- 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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31.7 Miles
With a 42 ft boat for offshore and 30 ft boat for inshore fishing, Islander Sport Fishing Charters provides fishing trips and sunset cruises. Inshore charters can be half or full day and offshore can be 1 or 2 days.
31.7 Miles
Providing training in lacrosse, skating and hockey techniques, Fairfield Ice Academy is a multi-purpose facility. Throughout the year, special programs and activities such as summer skating camps and community hockey leagues are offered.
31.7 Miles
Providing a space for indoor fitness activities, Sportsplex@Fairfield has amenities like a rock climbing gym, field house, and gymnasium. The complex hosts games for a sport called Knockerball, where visitors dress in inflatable balls.
31.8 Miles
The outdoor 40-acre Ives Concert Park is a park that is used as a center for the performing arts. The theater features an amphitheater, a pond, gardens, and public hiking trails that can be used for walking or running.
32.0 Miles
The Morrison Gallery is an art gallery that displays the works of Robert Lenz, Billy Martin, Karen Petersen, and Tim Prentice. The gallery is best known for the Sculpture on 7 themed works.
32.0 Miles
United Indoor Soccer actually offers an array of indoor sports programs, including soccer, flag football, baseball, tennis, and others. The facility is available for party and event rentals, and sometimes hosts concerts.
32.0 Miles
A popular spot for swimming and fishing in a natural surrounding, Uncas Pond is stocked with trout by the Massachusetts Fisheries and Wildlife Department. The pond is also a good spot for flatwater paddling and canoeing.
32.1 Miles
Visitors to Kent Falls State Park enjoy hiking, biking, picnicking and other fun outdoor pursuits. Park entrance is free, but guests must pay to park between Memorial Day and Labor Day.
32.3 Miles
Situated at the highest point in Westport, the Rolnick Observatory is an observatory dome that sits on the top of an old NIKE radio tower. The site houses a Newtonian reflector.
32.3 Miles
Heron American Craft Gallery is a shop with all kinds of handmade art gifts including jewelry, pottery, clothing and toys. It also serves as a gallery with the range of items on display from glass and sculptures to prints.