve got five days, you can take a leisurely journey up Route 7 in Vermont, but you can also do this trip over a long weekend. We’re proponents of slow travel, when possible, but three days in Vermont is better than zero! 

Our Vermont Route 7 itinerary covers all of our favorite things: lovely walks and rambles, fun historic sites, local food and drink, and even a few awesome places to take a summer dip. 

So, start making your Vermont road trip playlist and packing the car, because this is a road trip you won’t want to miss.

Fall Foliage Photography in Southwestern Vermont

We’re going to begin our Route 7 road trip in Bennington and head north on Route 7 to Burlington. Feel free to flip this itinerary around if you want to start in Burlington and head south. Not only is Bennington my hometown, but it’s just an hour from Albany International Airport and within four hours of both Boston and NYC. That makes this road trip makes a great getaway for just about anyone living in the Northeast!

Table of Contents

Day 1: Explore Bennington, Vermont

The Bennington Battle Monument in Bennington, Vermont.

Today you’re exploring the beautiful and historic town of Bennington, Vermont. In Bennington, you can tour Vermont’s tallest building, visit the grave of a famous poet, and enjoy a fabulous meal on Main Street before turning in for the night. Driving time: Depends on where you’re coming from.

  • Explore the Old Bennington Historic District

Bennington is a small town (population 15,000) with a walkable downtown and historic sites dating back to the Revolution. Start by exploring the village of Old Bennington, which is listed on the National Register of Historic Places. 

If you park your car at the Bennington Battle Monument , you can explore the rest of Old Bennington on foot. Not only is the Bennington Battle Monument Vermont’s tallest man-made building, but it is also our most-visited state historic site. 

The Monument was completed in 1889 to commemorate the Battle of Bennington, which took place on August 16, 1777, during the Revolutionary War. 

Between May 1st and October 31st, you can ride to the top of the Monument in an elevator for spectacular views of the surrounding countryside. The Bennington Monument and gift shop are currently open between Thursday and Monday, from  9 am to 5 pm. 

Next, stroll down Monument Avenue past many Revolutionary War Era homes and on to the Old First Church , which was the first gathered church in Vermont. Although the lovely church that stands there now isn’t the original, it’s been around since 1805.

Behind the Old First Church, you’ll discover one of the oldest cemeteries in Vermont. Many of the gravestones here provide stellar examples of historic death imagery that was popular during the late 1700s. Robert Frost, Vermont’s most famous poet, is buried here, along with his family. Follow the signs to his grave, you can’t miss it.

Read Next: 7 Beautiful Spots to Visit in Bennington, Vermont

Lunch: Madison Brewing Company

428 Main Street, Bennington, Vermont

When we want casual fare and locally crafted beer at decent prices, we head to Madison Brewing Company on Main Street in Bennington. The food is reliably good, the atmosphere is friendly, and the service is great. They have several vegetarian options, which I appreciate, and good burgers, which Eric loves. 

The beer menu changes with the season, but you can always get our favorite, Old 76, which is an English Yorkshire-style ale. It’s very malty and strong – perfect for a fall road trip. In the summer, I almost always get the IPA.

  • Bennington Museum

With a strong focus on Vermont history and art, Bennington Museum includes a huge treasury of cultural artifacts and works of art, including the largest public collection of Grandma Moses paintings in the world. Grandma Moses lived just over the border in New York and was a self-taught folk artist who began her painting career when she was 78 years old. She is a local legend in these parts, and experienced critical acclaim across the country during her lifetime and beyond.

Permanent collections include several galleries of fine and modern art, a textile gallery including one of the oldest American flags in existence, and an eclectic mix of special exhibitions.

Bennington Museum has variable hours, depending on when you visit. Between June and October, it is open every day except Wednesday , from 10 am to 4 pm.

Dinner: Allegro Ristorante

520 Main Street, Bennington, Vermont

We have never had a bad meal at Allegro (closing its doors forever in mid-2023), which I would describe as upscale/eclectic Italian. It’s small, dark, and bistro-like, with a great wine selection, and amazing specials. Not that the specials matter so much to me because I pretty much always get the mushroom pappardelle, which I can’t get enough of.

Allegro is open Tuesday through Saturday, from 5 – 8 pm (7 pm on Tuesdays). 

Where to stay in Bennington, Vermont

The Four Chimneys Inn in Bennington Vermont.

You’ve got several choices for lodging in Bennington, depending on what you’re looking for. Here are our top picks from budget to luxury:

  • Luxurious : Four Chimneys Inn . Looking for a classic New England Inn with beautifully decorated rooms, lovely gardens, and wonderful innkeepers? A stay at Four Chimneys Inn is a memorable experience, perfect for special occasions, and it’s within walking distance of all the Old Bennington attractions.
  • Budget: The Harwood Hill . This lovely motel boasts one of the best views in Bennington. The rooms and the grounds are decorated with art from local artists, and they host an artist-in-residence each season. The rooms are comfy and beautifully decorated.
  • Camping: If you want to pitch your tent or park your RV, definitely head east on Route 9 to Woodford State Park, where you’ll find waterfront camping, swimming, and kayak rentals. 
  • Vacation rental: Need more room to spread out? Our extended family rented this renovated barn just outside of Bennington one winter and loved it. It’s very Vermonty, with lots of room for the whole family. 

Day 2: Bennington to Manchester

This section of Route 7 is only 23 miles, so take your time. There are actually two Route 7s between Bennington and Manchester. Route 7A was the original Route 7, traveling through several small towns en route to Manchester.

A larger two-lane freeway was eventually built so vehicles could travel at 55 mph and those small towns were bypassed. We call the two roads Big 7 and Little 7. For this trip, we’re hopping on Little 7 (7A) so you get the full Vermont experience. Driving distance: 23 miles

Breakfast: The Blue Benn

314 North Street, Bennington, Vermont

The Blue Benn in Vermont.

The Blue Benn Diner is an institution in Vermont and a must-visit when you’re in Bennington. The diner closed for a brief spell in 2020, and for a while, we all worried that it was done for. Fortunately, new owners quickly stepped in to keep it running.

This is a classic diner car, built in 1948, and complete with table-top jukeboxes and lots of items on the menu. Get there early so you don’t have to wait!

I recommend any of the creative omelets, especially the Mexican, but you also can’t go wrong with blueberry pancakes and real Vermont maple syrup!

The Blue Benn is open seven days a week from 6 am – 2 pm .

Covered Bridge Tour of Bennington County

As you head north on Route 7A through Bennington’s shopping strip, take a detour onto Route 67A to visit three covered bridges in Bennington and North Bennington. All three covered bridges cross the Walloomsac River, and they are all within a few miles of each other. You can easily view all three covered bridges in less than an hour. Here’s a quick overview. 

  • Silk Road Covered Bridge, Bennington, Vermont

The Silk Road Covered Bridge carries Silk Road over the Walloomsac River in Bennington. It is the first in a series of Walloomsac River bridges that are all located within two miles of each other in Bennington and North Bennington.

A bridge has spanned the Walloomsac in this location since 1790, but the current Silk Road covered bridge was built in 1840. It is the oldest covered bridge still standing in Bennington County. This is a single-span Town Lattice Truss built by Benjamin Sears, who was a prominent builder at the time.

There is a small pull-off on both the north and south side of the bridge, with short trails down to the river for better views.

  • Paper Mill Village Bridge, Bennington, Vermont

The current Paper Mill Covered Bridge was built in 2000 and is a replacement of the original that was built in 1889. This is a Town lattice truss spanning 122 feet along Murphy Road. The Paper Mill Covered Bridge is similar in design to the Silk Road Bridge and is the longest covered bridge in Bennington County.

The site was home to one of Vermont’s first paper mills, and the dam below the bridge provided hydroelectric power to fuel industry in the community.

The area to the north of the Paper Mill Covered Bridge is private property. On the south end of the bridge, there is a small parking area. A short trail on the west side leads to multiple viewing sites with good views of the dam and the bridge. This is also a great spot to go fishing!

  • Burt Henry Covered Bridge, North Bennington, Vermont

Henry Bridge, North Bennington, Vermont

The location where the Burt Henry Covered Bridge spans the Walloomsac River has been an important crossing since early colonial times. The original covered bridge was a double-span, built in 1840, but was entirely replaced as a single-span in 1989. This is a Town lattice truss bridge that carries River Road for 121 feet across the Walloomsac.

Park in the small parking area just north of the entrance to the bridge. Of the three covered bridges in Bennington, the Burt Henry Covered Bridge provides the best access. It’s a great spot for picnicking, fishing, and cooling off (but it’s still not deep enough for swimming).

  • Arlington Green Covered Bridge, Arlington, Vermont

Now it’s time to leave Bennington behind and head north. Continue on Route 67A and then turn left on Route 67 until you get to the junction of 7A. From here, you will drive north through Shaftsbury and into the town of Arlington.

The painter Norman Rockwell, who is famous for so many scenes of New England life, made a home with his family in Arlington for 14 years. Take a short detour off of 7A and head east on Route 313 when you get to Arlington. In about four miles, you’ll come to the Arlington Green Covered Bridge. 

Drive through the bridge and park your car on the other side. The Arlington Green Covered Bridge is the most photographed bridge in Vermont. This is also a great spot to take a dip underneath if the weather is cooperating. After taking in the pastoral views, stroll down the road a piece to Rockwell’s Retreat, a historic inn that was built in 1792.

The view of the bridge from in front of the inn is the very same that Norman Rockwell enjoyed in the decade he lived here from 1938 to 1953.

Read Next: Explore the Covered Bridges of Bennington County, Vermont

Lunch: Amy’s on the Road

4361 Main Street, Manchester, Vermont

Amy’s on the Road is a food truck sensation, serving locally sourced meals out of an Airstream. Find Amy’s next to Mother Myrick’s Confectionery (perfect for dessert) on Main Street. Sit outdoors, enjoy some live music (if you’re lucky), and indulge in a fried chicken sandwich or a homemade veggie burger.  

Amy’s on the Road is open Monday – Saturday 8 am – 2:30 pm and closed on Sundays.

Northshire Bookstore

4869 Main Street, Manchester, Vermont

You can’t visit Manchester without popping into my favorite bookstore! The Northshire Bookstore on Main Street is an institution, with enough books to make your head spin, including a great used book section, a music section, and a fabulous floor dedicated to children’s books, games, and puzzles.

If you’re a book lover, a visit to Northshire Bookstore is an absolute must! And if you love shopping, you should probably spend the rest of the day meandering around Manchester, which is known for its outlet stores and boutique shopping.

Northshire Bookstore is open daily from 10 am – 7 pm.

  • Two Options for an Afternoon in Manchester, Vermont

Because there’s a lot to do in this little town, I’m giving you two options for spending your afternoon in Manchester, Vermont. 

