5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont travel planner

©
Plan created by another user. Make it yours
1
Woodstock
— 1 night
2
Stowe
— 2 nights
3
Bennington
— 1 night

S M T W T F S
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10
11
12
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15
16
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21

1
night
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Start off your visit on the 12th (Thu): get curious at Montshire Museum of Science and then get a taste of the local shopping with Simon Pearce Mill. Here are some ideas for day two: hike along Thundering Falls Trail, then steep yourself in history at President Calvin Coolidge State Historic Site, and then stop by FH Gillingham & Sons General Store.

To see where to stay, photos, ratings, and tourist information, you can read our Woodstock journey planner.

Miami to Woodstock is an approximately 7.5-hour flight. You can also drive; or take a bus. Expect cooler temperatures when traveling from Miami in November; daily highs in Woodstock reach 47°F and lows reach 28°F. Finish up your sightseeing early on the 13th (Fri) so you can go by car to Stowe.

Things to do in Woodstock

Historic Sites · Parks · Museums

Side Trips

Thundering Falls Trail, Montshire Museum of Science, President Calvin Coolidge State Historic Site, Simon Pearce Mill
Highlights from your plan
President Calvin Coolidge State Historic Site ©
Montshire Museum of Science ©
Montshire Museum of Science
FH Gillingham & Sons General Store ©
FH Gillingham & Sons General Store

2
nights
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.
Start off your visit on the 14th (Sat): sample the tasty concoctions at Rock Art Brewery, brush up on your knowledge of spirits at Boyden Valley Winery & Spirits, then sample the fine beverages at Smugglers' Notch Distillery - Maple Products - Gift Shop - Local Products, and finally sample the tasty concoctions at The Alchemist. On the 15th (Sun), you'll have a packed day of sightseeing: indulge your taste buds at Food & Drink.

For reviews, other places to visit, and tourist information, read our Stowe day trip tool.

Traveling by car from Woodstock to Stowe takes 1.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of taxi and train. Expect a daytime high around 44°F in November, and nighttime lows around 26°F. Finish your sightseeing early on the 15th (Sun) so you can drive to Bennington.

Things to do in Stowe

Breweries & Distilleries · Tours · Wineries

Side Trips

Rock Art Brewery, Boyden Valley Winery & Spirits, Smugglers' Notch Distillery - Maple Products - Gift Shop - Local Products
Highlights from your plan
Beer Tastings & Tours
Boyden Valley Winery & Spirits ©
Boyden Valley Winery & Spirits
Rock Art Brewery ©
Rock Art Brewery

1
night
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. Kick off your visit on the 16th (Mon): explore the different monuments and memorials at The Old First Church.

To see traveler tips, reviews, more things to do, and tourist information, go to the Bennington attractions planner.

Traveling by car from Stowe to Bennington takes 3.5 hours. Alternatively, you can do a combination of train and car; or take a bus. November in Bennington sees daily highs of 49°F and lows of 29°F at night. On the 16th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Bennington

Historic Sites
Highlights from your plan
The Old First Church ©
The Old First Church

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