8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont journey planner

©
Plan created by another user. Make it yours
Fly to Bradley International Airport, Drive to Bennington
1
Bennington
— 2 nights
Drive
2
Woodstock
— 3 nights
Drive
3
Burlington
— 2 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, then take in the views from Silk Road Covered Bridge, and then stroll the grounds of The Old First Church. Get ready for a full day of sightseeing on the 6th (Sun): stop by Manchester Hot Glass, then look for all kinds of wild species at Equinox Preservation Trust, and then take in the dramatic scenery at Lye Brook Falls.

For traveler tips, photos, where to stay, and other tourist information, go to the Bennington trip itinerary planning site.

Toronto, Canada to Bennington is an approximately 8-hour combination of flight and car. You can also drive. Traveling from Toronto in October, plan for little chillier nights in Bennington, with lows around 5°C. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Woodstock.

Things to do in Bennington

Parks · Nature · Wildlife · Historic Sites

Side Trips

Highlights from your trip
Equinox Mountain ©
Must see
Equinox Mountain
4.2

3
nights
Woodstock

Woodstock is the shire town of Windsor County, Vermont, United States. Take a break from the city and head to Thundering Falls Trail and Buttermilk Falls. You'll discover tucked-away gems like President Calvin Coolidge State Historic Site and Calvin Coolidge Homestead. Next up on the itinerary: explore the activities along Ottaquechee River, take in the awesome beauty at Mount Tom, take in the views from Taftsville Covered Bridge, and steep yourself in history at FH Gillingham & Sons General Store.

To find where to stay, ratings, and other tourist information, read Woodstock journey maker app.

Drive from Bennington to Woodstock in 2 hours. Alternatively, you can take a bus. In October in Woodstock, expect temperatures between 19°C during the day and 5°C at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Burlington.

Things to do in Woodstock

Parks · Nature · Historic Sites · Outdoors

Side Trips

Highlights from your trip

2
nights
Burlington

Burlington is the most populous city in the U.S. On the 10th (Thu), browse the exhibits of Ethan Allen Homestead, then stroll the grounds of Hope Cemetery, then stop by Craft Beer Cellar, and finally brush up on your knowledge of spirits at Boyden Valley Winery & Spirits. On the 11th (Fri), you'll have a packed day of sightseeing: admire all the interesting features of Toll Rd and then sample the tasty concoctions at The Alchemist.

To see more things to do, photos, reviews, and more tourist information, use the Burlington online itinerary planner.

Getting from Woodstock to Burlington by car takes about 2 hours. Other options: take a bus. In October, daytime highs in Burlington are 19°C, while nighttime lows are 7°C. Wrap up your sightseeing on the 11th (Fri) early enough to travel back home.

Things to do in Burlington

Breweries & Distilleries · Scenic Drive · Outdoors · Historic Sites

Side Trips

Highlights from your trip
Hope Cemetery ©
Must see
Hope Cemetery
4.8
Toll Rd
Must see
Toll Rd
4.2

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