  • Option One: Explore Mt. Equinox

Want to work up a sweat and get outdoors? I recommend hiking to the top of Mt. Equinox in the Equinox Preserve. The Equinox Preserve consists of over 914 acres on the slopes of Mt Equinox, and there are numerous hikes for all abilities.

If you want a leisurely stroll in the woods, hike the loop around Equinox Pond (.75 miles). For a serious workout to the summit of Mt. Equinox, hike 6.2 miles (round-trip) up a steep trail with 2,840 feet of elevation change. Mt. Equinox is the tallest mountain in the Taconic Range at 3,855 feet. Find trail descriptions and a trail map at Equinox Preserve Trust . 

If you want the amazing view from the summit of Mt. Equinox, but don’t want to put in the work, you can also drive to the top on Mount Equinox Skyline Drive . So many choices!

Option Two: Southern Vermont Arts Center

93 SVAC Drive, Manchester, Vermont

An outdoor sculpture in Manchester Vermont at the Southern Vermont Arts Center.

Located on 120 acres on the side of Mt. Equinox, Southern Vermont Arts Center includes numerous galleries that feature more than 1,000 works from regional artists in their permanent collection, as well as a rotating collection of special exhibitions and the largest outdoor sculpture park in Vermont. 

A tour of the grounds and galleries is an inspiring way to spend the afternoon, and there’s even a cafe if you need some extra nourishment. We especially love the woodland trails and outdoor sculptures!

Southern Vermont Arts Center is open Tuesday – Sunday 10 am – 5 pm.

Dinner: Seasons

4566 main street, manchester center, vermont.

We love the outdoor seating area at Seasons in Manchester, so if you’re traveling during the summer or fall, we definitely recommend it! The maple-roasted pear and arugula salad is great if you want something light, and they also have a unique selection of sandwiches and burgers. I hear the fish tacos are awesome too!

Seasons is open Wednesday and Thursday from 12 pm – 8:30 pm, Friday and Saturday from 12 pm – 9 pm , and Sunday from 12 pm – 4 pm.

  • Where to Stay in Manchester
  • Luxurious : Built in the 1880s, the Inn at Manchester is a historic bed and breakfast on four landscaped acres, but within walking distance to the town’s historic district. Beautifully appointed guest rooms all have modern comforts and luxurious linens. Children over 13 are welcome. 
  • Budget: Manchester View is a cozy motel-style inn with an outdoor pool, farmhouse decor, and rooms with fireplaces. Breakfast is included.
  • Camping: I f you plan on camping, head north out of Manchester to Emerald Lake State Park . This beautiful lake provides some of the west swimming in Southern Vermont, and there’s a nice hiking trail around the lake as well. 
  • Vacation rental: Need more room to spread out? This historic, dog-friendly vacation rental is located right in town and sleeps four at an affordable price. 

Day 3: Manchester to Middlebury

Continuing north on route 7, today takes you on a few outdoor adventures and an exploration of the historic city of Rutland and its fabulous murals. Total driving time: 78 miles

Breakfast: Up for Breakfast

4935 Main Street, Manchester, Vermont

Start the day off right at the bustling Up for Breakfast (cash only) on Main Street in Manchester. Treat yourself to the french toast with real maple syrup and a side of local sausage. Might as well overdose on the maple goodness with maple lattes too!

Up for Breakfast is open from Monday through Friday from 7 am – 12:30 pm and Saturday and Sunday from 7 am – 1:30 pm.

  • Check out the Incredible Murals in Rutland, Vermont

A downtown mural in Rutland, Vermont.

For years, Rutland has been known as a no-nonsense, working-class city with a cute historic district and a history as one of the world’s leading producers of marble. But, Rutland has an up-and-coming art scene that is worth checking out.

Not only is the downtown area home to five unique art galleries, but downtown Rutland has also commissioned 15 larger-than-life murals that have been painted on historic buildings and walls throughout the city.

Park your car in downtown Rutland to explore the murals and the downtown area.

Lunch: Roots Rutland

55 Washington Street, Rutland, Vermont

Roots is a fairly new gem of a restaurant in Rutland with an eclectic menu from minimally processed, locally grown food. Although the menu changes with the seasons, we’ve always had the good fortune of a stellar dining experience. There are a lot of amazing vegetarian options too! Current favorites include fried Brussels sprouts, which I can never turn down, and the pan-seared tofu served over Chermulla beet & potato hash with spinach & roasted garlic aioli. Yum! 

Roots Rutland is currently open from 12 pm to 9 pm, Tuesdays through Saturdays.

  • Taconic Mountains Ramble State Park

The view of the mountains in Taconic Mountains Ramble State Park.

After lunch, take a quick detour off of Vermont Route 7 to one of my all-time favorite Vermont State Parks. Vermont’s newest state park is appropriately named — Taconic Mountains Ramble State Park is a unique collection of hiking trails meandering over 204 acres of fields, forests, gorges, cliffs, and gardens. 

This is an undeveloped park with no amenities, but it is worth visiting for the stellar views, the cool Japanese gardens, and the fun/challenging trails. Find out why we love Taconic Mountains Ramble State Park and then put it on your itinerary! Give yourself a few hours to explore here.

Dinner: Fire and Ice

26 Seymour Street, Middlebury, Vermont

From Taconic Mountains Ramble State Park, drive north on Route 30 for about 25 miles until you get to Middlebury, which you’ll be exploring tomorrow.

Fire and Ice is a uniquely decorated restaurant with delicious food – mostly steak and seafood, but there are a few nice vegetarian options as well. They’ve been a Middlebury institution for almost four decades! Eat in the cozy dining room or outdoors on the patio, but be sure to make reservations ahead of time. Oh, and for dessert, get the Vermont Mud Pie!

If you are looking for more casual fare, the attached Big Moose Pub has a tavern menu and bar seating. Fire and Ice is open for dinner Wednesday through Saturday from 4 – 8 pm, and lunch on Saturdays and Sundays starting at noon.

  • Where to Stay in Middlebury, Vermont
  • Luxurious: Swift House Inn is located just two blocks from downtown in a former governor’s mansion on four acres of land. The upscale rooms are spread across three historic homes.
  • Budget: I have always wanted to stay at Middlebury Sweets Motel , which is a budget-friendly motel with a candy theme! You’ll find Middlebury Sweets on the property – the largest candy store in Vermont! 
  • Camping: Rivers Bend Campground provides waterfront camping with full hook-ups and an outdoor pool in nearby New Haven. It’s one of the very few private campgrounds we recommend. 
  • Vacation rental: Need more space? Rent this three-bedroom home within walking distance to downtown Middlebury. It’s pet-friendly and includes a fully-stocked kitchen.

Day 4: Middlebury to Shelburne

Today you’ll explore Middlebury and then drive north to Shelburne. As you drive north on Route 7, you’ll finally get a glimpse of our beautiful Lake Champlain, which is 124 miles long and covers 490 square miles! Lake Champlain is the sixth largest lake in the US, after the five Great Lakes.

Be on the lookout for our loveable lake monster, Champ, who is said to be a cousin of the Loch Ness Monster. Total driving time: 29 miles

Breakfast: Otter Creek Bakery

14 College Street, Middlebury, Vermont

Whether you want to relax with a croissant and a cup of coffee or go all out with a breakfast pizza, you can do it at Otter Creek Bakery . Great outdoor seating, and delightful coffee drinks. It’s centrally located on college street.

Otter Creek Bakery is open from 7 am – 2:30 pm from Monday through Wednesday, 7 am – 4:30 pm from Thursday through Saturday.

After breakfast, take some time to stroll around downtown. Pop into a few shops and check out the view of Middlebury Falls. 

  • UVM Morgan Horse Farm, Weybridge, Vermont

Did you know that the Morgan horse is one of the earliest horse breeds developed in the United States and that it is the state animal of Vermont? I’ve been visiting the Morgan Horse Farm ever since I was a kid and read Justin Morgan Had a Horse by Marguerite Henry. This is a working horse farm that was created in 1907 to improve the breed. 1n 1951, it was transferred to the University of Vermont. 

Take a tour of this beautiful farm and learn about the history of the Morgan horse. The views alone are worth the trip, but the horses make it extra special! Advanced registration for tours is currently required. 

Read Next: 95+ of the Best Things to do in Vermont

Lunch: 3 Squares Cafe

141 Main Street, Vergennes, Vermont

3 Squares Cafe is a casual, eclectic cafe in Vergennes Vermont, which you’ll drive through on your way to Shelburne.

Follow the signs to Vergennes as you’re driving on Route 7 and make the left-hand turn into town. You can’t miss it! While you won’t have time to explore Vergennes with this itinerary, I recommend giving more than a drive-by if you have time.

3 Squares has been around for at least a decade, and it’s one of our favorite stops when we’re road-tripping on Route 7. They’ve got a fun selection of hot sandwiches, burgers, and vegetarian options, and a great atmosphere inside and out. 

3 Squares is open Thursday to Monday, from 8 am to 5 pm.

  • Relax and Rejuvenate at Shelburne Farms

Shelburne Farms is one of my favorite places in the world.

Not only is it a beautiful working farm, but the views are beyond incredible, there are lots of walking trails, and you can spend the night! We have visited Shelburne Farms for kids’ programs and for lots of special events, but it’s such a great destination to just unplug and soak up the Vermont vibes. 

Your next few days will be very busy exploring Shelburne and Burlington, so for this afternoon, I’m advocating that you take it easy and spend the rest of the day, dinner, and night at Shelburne Farms.

Dinner: Folino’s Wood-Fired Pizza

6305 Shelburne Road, Shelburne, Vermont

Folino’s makes the best wood-fired pizza we’ve ever had in Vermont. The slightly charred, crispy crust is so yummy, and you can get fun combinations of toppings. Another bonus: Folino’s is BYOB, and is located right next door to Fiddlehead Brewing Company, making this a great stop for craft beer lovers! 

Folino’s is open Sunday through Thursday from 12 pm – 8 pm , and Friday and Saturday from 12 pm – 9 pm.

  • Where to Stay in Shelburne, Vermont
  • Luxurious: The Inn at Shelburne Farms is a special treat if you can get a room. Be sure to watch the sunset over Lake Champlain!
  • Budget: Days Inn Shelburne is a budget-friendly motel with clean rooms and a nice outdoor pool. It is just north of the village. 
  • Camping: Mt. Philo State Park is such a gem! It’s about eight miles south of Shelburne with just a handful of sites. This is a beautiful spot to watch the sunset and the campsites are really quiet. 

Day 5: Shelburne To Burlington

Today you’ll be exploring the renowned Shelburne Museum and then heading north to Vermont’s biggest city. Total driving time: 8 miles

Breakfast: Rustic Roots 195 Falls Road, Shelburne, Vermont

Ready to fill up on some seriously good eats before today’s adventures? Rustic Roots is a chef-owned restaurant serving delectable breakfast and lunch on the village green in Shelburne. Patio seating is available and breakfast and lunch are both served all day. The breakfast sandwiches and popovers are my two favorites, but the menu has all kinds of goodies, so bring a big appetite!

