6 days in Vermont Itinerary

6 days in Vermont Itinerary

Created using Inspirock Vermont vacation planner
©
Make it your trip
Fly
1
Bennington
— 1 night
Drive
2
Woodstock
— 1 night
Drive
3
Stowe
— 3 nights
Fly

S M T W T F S
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Bennington — 1 night

Bennington is a town in Bennington County, Vermont, in the United States. Start off your visit on the 14th (Fri): explore the world behind art at Bennington Museum, contemplate in the serene atmosphere at The Old First Church, then get great views at Bennington Battle Monument, and finally snap pictures at Bridge at the Green. Keep things going the next day: stop by Vermont Country Store, steep yourself in history at Hildene, The Lincoln Family Home, and then identify plant and animal life at Equinox Preservation Trust.

To find ratings, photos, where to stay, and tourist information, you can read our Bennington holiday maker website.

Philadelphia to Bennington is an approximately 3-hour flight. You can also drive; or do a combination of train and bus. Expect a bit cooler temperatures when traveling from Philadelphia in October; daily highs in Bennington reach 62°F and lows reach 41°F. Finish your sightseeing early on the 15th (Sat) so you can drive to Woodstock.
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Historic Sites · Museums · Wildlife · Parks
Side Trips
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Woodstock — 1 night

Woodstock is the shire town of Windsor County, Vermont, United States. Kick off your visit on the 16th (Sun): contemplate the long history of Billings Farm & Museum, experience rural life at Sugarbush Farm, then take in breathtaking views at Quechee Gorge, and finally snap pictures at Taftsville Covered Bridge.

To find where to stay, maps, photos, and tourist information, read our Woodstock route planner.

Traveling by car from Bennington to Woodstock takes 2 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 62°F, and evening lows to 40°F. Finish your sightseeing early on the 16th (Sun) so you can drive to Stowe.
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Historic Sites · Nature · Parks · Museums
Side Trip
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Stowe — 3 nights

The Ski Capital of the East

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 out of town with these interesting Stowe side-trips: Shelburne (Shelburne Museum & Shelburne Farms) and Burlington (Waterfront Park, Beer Tastings & Tours, &more). And it doesn't end there: hike along Stowe Recreation Path, tour the pleasant surroundings at Stowe Mountain Resort, and take your sightseeing to a higher altitude at Mount Mansfield State Forest.

To find more things to do, photos, maps, and more tourist information, use the Stowe online trip itinerary builder.

You can drive from Woodstock to Stowe in 1.5 hours. Other options are to do a combination of taxi and train; or do a combination of bus and train. October in Stowe sees daily highs of 60°F and lows of 39°F at night. Finish your sightseeing early on the 19th (Wed) so you can fly back home.
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Parks · Outdoors · Trails · Shopping
Side Trips
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Vermont travel guide

4.5
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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