5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont travel route planner

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Plan created by another user. Make it yours
Drive
1
Bennington
— 1 night
Drive
2
Shelburne
— 2 nights
Drive
3
Woodstock
— 1 night
Fly

S M T W T F S
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1
night
Bennington

Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 4th (Fri): contemplate in the serene atmosphere at The Old First Church.

For other places to visit, photos, more things to do, and more tourist information, go to the Bennington road trip planning website.

Buffalo to Bennington is an approximately 6-hour car ride. You can also do a combination of taxi, train, and bus; or fly. Plan for a bit cooler nights when traveling from Buffalo in October since evenings lows in Bennington dip to 41°F. Wrap up your sightseeing on the 5th (Sat) early enough to drive to Shelburne.

Things to do in Bennington

Historic Sites · Museums · Parks · Shopping

Side Trips

2
nights
Shelburne

Shelburne is a town in southwestern Chittenden County, Vermont, in the United States. Kick off your visit on the 6th (Sun): examine the collection at Shelburne Museum, then browse the eclectic array of goods at Church Street Marketplace, then stop by Vintage Photography Emporium, and finally hike along Stowe Recreation Path. Get ready for a full day of sightseeing on the next day: contemplate the long history of Shelburne Farms, stop by Lake Champlain Chocolates, then trek along Burlington Bike Path, and finally walk around Waterfront Park.

For photos, traveler tips, more things to do, and tourist information, refer to the Shelburne trip maker.

You can drive from Bennington to Shelburne in 3 hours. Another option is to take a bus. In October, plan for daily highs up to 62°F, and evening lows to 44°F. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Woodstock.

Things to do in Shelburne

Parks · Trails · Outdoors · Shopping

Side Trips

1
night
Woodstock

Woodstock is the shire town of Windsor County, Vermont, United States. On the 8th (Tue), contemplate the long history of Billings Farm & Museum, then relax in the rural setting at Sugarbush Farm, and then take in the dramatic natural features at Quechee Gorge.

To see reviews, maps, and more tourist information, go to the Woodstock online journey planner.

You can drive from Shelburne to Woodstock in 2 hours. Other options are to take a bus; or take a bus. In October in Woodstock, expect temperatures between 62°F during the day and 40°F at night. Wrap up your sightseeing on the 8th (Tue) to allow time to travel back home.

Things to do in Woodstock

Museums · Parks · Historic Sites · Nature

Side Trip

Vermont travel guide

4.4
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.