Rustic Roots is open from Wednesday through Saturday from 9 am – 3 pm and 9 am – 2 pm on Sundays.

  • Explore the Shelburne Museum

The steamboat Ticonderoga in Shelburne Museum, Vermont.

I’ve been visiting Shelburne Museum since I was a kid so there’s a lot of nostalgia attached to my visits, but I’ve also brought first-time visitors and everyone agrees that it is one of the best museums in Vermont. 

The collections at Shelburne Museum are an eclectic mix of historical artifacts, folk art, circus pieces, textiles, and other interesting bits of Americana. Galleries are spread across 39 historic buildings on 45 beautifully landscaped acres.

As a kid, I especially loved hopping aboard the Ticonderoga steamboat, which roamed Lake Champlain from 1906 until 1953. I loved that such a huge boat was parked on the museum lawn and that I could actually climb on board to see what it would have been like in 1923. 

While the Ticonderoga will surely be a favorite for you too, you can also visit a covered bridge, a jailhouse, a locomotive, a huge round barn, a blacksmith shop, and a lighthouse. You can spend a full day at the Shelburne Museum, and we wouldn’t blame you a bit if that’s what you decide to do! 

Insider tip: If you do decide to spend the day at the museum, you can get window take-out service at Weathervane Cafe. The menu is pretty basic, but they do have soup, sandwiches, and ice cream, which is more than enough. 

  • Rent Bikes and Explore the Bike Path in Burlington

The lighthouse on the Burlington, Vermont waterfront at sunset.

Assuming you had lunch at the museum, your next stop will be Local Motion to rent bikes for the afternoon.

If you haven’t eaten, you will find lots of eateries on Church Street, which is a pedestrian-only shopping area. Public parking is available on the street or at a number of parking garages around town (just follow the parking signs).

Local Motion is a nonprofit organization that advocates for active transportation and safe streets. It’s located right on the Burlington bike path along Lake Champlain. At Local Motion, you can rent regular bikes, tandem bikes, child bikes and trailers, and E-bikes. You should reserve your bikes ahead of time so that you don’t miss out. 

Once you have your bike rental, head north on the Burlington Greenway (bike path), which runs for 14 miles along Lake Champlain. You will see lots of places to stop and explore on your journey, including the Burlington waterfront and a few small beaches.

Here’s a trail map to help with planning.

Anywhere along the bike path makes the perfect sunset spot, so if you have your bike rental for more than a single day, definitely take advantage!

Dinner: Honey Road

156 Church Street, Burlington, Vermont 

There are a lot of great restaurants in Burlington, and it was so hard to choose a favorite spot to recommend, but I’m going with Honey Road because I’ve been craving their small plates and cocktails for months. If you can’t get a table at Honey Road, reach out and I’ll try and recommend something else. 

I’ve been pretty much obsessed with Honey Road since they opened a few years ago. Featuring Eastern Mediterranean cuisine in a small, but bustling restaurant, Honey Road is one of the top-rated restaurants in Burlington and 100% worth the effort it takes to get a table. If you think of it, reserve several days in advance, so you don’t miss out. Small plates make it easy to mix and match your meal with your travel companions, which also means you can try more food!

Honey Road is open for lunch and dinner between Tuesday and Saturday, 5 – 9 pm.

  • Enjoy Nightlife in Burlington

Up until now, you’ve been driving through rural Vermont and enjoying small villages and outdoor recreation, but Burlington is our big city and it has real nightlife! If you’re craving a night on the town, tonight is your chance!

While I can’t predict what the music scene will look like during your trip, here are some great spots to imbibe. Pick up a copy of Seven Days when you get into town for a taste of what’s happening while you’re there. Here are some of the local hot spots.

  • The Archives: Beer, cocktails, and vintage arcade games are exactly what you’ve been looking for. 
  • ArtsRiot: Indoor/outdoor seating, great cocktails, a robust food menu, and art. What more could you ask for?
  • Red Square: Known for its robust drink menu, live music, and DJs, Red Square is perfect for late-night adventures!
  • Three Needs Taproom: A Burlington staple for decades now, the Three Needs is the place to go for craft beer and cocktails, a game of pool, and cozy outdoor seating. This gem of a place is not to be missed!
  • Where to Stay in Burlington, Vermont

You have a lot of choices for lodging in Burlington. While I recommend staying somewhere within walking distance of downtown, those choices are a bit on the pricey side. I’ve included a favorite motel in Colchester if you want a budget option.

  • Luxurious: Hilton Burlington Lake Champlain has gorgeous views of the lake and is within walking distance of Church Street, shopping, restaurants, and nightlife.
  • Budget: Starlight Inn is actually in Colchester, a few miles outside of Burlington, but it’s right next to the drive-in movie theater and all the rooms have a movie theme. We are huge fans of quirky motels and this one is awesome!
  • Camping: You can actually camp right in the city at North Beach, right on the bike path. Sites are not secluded, but this is a great way to stay on the water for an affordable price. 
  • Vacation rental: Need more room to spread out? This historic home on VRBO sleeps six and is within walking distance of downtown. It’s got three bedrooms, a full kitchen, and two parking spots. 

Read Next: The Best Things to do in Burlington, Vermont in the Summer

Day 6: More of Burlington

Got an extra day? Explore more of Burlington! On your bonus day, you’ll explore more of Lake Champlain and learn more about its ecology and history. There will be time for ice cream, shopping, and great food as well! Total driving distance: 0 miles

Breakfast: Penny Cluse Cafe

169 Cherry Street, Burlington, Vermont

This is not your ordinary breakfast joint! Penny Cluse Cafe opened in 1998 and has lines out the door ever since! As of this writing, Penny Cluse is only open for take-out and online ordering, but it’s still 100% worth checking out. The menu is an eclectic mix of breakfast and lunch specialties with lots of vegetarian options. I recommend the breakfast burrito or the huevos Verdes, and hopefully, indoor dining will start back up soon!

Penny Cluse Cafe is open for take-out Thursday through Monday from 8 am – 3 pm.

  • Get Out on the Water at the Community Sailing Center

A sailboat on Lake Champlain near Burlington.

Explore Burlington Bay in a human-powered watercraft. At the Community Sailing Center, you can rent kayaks, canoes, or paddleboards, and even book a private lesson if you need it. Want to try sailing? You can book a private lesson for you and your family aboard a boat from their fleet of sailing vessels.

This is a great way to see Burlington from a whole new perspective, and it’s the perfect way to get out on the water, especially in the summer! Learn more about renting a boat at the Community Sailing Center. 

Lunch: August First

149 S. Champlain Street, Burlington, Vermont

August First, located on the corner of S. Champlain and Main Street, is known for its crazy-delicious baked goods, especially maple biscuits! I have had many a relaxing cup of coffee at August First, but I’ve only recently discovered their lunch menu.

There are lots of vegetarian options, including my current favorite, the ramen noodle salad, which consists of chilled noodles, a jammy egg, and veggies with the yummiest sesame tamari dressing. The space is a renovated garage and the atmosphere is very cozy-industrial. 

August First is open seven days a week from 7:30 am – 3 pm.

  • Spirit of Ethan Allen

The Spirit of Ethan Allen in Bennington, Vermont.

You’ve already done a bit of exploring on Lake Champlain, but hopping aboard a cruise ship for a narrated boat ride is a great way to learn about the history, geology, and ecology of the lake. The Spirit of Ethan Allen provides fun narrated cruises, and you can buy beer and refreshments for relaxing on the deck. Dinner cruises and sunset cruises are offered too. 

In my opinion, this is one of the most relaxing ways to spend your last afternoon on Lake Champlain. You’ll be treated to fantastic views of the Burlington waterfront as well as the Adirondack Mountains in New York and the Green Mountains east of Burlington.

Dinner: A Single Pebble

133 Bank Street, Burlington, Vermont

Tonight’s dinner is upscale authentic Chinese made with the freshest ingredients served family-style. A Single Pebble is a treat, whether you’re in the mood for seafood, beef, or a completely vegetarian meal, a Single Pebble prepares everything from scratch for a delectable meal like you’ve never experienced.

A Single Pebble is currently open from Tuesday through Saturday, starting at 5 pm. Reservations are suggested

Vermont Route 7 Road Trip FAQs

We get a lot of questions about traveling through Vermont, so we just wanted to take some time to answer the ones we get most often. If you have any other questions about road-tripping in Vermont, simply leave a comment and we’ll answer ASAP.

Should we drive Route 7 in Vermont from south to north or north to south?

Honestly, for this particular road trip on Vermont Route 7 , it doesn’t really matter which direction you choose. If you are flying to the area and renting a car, you may want to base your decision on where you can get the cheapest, or easiest flight. 

If you fly into Albany International Airport (ALB) in New York State, you will be an hour from Bennington in Southern Vermont. We find lots of great flight deals in and out of Albany, which is the closest major airport from home. If you’re a fan of Southwest Airlines, like we are, then Albany Airport is a great choice.  

Burlington International Airport (BTV) also has good flight deals and car rentals too! Want to compare flights and car rental prices? Kayak is a great resource for finding the cheapest flights and car rentals to help you plan and budget for your trip.

When is the best time to travel on Route 7 in Vermont?

Route 7 is a well-maintained US highway, so technically, you can drive it during all four seasons. We recommend taking this Vermont road trip between May and October so you can take full advantage of farm stands, hiking, and swimming (okay, you may not want to swim in October, but you get the idea). 

The speed limit on Route 7 varies from 25 mph in towns and villages to 55 mph on certain stretches between towns, so no matter what time of year you plan to drive it, plan on taking your time!

When should we drive on Route 7 to see Vermont fall foliage?

That’s the million-dollar question! Instead of mountains along the Route 7 corridor, you’ll mostly get rolling hills and farmland. Because of the lower elevation, the trees tend to change a bit later than in the mountains. Fall foliage is reliably beautiful during mid-October. 

Will we have access to amenities while driving on Route 7?

Definitely! Route 7 connects a number of small towns, plus the relative metropolises of Rutland, Burlington, and St. Albans. In just about every town, you will find gas and groceries, and many towns also have numerous hotels, vacation rentals, and campgrounds. Yes, Route 7 in Vermont is mostly rural, but you’re never very far from civilization. 

What to Pack for Your Vermont Route 7 Road Trip

Two cows grazing on a farm in Vermont.

Wondering what to pack for your Route 7 road trip? I recommend keeping it casual. This part of Vermont includes lots of opportunities for outdoor exploration, and very few opportunities for nightlife unless you count chasing fireflies and relaxing under the stars. 

One exception is Burlington, which is a hip college town with live music happening somewhere every night of the week. One outfit for “going out” should be enough. Here are some more packing must-haves to help you make the most of your trip.

