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AI-LewisClark
02 Jun 2026Updated last time
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Boston To Vermont Day Trip Itinerary

Boston to Vermont Day Trip Overview

This road trip begins in Boston, a city full of history, energy, and great food, where you can start early and head north toward the quieter landscapes of Vermont. The journey itself is part of the experience, with scenic drives through New England towns, forests, and rolling hills. A first stop in Montpelier gives you a chance to enjoy Vermont’s small-capital charm, local architecture, and relaxed atmosphere. From there, continue to Burlington, a lively lakeside city on Lake Champlain known for its waterfront views, creative downtown, and regional dining. If time allows, finish in Stowe, one of Vermont’s most picturesque mountain towns, where you can enjoy alpine scenery, local shops, and a true outdoorsy New England feel. This itinerary combines urban culture, historic landmarks, and natural beauty, making it a memorable day trip filled with variety and classic northeastern charm.

Recommended Activities

  • Trip Point Pin1

    Boston, Massachusetts

    Boston is a vibrant city with a rich history. It offers a perfect blend of historic landmarks, diverse neighborhoods, cultural attractions, and delicious food. From walking along the Freedom Trail to exploring the renowned museums, Boston has something for everyone.
    Boston, Massachusetts
    Boston, Massachusetts
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    Boston, Massachusetts
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    Boston, Massachusetts
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    Boston, Massachusetts
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    Boston, Massachusetts
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    Boston, Massachusetts
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  • Trip Point Pin2

    Montpelier, Vermont

    Montpelier, as the capital city of Vermont, is a charming and picturesque destination. It is known for its scenic beauty, historic architecture, and friendly atmosphere. Montpelier offers opportunities for outdoor activities, such as hiking or biking, as well as visits to cultural sites like the Vermont State House.
    Montpelier, Vermont
    Montpelier, Vermont
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    Montpelier, Vermont
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    Montpelier, Vermont
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    Montpelier, Vermont
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    Montpelier, Vermont
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  • Trip Point Pin3

    Burlington, Vermont

    Burlington is a vibrant city situated on the shores of Lake Champlain. It is popular for its stunning lake views, bustling downtown area, and thriving arts scene. Burlington also offers outdoor activities like boating and swimming, along with a variety of dining options and eclectic shops.
    Burlington, Vermont
    Burlington, Vermont
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    Burlington, Vermont
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    Burlington, Vermont
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    Burlington, Vermont
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  • Trip Point Pin4

    Stowe, Vermont

    Stowe is a charming town nestled in the Green Mountains of Vermont. It is renowned for its scenic beauty, outdoor recreational opportunities, and year-round attractions. Stowe offers breathtaking views of Mount Mansfield, the highest peak in Vermont, and is a popular destination for skiing and snowboarding in the winter. In addition, Stowe features a vibrant arts and culture scene, boutique shopping, and a variety of dining options.
    Stowe, Vermont
    Stowe, Vermont
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    Stowe, Vermont
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Restaurants

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    The Top of the Hub

    The Top of the Hub

    Located in Boston, this restaurant offers stunning panoramic views of the city skyline and delicious cuisine. It's worth a visit for a memorable dining experience.
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    Hen of the Wood

    Hen of the Wood

    Situated in Montpelier, this restaurant is known for its farm-to-table cuisine and cozy atmosphere. It's worth a visit to savor Vermont's local flavors.
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    Penny Cluse Cafe

    Penny Cluse Cafe

    Located in Burlington, this quirky cafe offers a unique menu with creative breakfast and brunch options. It's worth a visit for its charming ambiance and delicious food.
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    Idletyme Brewing Company

    Idletyme Brewing Company

    Situated in Stowe, this restaurant and brewery offers a combination of delectable food and craft beer brewed on-site. It's worth a visit for the perfect pairing of flavors.
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    The Oyster House

    The Oyster House

    Located in Boston, this historic seafood restaurant is known for its fresh oysters and classic New England dishes. It's worth a visit for a taste of the region's culinary heritage.
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    Three Penny Taproom

    Three Penny Taproom

    Situated in Montpelier, this lively taproom offers a wide selection of craft beers and a cozy atmosphere. It's worth a visit for beer enthusiasts and a casual dining experience.
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    The Farmhouse Tap & Grill

