8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont itinerary maker

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Route & dates

8 days in Vermont Itinerary

Start: Dallas
Fly + Drive:  9​h 30​min
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 3 nights
Drive:  1​h 45​min
3
Burlington
— 3 nights
Fly:  7​h 45​min
End: Dallas

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 23rd (Sat): take in the dramatic scenery at Lye Brook Falls, then look for gifts at Bennington Potters, and then explore the different monuments and memorials at The Old First Church.

To find maps, traveler tips, photos, and other tourist information, read Bennington trip itinerary maker site .

Dallas to Bennington is an approximately 9.5-hour combination of flight and car. You can also drive. The time zone difference when traveling from Dallas to Bennington is 1 hour. When traveling from Dallas in November, plan for little chillier days and cooler nights in Bennington: temperatures range from 49°F by day to 29°F at night. Finish your sightseeing early on the 23rd (Sat) to allow enough time to drive to Woodstock.

Things to do in Bennington

Parks Nature Historic Sites

Side Trip

Lye Brook Falls
Highlights from your plan
The Old First Church ©
The Old First Church
Bennington Potters ©
Bennington Potters

3
nights
Woodstock

Woodstock
Woodstock is the shire town of Windsor County, Vermont, United States. Step out of the city life by going to Mount Tom and Thundering Falls Trail. Popular historic sites such as President Calvin Coolidge State Historic Site and Calvin Coolidge Homestead are in your itinerary. Go for a jaunt from Woodstock to Arlington to see Equinox Mountain about 1h 20 min away. The adventure continues: get a taste of the local shopping with FH Gillingham & Sons General Store, don't miss a visit to Taftsville Covered Bridge, and indulge your thirst for a good beer at Long Trail Brewing Company.

To find where to stay, other places to visit, reviews, and more tourist information, you can read our Woodstock trip planning website .

Traveling by car from Bennington to Woodstock takes 2 hours. In November, plan for daily highs up to 47°F, and evening lows to 28°F. Finish your sightseeing early on the 26th (Tue) to allow enough time to drive to Burlington.

Things to do in Woodstock

Historic Sites Parks Nature

Side Trips

Plymouth, Long Trail Brewing Company, Thundering Falls Trail, Equinox Mountain
Highlights from your plan
Mount Tom ©
Mount Tom
Equinox Mountain ©
Equinox Mountain

3
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. You'll discover tucked-away gems like Hope Cemetery and Bolton Valley Resort. Escape the urban bustle at Toll Rd and Jay Peak Resort. Change things up with these side-trips from Burlington: Boyden Valley Winery & Spirits (in Cambridge) and The Alchemist (in Stowe). It doesn't end there: contemplate the long history of Ethan Allen Homestead and sample the tasty concoctions at Queen City Brewery.

For reviews, maps, traveler tips, and more tourist information, refer to the Burlington online travel planner .

Traveling by car from Woodstock to Burlington takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 47°F in November, and nighttime lows around 31°F. Wrap up your sightseeing on the 29th (Fri) early enough to travel back home.

Things to do in Burlington

Outdoors Parks Winter Sports

Side Trips

Stowe, Bolton Valley Resort, Boyden Valley Winery & Spirits, Hope Cemetery, Jay Peak Resort
Highlights from your plan
Hope Cemetery ©
Hope Cemetery
Bolton Valley Resort ©
Bolton Valley Resort
Jay Peak Resort ©
Jay Peak Resort