Activewear – Since you’ll be spending plenty of time outdoors, you’ll want to pack comfy clothes that are suitable for hiking. Opt for sturdy non-cotton pants ( like these ) and a breathable, moisture-wicking shirt. Merino wool shirts will keep you cool when it’s hot out and warm when it’s cold out, plus they don’t stink like polyester blends and they dry quickly.

Sturdy shoes – In summer, sandals that can double as water shoes are awesome for the lakeshore and rocky swimming holes. A pair of rugged hikers will be great for everything from walking in the woods to strolling through town.

Swimwear – Do not come to Vermont in the summer without a swimsuit! There are just so many great places to cool off! We use these quick-dry towels when traveling because the heavy cotton ones take too long to dry.

Jackets – Yes, the weather in Vermont is fickle, even in the summer. Between late May and August, you will be fine with a fleece and a rain jacket. For early spring and fall travel, add a down puffy jacket and a wool hat. These down jackets pack down really small and are perfect for travel.

Your Camera – Perhaps your phone doubles as your camera. Awesome! If your phone camera leaves something to be desired, consider bringing a separate camera to capture all the beautiful scenery. If you want a dedicated point-and-shoot camera that packs neatly into a backpack, check out the Canon PowerShot SX740 . Overall, this little camera takes better photos than the best smartphone with a powerful zoom and 4K video. I love traveling with mine!

Where to Next?

Route 100 in Vermont during the fall.

After traveling along Vermont’s eastern border and the shoreline of Lake Champlain, you can continue north into the Lake Champlain Islands, or head east into the Green Mountains. A Route 100 road trip would bring you south again, and we have another 5-day road trip itinerary for Route 100 if you want to extend your trip.  

If this is the end of your Vermont vacation, you can easily hop on Interstate 89 south toward Boston, or cross into New York and drive south on Interstate 87 to Albany International Airport. 

Resources for Planning Your Vermont Road Trip Itinerary on Route 100

We’ve been traveling around Vermont for a pretty long time, but we’re always discovering new places to go and cool things to see. Here are the books, maps, and resources we used to plan this journey.

  • For great book recommendations about adventuring in Vermont, read Books Abo ut Vermont for Exploring Like a Local.
  • Vermont Department of Tourism and Marketing – This is our one-stop shop for finding cool things to do throughout the state. Sign up for their mailing list or order a free vacation guide before your trip.
  • VermontBeginsHere – Plan your stay in Bennington, Vermont. 
  • Manchester Vermont – All the happenings in and around Manchester, VT.
  • Downtown Rutland – Things to do and places to eat and stay in Rutland, Vermont, including a map of the murals we’ve mentioned in this post. 
  • Experience Middlebury – A great resource for exploring Middlebury, VT.
  • Hello Burlington – All the best things to do in Burlington, VT, and the surrounding communities. 
  • Accommodations –  We love small hotels, camping,  and vacation rentals, depending on the trip. When booking a hotel room, we love If are traveling with our family or need more space, we look for apartments or houses on VRBO, which has a better track record and cancelation policy than Airbnb. We love The Dyrt for reading campground reviews.

Vermont Route 7 Road Trip Summary

Here’s a quick at-a-glance summary of your Vermont Route 7 road trip itinerary.  Be sure to bookmark this post  so you can come back to it later.

  • Lunch: Madison Brewing Company: 428 Main Street, Bennington, Vermont
  • Dinner: Allegro Ristorante520 Main Street, Bennington, Vermont
  • Where to stay in Bennington
  • Breakfast: The Blue Benn314 North Street, Bennington, Vermont
  • Lunch: Amy’s on the Road: 4361 Main Street, Manchester, Vermont
  • Northshire Bookstore: 4869 Main Street, Manchester, Vermont
  • Option Two: Southern Vermont Arts Center93 SVAC Drive, Manchester, Vermont
  • Breakfast: Up for Breakfast:4935 Main Street, Manchester, Vermont
  • Lunch: Roots Rutland (Saturdays): 55 Washington Street, Rutland, Vermont
  • Dinner: Fire and Ice: 26 Seymour Street, Middlebury, Vermont
  • Breakfast: Otter Creek Bakery: 14 College Street, Middlebury, Vermont
  • Lunch: 3 Squares Cafe: 141 Main Street, Vergennes, Vermont
  • Dinner: Folino’s Wood-Fired Pizza: 6305 Shelburne Road, Shelburne, Vermont
  • Breakfast: Rustic Roots195 Falls Road, Shelburne, Vermont
  • Dinner: Honey Road: 156 Church Street, Burlington, Vermont 
  • Breakfast: Penny Cluse Cafe:169 Cherry Street, Burlington, Vermont
  • Lunch: August First: 149 S. Champlain Street, Burlington, Vermont
  • Dinner: A Single Pebble: 133 Bank Street, Burlington, Vermont

Planning a trip to Vermont? Be sure to check out our sister site, Vermont Explored , which covers all the best things to do in our home state!

Follow us on social media for more road trip ideas!

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Two photos featuring Vermont farms. Text overlay: 5-Day Itinerary on Vermont Route 7.

Tara is a freelance writer and travel blogger with a passion for outdoor adventures. She is the co-author of AMC’s Best Day Hikes in Vermont and currently blogs at Back Road Ramblers and Vermont Explored , where she shares travel tips, adventure destinations, and vacation ideas for the wanderer in everyone.

Our Favorite Resources for Road Trips and Outdoor Adventures These are the resources we use to plan road trips, save money while traveling, and shop for outdoor gear.  Car Rentals: While we use our own car most often for road trips, we also enjoy flying into major airports and then renting a car for more regional road trips. We use Kayak to compare prices and find deals from dozens of car rental agencies at once.  Flights: We use Kayak to search out flight deals. Money-saving tip: If you find yourself using the same airline repeatedly (we are huge Southwest fans), consider joining their loyalty program and getting an airline credit card. With our Southwest Rewards Visa, we earn a few free flights each year.  Hotels: When it comes to lodging, we seek out small boutique hotels or quirky roadside motels. First, we search for hotels on TripAdvisor so we can read reviews from other travelers. Then, we use to make reservations (they have the best prices, plus a flexible cancelation policy). Camping: Camping is one of our favorite things to do on long road trips. It allows us to explore the outdoors, cook our own food, and save money. We use They Dyrt Pro to find campsites and read reviews before booking on or state park websites.  Glamping and Vacation Rentals: For weekend getaways and shorter vacations, we love glamping (check out our glamping resource guide ). We book glamping properties through Tentrr , Hipcamp , and Airbnb . For cabins and vacation rentals, we like to use VRBO (they have fewer fees and a better cancelation policy than Airbnb). Guides and Maps: If we are visiting a new region, we usually invest in a Moon Travel Guide for the area. We pass them on to friends and family after our trip.  If we are planning on hiking, we also purchase a Falcon guide in the Best Easy Day Hikes series. Outdoor Gear: We are REI Co-Op members. It cost us $20 for a lifetime membership, but we get a yearly dividend based on our purchases, plus great deals and coupons throughout the year. REI also has a great return policy. Check out our complete guide for planning a road trip on a budget

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Adventures of A+K

7 Day Vermont Road Trip Itinerary

Looking for a perfect Vermont road trip? We’re sharing our itinerary from our 7 days in Vermont, including hikes, local businesses, and beautiful scenery! Visiting New England, especially in the fall, had been a US bucket list item for us for years. We dreamt of exploring charming small towns, hiking in the mountains, and seeing gorgeous fall foliage, and finally this past fall we were able to make it happen!  Our fall New England road trip kicked off in Vermont and despite knowing we would really enjoy the state, we were surprised by how much we loved it! The people were so incredibly friendly, the scenery, with mountains, farms, and lakes, was gorgeous, and the towns were just as adorable as we had hoped.

Vermont Road Trip Itinerary

Watch all of our adventures in Vermont , including learning about maple syrup, visiting different cities and towns, and going for beautiful hikes!

And in this guide we’re sharing a 7 day Vermont road trip itinerary, which is almost identical to our exact route. It will not include every single place to visit in Vermont, but rather the places we loved and highly recommend, which would be great for a first visit to the state!

Looking For More Things To Do In Vermont and New England?

  • Hiking to Mount Pisgah in Vermont’s Northeast Kingdom
  • How to hike to the Bald Mountain Fire Tower in Vermont
  • How to spend 2 days in Boston
  • How to hike the Franconia Ridge Loop in New Hampshire’s White Mountains
  • The BEST Things to do in New Hampshire’s White Mountains 
  • The ULTIMATE Guide to driving the Kancamagus Highway 
  • How to Backpack the Cutler Coast in Maine

About Vermont

Vermont road trip route, when to visit vermont, where to stay during your vermont road trip, things to know before your vermont road trip, what to bring on your vermont road trip.

Green Mountains Vermont

Vermont is located in New England in the northeastern part of the United States and is nicknamed the Green Mountain State, after the Green Mountains, which run north to south, like a spine going through the entire state. In fact, the name Vermont actually comes from a combination of two French words: “vert”, which means green, and “mont,” which means mountain. Vermont was the first state admitted to the Union after the original 13 colonies and is the 6th smallest state by area. It is also the second least populous state after Wyoming, with the largest city in the state, Burlington, only having 44,743 people and is the only state without a building taller than 124 feet.

Vermont's Northeast Kingdom

What Vermont may lack in size and number of people, it makes up for in endless scenery, open spaces that aren’t overly developed, and four seasons worth of activities. It is even home to some major companies, like Ben & Jerry’s and Orvis, and is the largest maple syrup producer in the United States.  There is just something magical about Vermont that is hard to put into words, but even in just a week in the state, we fell madly in love with it and are already dreaming of returning.

Before embarking on your adventure, please review the  Leave No Trace principles  to ensure you leave every place better than you found it, so that others can enjoy these beautiful places for many years to come! These seven principles include planning ahead and preparing, hiking and camping on durable surfaces, disposing of waste properly (pack out what you pack in!), understanding campfire rules and always fully extinguishing your fires, respecting wildlife, and being considerate of other visitors. 

There are many things to do and places to explore in Vermont, but for this guide we’ll be focusing on the areas we personally visited during our time in Vermont, which we highly recommend for first timers to the state who want to experience some of its best sights! Here is the route that this Vermont road trip itinerary will be following.

Flying to Vermont

This route map above assumes you’ll be flying to visit Vermont and the best airport to fly into will be the Boston Logan International Airport (BOS) , which is a massive airport that is serviced by all major airlines and offers nonstop flights from many destinations in the United States. The drive from Boston to the first stop in Vermont will be about 2.5 hours, so it’s not super close, but Boston is also a great gateway to other areas in New England if you plan to explore other states while visiting Vermont.

