7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont itinerary planner

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Route & dates

7 days in Vermont Itinerary

Start: Philadelphia
Drive:  5​h 15​min
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 2 nights
Drive:  1​h 30​min
3
Stowe
— 3 nights
+2
bus + foot + Fly:  6​h 45​min
End: Philadelphia

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 1st (Sat): take in the exciting artwork at The Art of Humor Gallery and then learn about winemaking at Honora Winery & Vineyard.

For traveler tips, reviews, more things to do, and tourist information, read our Bennington online visit planner .

Philadelphia to Bennington is an approximately 4.5-hour car ride. You can also fly. Traveling from Philadelphia in June, expect Bennington to be little chillier, temps between 76°F and 53°F. Wrap up your sightseeing on the 2nd (Sun) early enough to drive to Woodstock.

Things to do in Bennington

Parks Winter Sports Trails

Side Trips

Manchester, Honora Winery & Vineyard, The Art of Humor Gallery, Mount Snow Resort
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Mount Snow Resort ©
Mount Snow Resort
The Art of Humor Gallery ©
The Art of Humor Gallery

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. On the 3rd (Mon), look for all kinds of wild species at Vermont Institute of Natural Science (VINS) Nature Center, then get curious at Montshire Museum of Science, then indulge your thirst for a good beer at Harpoon Brewery, and finally look for all kinds of wild species at Eshqua Bog Natural Area. Here are some ideas for day two: contemplate the long history of Billings Farm & Museum, sample the tasty concoctions at Long Trail Brewing Company, and then look for gifts at Vermont Country Store.

For traveler tips, more things to do, and other tourist information, read Woodstock route maker app .

Traveling by car from Bennington to Woodstock takes 2 hours. June in Woodstock sees daily highs of 77°F and lows of 53°F at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Stowe.

Things to do in Woodstock

Parks Wildlife Museums

Side Trips

Vermont Institute of Natural Science (VINS) Nature Center, Vermont Country Store, Long Trail Brewing Company, Montshire Museum of Science, Harpoon Brewery
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Montshire Museum of Science ©
Montshire Museum of Science
Vermont Country Store ©
Vermont Country Store

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.
Get some cultural insight at Shelburne Museum and Boyden Valley Winery & Spirits. Do your shopping at Church Street Marketplace and Cabot Farmers' Store. Explore Stowe's surroundings by going to White's Beach (in South Hero), Magic Hat Brewing Company (in South Burlington) and Shelburne Bay Park (in Shelburne). There's lots more to do: trek along Stowe Recreation Path, brush up on your knowledge of spirits at Green Mountain Distillers, and kick back and relax at North Beach Park.

For more things to do, other places to visit, ratings, and other tourist information, read Stowe trip itinerary planner .

You can drive from Woodstock to Stowe in 1.5 hours. Other options are to do a combination of bus and train; or take a train. In June in Stowe, expect temperatures between 74°F during the day and 51°F at night. Wrap up your sightseeing on the 7th (Fri) early enough to travel back home.

Things to do in Stowe

Parks Outdoors Beaches

Side Trips

Shelburne, Burlington, Cabot Farmers' Store, Green Mountain Distillers, Boyden Valley Winery & Spirits
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Shelburne Museum ©
Shelburne Museum
Church Street Marketplace ©
Church Street Marketplace

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