8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont trip planner

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Route & dates

8 days in Vermont Itinerary

Start: Lexington
Fly + bus:  8​h
1
Stowe
— 3 nights
Drive:  3​h 15​min
2
Bennington
— 1 night
Drive:  1​h 45​min
3
Woodstock
— 3 nights
+2
bus + taxi + Fly:  8​h
End: Lexington

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.
Explore the numerous day-trip ideas around Stowe: Shelburne (Shelburne Farms & Shelburne Museum), Montpelier (Morse Farm Maple Sugarworks & Vermont State House) and Burlington (Church Street Marketplace, Burlington Bike Path, & more). There's much more to do: hike along Stowe Recreation Path, stop by Laughing Moon Chocolates, and take in the awesome beauty at Mount Mansfield State Forest.

For photos, ratings, where to stay, and more tourist information, go to the Stowe online trip itinerary planner .

Lexington to Stowe is an approximately 8-hour combination of flight and bus. You can also drive; or take a bus. Traveling from Lexington in September, things will get little chillier in Stowe: highs are around 73°F and lows about 48°F. Cap off your sightseeing on the 10th (Tue) early enough to travel to Bennington.

Things to do in Stowe

Parks Outdoors Trails

Side Trips

Burlington, Montpelier, Shelburne
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Shelburne Museum ©
Shelburne Museum

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 11th (Wed): stop by Fiddlehead at Four Corners, explore the different monuments and memorials at New Catholic Cemetery, admire the masterpieces at Bennington Museum, then get great views at Bennington Battle Monument, then explore the different monuments and memorials at The Old First Church, and finally snap pictures at Silk Road Covered Bridge.

To find other places to visit, reviews, maps, and tourist information, you can read our Bennington trip itinerary maker website .

Traveling by car from Stowe to Bennington takes 3 hours. In September, daily temperatures in Bennington can reach 74°F, while at night they dip to 48°F. Cap off your sightseeing on the 11th (Wed) early enough to go by car to Woodstock.

Things to do in Bennington

Historic Sites Museums Shopping
Highlights from your plan
The Old First Church ©
The Old First Church
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

3
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Explore the numerous day-trip ideas around Woodstock: Manchester (Hildene, The Lincoln Family Home & North Meadow Farm) and Vermont Country Store (in Weston). Spend the 14th (Sat) exploring nature at Marsh - Billings - Rockefeller National Historical Park. There's still lots to do: admire all the interesting features of Sugarbush Farm, take in the dramatic natural features at Quechee Gorge, and steep yourself in history at Billings Farm & Museum.

For photos, more things to do, maps, and tourist information, read our Woodstock route planner.

Traveling by car from Bennington to Woodstock takes 2 hours. In September, plan for daily highs up to 75°F, and evening lows to 50°F. Wrap up your sightseeing on the 14th (Sat) early enough to travel back home.

Things to do in Woodstock

Historic Sites Parks Nature

Side Trips

Manchester, Quechee Gorge, Vermont Country Store, Calvin Coolidge Homestead
Highlights from your plan
Hildene, The Lincoln Family Home ©
Hildene, The Lincoln Family Home
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

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