Driving to Vermont

If you’re driving to Vermont, the road trip route above may need to be modified a bit, as your road trip will possibly start and end in different places. You also may want to do the route in reverse depending on where you’re coming from. Here is how long you can expect to be on the road if arriving from other nearby destinations: Lincoln, NH: 1 hour, 40 minutes (76 miles) Hartford, CT: 2.5 hours (147 miles) Lake Placid, NY: 3 hours (128 miles), which includes a ferry across Lake Champlain Portland, ME: 3 hours (181 miles) Providence, RI : 3 hours, 15 minutes (189 miles) New York, NY: 4.5 hours (263 miles) Note: some of the roads and times above include driving tolls. If you want to avoid paying for tolls, make sure to turn off tolls on your Google Maps settings.

Green Mountains Vermont

How to get around Vermont

Since this is a road trip itinerary, you’ll definitely need to rent a car or drive your own to fully enjoy all of the sights on this guide, as public transportation isn’t really an option between all of the towns without hiring a tour guide. Assuming you’re visiting in the summer or fall, any type of vehicle will work just fine on a road trip around Vermont, as none of these stops require 4×4 to get to. Our Sprinter van was able to navigate Vermont well and we didn’t run into too many issues parking a larger vehicle either!

Bald Mountain Fire Tower Vermont

Vermont offers activities for all four seasons, including skiing in the winter, fresh maple syrup in the spring, hiking in the summer, and gorgeous foliage in the fall.  However, this guide is focused on visiting Vermont in the summer or fall , when the trails are snow free and less muddy than the spring. Here’s what you can expect when visiting during these two seasons!

Summer in Vermont 

The summers in Vermont are beautiful, with an average high temperature between 70-80 degrees fahrenheit, depending on where you visit (Burlington tends to be warmer than Stowe). With lots of state parks, forests, lakes, and outdoor activities, this is one of the best times to explore Vermont if you want to comfortably enjoy all of the beautiful scenery the state has to offer. It can be busier though, since after a long winter many locals and visitors are eager to get out and explore!

Vermont's Northeast Kingdom

Fall in Vermont

When we think of Vermont, we think of the colorful fall foliage that the state is famous for. And we aren’t the only ones! Fall is a popular time to visit Vermont, especially during peak foliage, but we didn’t find the crowds to be too horrific during our visit. Besides the foliage, the weather during the fall is really nice, with cooler temperatures and a mix of sunny days and some foggier days. Note: Peak foliage can vary year to year and timing also varies depending on the region. When we visited in late September, we were a bit too early for Stowe, but managed to see some great colors in the Northeast Kingdom. Based on our experience visiting in fall 2021, the first week of October would be a safer bet to find some bright colors, but for real time updates, we found this website to be helpful.

Stowe | Vermont Road Trip Itinerary

Since this road trip itinerary covers quite a bit of ground, we’d suggest staying in different places throughout the trip to limit how much time you spend driving each day. We will include suggestions of places to stay under each day of the itinerary! However, if you want to stay in one place the entire time and do not mind some driving, Waterbury or Stowe will be the best spots, as they are under 2 hours (one way) from each destination, so you could do day trips to every spot on this guide. We will list some options of places to stay in Waterbury or Stowe on day 3 of this guide!

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Stowe | Vermont Road Trip Itinerary

Before you go, here are a few important things to know before hitting the road on your Vermont road trip!

Book in advance

Because Vermont isn’t super populated, there can be limited options when it comes to lodging in some areas. We suggest booking in advance to ensure that you can find a spot that fits your needs and budget, especially during peak seasons.

Download offline maps

There were a few areas where we didn’t have the best cell phone service, which can be tricky if you’re trying to figure out where to go, both on the road or on the trail. We highly recommend downloading offline AllTrails Maps and offline Google Maps so you can navigate without cell phone service and don’t get lost!

Want to get 30% off an AllTrails+ membership ? Use our code aplusk30 (you must redeem this code on the website, not the app)! We use AllTrails+ on every single hike and it is the most helpful hiking tool out there! Some of the features we love are offline maps (so we can navigate even without cell service), wrong-turn alerts, and its 3D maps feature, so we can get a feel for trails before we hike.

Almost everything is dog friendly

One of the many great things about Vermont is that it is very dog friendly! Since there are no national parks, which usually prohibit dogs, your furry friend can join you for many activities on this guide! However, there will be times that your pup will need to stay behind, such as visiting restaurants, tours, and other indoor activities, so make sure you have a safe place to leave them.

Learn how we travel with a dog and what we do with Kona when she cannot join us on our adventures.

Start early

Our #1 tip anywhere we go is to start early! While Vermont may not be as crazy busy as some national parks and other destinations we have visited, it can get crowded with tour buses (we got stuck behind a few huge bus groups). We tried to start our days early and hit the trails around sunrise and it paid off every time!

Harvest Host Vermont

Harvest Hosts are a lifesaver for RVs!

Since we travel in a van, we typically sleep in our van at night, instead of hotels or Airbnbs. While we did stay in one hotel in Vermont, the rest of the time we tried to boondock in the area. However, boondocking out east can be pretty tricky, with very limited free public land, but thankfully there are many Harvest Hosts in the area! Harvest Hosts is a paid membership that lets you stay at farms, breweries, wineries, golf courses, and other spots for FREE, with the expectation that you will support the business. While this means you do need to spend some money and it’s not totally free, it’s usually a unique experience and you get to support a local business.  We slept at a total of 4 Harvest Hosts while in Vermont, including a cider mill, farm, golf course, and maple syrup farm. If you’re also traveling in a van or RV, we highly recommend Harvest Hosts while in the area. You can use our link to get 15% off a membership!

Mount Mansfield Vermont

Be flexible!

During our time in Vermont we had two things impact our plans a bit: foggy weather and less foliage than we hoped.  We had tried hard to plan our trip so we’d hit peak foliage, but were a bit too early for most areas. It is super hard to predict foliage, as it varies year to year due to weather conditions, so if you plan to visit in the fall, prepare to be a bit flexible if the colors are not at the level you hoped. During the fall, you can likely always find an area with more vivid colors if you’re willing to drive a bit further or change plans a bit. As for the foggy weather, despite being full time travelers, we had a set amount of time in Vermont and couldn’t adjust, so we just decided to roll with the punches and embrace it, even with zero views. We still had a blast and made some fun memories!

Burlington Island Line Trail

A common question we get when sharing our adventures is what we bring with us. We have almost all of our gear listed here , but here are some items we especially recommend bringing to Vermont!

Hiking Gear

Since most of the best things to do in Vermont include outdoor activities, you’ll want to bring plenty of outdoor gear and clothing. To see everything we take hiking, as well as our favorite clothing, check out our hiking gear . 

The weather can vary in Vermont, so layers are good to have! During our trip we experienced warm sun and cold fog within days of each other, so having layers was key to staying comfortable.

Bike (if you have one)

If you have a bike and are driving to Vermont, we suggest bringing it with you! There will be multiple opportunities to ride your bike while on your road trip and while you can rent one (like we did), it would be cheaper and easier to have your own.

Now that you know a bit more about Vermont, how to get there, and other tips, it’s time to plan out your road trip! Below is our 7 day Vermont itinerary, which can of course be adjusted to what you want to do, how much you want to do in a day, and how much time you have. We have included a variety of activity options for some days, that way you can adjust it to your preferences and abilities. We have also included some add-on options if you have more time and are looking for more things to do!

Day 1: Travel to Vermont

For the first day of your Vermont road trip, head to Vermont! We suggest making it near Woodstock, Vermont, which is a cute town and is also close to Day 2 of the itinerary. If you arrive early enough, spend as much of the day as you have to explore the Woodstock area. We were unable to squeeze Woodstock into our road trip, but we had originally planned to stop there and here are some spots we had hoped to visit! 

vermont driving tour

Things do in and near Woodstock, VT

  • Quechee State Park : This state park, which is just 15 minutes to the east of Woodstock, is home to Vermont’s deepest gorge, which you can experience on the 2.7 mile Quechee Gorge Trail .
  • VINS Nature Center : This nature center is right by Quechee State Park and is home to a variety of birds and a very cool looking forest canopy walk!
  • To see a covered bridge, visit either the Middle Covered Bridge (right in Woodstock) or Taftsville Covered Bridge !
  • Sleepy Hollow Farm : This is a very popular spot to snap a photo during fall foliage. It overlooks someone’s farm, which is extremely picturesque! Make sure to be respectful, as this is someone’s property.
  • Billings Farm & Museum : This dairy farm gives visitors a glimpse of what farm life is like, both in the past and the present, through different exhibits.
  • Hike The Pogue and Mount Tom trail (4.2 miles, 643 feet of elevation gain) for views of Woodstock, a small lake, as well as the surrounding area.

Places to eat in Woodstock, VT

  • Abracadabra Coffee
  • Mon Vert Cafe
  • Worthy Kitchen

Where to stay

For your first night, we suggest staying close to Woodstock or a bit closer to tomorrow’s activities in Rutland. Since you’re only going to be staying for a night, a hotel would be easiest, as most Airbnbs in the area require 2+ night stays. In Woodstock, there are no major hotel options, just local inns, which can be pricey. But a little bit east in White River Junction there is a Fairfield Inn & Suites , Holiday Inn Express , and Hampton Inn . In Rutland, there is a Hampton Inn and Best Western Inn & Suites . This will be about a 20 minute drive to tomorrow’s major activity.

Optional Add on: Day in Boston If you’re traveling by plane and landing in Boston, you could spend a day exploring a bit of Boston before heading to Vermont, which is a city we have yet to visit, but REALLY want to. 

Day 2: Tour a Maple Syrup Farm!

Baird Farm Maple Syrup | Vermont Road Trip Itinerary

Watch part of our tour at Baird Farm to get a better idea of what to expect and learn some maple syrup facts!

For today’s big activity you’ll tour a maple syrup farm! Vermont is the largest maple syrup producer in the United States, with 2.22 million gallons produced last year, over half of the total production for the US. Every year, starting in late January or early February, sugaring season occurs, which is when sap is collected from trees and maple syrup is actually made. This process lasts for 4-6 weeks! Although our suggested time to visit Vermont is not during sugaring season, it’s still worth visiting a farm to learn about the process and of course try maple syrup! There are many farms to tour, but we highly recommend visiting Baird Farm , which is in Chittenden, Vermont. This is a 4th generation family farm, which originally started with cows and now makes maple syrup. And unlike most maple syrup producers in Vermont, who offer self guided tours where you can watch videos and see some equipment, Baird Farm actually takes you on a tour themselves! 

Baird Farm Maple Syrup Vermont

The tours are FREE and you’ll get to see their maple trees, hear the process of how sap is collected, see their equipment and learn how sap is turned into syrup, and do a tasting at the end! Our guide, Jacob, who is one of the owners, was extremely nice, passionate, and took the time to get to know our group so he could customize the tour. Plus the syrup was so delicious, both their pure maple syrup and their infused varieties!  NOTE: Baird Farm only offers tours certain days of the week at only one time slot, so make sure to book in advance. If Baird Farm is not offering tours the day of your trip, you can visit Sugarbush Farm in Woodstock and do a self guided tour. If you decide to do this, we’d suggest staying in Woodstock the night before.

