Windsor
Deep History, Inspiring Scenery
Windsor, Vermont
Along the Connecticut River, and beneath Mount Ascutney, Windsor is where history, art, and scenic beauty come together. With two lakes downtown and cycling and hiking opportunities right outside, it offers the perfect opportunity for enjoying the outdoors in every season.
Top Attractions
The longest two-lane covered bridge in the U.S. spans the Connecticut River in Windsor. A trip there can also include exploring Mt. Ascutney, taking in the history of American-made machine tools, and more.
Mt. Ascutney
Four hiking trails and more than 35 miles of mountain biking trails wind through the forests at Mt. Ascutney State Park. Or take a scenic drive up the 3.7-mile paved parkway.
Read More about Mt. AscutneyRead MoreCornish-Windsor Covered Bridge
At 460 feet, the Cornish-Windsor covered bridge is the longest in the U.S., connecting the New Hampshire and Vermont towns on two lanes.
Read More about Cornish-Windsor Covered BridgeRead MorePath of Life Sculpture Garden
A landscaped outdoor art park shaped by a revelation of the human lifespan and condition. Nearby Artisans Park is home to a brewery, distillery, and shopping.
Read More about Path of Life Sculpture GardenRead MoreArtistree Community Arts Center
Live music and stage performances and exhibits of local visual and mixed-media art in Pomfret.
Read More about Artistree Community Arts CenterRead MoreOld Constitution House
Known as the birthplace of Vermont, the Old Constitution House is the site where Vermont’s constitution was signed in 1777.
Read More about Old Constitution HouseRead MoreSILO Distillery
Small-batch spirits are distilled with Vermont-grown grain and local ingredients in Windsor.
Read More about SILO DistilleryRead MoreAmerican Precision Museum
The Springfield area’s rich innovation and manufacturing history is chronicled at this museum, which houses the largest collection of historically significant machine tools in the country.
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Attraction Spotlight
Old Constitution House
Originally a tavern, the Vermont Constitution was signed here in 1777. It was the first in the nation to ban adult slavery and establish a system of public schools. Visit and explore period-correct rooms with interpretive panels outlining the context behind the state’s Constitution, including the 14 years during which Vermont existed as a republic.
Event Spotlight
West Windsor Music Festival
Annually in July
String music takes center stage at this southern Vermont festival, with piano, violin, and cello music for the whole family.
Transportation Options
For Windsor
26 Depot Avenue
Windsor, VT 05089
Local Transportation
- Taxi Service and/or Rideshare: Days In Town Taxi, Alpha Executive Transportation
- Bus services: The Moover Windsor Microtransit
Discover More
Trip planning resources with Windsor’s local downtown organization.
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