- Our list of the best things to do in Windsor, Connecticut, features the top 350 nearby activities — including 124 great attractions with user approval ratings of 90% or more!
- Windsor, CT has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 12 things to do within the city of Windsor, CT , followed by 338 popular activities in nearby cities, including Hartford, Springfield, West Hartford, Middletown, Simsbury, Bristol, South Windsor, Manchester, Newington, Bloomfield, New Britain, Wethersfield, Farmington, Holyoke, Southington, Torrington, Westfield, Avon, New Hartford, West Springfield, Glastonbury, Enfield, Meriden, Agawam, East Hartford, Storrs, Colchester, Willimantic, Cheshire, Chicopee, Plantsville, Winsted, Litchfield and Mansfield
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43.8 Miles
Nestled in the Berkshire Hills, Monument Mountain offers novice-friendly trail hiking. Panoramic views and interesting rock formations add to the hiking experience. Hikers will also encounter a unique summit 'staircase' climb at the top.
43.8 Miles
Lead by a fishing captain with over 30 years of experience, Black Hawk Open Fishing Boat offers guests the opportunity to take guided fishing trips. In addition to fishing, other tour services include fireworks, sunset, and nature cruises.
43.8 Miles
100%
4 votes
93 Park Lane Rd, Ste 202, New Milford, CT 06776
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A fine art gallery, the Gregory James Gallery features exhibits of the works of various artists. The gallery also offers framing services, sells prints, and hosts special shows and events.
43.8 Miles
Decorated with the work of regional artists, PS Gallery features a mix of contemporary and traditional paintings, pottery, and crafts to view. These paintings cover everything from portraits to landscapes.
43.8 Miles
The Morrison Gallery is a nationally renowned modern art and sculpture museum that features the works of local and nationally known artists. The gallery uses its indoor and outdoor spaces for special exhibitions and is open daily for visitors.
43.9 Miles
81%
304 votes
350 Trolley Line Blvd, Mashantucket, CT 06338
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A top tourist destination in Mashantucket, Connecticut, the High Rollers Luxury Lanes & Lounge is a casino, bowling alley and cocktail lounge offering world-class entertainment and gaming. It also offers exclusive service for private events.
43.9 Miles
A water powered grist mill, the Old Town Mill was rebuilt after being burnt to the ground during the American Revolutionary War. The mill hosts many events throughout the year including concerts, art shows, and more.
43.9 Miles
100%
9 votes
6 Aspetuck Avenue, New Milford, CT 6776
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New Milford Historical Society and Museum contains permanent and temporary exhibits showcasing the history of life in the greater New Milford area. The collection also includes three one-room schoolhouses. Open Tuesday through Friday.
43.9 Miles
The Greenway Trail Housatonic River Walk is a single remote, two-section national recreation trail made possible by citizen volunteers. Vibrant and abundant, the trail features native plants, and an engineered trail way structure that facilitates safe trail navigation.
43.9 Miles
97%
66 votes
14 Castle St, Great Barrington, MA 1230
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The Mahaiwe Performing Arts Center is a historic auditorium that presents dance, opera, movies and musical entertainment. Both comedy and drama performances provide a unique opportunity for performing arts lovers to taken in live theater.