- 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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45.4 Miles
Shakespeare & Co. Lenox Ma. is one of the largest Shakespeare Festivals in the country. The Company develops and performs Shakespeare, classics and contemporary new plays of social and political significance and also offers an extensive actor training program.
45.4 Miles
One of the state's most unusual museums, Connecticut Antique Machinery is an indoor-outdoor institution featuring refurbished farm equipment and factory appliances. It is a favorite destination among lovers of antiques and technology.
45.4 Miles
As a party boat, Hel-Cat II Fishing Boat takes visitors on a tour of the region's islands in an 114 foot long vessel. On the fishing charters, visitors can fish for bass, fluke, cod, and more.
45.4 Miles
Get back to nature with a visit to the serene and spacious Harrybrooke Park. Choose from a number of activities, including walking, bicycling, jogging and picnicking. Fishing is also available.
45.5 Miles
CT Sports Arena is a massive multipurpose sporting and recreation facility. It offers leagues for several sports, including basketball, soccer, volleyball, dodgeball and lacrosse, and has youth summer camps and after school programs.
45.6 Miles
South Street Beach is a sandy crescent beach known for being relatively quiet and uncrowded. The beach features several rocky outcroppings that make good fishing spots. Visitors can also swim (unsupervised, there are no lifeguards) and go boating.
45.7 Miles
Pleasure Beach is a small strip of soft powdery sand along the Long Island Sound. The beach is favored for relaxation and enjoying the sights and sun and offers swimming, premier bird watching and beautiful scenery.
45.8 Miles
Formerly the summer retreat of the Choate family, Naumkeag is an old country estate which comprises of a preserved shingle-styled family home, numerous gardens, fountain pools and more, which are open for public viewing.
45.9 Miles
Golfers in and around Milford, Connecticut love to tee up at the Great River Golf Club. The course is challenging, beautiful and enjoyable for golfers of all skill levels. The Great River Golf Club has a pro shop and a restaurant, Monty's River Grille.
45.9 Miles
Naumkeag House is an extravagant Gilded Age mansion, comprised of the luxurious cottage and its iconic mid-20th century design gardens. The property is on over 46 acres of land, and visitors tour the house and gardens separately.