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 121-130 of 339
28.1 Miles
86% 64 votes
Farms & Ranches 825 Route 11, Londonderry, VT MoreLess Info
Taylor Farm is a working dairy farm that is over 180 years old. In addition to the dairy operation, they have lodging, a cheese making facility, a farm stand, educational activities, and sleigh rides through the farm during the winter.
28.2 Miles
92% 60 votes
Winery/Vineyard 114 Barnett Hill Road, Walpole, NH 03608 MoreLess Info
The inviting Walpole Mountain View Winery is open to visitors throughout the year. After a tour of the grounds, guests arrive at the tasting room and indulge in the winery's finest product.
29.3 Miles
86% 7 votes
Tennis Stratton Mountain, VT MoreLess Info
Stratton Mountain's Cliff Drysdale Tennis School offers coaching for adults and juniors. There are sixteen clay and hard courts (two indoors). The club offers clinics and individual instruction as well as fitness and massages areas, indoor pool, and fitness shop.
29.9 Miles
73% 156 votes
Art Museum 654 Route 4 East, Rutland, VT 05701 MoreLess Info
There are a large number of prints that visitors can view at Normal Rockwell Museum that document the history of both Rockwell and 20th century America. Prints are available at the gift shop, which offers framing.
30.1 Miles
100% 11 votes
Rock Climbing 223 Woodstock Ave, Rutland, VT 05701 MoreLess Info
At the Green Mountain Rock Climbing Center, guests of all ages can enjoy a thrilling rock climbing experience indoors and out. Beginners are welcome, and guided rock and ice climbing excursions are also available.
30.3 Miles
100% 2 votes
Bowling 158 S Main Street, Rutland, VT 5701 MoreLess Info
A 32-lane bowling facility, Rutland Bowlerama offers open and league bowling with automatic scoring and bumpers. The center provides video games, a pool table, a pro shop, dart boards and a lounge with food, drinks and adult beverages.
30.5 Miles
- 0 votes
Skate Parks 1 Scale Ave, Bldg 10, 2nd Fl, Rutland, VT 5701 MoreLess Info
Plaza Skate Park features a 4,000 sq ft indoor year-round concrete park with marble and granite ledges, stairs and a bowl. Their skate shop carries equipment and apparel including boards, decks and shoes from many top brands.
30.6 Miles
- 0 votes
Theaters 16 S Main Street, Rutland, VT 5701 MoreLess Info
Lakes Region Youth Orchestra nurtures young musicians by operating an orchestral program for the youth of the region who show suitable talent and interest to benefit from educational, musical and social participation in a symphonic orchestral environment.
30.7 Miles
79% 14 votes
Hiking Trails Killington, VT MoreLess Info
Leffert's Pond is a picturesque stop along the area's fall foliage route. Choose the short walking loop, or access Leffert's Pond and the Chittenden Reservoire by canoe or kayak for wildlife sighting and bird watching.
30.7 Miles
95% 37 votes
Hiking Trails Rutland, VT MoreLess Info
Suitable for intermediate hikers, Deer Leap Trail provides views of both Rutland's Valley and Pico Peak. There is also a pub at the bottom of the trail where drinks, sandwiches and salads are served.
Showing 121-130 of 339
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