- 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 101-110 of
339
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.
22.9 Miles
Killington Golf Course let golfers practice their games on a championship course with a mountain terrain. The par 72 golf course includes a pro shop, a practice bunker, and a 12,000 square-foot putting green.
23.1 Miles
Vermontology Guided Day Tours offers small group, custom-designed 8-hour tours of local attractions planned to suit your interests. Sights and activities vary depending on the season, including nearby villages, scenic drives, and historical attractions, with pick-up and drop-off at your hotel.
23.5 Miles
88%
24 votes
Corner of Killington Road & Bigelow Dr, Killington, VT
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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.
24.0 Miles
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
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.
24.3 Miles
The general store of the past is brought to life at the Vermont Country Store that provides many hard-to-find and practical products. It has been family owned and operated for over 60 years.
24.4 Miles
The Fells Historic Estate and Gardens is an early 20th Century 22-room estate on over 80 acres of conserved land. A guide tour provides access to the house and history of John Milton Hay.
24.7 Miles
Seasonal recreation is offered at the Grafton Ponds Outdoor Center. In the winter, guests can enjoy skiing, snowshoeing, and snow tubing while summer has canoeing, swimming, hiking, and a variety of camps for kids.