Free & Cheap Things to Do in Windsor, VT

  • The list below includes 83 free or cheap things to do in or near Windsor, Vermont, including 78 different types of inexpensive activities like Gardens, National & State Parks, Hiking Trails and Breweries.
  • From Mount Ascutney to Cornish-Windsor Covered Bridge, there are a variety of budget-friendly attractions in Windsor and in nearby cities within 25 miles like Woodstock, Hanover, Ludlow and Quechee.
  • The list below includes 83 free or cheap things to do in or near Windsor, Vermont, including 78 different types of inexpensive activities like Gardens, National & State Parks, Hiking Trails and Breweries.
  • From Mount Ascutney to Cornish-Windsor Covered Bridge, there are a variety of budget-friendly attractions in Windsor and in nearby cities within 25 miles like Woodstock, Hanover, Ludlow and Quechee.
Showing 71-80 of 251
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.
20.8 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
89% 118 votes
Hiking Trails Killington, VT MoreLess Info
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.
24.0 Miles
57% 28 votes
Scenic Railroads 54 Depot Street, Bellows Falls, VT MoreLess Info
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.
24.0 Miles
96% 85 votes
Theaters 703 Main St, Weston, VT 05161 MoreLess Info
Musical productions are the central focus of the Weston Playhouse that operates exclusively during the summer months of June, July, and August. The playhouse also has a cafe on-site that takes reservations for dinner and show arrangements.
24.0 Miles
100% 12 votes
Mountains RR 4, Killington, VT 05751 MoreLess Info
Guests can enjoy skiing, snowboarding, and other winter activities at Pico Mountain At Killington. Pico Mountain offers equipment rentals and lessons, and also houses the Vermont Ski and Snowboard Museum.
Showing 71-80 of 251
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