5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont route planner

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

Route & dates

5 days in Vermont Itinerary

Start: Durham
Fly + Drive:  6​h 30​min
1
Bennington
— 1 night
Drive:  3​h 15​min
2
Stowe
— 2 nights
Drive:  1​h 30​min
3
Woodstock
— 1 night
Fly:  6​h 15​min
End: Durham

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 30th (Mon): stop by Bringing You Vermont.

For maps, traveler tips, photos, and tourist information, use the Bennington day trip planner .

Durham to Bennington is an approximately 6.5-hour combination of flight and car. You can also drive. Traveling from Durham in September, expect Bennington to be slightly colder, temps between 74°F and 48°F. Wrap up your sightseeing on the 1st (Tue) to allow time to travel to Stowe.

Things to do in Bennington

Museums Historic Sites Parks

Side Trips

Hildene, The Lincoln Family Home, Bridge at the Green
Highlights from your plan
Hildene, The Lincoln Family Home ©
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

2
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.
Start off your visit on the 2nd (Wed): get your game on at Vintage Photography Emporium, hunt for treasures at Church Street Marketplace, then examine the collection at Shelburne Museum, and finally stroll through Stowe Recreation Path. Get ready for a full day of sightseeing on the 3rd (Thu): gain insight at Shelburne Farms, tour the pleasant surroundings at Burlington Bike Path, and then stroll around Waterfront Park.

To find reviews, photos, other places to visit, and tourist information, read our Stowe trip maker app .

Getting from Bennington to Stowe by car takes about 3 hours. Expect a daytime high around 60°F in October, and nighttime lows around 39°F. Finish your sightseeing early on the 3rd (Thu) so you can drive to Woodstock.

Things to do in Stowe

Parks Trails Outdoors

Side Trips

Burlington, Shelburne
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Shelburne Museum ©
Shelburne Museum
Church Street Marketplace ©
Church Street Marketplace

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 4th (Fri), relax in the rural setting at Sugarbush Farm, take in breathtaking views at Quechee Gorge, and then take in the views from Cornish-Windsor Bridge.

Make your Woodstock itinerary with Inspirock to find out what to see and where to go.

Traveling by car from Stowe to Woodstock takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a train. In October in Woodstock, expect temperatures between 62°F during the day and 40°F at night. Wrap up your sightseeing on the 4th (Fri) to allow time to travel back home.

Things to do in Woodstock

Nature Parks

Side Trips

Cornish-Windsor Bridge, Quechee Gorge
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm
Cornish-Windsor Bridge ©
Cornish-Windsor Bridge

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