Things to Do in Windsor, VT

  • Our list of the best things to do in Windsor, Vermont, features the top 111 nearby activities — including 71 great attractions with user approval ratings of 90% or more!
  • Windsor, VT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Entertainment & Shows.
  • The results below include the top 16 things to do within the city of Windsor, VT , followed by 95 popular activities in nearby cities, including Woodstock, Quechee, Killington, Ludlow, Hanover, Chester, Norwich, Claremont, White River Junction, Plymouth, Weston, Cornish, Barnard, Grafton, Enfield, Newbury, Rutland, Ascutney and Bellows Falls
  • Our list of the best things to do in Windsor, Vermont, features the top 111 nearby activities — including 71 great attractions with user approval ratings of 90% or more!
  • Windsor, VT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Entertainment & Shows.
  • The results below include the top 16 things to do within the city of Windsor, VT , followed by 95 popular activities in nearby cities, including Woodstock, Quechee, Killington, Ludlow, Hanover, Chester, Norwich, Claremont, White River Junction, Plymouth, Weston, Cornish, Barnard, Grafton, Enfield, Newbury, Rutland, Ascutney and Bellows Falls
Showing 1-10 of 339
2.5 Miles
91% 211 votes
Breweries 336 Ruth Carney Drive (off Route 5), Windsor, VT 05089 MoreLess Info
Tours of the Harpoon Brewery are available seven days a week throughout the year and include a beer tasting. The site also features the Beer Hall that offers views of Boston along with the brewing and canning facilities with Harpoon beer straight from the source and some snack foods.
4.2 Miles
91% 58 votes
Mountains Windsor, VT MoreLess Info
The total span of the park that contains Mount Ascutney is roughly 2000 acres. There are several camping sites, picnic areas, and paths for hiking that go all the way to the summit of the mountain.
0.4 Miles
94% 62 votes
Specialty Museums 196 Main Street, Windsor, VT MoreLess Info
Located within the renovated 1846 Robbins & Lawrence factory, the American Precision Museum holds the largest collection of historically significant machine tools. Special programs and hands-on exhibits specifically target children so that education in this field becomes more fun.
0.4 Miles
93% 92 votes
Bridges Windsor, VT MoreLess Info
The Cornish-Windsor Covered Bridge spans the Connecticut River between Cornish, New Hampshire and Windsor, Vermont. There were three bridges built on the site before the construction of the current bridge that is popular for bikers.
2.5 Miles
91% 70 votes
Gardens 36 Park Road, Windsor, VT 05089 MoreLess Info
There are two separate areas of the Great River Outfitters & The Path of Life Garden. Specifically, the Great River Outfitters is an outdoor adventure outfitting company while the Path of Life is an expertly landscaped garden with 18 works of art on display.
3.6 Miles
100% 9 votes
Dog Sleds Windsor, VT 05089 MoreLess Info
Offering dog-sledding trips pulled by a full team of Siberian Huskies, Braeburn Siberians specializes in group excursions for small or large groups. Sitting and standing passengers can trade places to give everyone a chance to drive the team.
0.7 Miles
100% 13 votes
Parks Paradise Park Rd, Windsor, VT MoreLess Info
Located in the Windsor Municipal Forest area, Paradise Park is situated on 200 acres that provides access to the forest and to Lake Runnenede. The park contains open space, hiking trails and habits for wildlife.
0.1 Miles
87% 15 votes
Historic Homes U.S. Route 5 - Main Street, Windsor, VT MoreLess Info
The Old Constitution House is a US National Historic Place and known as the birthplace of the constitution of Vermont. Tours of a dining room and tavern are available, as well as a tea parlor and bed chamber.
2.3 Miles
100% 4 votes
Gardens 1747 Hunt Road, Windsor, VT 05089 MoreLess Info
Cider Hill Gardens is an art gallery that specializes in growing Peonies, Daylilies, Hostas, and Woodland and Primrose offerings. The gallery sells potted plants and hosts special events in the gardens.
1.3 Miles
100% 3 votes
Swimming Pool Ascutney Street, Windsor, VT 05089 MoreLess Info
Nested in between hills, Kennedy's Pond offers a scenic destination for enjoying the surrounding nature. Visitors can go swimming or fishing at one of the pond's beaches. The movie Funny Farm was filmed at this pond.
Showing 1-10 of 339
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