    The Farmhouse Tap & Grill

    Located in Burlington, this restaurant focuses on farm-fresh ingredients and showcases Vermont's local culinary offerings. It's worth a visit for a farm-to-table dining experience.
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    Plate

    Plate

    Situated in Stowe, this unique restaurant offers a menu inspired by seasonal ingredients and global flavors. It's worth a visit for a memorable and eclectic dining experience.
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Hotels

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    The Liberty, a Luxury Collection Hotel

    The Liberty, a Luxury Collection Hotel

    Located in Boston, this unique hotel is housed in a historic jail transformed into a luxurious accommodation. It's worth a visit for its blend of rich history and modern comforts.
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    The Pitcher Inn

    The Pitcher Inn

    Situated in Warren, Vermont, this boutique hotel features individually designed rooms inspired by various themes. It's worth a visit for a charming and personalized stay.
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    Hotel Vermont

    Hotel Vermont

    Located in Burlington, this eco-friendly hotel showcases Vermont's natural beauty with its sustainable design and local artwork. It's worth a visit for an authentic and environmentally conscious stay.
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    Trapp Family Lodge

    Trapp Family Lodge

    Situated in Stowe, this alpine-style resort was founded by the famous Trapp family from 'The Sound of Music.' It's worth a visit for its European charm and breathtaking mountain views.
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    The Langham, Boston

    The Langham, Boston

    Located in a historic building in Boston, this hotel offers elegant rooms and a luxurious spa. It's worth a visit for a sophisticated and indulgent stay in the heart of the city.
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    The Lodge at Spruce Peak

    The Lodge at Spruce Peak

    Situated in Stowe, this mountain lodge provides a luxurious retreat with its spacious accommodations and access to outdoor activities. It's worth a visit for a blend of relaxation and adventure.
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Local Events & Happenings

  • Event Icon

    Trey Kennedy

    Trey Kennedy

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon12 Jul 2024
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    Christopher Cross

    Christopher Cross

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon22 Jul 2024
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  • Event Icon

    Bored Teachers

    Bored Teachers

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon12 Sep 2024
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    AJ Croce

    AJ Croce

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon14 Sep 2024
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    Soul Asylum

    Soul Asylum

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon1 Nov 2024
    Website IconVisit Website
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    Nurse Blake

    Nurse Blake

    The event will take place at Paramount Theatre - VT in Rutland.
    Map IconParamount Theatre - VT in Rutland (33.32 mi)
    Calendar Icon22 Nov 2024
    Website IconVisit Website
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    Comedian Bob Marley

    Comedian Bob Marley

    The event will take place at Colonial Theatre Laconia in Laconia.
    Map IconColonial Theatre Laconia in Laconia (49.81 mi)
    Calendar Icon20 Jul 2024
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Travel Gems from Reddit

  • Reddit Icon

    From there, it depends on where you want to go and how much time you have. You could head a bit south and drive west across Vermont on Rte 11, or you could explore NH's Lake S...

    Boston to Vermont road trip recommendations?

    From there, it depends on where you want to go and how much time you have. You could head a bit south and drive west across Vermont on Rte 11, or you could explore NH's Lake S...

    /r/AskAnAmerican
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  • Reddit Icon

    Definitely drive the notch between Stowe and Smuggs. On your way to/from Stowe, make a quick stop at Lake Elmore (between Montpelier and Stowe). Take a little walk in the stat...

    Exploring Vermont in two days - What else should I see?

    Definitely drive the notch between Stowe and Smuggs. On your way to/from Stowe, make a quick stop at Lake Elmore (between Montpelier and Stowe). Take a little walk in the stat...

    /r/NewToVermont
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  • Reddit Icon

    13 votes, 24 comments. Hi everyone! My birthday is coming up this week and I am trying to play a day trip this weekend. I am looking to go somewhere

    Day trips from Burlington, VT

    13 votes, 24 comments. Hi everyone! My birthday is coming up this week and I am trying to play a day trip this weekend. I am looking to go somewhere

    /r/burlington
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  • Reddit Icon

    Drive on Route 100 as much as possible up to Stowe, stay 3 nights. Hoping to do a day trip up to smugglers notch, maybe check out Waterbury and/or Montpelier.

