7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont trip builder

This plan was created by another user. Make it your plan

Route & dates

7 days in Vermont Itinerary

Start: Boston
Drive:  3 h
1
Bennington
— 2 nights
Drive:  2 h
2
Woodstock
— 2 nights
Drive:  2 h
3
Burlington
— 2 nights
Drive:  3 h 45 min
End: Boston

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Discover out-of-the-way places like Green Mountain Adventure Challenge and Lye Brook Falls. Southern Vermont Arts Center and Hildene, The Lincoln Family Home will appeal to museum buffs. Change things up with these side-trips from Bennington: Equinox Mountain (in Arlington) and Equinox Preservation Trust (in Manchester). There's still lots to do: explore the different monuments and memorials at The Old First Church and look for gifts at Sugar Shack.

Plan a Bennington trip in moments using our itinerary builder.

Boston to Bennington is an approximately 3.5-hour car ride. Plan for slightly colder nights when traveling from Boston in July since evenings lows in Bennington dip to 58°F. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Woodstock.

Things to do in Bennington

Parks Nature Outdoors

Side Trips

Manchester, Arlington, Green Mountain Adventure Challenge
Highlights from your plan
The Old First Church ©
The Old First Church
Southern Vermont Arts Center ©
Southern Vermont Arts Center
Equinox Mountain ©
Equinox Mountain

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 24th (Wed): get curious at Montshire Museum of Science, pick up a one of a kind souvenir at Quechee Gorge Village Vermont Antique Mall, and then take your sightseeing to a higher altitude at Mount Tom. Get ready for a full day of sightseeing on the next day: steep yourself in history at Calvin Coolidge Homestead, admire the sheer force of Buttermilk Falls, then stroll through Thundering Falls Trail, and finally shop like a local with FH Gillingham & Sons General Store.

To see ratings, more things to do, photos, and tourist information, read Woodstock trip itinerary site .

Traveling by car from Bennington to Woodstock takes 2 hours. Expect a daytime high around 83°F in July, and nighttime lows around 59°F. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Burlington.

Things to do in Woodstock

Parks Nature Shopping

Side Trips

Thundering Falls Trail, Calvin Coolidge Homestead, Buttermilk Falls, Quechee Gorge Village Vermont Antique Mall, Montshire Museum of Science
Highlights from your plan
Montshire Museum of Science ©
Montshire Museum of Science
Mount Tom ©
Mount Tom

2
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Kick off your visit on the 26th (Fri): head outdoors with Bingham Falls, hike along Stowe Recreation Path, and then take in the exciting artwork at Ziemke Glass Blowing Studio. Get ready for a full day of sightseeing on the 27th (Sat): hunt for treasures at Burlington Farmers' Market, then see the interesting displays at Shelburne Museum, and then tour the pleasant surroundings at North Beach Park.

To find where to stay, more things to do, other places to visit, and other tourist information, read our Burlington day trip planning site .

Getting from Woodstock to Burlington by car takes about 2 hours. Other options: take a bus; or take a train. In July, plan for daily highs up to 82°F, and evening lows to 62°F. Cap off your sightseeing on the 27th (Sat) early enough to go by car back home.

Things to do in Burlington

Outdoors Parks Shopping

Side Trips

Stowe, Shelburne Museum, Ziemke Glass Blowing Studio
Highlights from your plan
Bingham Falls ©
Bingham Falls
North Beach Park ©
North Beach Park
Stowe Recreation Path ©
Stowe Recreation Path

Similar Plans

10 days in United States BY A USER FROM UNITED STATES October, culture, romantic, historic sites, shopping, popular sights PREFERENCES: October, culture, romantic, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM SPAIN June, culture, outdoors, beaches, historic sites, wildlife, popular sights PREFERENCES: June, culture, outdoors, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM CANADA April, romantic, historic sites, museums, shopping, popular sights PREFERENCES: April, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES July, teens, kids, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, kids, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Vermont BY A USER FROM UNITED STATES October, culture, outdoors, historic sites, museums, wildlife, popular sights PREFERENCES: October, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Vermont BY A USER FROM UNITED STATES September, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: September, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES August, culture, popular sights PREFERENCES: August, culture ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Vermont BY A USER FROM UNITED STATES July, kids, outdoors, relaxing, historic sites, shopping, wildlife, slow & easy, popular sights PREFERENCES: July, kids, outdoors, relaxing, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 8 days in Vermont, Maine & Boston BY A USER FROM CANADA July, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES July, kids, outdoors, historic sites, museums, shopping, popular sights PREFERENCES: July, kids, outdoors, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Vermont BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Vermont BY A USER FROM CANADA October, outdoors, historic sites, wildlife, hidden gems PREFERENCES: October, outdoors, historic sites, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium
See more plans