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 81-90 of 339
17.2 Miles
93% 173 votes
National & State Parks Killington, VT MoreLess Info
President Calvin Coolidge State Historic Site, located in the birthplace of US president Calvin Coolidge, is a historic village including Coolidge's family home, community church, schoolhouse, general store and cheese factory, many still featuring original furnishings.
17.2 Miles
100% 9 votes
Horseback Riding 227 Trebo Road, Chester, VT MoreLess Info
Founded by two women from Vermont, the Plan B Stables offers a wide arrange of rides through the historic hills of Vermont. Families of all ages are welcome, but younger children should be at least six years old to go on the trails.
17.3 Miles
97% 90 votes
Historic Sites P.O. Box 97, Plymouth, VT 05056 MoreLess Info
Considered to be one of the best preserved Presidential sites in the country, the Calvin Coolidge Homestead is the location where the 30th President was born and grew up. The homestead contains the original buildings along side a museum and education center.
17.4 Miles
89% 114 votes
Waterfalls Buttermilk Falls Road, Ludlow, VT MoreLess Info
Located in the Okema State Forest, Buttermilk Falls is a series of three connected waterfalls with with trail access and a sandy beach at the lower falls. The base of the falls is a popular picnic area.
17.4 Miles
85% 89 votes
Skiing & Snowboarding Ludlow, VT MoreLess Info
The Jackson Gore Ski Area contains several downhill ski trails on Okema Mountain, with lift access, dining, and ski shop.
17.4 Miles
84% 920 votes
Amusement Parks (All Ages) 77 Okemo Ridge Road, Ludlow, VT 5149 MoreLess Info
A family-oriented all-seasons resort, Okemo Mountain combines skiing, snowboarding and skating in the winter with golf, hiking and swimming in the summer. Family-focused activities include a Mountain Coaster, winter playground and fire pit and snow tubing park.
17.9 Miles
71% 7 votes
Recreation Centers Reservoir Road, Hanover, NH MoreLess Info
Featuring a man-made 13-acre pond and sandy beaches, Storrs Pond Recreation Centre can be used for swimming, fishing and boating. There are also picnic areas, tennis and basketball courts as well as areas suitable for camping.
18.3 Miles
100% 34 votes
Arts & Crafts Store 78 Common Drive, Chester, VT 05143 MoreLess Info
The gallery at DaVallia Art & Accents is focused on providing a display area for local artists of fine arts and crafts. There is also an adjoining store which features a way to purchase items along with jewelry and other accessories.
18.3 Miles
100% 16 votes
Art Gallery 15 Depot Street, Chester, VT 05143 MoreLess Info
The central revolving exhibit gallery of the Vermont Institute of Contemporary Arts is held in a facility of roughly 2000 square feet. The focus of the collection is centered around contemporary American art, but other pieces are occasionally displayed.
18.9 Miles
83% 6 votes
Farms & Ranches 2136 Rockingham Rd., Chester, VT 05143 MoreLess Info
Known for making maple and maple syrup related items, Martin's Maple Farm can be found in a large red barn that houses a shop where visitors can purchase different types of maple syrup and maple-related items.
Showing 81-90 of 339
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