7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont trip itinerary maker

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Route & dates

7 days in Vermont Itinerary

Start: Bronx
Drive:  3​h 45​min
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 2 nights
Drive:  1​h 45​min
3
Shelburne
— 2 nights
Drive:  5​h 45​min
End: Bronx

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 11th (Fri): stroll the grounds of The Old First Church, then get great views at Bennington Battle Monument, then take an in-depth tour of Bennington Museum, and finally stop by Bringing You Vermont. On your second day here, try your luck at Saratoga Race Course, then admire the natural beauty at Hildene, The Lincoln Family Home, and then snap pictures at Silk Road Covered Bridge.

Inspirock's itinerary builder makes planning a Bennington trip simple and quick.

Bronx to Bennington is an approximately 3.5-hour car ride. Expect a bit cooler temperatures when traveling from Bronx in October; daily highs in Bennington reach 62°F and lows reach 41°F. Cap off your sightseeing on the 12th (Sat) early enough to go by car to Woodstock.

Things to do in Bennington

Museums Fun & Games Casinos

Side Trips

Hildene, The Lincoln Family Home, Saratoga Race Course
Highlights from your plan
Saratoga Race Course ©
Saratoga Race Course
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
The Old First Church ©
The Old First Church

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 13th (Sun): explore and take pictures at Marsh - Billings - Rockefeller National Historical Park and then look for all kinds of wild species at Vermont Institute of Natural Science (VINS) Nature Center. Keep things going the next day: sample the tasty concoctions at Harpoon Brewery, get curious at Montshire Museum of Science, then contemplate the long history of Billings Farm & Museum, and finally identify plant and animal life at Eshqua Bog Natural Area.

For other places to visit, where to stay, more things to do, and tourist information, refer to the Woodstock tour itinerary maker app .

Traveling by car from Bennington to Woodstock takes 2 hours. In October, plan for daily highs up to 62°F, and evening lows to 40°F. Finish your sightseeing early on the 14th (Mon) to allow enough time to drive to Shelburne.

Things to do in Woodstock

Parks Historic Sites Wildlife

Side Trips

Vermont Institute of Natural Science, Montshire Museum of Science, Eshqua Bog Natural Area, Harpoon Brewery
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Montshire Museum of Science ©
Montshire Museum of Science

2
nights
Shelburne

Shelburne ©
Shelburne is a town in southwestern Chittenden County, Vermont, in the United States. Start off your visit on the 15th (Tue): experience rural life at Shelburne Farms, then sample the fine beverages at Boyden Valley Winery & Spirits, and then hike along Stowe Recreation Path. Get ready for a full day of sightseeing on the 16th (Wed): examine the collection at Shelburne Museum, take in the architecture and atmosphere at Trinity Episcopal Church, then sample the tasty concoctions at Magic Hat Brewing Company, and finally trek along Burlington Bike Path.

To see ratings, reviews, and other tourist information, refer to the Shelburne road trip tool .

Traveling by car from Woodstock to Shelburne takes 2 hours. Alternatively, you can take a bus; or take a bus. In October, plan for daily highs up to 62°F, and evening lows to 44°F. Cap off your sightseeing on the 16th (Wed) early enough to travel back home.

Things to do in Shelburne

Trails Parks Outdoors

Side Trips

Boyden Valley Winery & Spirits, Magic Hat Brewing Company, Burlington Bike Path, Stowe Recreation Path
Highlights from your plan
Shelburne Museum ©
Shelburne Museum
Stowe Recreation Path ©
Stowe Recreation Path
Burlington Bike Path ©
Burlington Bike Path

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