7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

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Plan created by another user. Make it yours

Route & dates

1
Woodstock
— 1 night
2
Stowe
— 3 nights
3
Bennington
— 2 nights

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 5th (Sat): make a trip to Taftsville Covered Bridge, then contemplate the long history of FH Gillingham & Sons General Store, and then trek along Thundering Falls Trail. Get ready for a full day of sightseeing on the 6th (Sun): contemplate the long history of President Calvin Coolidge State Historic Site and then steep yourself in history at Calvin Coolidge Homestead.

To see where to stay, photos, reviews, and tourist information, read our Woodstock online road trip planner.

Boston to Woodstock is an approximately 3-hour car ride. You can also fly; or take a bus. Traveling from Boston in October, expect a bit cooler with lows of 40°F in Woodstock. Cap off your sightseeing on the 6th (Sun) early enough to go by car to Stowe.

Things to do in Woodstock

Historic Sites · Outdoors · Parks

Side Trips

Plymouth, Thundering Falls Trail
Highlights from your plan
President Calvin Coolidge State Historic Site ©
FH Gillingham & Sons General Store ©
FH Gillingham & Sons General Store
Taftsville Covered Bridge ©
Taftsville Covered Bridge

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.
Popular historic sites such as Hope Cemetery and Ethan Allen Homestead are in your itinerary. Take a break from the city and head to Stowe Recreation Path and Toll Rd. Explore the numerous day-trip ideas around Stowe: Fairbanks Museum and Planetarium (in Saint Johnsbury), Lake Champlain Maritime Museum (in Vergennes) and Shelburne Museum (in Shelburne). There's more to do: view the masterpieces at Remarkable Things at Stowe Craft and indulge your thirst for a good beer at Queen City Brewery.

Plan trip to Stowe with our itinerary maker to find out where to go and what to do.

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

Things to do in Stowe

Museums · Outdoors · Scenic Drive

Side Trips

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

2
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 10th (Thu): admire the masterpieces at The Art of Humor Gallery, take your sightseeing to a higher altitude at Equinox Mountain, and then take in the spiritual surroundings of The Old First Church. On the 11th (Fri), you'll have a packed day of sightseeing: take in the exciting artwork at Southern Vermont Arts Center, then explore the galleries of Hildene, The Lincoln Family Home, and then admire the sheer force of Lye Brook Falls.

To see traveler tips and tourist information, you can read our Bennington road trip tool.

You can drive from Stowe to Bennington in 3.5 hours. Alternatively, you can do a combination of train and car; or take a bus. In October, daily temperatures in Bennington can reach 62°F, while at night they dip to 41°F. Finish your sightseeing early on the 11th (Fri) to allow enough time to drive back home.

Things to do in Bennington

Parks · Nature · Museums

Side Trips

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

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