Maple Creemee | Vermont Road Trip Itinerary

What to do after your maple syrup farm tour

Assuming you go on the Baird Farm tour, we suggest heading to Middlebury (40 minutes north) for a bit on your way to Burlington for the night. While there:

  • Grab lunch at either The Mad Taco or Haymaker Bun Company & the Arcadian .
  • Walk around Middlebury and see the falls in town !
  • Grab a maple creemee at Vermont Maple Market ! A creemee is basically an extra creamy soft serve ice cream, and while you can get creemees in a variety of flavors, maple creemees are all the rage in Vermont. They have a delicious sweet, maple (but not overpowering) taste. We LOVED them!

After exploring a little bit, drive to Burlington, which is 1 hour north of Middlebury. If you’re looking for somewhere to grab dinner, we suggest Taco Gordo , Bluebird Barbecue , Pho Hong , or Honey Road .

After day 2, we suggest staying the night in Burlington, which will put you right in the heart of tomorrow’s activities! Here are some suggestions of where to stay. Hotels: Hilton Garden Inn Downtown , Hotel Vermont , Courtyard Burlington Harbor , and Homewood Suites . Airbnbs: Beautiful Suite , The Garden Studio , Modern Rustic Backyard Cottage , Josie’s Secret Downtown Gem , and Deluxe Cute Apartment . Campgrounds: North Beach Campground

Day 3: Burlington

Burlington Island Line Trail | Vermont Road Trip Itinerary

Watch us spend a day in Burlington, where we biked around and ate some tasty BBQ!

About Burlington

Burlington is a vibrant, welcoming, and beautiful city that is located on the shore of Lake Champlain. It is the most populous city in Vermont and is home to the University of Vermont, many local restaurants and shops, parks, and gorgeous views. 

Burlington | Vermont Road Trip Itinerary

  • Start your day with coffee at Perky Planet , which is more than just a coffee shop. They have an incredible mission to break down barriers to employment for those with intellectual and developmental disabilities. Some of the things we read that they have done is insulated the ceilings to reduce the echos for their employees with hearing impairments and have implemented different technologies to make tasks more accessible. Another great option is Kru Coffee . Regardless of which you choose, we suggest taking your coffee down to the Waterfront Park to enjoy it with a view of Lake Champlain, which is 490 square miles and is the largest lake in Vermont. This lake also borders New York and Quebec in Canada and from Burlington you can even see the Adirondacks in New York across the water!
  • Have breakfast at August First or Penny Cluse , which are both very popular spots for breakfast and lunch items.
  • Ride bikes on the Island Line Trail , which is a 14 mile (one way) trail that goes from just south of downtown Burlington and across Lake Champlain via a causeway and bike ferry, to South Hero, Vermont. Along the trail you’ll go by different beaches and parks, see many views of Lake Champlain, and go through a residential area, before making it to the causeway, which is a narrow pathway that takes you three miles across Lake Champlain. This section of the ride is amazing, with water all around you, plus mountain views. Towards the end of the causeway there is a 200 foot gap that requires you to take a ferry to get across and continue the causeway. The ferry is seasonal and runs daily in the summer, but after Labor Day, it only runs Fridays-Sundays, until mid October. It costs a suggested $10 donation (round trip) to ride. If you do not have a bike and need a rental, we rented eBikes from Local Motion and it was a blast! Since it was a lot of miles, having the assistance of a motor was helpful. We also suggest bringing snacks or a picnic lunch to enjoy along the way!
  • Head over to Shy Guy Gelato , a local, homemade gelato spot that makes some delicious flavors! They do sell out, so make sure to check their Instagram in advance!
  • Walk around Church Street Marketplace , which is a 4 block outdoor pedestrian mall with shops and restaurants, cute buildings, trees, cobblestone walkways, and colorful flags hanging, all ending at a picturesque church.
  • For dinner, head to either Taco Gordo , Bluebird Barbecue , Pho Hong , or Honey Road ! And if you’re a beer drinker, Zero Gravity Brewery , Switchback Brewing Co , and Foam Brewers are popular spots to check out.

Bluebird BBQ Burlington | Vermont Road Trip Itinerary

For day 3, you could either stay another night in Burlington, using one of the suggestions above, or you could stay in the Waterbury and Stowe areas, which is where the next two days of your road trip will be. Here are some suggestions of where you can stay there! Hotels: Best Western Plus Waterbury-Stowe , Fairfield Inn & Suites Waterbury Stowe , Trapp Family Lodge , Green Mountain Inn , and Timberholm Inn . Airbnbs: The Coffee Roost , True Vermont Cabin , Bright & Airy Guest House , Cozy Bungalow Home , and Classic Stowe Ski Chalet . Campgrounds: Smuggler’s Notch State Park Campground , Gold Brook Campground

Optional Add on: Camel’s Hump State Park If you have an extra half day or so, we suggest visiting Camel’s Hump State Park, which is a FREE state park (with no facilities) that is named after a distinctive hump on top of the mountain that you can see from miles away. While in the park, hike the 6 mile Camel’s Hump Trail to the top! 

Day 4: Waterbury + Stowe

Stowe | Vermont Road Trip Itinerary

Watch us explore Waterbury and Stowe, including apple cider donuts, a corn maze, and a covered bridge!

About Waterbury & Stowe

Waterbury and Stowe are likely some of the most popular areas to visit in Vermont and it’s no secret why! Nestled in the Green Mountains, the towns are quaint and charming, the views are amazing, there are great local businesses, both small and large, and plenty of activities year round. The two towns are located about 15 minutes apart and connected by the Green Mountain Byway, with Waterbury more south and Stowe more north, making them easy to visit together. There are many things to do and places to eat or drink in the area, so we’re providing many options in this day’s itinerary so you can choose what you’re most interested in.

Gold Brook Covered Bridge | Vermont Road Trip Itinerary

  • Have a sweet start to the day with apple cider and apple cider donuts at Cold Hollow Cider Mill ! This place is so amazing and makes some insanely fresh tasting cider and donuts, both of which you can watch them make! They have a room in the back where you can learn a bit about the apple cider process and watch them work and in the front, you can see them frying up fresh donuts.  If you want something savory as well, they have a restaurant next door that serves breakfast, lunch, and hard cider. For the coffee lovers, some good coffee shops in the area are Vermont Artisan Coffee & Tea (Waterbury), Black Cap Coffee & Beer (Stowe), Woodland Baking and Coffee (Stowe), and PK Coffee (Stowe).
  • Spend the morning and afternoon exploring Waterbury and Stowe! Here are some options, listed in order from Waterbury up to Stowe, which you can mix and match to plan your perfect day. Kayak on the Waterbury Reservoir : The Waterbury Reservoir is the 9th largest body of water in Vermont and was created in the 1930s by the Civilian Conservations Corps as a way to protect nearby towns from floods. There is a state park on the reservoir called Waterbury Center State Park , where you can rent kayaks and enjoy the mountain views from the water. Note: dogs are not allowed here. Visit Ben & Jerry’s : Ben & Jerry’s started in a renovated gas station in Burlington, Vermont in 1978 and today its factory and headquarters are located in Waterbury. They offer factory tours (currently closed until sometime in 2022), ice cream by the scoop, and even a flavor graveyard where you can see flavors from the past, with headstones. See the Gold Brook Covered Bridge: There are 104 covered bridges in Vermont, the highest density of covered bridges in the US, which were originally created to protect bridges from the harsh New England weather. Today they make for beautiful photo opps and a popular covered bridge between Waterbury and Stowe is the Gold Brook Covered Bridge , also known as Emily’s Bridge because of a very sad story of a girl named Emily who hung herself from the bridge after her lover that she was supposed to elope with never showed up. Hike up to the Stowe Pinnacle Overlook: Just down the road from the Gold Brook Covered Bridge is the Stowe Pinnacle Trail , which is 3.7 miles and 1,604 feet of gain (so it’s pretty steep!) and takes you to an overlook with views of the Green Mountains. Walk around Stowe: When we think of a classic New England town, we think of Stowe. The town is tucked in the mountains, has beautiful Colonial style buildings, and an iconic New England church steeple. It’s a great place to walk around, shop a bit, and has some good spots if you need lunch, a sweet treat, or beer. Here are some spots to check out: Grab a sweet treat at Laughing Moon Chocolates . Grab lunch or beer at Idletyme Brewing Company . Tour The Alchemist Brewery , which is currently only offering daily tours at 5 PM. Bike the Stowe Path: A popular thing to do in Stowe is to go on the Stowe Recreation Path . This is a 5.5 mile (one way) path that takes you through Stowe and by farms and restaurants. This pathway is best on a bike, but we enjoyed walking Kona on part of the path as well! Get lost in a corn maze: If you visit in the fall, make sure to check out the Percy Farm Corn Maze . Every year Paul Percy mows a unique maze in his farm’s corn field, which costs $8 per adult (cash or check only), for visitors to try to conquer. We found it to be trickier than expected and it took almost an hour to get out! Chase some waterfalls: The Stowe area is home to a handful of beautiful waterfalls. We hiked to Moss Glen Falls , which is only about 0.25 miles from the trailhead (parking is pretty limited) and takes you to a gorgeous, multi-tiered waterfall. Another popular option in the area is Bingham Falls , which is a 0.5 mile round trip hike!
  • Have dinner at Piecasso , which is a delicious pizza spot in Stowe (we loved it!). A couple other options are Idletyme Brewing Company , von Trapp Brewery and Bierhall (the family from the Sound of Music!), or Trattoria La Festa , an authentic Italian spot.

Piecasso | Vermont Road Trip Itinerary

We suggest staying in Waterbury or Stowe again for this night!

Day 5: Mount Mansfield

Mount Mansfield Vermont

Watch us hike to the top of Mount Mansfield on a foggy day!

About Mount Mansfield

Mount Mansfield is the tallest point in the state of Vermont at 4,393 feet. The mountain is known for looking like someone laying down and different portions of the mountain are named after different features, including the forehead, nose, upper and lower lips, and the chin, which is the summit. 

