15 days in Vermont Itinerary

15 days in Vermont Itinerary

Created using Inspirock Vermont trip planner

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Route & dates

15 days in Vermont Itinerary

Start: New York City
Drive:  3​h 30​min
1
Bennington
— 3 nights
Drive:  1​h 45​min
2
Woodstock
— 3 nights
Drive:  1​h 30​min
3
Stowe
— 6 nights
Drive:  1​h 30​min
4
East Burke
— 2 nights
Drive:  5​h 30​min
End: New York City

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. You'll explore the less-touristy side of things at The Old First Church and Silk Road Covered Bridge. Step out of the city life by going to Equinox Mountain and Equinox Preservation Trust. Explore the numerous day-trip ideas around Bennington: Jamaica State Park (in Jamaica), Manchester (Lye Brook Falls & North Meadow Farm) and Brattleboro (Creamery Covered Bridge & Saxtons River Distillery). Next up on the itinerary: stop by Bennington Potters, don't miss a visit to Bridge at the Green, snap pictures at Papermill Village Bridge, and stroll through Stratton Mountain.

To see traveler tips, ratings, photos, and tourist information, refer to the Bennington trip itinerary app .

New York City to Bennington is an approximately 3.5-hour car ride. Traveling from New York City in October, expect Bennington to be a bit cooler, temps between 62°F and 41°F. Finish up your sightseeing early on the 13th (Tue) so you can go by car to Woodstock.

Things to do in Bennington

Parks Nature Winter Sports

Side Trips

Manchester, Brattleboro, Arlington, Jamaica State Park, Stratton Mountain
Highlights from your plan
The Old First Church ©
The Old First Church
Jamaica State Park ©
Jamaica State Park
Equinox Mountain ©
Equinox Mountain

3
nights
Woodstock

Woodstock
Woodstock is the shire town of Windsor County, Vermont, United States. Explore hidden gems such as President Calvin Coolidge State Historic Site and Ottaquechee River. Get some historical perspective at Calvin Coolidge Homestead and FH Gillingham & Sons General Store. Step out of Woodstock with an excursion to Buttermilk Falls in Ludlow--about 40 minutes away. There's lots more to do: hike along Thundering Falls Trail, take in the views from Taftsville Covered Bridge, get curious at Montshire Museum of Science, and take your sightseeing to a higher altitude at Mount Tom.

For ratings, reviews, where to stay, and tourist information, you can read our Woodstock trip planner.

Traveling by car from Bennington to Woodstock takes 2 hours. In October in Woodstock, expect temperatures between 62°F during the day and 40°F at night. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Stowe.

Things to do in Woodstock

Parks Historic Sites Nature

Side Trips

Plymouth, Thundering Falls Trail, Buttermilk Falls, Montshire Museum of Science, Cornish-Windsor Bridge
Highlights from your plan
Mount Tom ©
Mount Tom
Montshire Museum of Science ©
Montshire Museum of Science

6
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.
Hope Cemetery and St. Anne's Shrine will appeal to history buffs. Get outdoors at Toll Rd and Sterling Falls Gorge. Explore the numerous day-trip ideas around Stowe: Northfield Covered Bridges (in Northfield), Burlington (Battery Park, Ethan Allen Homestead, & more) and Fiddlehead Brewing Company (in Shelburne). There's much more to do: learn about winemaking at Boyden Valley Winery & Spirits, view the masterpieces at Remarkable Things at Stowe Craft, take in the views from Gold Brook Covered Bridge (Emily's Covered Bridge), and sample the tasty concoctions at Rock Art Brewery.

For other places to visit, traveler tips, ratings, and other tourist information, refer to the Stowe vacation planning site .

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 October, daytime highs in Stowe are 60°F, while nighttime lows are 39°F. Finish up your sightseeing early on the 22nd (Thu) so you can go by car to East Burke.

Things to do in Stowe

Breweries & Distilleries Outdoors Parks

Side Trips

Burlington, St. Anne's Shrine, Rock Art Brewery, Otter Creek Brewing, Mt. Philo State Park
Highlights from your plan
Bingham Falls ©
Bingham Falls
St. Anne's Shrine ©
St. Anne's Shrine
Hope Cemetery ©
Hope Cemetery

2
nights
East Burke

East Burke ©
Start off your visit on the 23rd (Fri): look for gifts at April's Maple, then contemplate the waterfront views at Lake Willoughby, and then sample the tasty concoctions at Hill Farmstead Brewery. Get ready for a full day of sightseeing on the next day: walk around Dog Mountain Home of Stephen Huneck Gallery, then examine the collection at Fairbanks Museum and Planetarium, and then admire the landmark architecture of The Dog Chapel.

To find where to stay, traveler tips, ratings, and tourist information, use the East Burke road trip planner .

You can drive from Stowe to East Burke in 1.5 hours. In October, daytime highs in East Burke are 56°F, while nighttime lows are 38°F. Cap off your sightseeing on the 24th (Sat) early enough to travel back home.

Things to do in East Burke

Parks Museums Nature

Side Trips

Saint Johnsbury, April's Maple, Hill Farmstead Brewery
Highlights from your plan
Lake Willoughby ©
Lake Willoughby
Hill Farmstead Brewery ©
Hill Farmstead Brewery

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