7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

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

Route & dates

7 days in Vermont Itinerary

Start: Boston
Fly:  2​h 30​min
1
Woodstock
— 1 night
Drive:  1​h 30​min
2
Stowe
— 3 nights
Drive:  2​h 45​min
3
Bennington
— 2 nights
Drive:  3​h 15​min
End: Boston

1
night
Woodstock

Woodstock
Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 5th (Sat): take in the views from Taftsville Covered Bridge, then get a taste of the local shopping with FH Gillingham & Sons General Store, and then trek along Thundering Falls Trail. On the next day, contemplate the long history of President Calvin Coolidge State Historic Site and then steep yourself in history at Calvin Coolidge Homestead.

To find ratings, reviews, photos, and tourist information, refer to the Woodstock vacation maker .

Boston to Woodstock is an approximately 2.5-hour flight. You can also drive; or take a bus. Traveling from Boston in October, you can expect nighttime temperatures to be a bit cooler in Woodstock, with lows of 40°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Stowe.

Things to do in Woodstock

Historic Sites Parks Outdoors

Side Trips

Plymouth, Thundering Falls Trail
Highlights from your plan

3
nights
Stowe

Stowe ©
Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Your cultural itinerary includes sights like Hope Cemetery and Ethan Allen Homestead. Museum-lovers will get to explore Lake Champlain Maritime Museum and Remarkable Things at Stowe Craft. Get out of town with these interesting Stowe side-trips: Fairbanks Museum and Planetarium (in Saint Johnsbury), Queen City Brewery (in Burlington) and Shelburne Museum (in Shelburne). It doesn't end there: take a memorable drive along Toll Rd and trek along Stowe Recreation Path.

To find traveler tips, where to stay, reviews, and other tourist information, go to the Stowe trip maker app .

Traveling by car from Woodstock to Stowe takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In October, daytime highs in Stowe are 60°F, while nighttime lows are 39°F. Finish up your sightseeing early on the 9th (Wed) so you can travel to Bennington.

Things to do in Stowe

Museums Outdoors Parks

Side Trips

Burlington, Lake Champlain Maritime Museum, Hope Cemetery, Fairbanks Museum and Planetarium, Shelburne Museum
Highlights from your plan
Lake Champlain Maritime Museum ©
Lake Champlain Maritime Museum
Hope Cemetery ©
Hope Cemetery
Fairbanks Museum and Planetarium ©
Fairbanks Museum and Planetarium

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 10th (Thu): take in the exciting artwork at The Art of Humor Gallery, take in the awesome beauty at Equinox Mountain, and then stroll the grounds of The Old First Church. Keep things going the next day: take in the exciting artwork at Southern Vermont Arts Center, then admire the natural beauty at Hildene, The Lincoln Family Home, and then admire the sheer force of Lye Brook Falls.

For where to stay, photos, other places to visit, and tourist information, read Bennington sightseeing planner .

Drive from Stowe to Bennington in 3 hours. Expect a daytime high around 62°F in October, and nighttime lows around 41°F. Finish your sightseeing early on the 11th (Fri) so you can travel back home.

Things to do in Bennington

Parks Nature Museums

Side Trips

Manchester, The Art of Humor Gallery, Equinox Mountain
Highlights from your plan
The Old First Church ©
The Old First Church
Southern Vermont Arts Center ©
Southern Vermont Arts Center
Equinox Mountain ©
Equinox Mountain

Similar Plans

8 days in Vermont BY A USER FROM UNITED STATES September, outdoors, relaxing, romantic, historic sites, wildlife, popular sights PREFERENCES: September, outdoors, relaxing, romantic, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES September, teens, popular sights PREFERENCES: September, teens ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Maine & Boston BY A USER FROM UNITED STATES June, teens, kids, popular sights PREFERENCES: June, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Vermont BY A USER FROM UNITED STATES September, outdoors, relaxing, historic sites, popular sights PREFERENCES: September, outdoors, relaxing, historic sites ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Vermont BY A USER FROM NETHERLANDS September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES October, popular sights PREFERENCES: October ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM UNITED STATES December, popular sights PREFERENCES: December ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Vermont BY A USER FROM CANADA September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 17 days in Vermont BY A USER FROM UNITED STATES September, culture, relaxing, romantic, beaches, historic sites, shopping, wildlife, slow & easy, hidden gems PREFERENCES: September, culture, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Slow & easy
View more plans