Mount Mansfield Vermont

How to get to the top of Mount Mansfield

There are three main ways to get to the top of Mount Mansfield: hiking, driving, or a gondola. Hiking (our top pick!): If you choose to hike to the top of Mount Mansfield (which is what we did), there are tons of trail options, but we suggest the Mount Mansfield Loop , which is 7.3 miles and gains 2,880 feet. This trail starts at Underhill State Park ($4 per adult fee), which is about 45 minutes to 1 hour from Waterbury and Stowe. If you go this route, we suggest taking the Maple Ridge Trail up and Sunset Ridge Trail down, as the Maple Ridge Trail has two trickier spots, including a gap to jump and a rock wall you have to climb up, which is easier going up than down. We show these spots in better detail in this video and these spots can be tricky with a dog, but we were able to get Kona through them safely. You can also hike up and down the Sunset Ridge trail, which is still steep and rocky, but has less tricky spots. Despite us having ZERO views at the top, we had a blast hiking this trail, as it offered some challenges along the way to keep things interesting! We suggest arriving early, as parking can get full on a busy day, as can the summit, since there are many ways to get to the top. Driving: To drive up Mount Mansfield you’ll take the Auto Toll Road , which costs $29 per car + $11 per passenger. The road takes you to 3,850 feet, where you can either enjoy the views from there, or continue on the Long Trail for about 1.25 miles each way. Note: RVs and campers, bicycles, motorcycles, or dually trucks are NOT allowed on this road. Gondola: The final way to the top is to ride the Stowe Mountain Resort Gondola , which costs $37 per adult and $26 per child for the ride up and down the mountain. Once off the gondola, you can take the Cliff Trail to the Long Trail to the summit for under 1 mile each way. 

Percy Farm Corn Maze | Vermont Road Trip Itinerary

What to do after Mount Mansfield

After making it to the top of Mount Mansfield, we suggest driving the Smugglers Notch Scenic Drive (Route 108) back towards Stowe, which goes through the forest and has unique rock outcroppings. Once back in Stowe, grab food at one of the spots we shared on day 4 and if you have more time, do any other activities listed on day 4 that you didn’t have a chance to check out!

For day 5 you could either stay in Waterbury or Stowe one more night or head towards your final destination in Vermont, the Northeast Kingdom, which is under 1.5 hours from Stowe. This will give you an early start for your final day! If you choose to stay closer to the Northeast Kingdom, here are some options: Hotels: Comfort Inn & Suites Near Burke Mountain Airbnbs: Cozy Cottage in the Northeast Kingdom , Waterfront Lake House on Crystal Lake , and Remodeled 2 bedroom + loft lakefront cottage Campgrounds: Whitecaps Campground , Will-O Wood Campground , Belview Campground , and Kingdom Campground

Optional Add on: Montpelier If you have an extra day or afternoon, head to Montpelier, which is the capital of Vermont! Montpelier is a charming town and we suggest walking around the historic downtown area, seeing the state capitol building , which is beautiful, and grabbing a maple creemee at Morse Farm Maple Sugarworks !

Day 6: Northeast Kingdom

Lake Willoughby Vermont

Watch us explore the Northeast Kingdom, including two epic hikes! And to learn more about our favorite hikes in the area, read our Mount Pisgah and Bald Mountain guides!

About the Northeast Kingdom

The Northeast Kingdom (abbreviated NEK) is an area in northeast Vermont, which got its nickname from a former US Senator and governor, George Aiken, who loved the area and thought it should be a kingdom. And we couldn’t agree more…it is magical! The Northeast Kingdom is home to small towns, forests, farmland, mountains, and beautiful Iakes, including Lake Willoughby, which is the second largest lake in the state and looks like a mini Norwegian fjord. This region of Vermont was our absolute favorite and we highly recommend the trek up there, especially if visiting during fall foliage.

Bald Mountain Fire Tower Vermont Northeast Kingdom

  • Get an early start and hike up Mount Pisgah (4.1 miles round trip, 1,653 feet of elevation gain), which has phenomenal views of Lake Willoughby from a few different viewpoints. It is relatively short, but steep, and it can get busy, so we recommend starting around sunrise if you can. You can learn more about the hike, including what to expect and photos from the different viewpoints in this guide .
  • Spend the rest of the morning hanging out at Lake Willoughby! Lake Willoughby has two beaches, with the North Beach being much larger and more of a “lay out” kind of beach, while the South Beach is more of a cove for boats, but in our opinion has the better view. There is also a clothing optional cove near South Beach. If you want to kayak on the lake, White Caps Campground offers rentals to the public, as does Clyde River Recreation , which is located north of the lake, but they can drop off the kayaks for you!
  • Grab lunch at The Parker Pie Company , which is about 25 minutes away from Lake Willoughby.
  • End the day with a late afternoon or sunset hike up Bald Mountain (4.2 miles round trip, 1,463 feet of elevation gain), which takes you to an old fire tower, with incredible 360º views at the top. We share more about the hike, including more information about the fire tower in our Bald Mountain guide!

For your final night, you can either stay in the Northeast Kingdom to make the trek closer to Boston for your flight, or continue on to wherever your adventures take you next! 

Mount Pisgah Vermont

Day 7: Travel back home

And now for the worst part of the trip…leaving Vermont. 🙁 For your final day, either head back home or continue your adventures. We highly recommend squeezing in some time in New Hampshire’s White Mountains if you have time, which is close to the Northeast Kingdom.  If you do head that way, check out these guides:

We hope you enjoy visiting Vermont as much as we did! We went into the state with pretty high expectations after years of anticipation and it truly exceeded them all. If you do make it to Vermont and use this guide to help with your trip, let us know! We’d love to hear about the memories you make in Vermont too!

Ready to experience the beauty of Vermont?

Pin or save this Vermont road trip itinerary to help your planning!

7 Day Vermont Road Trip Itinerary | Things to do in Vermont | Vermont Itinerary | Vermont Road Trip | What to do in Vermont | Burlington, Vermont | Stowe, Vermont

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4 thoughts on “ 7 day vermont road trip itinerary ”.

Great post! I appreciate that you are moving at a fast pace here. Most Vermont itineraries are too slow for my liking 😉

Thank you Paula! We are glad you like the pace. We try to cater to those who have limited time, but want to see as much as they can!

I’m so excited that we are heading to Vermont next month! I’m usually the “itinerary maker” so I very much appreciate the helpful information in your videos and blog. We are a little older than the two of you so it is wonderful to get an idea of the terrain of the hikes as we can be best prepared! We would have missed out on Black Elk Peak in South Dakota had we not watched your video so a big “thank you” for that!

We are so glad to help you plan your own trip easier! Black Elk Peak is still one of our favorites!

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There's A Covered Bridge Tour In Vermont And It's Everything You've Ever Dreamed Of

vermont driving tour

Kristin Grimes

Kristin Grimes lives in Vermont, is a freelance writer and busy MOM (Manager of Madness) and WIFE (Washing, Ironing, Feeding, Etc.)

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There are just over 100 authentic covered bridges in Vermont , giving it the highest number of covered bridges per square mile in the USA. That’s right, you can plan to see many covered bridges while traveling through the Green Mountain State, and all are complete with scenic backdrops and charming towns. Take this covered bridge tour in Vermont to see some towns that have many amazing covered bridges to get more bang for your buck. Here is a map for easy reference!

vermont driving tour

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vermont driving tour

Have you taken a covered bridge tour in Vermont? What are your favorite covered bridges to visit in our state? Which scenic places in Vermont do you love seeing? Tell us your list and share your thoughts with us by leaving a comment below. We look forward to reading your responses.

For more Vermont covered bridges , you’ll want to check this out .

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What are the most unique towns in Vermont? 

Montpelier, our state capital, is a fascinating and unique city in Vermont. In fact, Montpelier is the smallest U.S. capital city with roughly 8,000 inhabitants. The city is interesting due to its small-town charm, lack of big box stores, and position within the surrounding mountains and wilderness. Another unique town in Vermont is Barre. With granite quarries and odd marble statues, this place is a particularly unordinary town in Vermont. The city is also composed of four small unincorporated areas. For more information on the unusual and unique town of Barre, check out this article  HERE .

Is Vermont a great place to live?

A thousand times YES! Not only does Vermont have beautiful landscapes and endless nature spots to explore, but the Green Mountain State also has excellent food, safe cities, great schools, and friendly locals and down-to-earth people. Vermont is also an environmentally aware place that focuses on healthy living styles and social and environmental awareness, which all makes Vermont a welcoming and prosperous place to live for everyone.

What is the most scenic town in Vermont?

There are many, many idyllic and quaint towns in Vermont that it’s rather quite hard to list which town is the most scenic, but if we had to create a list, the five most scenic towns in Vermont would certainly contain these towns: 1. Manchester; 2. Woodstock; 3. Grafton; 4. Stowe; 5. Shelburne. O course, there are several other scenic towns to visit in Vermont that should be on the list, but you have to end it somewhere. If you are still interested in discovering more picturesque towns in Vermont, check out the 17 most picturesque towns in Vermont  HERE . Happy exploring!

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Ultimate Fall Foliage Road Trip in Vermont: A Complete Itinerary

Fall Foliage Road Trip in Vermont

Autumn is a second spring that turns all leaves into flowers”- Fall is definitely the time of the year when leaves speak to us, the story of existence as well as the beauty of letting things pass by. Fall leaves throw such a fantastic show before their demise. In this blog, we will cover awesome fall foliage road trip ideas in Vermont that may inspire your next adventure. Enjoy some stunning visuals of a Fall Foliage Road Trip in Vermont and get some help from our detailed itinerary to plan your Vermont road trip.

Vermont Road Trip Planner

Why fall is the best time to visit vermont, where to to stay in vermont, need a rental car in vermont, 3 day itinerary for a fall foliage road trip in vermont, stop 1: jamaica state park, stop 2: weston village, stop 3: plymouth, stop 4: woodstock village, stop 5: plainfield, stop 6: montpelier, stop 7: vermont state house.

  • Stop 8: Ben & Jerry's Factory, Waterbury, Stowe

Tips to remember while traveling to Mount Mansfield

Stop 10: killington, pin this fall road trip in vermont for planning your trip.

Vermont Fall Road Trip

New England on the east coast of the USA is one of the most gorgeous places to experience the ultimate beauty of Fall and the state of Vermont takes the crown . During the Autumn season here, you will have one of the best leaf-peeping experiences – whilst enjoying the natural Fall exhibition just during your drive, strolling in scenic state parks, hiking mountain ranges, or even exploring stunning waterfalls in this area. I came back with strong feelings for the state of Vermont and its people- it is by far my most favorite state in America. I will also go again, so let us say this was a beginning for me too.

Some of the top places to visit in Vermont in Fall include:

  • Green Mountain National Forest
  • White Mountain National Forest
  • Scenic Route 100

The Fall foliage starts in mid-September and lasts until mid-October. I visited at the beginning of October when the leaves are more reddish however if you’re looking for yellow colors, visiting earlier is advised. Personally, I would recommend aiming for “Peak Foliage” in mid-October and the USA long weekend of October 12th for Columbus day is perfect for this Fall Road Trip.

Vermont is more like a European Travel experience when it comes to the stay. There are many inns and B&Bs run by locals which I would recommend as your first choice to experience the local life. I stayed in a lovely Airbnb which was very similar to a Scottish B&B and I would rate my stay here as one of the best Airbnb stays ever.

