12 days in Vermont Itinerary

12 days in Vermont Itinerary

Created using Inspirock Vermont trip itinerary builder
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Make it your trip
Fly
1
Bennington
— 3 nights
Drive
2
Woodstock
— 3 nights
Drive
3
Saint Johnsbury
— 1 night
Drive
4
Burlington
— 4 nights
Fly

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Bennington — 3 nights

Bennington is a town in Bennington County, Vermont, in the United States. Venture out of the city with trips to Manchester (Lye Brook Falls & Hildene, The Lincoln Family Home) and Equinox Mountain (in Arlington). There's much more to do: pause for some photo ops at Bennington Battle Monument, take in the views from Silk Road Covered Bridge, explore the world behind art at Bennington Museum, and explore the different monuments and memorials at New Catholic Cemetery.

For more things to do, other places to visit, traveler tips, and more tourist information, use the Bennington trip itinerary builder site.

San Francisco to Bennington is an approximately 8.5-hour flight. You can also drive; or do a combination of subway, train, and bus. You'll lose 3 hours traveling from San Francisco to Bennington due to the time zone difference. Plan for little chillier nights when traveling from San Francisco in September since evenings lows in Bennington dip to 48°F. Wrap up your sightseeing on the 3rd (Mon) to allow time to drive to Woodstock.
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Historic Sites · Nature · Museums · Parks
Side Trips

Woodstock — 3 nights

Woodstock is the shire town of Windsor County, Vermont, United States. Spend the 6th (Thu) exploring nature at Marsh - Billings - Rockefeller National Historical Park. There's still lots to do: relax in the rural setting at Sugarbush Farm, contemplate the long history of President Calvin Coolidge State Historic Site, explore the stunning scenery at Quechee Gorge, and don't miss a visit to The Plymouth Notch Historic District.

To see reviews, where to stay, traveler tips, and other tourist information, you can read our Woodstock planner.

Traveling by car from Bennington to Woodstock takes 2 hours. Alternatively, you can take a bus. In October in Woodstock, expect temperatures between 62°F during the day and 40°F at night. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to Saint Johnsbury.
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Historic Sites · Nature · Parks · Golf
Side Trips

Saint Johnsbury — 1 night

St. On the 7th (Fri), admire the striking features of The Dog Chapel and then stroll around Dog Mountain Home of Stephen Huneck Gallery.

For photos, where to stay, reviews, and other tourist information, go to the Saint Johnsbury trip planner.

You can drive from Woodstock to Saint Johnsbury in 1.5 hours. In October, plan for daily highs up to 60°F, and evening lows to 40°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Burlington.
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Parks

Burlington — 4 nights

Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. You'll find plenty of places to visit near Burlington: Stowe (Stowe Recreation Path & Mount Mansfield State Forest) and Smugglers' Notch Distillery Tasting Room (in Waterbury Center). There's lots more to do: hike along Burlington Bike Path, walk around Waterfront Park, see the interesting displays at Shelburne Museum, and relax in the rural setting at Shelburne Farms.

To see where to stay, more things to do, photos, and tourist information, you can read our Burlington tour planning tool.

Drive from Saint Johnsbury to Burlington in 2 hours. In October in Burlington, expect temperatures between 62°F during the day and 44°F at night. Wrap up your sightseeing on the 11th (Tue) early enough to fly back home.
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Parks · Trails · Outdoors · Tours
Side Trips

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.
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