    New England road trip - where to stay between Portland and Stowe?

    Drive on Route 100 as much as possible up to Stowe, stay 3 nights. Hoping to do a day trip up to smugglers notch, maybe check out Waterbury and/or Montpelier.

    /r/vermont
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  • Reddit Icon

    Hi r/Vermont , I and my wife am planning a trip to Vermont during the fall, so we can catch the fall foliage and hoping that yall are amicable to

    Couple First Time to Vermont: Stowe & Woodstock Trip Itinerary (9/30-10/10) Check In Request and Questions

    Hi r/Vermont , I and my wife am planning a trip to Vermont during the fall, so we can catch the fall foliage and hoping that yall are amicable to

    /r/vermont
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  • Reddit Icon

    Thinking about doing a day trip from Boston to Burlington with my wife tomorrow. Would stay overnight but have plans on Monday. Looking to leave around 7 in the morning and co...

    day trip from Boston to Burlington?

    Thinking about doing a day trip from Boston to Burlington with my wife tomorrow. Would stay overnight but have plans on Monday. Looking to leave around 7 in the morning and co...

    /r/burlington
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  • Reddit Icon

    Suggestions: One Day in Vermont (Between Montpelier and Burlington) Visiting Vermont Hello, Vermonters! ... If youre in Montpellier on day 1 and day 3 is Burlington, I would h...

    Suggestions: One Day in Vermont (Between Montpelier and Burlington)

    Suggestions: One Day in Vermont (Between Montpelier and Burlington) Visiting Vermont Hello, Vermonters! ... If youre in Montpellier on day 1 and day 3 is Burlington, I would h...

    /r/vermont
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  • Reddit Icon

    You can use the B2VT route to get ... detour around the single track parts if you're touring. ... I rec taking route 100 up through Killington to Stowe. Then over Smuggle...

    Boston, MA to Burlington, VT - Recommended Route/Suggestions

    You can use the B2VT route to get ... detour around the single track parts if you're touring. ... I rec taking route 100 up through Killington to Stowe. Then over Smuggle...

    /r/bicycling
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  • Reddit Icon

    Alternatives: route 2 west to erving, through the state forest to 91, up to 30 in vermont northwest to 7 north. Or 91 to 89 to 4 to 7, and then another route back. ... I-89 is...

    Driving Boston to Burlington: Which of These Routes Is More Scenic?

    Alternatives: route 2 west to erving, through the state forest to 91, up to 30 in vermont northwest to 7 north. Or 91 to 89 to 4 to 7, and then another route back. ... I-89 is...

    /r/newengland
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  • Reddit Icon

    Stop in downtown Montpelier, VT. Take Route 108 from Stowe to Cambridge, again make sure it's daytime. However, if for some reason there's a tractor trailer or any l...

    Need suggestions for stops along the way from Boston to Burlington. + Hiking Suggestions

    Stop in downtown Montpelier, VT. Take Route 108 from Stowe to Cambridge, again make sure it's daytime. However, if for some reason there's a tractor trailer or any l...

    /r/burlington
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  • Reddit Icon

    Posted by u/Junius_Brutus - 1 vote and 26 comments

    Good, kid-friendly stop between Boston and Stowe, VT?

    Posted by u/Junius_Brutus - 1 vote and 26 comments

    /r/boston
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  • Reddit Icon

    Stowe and all of Vermont is oriented to being outside. Its very early in the season but you can definitely hit some parks and go for some great hikes. Again pack appropriately...

    Must do/see for Stowe Vermont?

    Stowe and all of Vermont is oriented to being outside. Its very early in the season but you can definitely hit some parks and go for some great hikes. Again pack appropriately...

    /r/NewToVermont
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    Then you are right back on 89 to head up to Burlington. I think that combo of activities will be a much more memorable stop of New England activities than doing the factory to...

    Road trip route- doable?

    Then you are right back on 89 to head up to Burlington. I think that combo of activities will be a much more memorable stop of New England activities than doing the factory to...

    /r/newengland
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