12 days in Vermont Itinerary

12 days in Vermont Itinerary

Created using Inspirock Vermont tour itinerary planner

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Route & dates

12 days in Vermont Itinerary

Start: Palenque
Fly + Drive:  20​h 15​min
1
Woodstock
— 3 nights
Drive:  1​h 30​min
2
Stowe
— 4 nights
Drive:  2​h 45​min
3
Bennington
— 3 nights
Drive + Fly:  20​h
End: Palenque

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 Calvin Coolidge Homestead. Get in touch with nature at Thundering Falls Trail and Robert Frost Wayside Trail. Go for a jaunt from Woodstock to Ludlow to see Buttermilk Falls about 40 minutes away. And it doesn't end there: take a peaceful walk through Mount Tom, look for gifts at FH Gillingham & Sons General Store, and get curious at Montshire Museum of Science.

Use Inspirock's suggestions to plan your Woodstock trip and find the best activities and attractions for your vacation.

Palenque, Mexico to Woodstock is an approximately 20.5-hour combination of flight and car. You'll lose 1 hour traveling from Palenque to Woodstock due to the time zone difference. In September in Woodstock, expect temperatures between 28°C during the day and 11°C at night. Wrap up your sightseeing on the 9th (Mon) to allow time to drive to Stowe.

Things to do in Woodstock

Parks Historic Sites Outdoors

Side Trips

Plymouth, Robert Frost Wayside Trail, Montshire Museum of Science, Buttermilk Falls, Thundering Falls Trail
Highlights from your plan
Mount Tom ©
Mount Tom
Montshire Museum of Science ©
Montshire Museum of Science

4
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.
Get a sense of the local culture at Hope Cemetery and Remarkable Things at Stowe Craft. Get outdoors at Toll Rd and Bingham Falls. Venture out of the city with trips to Northfield Covered Bridges (in Northfield), Burlington (Ethan Allen Homestead & North Beach Park) and Boyden Valley Winery & Spirits (in Cambridge). Next up on the itinerary: hike along Stowe Recreation Path, contemplate the waterfront views at Lake Willoughby, examine the collection at Fairbanks Museum and Planetarium, and brush up on your knowledge of spirits at Green Mountain Distillers.

Inspirock's itinerary builder makes planning a Stowe trip simple and quick.

Traveling by car from Woodstock to Stowe takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a train. In September, plan for daily highs up to 26°C, and evening lows to 10°C. Finish your sightseeing early on the 13th (Fri) to allow enough time to travel to Bennington.

Things to do in Stowe

Outdoors Parks Museums

Side Trips

Burlington, Green Mountain Distillers, Hope Cemetery, Fairbanks Museum and Planetarium, Northfield Covered Bridges
Highlights from your plan
Boyden Valley Winery & Spirits ©
Boyden Valley Winery & Spirits
Hope Cemetery ©
Hope Cemetery
Bingham Falls ©
Bingham Falls

3
nights
Bennington

Bennington ©
Bennington is a town in Bennington County, Vermont, in the United States. On the 14th (Sat), take in the awesome beauty at Equinox Mountain, then do a tasting at Honora Winery & Vineyard, and then explore the different monuments and memorials at The Old First Church. Get ready for a full day of sightseeing on the 15th (Sun): stroll the grounds of New Catholic Cemetery, then admire the natural beauty at Hildene, The Lincoln Family Home, and then admire the sheer force of Lye Brook Falls.

To find photos, more things to do, ratings, and more tourist information, go to the Bennington trip planner.

Getting from Stowe to Bennington by car takes about 3 hours. In September in Bennington, expect temperatures between 27°C during the day and 10°C at night. Wrap up your sightseeing on the 16th (Mon) to allow time to travel back home.

Things to do in Bennington

Parks Historic Sites Nature

Side Trips

Manchester, Honora Winery & Vineyard, Equinox Mountain
Highlights from your plan
The Old First Church ©
The Old First Church
New Catholic Cemetery ©
New Catholic Cemetery
Equinox Mountain ©
Equinox Mountain