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 101-110 of 285
27.0 Miles
87% 69 votes
Specialty Shops Townshend Road, Grafton, VT 05146 MoreLess Info
Handmade cheeses are the focus of Grafton Village Cheese which is partnered with the Windham Foundation to support Vermont's rural communities. They offer aged cheddars, cave-aged cheeses, and even specialty cheeses.
27.3 Miles
100% 167 votes
Hiking Trails 200 Summit Path, Killington, VT 5751 MoreLess Info
Appalachian Trail Adventures is a hiking spa offering guided trail tours and all-inclusive customized hiking vacations in the Green Mountains. Activities include hiking, caving and kayaking, with accommodations at the Summit Lodge and spa.
27.3 Miles
92% 25 votes
Skiing & Snowboarding Route 11, Londonderry, VT MoreLess Info
A ski resort for all skill levels, Magic Mountain offers difficult course options and programs for beginners. Treetop courses and zip lines are opened during fall months as well as the lodging, food, and music venue the Black Line Tavern.
27.3 Miles
100% 31 votes
Ziplines 495 Magic Mountain Access Rd, Londonderry, VT 05148 MoreLess Info
Climbers of all ages and skill levels can enjoy the TimberQuest Park treetop adventure course. Within the layout of the course there are over 20 ziplines and 75 challenges of varying difficulty, including a rope bridge and cargo nets.
27.5 Miles
100% 4 votes
Farmers Markets 2242 N Main, Londonderry, VT 05148 MoreLess Info
The West River Farmers Market offers a variety of locally-grown, fresh produce each Saturday. The market also offers other fare, like fresh pastries and locally-made cheeses, all in a scenic mountain setting.
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.
Showing 101-110 of 285
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