6 days in Vermont Itinerary

6 days in Vermont Itinerary

Created using Inspirock Vermont trip itinerary planner

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Route & dates

6 days in Vermont Itinerary

Start: Dallas
Fly:  9​h 15​min
1
Woodstock
— 2 nights
Drive:  2​h
2
Bennington
— 3 nights
Drive + Fly:  9​h
End: Dallas

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 7th (Mon): contemplate the long history of Billings Farm & Museum, then make a trip to Taftsville Covered Bridge, then relax in the rural setting at Sugarbush Farm, and finally identify plant and animal life at New England Falconry. Get ready for a full day of sightseeing on the 8th (Tue): explore and take pictures at Marsh - Billings - Rockefeller National Historical Park and then contemplate the waterfront views at Ottaquechee River.

To find more things to do, ratings, where to stay, and other tourist information, refer to the Woodstock trip builder website .

Dallas to Woodstock is an approximately 9.5-hour combination of flight and taxi. You can also do a combination of flight and bus; or drive. Due to the time zone difference, you'll lose 1 hour traveling from Dallas to Woodstock. Prepare for cooler weather when traveling from Dallas in October: high temperatures in Woodstock hover around 62°F and lows are around 40°F. Finish your sightseeing early on the 8th (Tue) so you can drive to Bennington.

Things to do in Woodstock

Parks Historic Sites Nature
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
New England Falconry ©
New England Falconry

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 9th (Wed): stroll the grounds of New Catholic Cemetery, explore the world behind art at Bennington Museum, contemplate in the serene atmosphere at The Old First Church, then take some stellar pictures from Bennington Battle Monument, and finally see the interesting displays at The Bennington Center for the Arts. Get ready for a full day of sightseeing on the 10th (Thu): don't miss a visit to Bennington College, then snap pictures at Silk Road Covered Bridge, then take in the views from Burt Henry Covered Bridge, and finally take a memorable drive along Molly Stark Trail.

To see maps, photos, and tourist information, you can read our Bennington trip planner.

You can drive from Woodstock to Bennington in 2 hours. In October in Bennington, expect temperatures between 62°F during the day and 41°F at night. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow enough time to travel back home.

Things to do in Bennington

Historic Sites Museums Scenic Drive
Highlights from your plan
The Old First Church ©
The Old First Church
Bennington Museum ©
Bennington Museum
New Catholic Cemetery ©
New Catholic Cemetery

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