- 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 81-90 of
285
19.3 Miles
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
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
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.
20.8 Miles
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
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
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
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-…
22.9 Miles
Thundering Falls Trail – a relocated section of the Appalachian Trail -- provides hiking access to Thundering Falls, a 100-foot cascade at high water. A raised boardwalk makes the site wheelchair-accessible.
23.5 Miles
88%
24 votes
Corner of Killington Road & Bigelow Dr, Killington, VT
MoreLess Info
Root's Ski & Snowboard provides ski and snowboard rental packages, used equipment at reasonable rates, and overnight tune-ups for skis and boards. Open daily an hour before the Killington ski lifts.
24.0 Miles
The scenic Green Mountain Railroad offers a wide range of trips through the Vermont area. Entertainment and snacks are available while on board with informative staff telling the history and geographic details of certain regions.