6 days in Vermont Itinerary

6 days in Vermont Itinerary

Created using Inspirock Vermont trip maker

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Route & dates

6 days in Vermont Itinerary

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

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. On the 1st (Mon), take in the views from Bridge at the Green, then take in the exciting artwork at Southern Vermont Arts Center, then admire the natural beauty at Hildene, The Lincoln Family Home, and finally stop by Northshire Bookstore. Keep things going the next day: pause for some photo ops at Bennington Battle Monument, take an in-depth tour of Bennington Museum, then view the masterpieces at The Art of Humor Gallery, then sample the fine beverages at Saxtons River Distillery, and finally hunt for treasures at Brattleboro Farmers' Market.

Find out how to plan Bennington trip without stress by asking Inspirock to help create an itinerary.

Boston to Bennington is an approximately 3.5-hour car ride. Traveling from Boston in July, Bennington is a bit cooler at night with lows of 58°F. Wrap up your sightseeing on the 2nd (Tue) to allow time to drive to Woodstock.

Things to do in Bennington

Museums Shopping Parks

Side Trips

Manchester, Brattleboro, Bridge at the Green, The Art of Humor Gallery
Highlights from your plan
Hildene, The Lincoln Family Home ©
Northshire Bookstore ©
Northshire Bookstore
Brattleboro Farmers' Market ©
Brattleboro Farmers' Market

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 3rd (Wed): admire all the interesting features of Sugarbush Farm, then contemplate the long history of Billings Farm & Museum, and then look for gifts at Vermont Country Store. Keep things going the next day: explore the engaging exhibits at Montshire Museum of Science, then take in the dramatic natural features at Quechee Gorge, and then browse for treasures at Quechee Gorge Village Vermont Antique Mall.

To see maps, ratings, where to stay, and more tourist information, read our Woodstock tour builder website .

You can drive from Bennington to Woodstock in 2 hours. July in Woodstock sees daily highs of 83°F and lows of 59°F at night. Wrap up your sightseeing on the 4th (Thu) to allow time to drive to Stowe.

Things to do in Woodstock

Parks Museums Shopping

Side Trips

Quechee, Vermont Country Store, Montshire Museum of Science
Highlights from your plan
Quechee Gorge ©
Quechee Gorge
Vermont Country Store ©
Vermont Country Store

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 5th (Fri): trek along Burlington Bike Path, hunt for treasures at Church Street Marketplace, and then walk around Waterfront Park. On your second day here, see the interesting displays at Shelburne Museum, then look for gifts at Cabot Farmers' Store, and then stroll through Stowe Recreation Path.

To see where to stay, ratings, traveler tips, and tourist information, you can read our Stowe travel route planner.

Drive from Woodstock to Stowe in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In July, daytime highs in Stowe are 79°F, while nighttime lows are 56°F. Finish up your sightseeing early on the 6th (Sat) so you can go by car back home.

Things to do in Stowe

Parks Trails Outdoors

Side Trips

Burlington, Shelburne Museum, Cabot Farmers' Store
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Church Street Marketplace ©
Church Street Marketplace
Cabot Farmers' Store ©
Cabot Farmers' Store

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