7 days in Vermont Itinerary

7 days in Vermont Itinerary

Created using Inspirock Vermont tour planner

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Route & dates

7 days in Vermont Itinerary

Start: New York City
Drive:  4​h
1
Bennington
— 1 night
Drive:  1​h 45​min
2
Woodstock
— 2 nights
Drive:  1​h 30​min
3
Stowe
— 3 nights
Drive:  6​h
End: New York City

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 3rd (Sat): admire the natural beauty at Hildene, The Lincoln Family Home and then stop by Northshire Bookstore. Keep things going the next day: stroll the grounds of New Catholic Cemetery, admire the masterpieces at Bennington Museum, appreciate the history behind Bennington Battle Monument, then explore the different monuments and memorials at The Old First Church, and finally take in the views from Silk Road Covered Bridge.

For maps, more things to do, and more tourist information, refer to the Bennington online travel planner .

New York City to Bennington is an approximately 3.5-hour car ride. Prepare for little chillier weather when traveling from New York City in August: high temperatures in Bennington hover around 79°F and lows are around 55°F. Finish up your sightseeing early on the 4th (Sun) so you can go by car to Woodstock.

Things to do in Bennington

Historic Sites Museums Parks

Side Trip

Manchester
Find places to stay Aug 3 — 4:
Highlights from your plan
Hildene, The Lincoln Family Home ©
Bennington Battle Monument ©
Bennington Battle Monument
Bennington Museum ©
Bennington Museum

2
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 5th (Mon): contemplate the long history of Billings Farm & Museum, then experience rural life at Sugarbush Farm, and then explore the stunning scenery at Quechee Gorge. On the 6th (Tue), you'll have a packed day of sightseeing: explore the wealth of natural beauty at Marsh - Billings - Rockefeller National Historical Park and then look for gifts at Vermont Country Store.

For reviews, photos, ratings, and other tourist information, read our Woodstock travel planner.

You can drive from Bennington to Woodstock in 2 hours. In August in Woodstock, expect temperatures between 81°F during the day and 56°F at night. Cap off your sightseeing on the 6th (Tue) early enough to go by car to Stowe.

Things to do in Woodstock

Nature Parks Historic Sites

Side Trips

Quechee Gorge, Vermont Country Store
Find places to stay Aug 4 — 6:
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Quechee Gorge ©
Quechee Gorge
Sugarbush Farm ©
Sugarbush Farm
Billings Farm & Museum ©
Billings Farm & Museum

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.
Venture out of the city with trips to Burlington (Vintage Photography Emporium, Church Street Marketplace, & more), Shelburne (Shelburne Museum & Shelburne Farms) and Vermont State House (in Montpelier). Next up on the itinerary: trek along Stowe Recreation Path, look for gifts at Cabot Farmers' Store, and take your sightseeing to a higher altitude at Mount Mansfield State Forest.

To find ratings, where to stay, other places to visit, and other tourist information, read our Stowe travel itinerary planner.

You can drive from Woodstock to Stowe in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In August, daily temperatures in Stowe can reach 78°F, while at night they dip to 55°F. Finish your sightseeing early on the 9th (Fri) so you can drive back home.

Things to do in Stowe

Parks Trails Outdoors

Side Trips

Burlington, Shelburne, Cabot Farmers' Store, Vermont State House
Find places to stay Aug 6 — 9:
Highlights from your plan
Stowe Recreation Path ©
Stowe Recreation Path
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Shelburne Museum ©
Shelburne Museum

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