8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont trip maker

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Plan created by another user. Make it yours
Fly to Bradley International Airport, Drive to Bennington
1
Bennington
— 2 nights
Drive
2
Woodstock
— 2 nights
Drive
3
Burlington
— 3 nights
+2
Bus to Station Berri-UQAM 2, Fly to Billy Bishop Toronto City, Ferry to Toronto

S M T W T F S
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2
nights
Bennington

Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 5th (Sat): take in the awesome beauty at Equinox Mountain and then make a trip to Silk Road Covered Bridge. Get ready for a full day of sightseeing on the next day: look for gifts at Manchester Hot Glass, then identify plant and animal life at Equinox Preservation Trust, and then admire the sheer force of Lye Brook Falls.

To find maps, reviews, more things to do, and other tourist information, read our Bennington holiday planner.

Toronto, Canada to Bennington is an approximately 8-hour combination of flight and car. You can also drive. Plan for slightly colder nights when traveling from Toronto in October since evenings lows in Bennington dip to 5°C. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Woodstock.

Things to do in Bennington

Parks · Nature · Wildlife · Shopping

Side Trips

Highlights from your trip
Equinox Mountain ©
Must see
Equinox Mountain
4.2
Lye Brook Falls ©
Must see
Lye Brook Falls
4.3

2
nights
Woodstock

Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 7th (Mon): stop by Plymouth Artisan Cheese. Here are some ideas for day two: make a trip to Taftsville Covered Bridge, take your sightseeing to a higher altitude at Mount Tom, and then trek along Thundering Falls Trail.

For where to stay, ratings, other places to visit, and more tourist information, use the Woodstock trip itinerary maker app.

Traveling by car from Bennington to Woodstock takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 19°C in October, and nighttime lows around 5°C. Wrap up your sightseeing on the 8th (Tue) to allow time to drive to Burlington.

Things to do in Woodstock

Parks · Outdoors · Nature · Trails

Side Trips

Highlights from your trip
Mount Tom ©
Must see
Mount Tom
4.9
Plymouth Artisan Cheese ©
Gift & Specialty Shop
Plymouth Artisan Cheese
4.1

3
nights
Burlington

Burlington is the most populous city in the U.S. Get a sense of the local culture at Hope Cemetery and Shelburne Vineyard. Explore hidden gems such as Toll Rd and Boyden Valley Winery & Spirits. Explore Burlington's surroundings by going to Craft Beer Cellar (in Waterbury), Lake Champlain Maritime Museum (in Vergennes) and The Alchemist (in Stowe). There's more to do: take an in-depth tour of Ethan Allen Homestead and indulge your thirst for a good beer at Fiddlehead Brewing Company.

To find maps, ratings, and tourist information, read Burlington road trip planning app.

Getting from Woodstock to Burlington by car takes about 2 hours. Other options: take a bus. In October in Burlington, expect temperatures between 19°C during the day and 7°C at night. Cap off your sightseeing on the 11th (Fri) early enough to travel back home.

Things to do in Burlington

Breweries & Distilleries · Wineries · Outdoors · Scenic Drive

Side Trips

Highlights from your trip

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