- Our list of the best things to do in Cheshire, Connecticut, features the top 451 nearby activities — including 186 great attractions with user approval ratings of 90% or more!
- Cheshire, 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 10 things to do within the city of Cheshire, CT , followed by 441 popular activities in nearby cities, including New Haven, Hartford, West Hartford, Hamden, Middletown, Wallingford, Bristol, Waterbury, Milford, Branford, Newington, Guilford, Wethersfield, New Britain, Farmington, Torrington, Bloomfield, Madison, Southington, Trumbull, Stratford, West Haven, East Haddam, Woodbury, Litchfield, Southbury, Avon, Clinton, Shelton, Glastonbury, Meriden, New Hartford, East Hartford, Simsbury, Naugatuck, Washington Depot, South Windsor, Plantsville, Mashantucket, Windsor, Manchester, East Haven, Washington and Goshen
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49.7 Miles
A haven for devotees of handcrafted wooden boats, the Mystic Seaport is a charming port in Connecticut. It features rental slips, a museum, shops and a working repair yard. It is also the venue for Mystic's annual wooden boat show.
49.7 Miles
83%
6 votes
100 Montauk Highway, Southampton, NY 11968
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Run and guided by Shinnecock members, the Shinnecock Museum & Cultural Center offers a look into the history and current life on the Shinnecock Indian reservation. The center features many events, a lively gallery of paintings, and a sculpture collection.
49.7 Miles
95%
38 votes
1053
Seaside Shadows
10 Cottrell Street, Mystic River Park, Mystic, CT 06247
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As a ghost tour, Seaside Shadows takes visitors on a walking trip through cemeteries and the downtown area while narrating the history of famous individuals from the town. The tour guide gives tips for taking psychic pictures with cameras.
49.7 Miles
78%
77 votes
75 Greenmanville Ave, 7, Mystic, CT 06355
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Mystic Seaport - The Museum of America & the Sea offers a variety of nautical history exhibits and artifacts along with historic vessels and buildings. The museum also hosts several public events and programs.
49.7 Miles
Located on Community Field Road, Wyatt Harper Dog Park offers a place for your dog to enjoy a leashless run. The park offers restrooms and also has a nearby creek for fresh water for your dog.
49.8 Miles
One of the most unique attractions in Mystic, Connecticut is B.F. Clyde's Cider Mill. It is a working steam-powered mill, and the oldest of its type in the United States. The mill is open from September through mid-December.
49.8 Miles
Experience the yesteryears with a visit to the historic Palmer House in Stonington. Built by the Palmer brothers in the mid-1800’s, it offers water views along with authentic portraits and furnishings.
49.8 Miles
Hudson Highlands State Park is 6,000 gorgeous acres of mostly undeveloped natural land. Frequented by guests most popularly for the extensive offering of hiking trails, the park is also great for sightseeing, kayaking and canoeing.
49.9 Miles
Devoted to the study, appreciation and protection of marine life, the Mystic Aquarium features a bevy of exhibits and programs for all ages. It includes a children's touch tank, docent-guided tours and dozens of fascinating and beautiful marine species.
49.9 Miles
Located in Greenwich, Connecticut, the Audubon Center is a wildlife preserve with a special emphasis on native birds. The Center offers many public programs and welcomes visitors. School field trips and other group excursions should be scheduled in advance.