If you are visiting internationally flying into New York or Vermont, you could go for a rental car option. Remember that you drive on the right side of the road in the USA. Your international driving license is valid if you feel comfortable driving. The rules are pretty easy with wide roads and clear junctions combined with the fact that most of the cars in the USA are automatic.

*Disclaimer: This post contains affiliate links. If you click on them and make a purchase, I receive a small commission. There is no additional cost to you. I would appreciate the support.

We embarked on a Vermont Fall road trip as part of a Week East Coast Road trip traveling from Florida to Boston. This Vermont road trip itinerary starts from Albany and made our up North with stops at villages and parks in the Green Mountain National Forest until arriving at Montpelier , the capital city of Vermont. In the following days, we also covered the Vermont scenic 100 route and two mountain ranges, Mount Mansfield and Killington. Below is the route we followed color-coded per day for this amazing fall foliage road trip in Vermont. Let us enjoy the fall visual show of Vermont together.

READ: Best Road Trips in USA for your American Road Trip Bucket List

Vermont Weston Village

Day 1: Green Mountain National Forest

Our first stop in Vermont was the Jamaica State Park which is located in a small picturesque village Jamaica in the south of Vermont. The state park needs a pass to enter and it is best to check the activities before you go. We only strolled around the village. 

Jamaica State Park in Vermont

The short walk from the village to the park is stunning with amazing views of colorful houses embedded into nature along the West River and an amazing bridge called the Wardsboro bridge forming a great frame.

West River in Jamaica State Park, Vermont

There is a hike from here to the Ball Mountain Dam via Hamilton Falls which we missed as our itinerary was tight, I would advise planning to spend a long time here. From here we headed upwards to the village of Weston. On the way, you will get this stunning view which is the same as my feature image. Here is the exact stop: 60-52 River Road, Jamaica, VT 05343.

Weston felt was like walking through a European town with the houses, roads, and shops here reminding me of Austria/Switzerland. Adding to the Autumn charm, the village houses were fully decorated with pumpkins all ready for Halloween. I really loved the orange theme in this postcard-perfect Green Mountain Town village in autumn.

Autumn in Weston Village, Vermont, USA

There are some really cute little shops here selling local crafts and produces. I had heard that this town is perfect to celebrate Christmas in, and the Christmas shop here really had strong European vibes so you can note this village if you’re planning a European-style getaway in the USA.

Another attraction is here the Old Mill Museum , which has a mountainous backdrop and a stunning waterfall. We did not go inside the museum as it was closed the day we visited however the view from the outside museum was breathtaking enough for us. Someone from the village had even left a pumpkin beneath the trees, how cute!

Old Mill Museum Weston Vermont

The route to Woodstock via Plymouth was one of the best scenic routes during the trip. We didn’t stop in the town itself but we just stopped along the way to admire the views.

Plymouth Journey, Vermont

The view of mountains and reflections in the lake is simply splendid. This route is just stunning throughout so much so it was confusing which pictures to take and which pose would be best. In the end, I can see we ended up taking fewer pictures and spent more time just enjoying the view. 

Reflections in Plymouth,  Vermont

We arrived in Woodstock village around sunset, of course, this is what happens if you take a scenic route and keep stopping. Woodstock village is very famous in New England and is on the top list of scenic towns with amazing houses and post-card views around. Though we missed exploring the village properly, we could experience the local shop here which was so thrilling with lots of diverse farm productions. I almost wanted to buy everything and the bakery here was calling to us loudly.

Weston Village Farm Shop

These pumpkins and Squashes are just a small part of what they produce. Aren’t they so diverse? I have never seen these shapes and colors before, I spent a lot of my time just staring at pumpkins and I wished I could have brought them home with me. 

After strolling here, we headed towards Montpellier where our Airbnb was booked for the night.  I definitely need to go back to Woodstock as I could not explore it properly. We arrived late in Montpellier, found a local Thai restaurant to eat at, and headed to the Airbnb to crash.

Day 2: Scenic Route 100

Waking up in Plainfield, Montpellier in our Farm Stay Airbnb is still one of my most favorite stay experiences. This house is located in a private estate with a lake and the morning view was breathtaking. Our host was such a lovely lady who had everything sorted for us like a typical B&B in Europe. They also had an Apple tree with such low-hanging apples that I tried to act eating one while standing on the ground.

Apple Trees in Montepellier, Vermont

The Airbnb farm house has a vintage style and is decorated very well. The prayer flags caught my attention and I added them to my list of home decorations straight away. I wish we had more time here, I will definitely go back and stay exactly here again if it is still available.

The Airbnb was in a hilly area far away from the city. We headed towards Montpellier city first.

We stopped at Montepellier and went via Cliff Street towards Hubbard Tower to get a top view of the city. There were a lot of hikers around here and would recommend not missing this view if you visit. This town qualifies to be the most scenic Fall Town view in my mind, just like I have Tromso for the best winter view. The capital city of Vermont and the vibes here caught my attention, there is something so positive about the people and region here.

Hubbard Tower, Vermont, USA

The State House of Vermont is located in its capital town, Montpelier. Stopping by this cute statehouse was a heartwarming experience as it stood gorgeous and constantly reminded me of the Glory of this State and its People. It was just stunning with its golden dome and fall backdrop. 

Vermont State House

We drove towards Stowe taking the scenic route 100 . This drive was just epic and was sad I could only do a part of it and hope to revisit and finish the full route.

Stop 8: Ben & Jerry’s Factory, Waterbury, Stowe

We arrived at the original Ben and Jerry’s factory which is the Mekkah for Ice-cream lovers. The vibe here is too cheerful, both adults and kids queued up to get their hands on their favorite flavor. 

Ben & Jerry's Factory, Waterbury Village

Here you can taste all their new flavors and pay a visit to the ice-cream graveyard where there is a gravestone for every flavor that didn’t succeed in the market.

Stop 9: Mount Mansfield

One of the highlights of my trip was the drive and hike up to Mount Mansfield, the highest mountain point in Vermont. This literally felt like being in a Hollywood movie even looking at cars coming down from that steep hill while we queued to drive up. 

Mount Mansfield

Climb up and you are in the middle of a FALL HEAVEN literally. It is all Yellow, the Coldplay song was singing in my head throughout the drive here. This mountain is a not-to-miss and the best for leaf-peeping and complete with a cute little chapel.

The drive can be tricky here and we saw a couple who had got stuck with their car tire wedged in a ditch. There are multiple trails you can do here and it is best to plan time if you wish to hike.

We just did a short section of the Sunset Ridge Trail as we did not have much time left of the day. The view from here is amazing.

A list and map of trails can be found here.

Sunset Ridge Trail Mount Mansfield, Vermont, USA

Day 3: Killington

At this point, one of our friends had to leave so we had a short break in the trip before the rest of us continued to visit Killington the next day which is another mountain range famous for skiing. Look at the view- amazing isn’t it?

Mountain Lodge, Killington, Vermont, USA

The Killington Mountain Lodge is very popular among families and was packed during our long weekend visit. It is perfect for a Fall Foliage road trip in Vermont, particularly for a weekend getaway and they have amazing rooms to stay in here. 

Killington Lodge

Click here to find some amazing accommodation options in Killington

Final thoughts on the Fall Road Trip in Vermont

Fall Road trips in Vermont are the best for leaf peepers, nature lovers and foodies. What attracted me the most during my Vermont visit, apart from the leaf-peeping experience, and picturesque villages are the really nice people and their commitment to using local products that even McDonald’s does not exist there. Vermont is known for its natural landscape, and its capital town Montpelier is amongst the least populated cities of the USA. It definitely is an Autumn Wonderland!

Best Places to see in Vermont

Jumana is a travel writer and technologist living in the United Kingdom, born and brought up in India. While she is busy with her full time job as a computer technologist, she is an active explorer during her spare time. She has been exploring states of India since she was 15 and then around the world since she moved to the west in her 20s. Her favourite travel style is “On the Road” and she has perfected the art of road trip planning, covering multiple famous and undiscovered routes around Europe, UK and USA. She is on a mission to road trip the planet and learn more about the cultures around the world.

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Vermont is beautiful all around the year and Fall is the best!

Thanks Deep. No doubt Vermont rules for Fall

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Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

vermont driving tour

  • GuideAlong (GyPSy Guide) Audio Tour: 300 Points
  • Location Based: Stories, tips & directions that autoplay
  • Flexible Routes: Suggested itineraries or create your own
  • Trip Planner: In-app
  • Easy To Use: Pre-download and tour offline
  • One-Time Purchase: No time or date use limit or expiry
  • Support: Toll free phone, chat and email
  • President Calvin Coolidge State Historic Site Admission fees vary ~ $12 p/adult.
  • Entry/Admission - Calvin Coolidge Homestead
  • Jeffersonville, Cambridge, VT 05464, USA Start at one of the official tour introduction points (Jeffersonville or Wilmington) or join anywhere along the route and pick up the commentary at the next audio point. Open the GuideAlong app to preview the tour route and browse the suggested itineraries and trip planner.
  • Wilmington, VT, USA Commentary plays automatically based on your location, so you have flexibility on where and when you want to start and end your tour anywhere along the tour route.
  • Not wheelchair accessible
  • Confirmation will be received at time of booking
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
  • All sales are final and incur 100% cancellation penalties.
  • Vermont Country Store
  • Calvin Coolidge Homestead
  • Cabot Creamery Store - Waterbury
  • Waitsfield Covered Bridge
  • Warren Covered Bridge

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vermont driving tour

  • You'll start at Jeffersonville Jeffersonville, Cambridge, VT 05464, USA Start at one of the official tour introduction points (Jeffersonville or Wilmington) or join anywhere along the route and pick up the commentary at the next audio point. Open the GuideAlong app to preview the tour route and browse the suggested itineraries and trip planner. See address & details
  • 1 Vermont Route 100 Stop: 8 hours See details Pass by Waitsfield Covered Bridge
  • 2 Stowe Stop: 2 hours See details Pass by Smugglers Notch
  • 3 Trapp Family Lodge Stop: 60 minutes See details Pass by Warren Covered Bridge
  • 4 Cold Hollow Cider Mill Stop: 60 minutes See details
  • 5 Cabot Creamery Store - Waterbury Stop: 60 minutes See details
  • 6 Ben & Jerry’s Stop: 60 minutes See details
  • 7 Vermont Country Store Stop: 30 minutes See details
  • 8 Calvin Coolidge Homestead Stop: 60 minutes - Admission excluded See details
  • You'll end at Wilmington Wilmington, VT, USA Commentary plays automatically based on your location, so you have flexibility on where and when you want to start and end your tour anywhere along the tour route. See address & details

vermont driving tour

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway provided by GuideAlong (GyPSy Guide)

Product overview: self-guided audio driving tour of vermont, rt100 scenic byway.


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