Date Ideas in Windsor, VT

  • TripBuzz discovered 83 different types of activities for couples in the Windsor area, including Gardens (like Great River Outfitters & The Path of Life Garden), National & State Parks (like Mt. Ascutney State Park), Hiking Trails (like Brownsville Trail) and Breweries (like Harpoon Brewery), and much more.
  • We discovered a total of 96 date ideas in or near Windsor, Vermont, including 80 fun or romantic activities in nearby cities within 25 miles like Woodstock, Quechee, Ludlow and Killington.
  • TripBuzz discovered 83 different types of activities for couples in the Windsor area, including Gardens (like Great River Outfitters & The Path of Life Garden), National & State Parks (like Mt. Ascutney State Park), Hiking Trails (like Brownsville Trail) and Breweries (like Harpoon Brewery), and much more.
  • We discovered a total of 96 date ideas in or near Windsor, Vermont, including 80 fun or romantic activities in nearby cities within 25 miles like Woodstock, Quechee, Ludlow and Killington.
Showing 111-120 of 285
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.
30.6 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.
30.9 Miles
36% 25 votes
Movie Theaters 143 Merchants Row, Rutland, VT 05701 MoreLess Info
Movie-goers can enjoy the latest film releases at Flagship Premium Cinemas in Rutland. Along with great movies, concessions including popcorn, ice cream, candy and other treats are served at this theater.
30.9 Miles
90% 68 votes
Theaters 30 Center Street, Rutland, VT MoreLess Info
Local bands, competitions, dancers, musicians as well as performances and live streams from around the world are some of the events offered at the Paramount Theater. There is also a bar service provided and each month there is free admission for select films for all.
30.9 Miles
91% 64 votes
117

Pico Peak

Skiing & Snowboarding Rutland, VT MoreLess Info
The large mountain of Pico Peak acts as a ski area in Killington. It was established in 1937 as one of the first commercial ski resorts in the state of Vermont and continues to be a popular ski region.
30.9 Miles
25% 4 votes
Movie Theaters 142 Merchants Row, Rutland, VT 05701 MoreLess Info
Flagship Cinemas is a multi-screen cinema that shows first run movies. The cinema provides stadium seating, digital projection and digital surround sound. They also offer gift cards and discount VIP tickets.
31.7 Miles
85% 20 votes
Resorts Fairlee, VT MoreLess Info
The large body of water named Lake Morey is one of the most popular sites in the area. It is considered to be home of the longest ice skating trail in the United States during the winter and offers fishing, boating, and swimming in the summer.
31.8 Miles
100% 31 votes
Mountains Warner, NH MoreLess Info
Located in Rollins State Park, Mount Kearsarge rises high above the skyline of Warner, New Hampshire. It is accessible by hiking trail and by car. Visitors must pay a small entrance fee.
Showing 111-120 of 285
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