Boston To Vermont Day Trip Itinerary

02 Jun 2026Updated last time

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

  • 1

    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.
  • 2

    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.
  • 3

    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.
  • 4

    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.

Restaurants

  • Picture for 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.
  • Picture for Hen of the Wood

    Hen of the Wood

    14 S Main St, Waterbury Village Historic District, VT 05676, United States
    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.
  • Picture for Penny Cluse Cafe

    Penny Cluse Cafe

    169 Cherry St, Burlington, VT 05401, United States
    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.
  • Picture for Idletyme Brewing Company

    Idletyme Brewing Company

    1859 Mountain Rd, Stowe, VT 05672, United States
    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.
  • Picture for The Oyster House

    The Oyster House

    41 Union St, Boston, MA 02108, United States
    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.
  • Picture for Three Penny Taproom

    Three Penny Taproom

    108 Main St, Montpelier, VT 05602, United States
    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.
  • Picture for The Farmhouse Tap & Grill

    The Farmhouse Tap & Grill

    160 Bank St, Burlington, VT 05401, United States
    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.
  • Picture for Plate
    91 S Main St, Stowe, VT 05672, United States
    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.

Hotels

  • The Liberty, a Luxury Collection Hotel

    215 Charles St, Boston, MA 02114, United States

    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.
  • The Pitcher Inn

    275 Main St, Warren, VT 05674, United States

    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.
  • 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.
  • Trapp Family Lodge

    700 Trapp Hill Rd, Stowe, VT 05672, United States

    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.
  • The Langham, Boston

    250 Franklin St, Boston, MA 02110, United States

    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.
  • The Lodge at Spruce Peak

    7412 Mountain Rd, Stowe, VT 05672, United States

    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.

Local Events & Happenings

  • Picture for Trey Kennedy

    Trey Kennedy

    Paramount Theatre - VT in Rutland (33.32 mi)12 Jul 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for Christopher Cross

    Christopher Cross

    Paramount Theatre - VT in Rutland (33.32 mi)22 Jul 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for Bored Teachers

    Bored Teachers

    Paramount Theatre - VT in Rutland (33.32 mi)12 Sep 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for AJ Croce

    AJ Croce

    Paramount Theatre - VT in Rutland (33.32 mi)14 Sep 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for Soul Asylum

    Soul Asylum

    Paramount Theatre - VT in Rutland (33.32 mi)1 Nov 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for Nurse Blake

    Nurse Blake

    Paramount Theatre - VT in Rutland (33.32 mi)22 Nov 2024
    The event will take place at Paramount Theatre - VT in Rutland.
  • Picture for Comedian Bob Marley

    Comedian Bob Marley

    Colonial Theatre Laconia in Laconia (49.81 mi)20 Jul 2024
    The event will take place at Colonial Theatre Laconia in Laconia.

Travel Gems from Reddit

  • Boston to Vermont road trip recommendations?

    /r/AskAnAmerican

    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...

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

    /r/NewToVermont

    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...

  • Day trips from Burlington, VT

    /r/burlington

    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

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

    /r/vermont

    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.

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

    /r/vermont

    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

  • day trip from Boston to Burlington?

    /r/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...

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

    /r/vermont

    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...

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

    /r/bicycling

    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...

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

    /r/newengland

    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...

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

    /r/burlington

    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...

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

    /r/boston

    Posted by u/Junius_Brutus - 1 vote and 26 comments

  • Must do/see for Stowe Vermont?

    /r/NewToVermont

    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...

  • Road trip route- doable?

    /r/newengland

    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...