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 91-100 of 339
19.2 Miles
100% 5 votes
Farmers Markets Norwich, VT 05055 MoreLess Info
On Saturday mornings, visitors can go to Norwich Farmers Market to shop for fresh produce and crafted goods. There are a variety of local vendors that bring goods from their craft studios and farms to the market.
19.3 Miles
86% 37 votes
Hiking Trails Okemo Mountain, Ludlow, VT MoreLess Info
Located in the Okema State Forest, the Healdville Trail is a hiking route from the base of Okemo Mountain to a fire tower lookout at its summit. Hike through forest and across streams on this 6-mile trail with mountain views.
20.0 Miles
75% 55 votes
Historic Buildings Healdville Road, Rutland, VT MoreLess Info
Visitors to Crowley Cheese can see the dairy product being made by hand in the landmark factory that was originally built in 1882. Within the factory gift shop, guests can also sample many Vermont foods and purchase local craft items.
20.1 Miles
98% 86 votes
River Woodstock, VT MoreLess Info
The Ottaquechee River flows from the Green Mountains, passing through the 165 ft deep Quechee Gorge near Quechee State Park. Known for fly fishing, and for its covered bridges.
20.7 Miles
89% 35 votes
Other Shopping 6134 Route 12, Barnard, VT MoreLess Info
The local town has a long-standing relationship with the Barnard General Store which has been serving the community for generations. Even though the retailer itself is small, there is still a wide selection of wine, food, and ice cream.
20.8 Miles
90% 42 votes
National & State Parks 20 State Park Beach Road, Barnard, VT MoreLess Info
Ideal for family vacations, Silver Lake State Park has activities to enjoy year round. Guests can hike, camp, swim, ice skate, and enjoy fishing for small mouth bass among many other activities.
22.6 Miles
100% 53 votes
Neighborhoods 58 Priory Hill Rd., Weston, VT 05161 MoreLess Info
Operated by a community of Benedictine monks, the Weston Priory features a visitor center, chapel, and grounds for private reflection. Prayer ceremonies are held daily, and young men can arrange for retreats at the site.
22.9 Miles
97% 29 votes
Gyms 4763 Killington Rd, Killington, VT 5751 MoreLess Info
The Killington-Pico Adventure Center offers a range of all-ages activities including guided horseback rides, alpine slides, two climbing walls, mini golf and the Pico Power Jump -- a combination bungee and trampoline contraption. Open during the skiing off-season.
22.9 Miles
88% 656 votes
Resorts Killington, VT 5751 MoreLess Info
Killington Mountain contains several downhill ski trails at all skill levels, five base areas each with lift access, food court and restrooms, and Peak Lodge, a lounge, restaurant and event space located at the 4 100 ft level of the mountain's highest peak.
22.9 Miles
88% 658 votes
Resorts 4763 Killington Road, Killington, VT 5751 MoreLess Info
Killington Resort is the largest downhill ski and snowboarding resort in New England. Featuring 92 miles of terrain across seven mountain peaks, Killington offers an 18-hole golf course, hiking and mountain bike trails in the off-season. Non-ski options include a lift-service tube park, snowmobile tours, cross-…
Showing 91-100 of 339
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