- 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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23.5 Miles
Penwood State Park offers cross-country skiing and hiking opportunities along its various trails, including a nature trail that was created by the Youth Conservation Corps. The site's facilities include bathrooms, picnic shelters, and picnic tables.
23.5 Miles
New and experienced home brewers and winemakers will find a treasure trove of equipment, supplies, and knowledgeable staff at Stomp N Crush. The store also hosts winemaking classes and meetings of the Maniacal Association of Shoreline Homebrewers.
23.5 Miles
Sky Endeavors is a business providing memorable hot air balloon rides over the local towns and cities. Each tour is filled with memorable sights, champagne toasts, and picturesque photo opportunities.
23.6 Miles
Clinton, Connecticut is home to the Chamard Vineyards, which produces French-style wines from local grapes. Chamard has a bistro, tasting room and wine shop, plus many acres of vineyard space.
23.6 Miles
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0 votes
11 Deer Run, East Haddam, CT 06423
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The Captain's Fishing Adventures & River Tours is a tour company that offers personalized excursions of the Connecticut River and fishing tours in Long Island South. The company offers group and private tours.
23.6 Miles
The Pinchot Sycamore Tree Park leisure park that is home to the Pinchot Sycamore, which is best known for being the largest tree in Connecticut. The park has trees that are estimated to be 200-300 years old.
23.6 Miles
With state of the art equipment, Digiplex Destinations features the most up-to-date films along with special showings including independent films. The theater is further equipped with eight screens, digital projection and concessions.
23.6 Miles
Visitors can enjoy horseback riding lessons and horse shows at Sweetwater Farm Feed & Equpment. The farm also offers training and boarding, pony rides, and is available to host birthday parties.
23.7 Miles
Featuring a 1.25-mile hiking trail, Talcott Mountain State Park boasts a beautiful observation tower that is open to tourists throughout the week. Visitors should plant to spend roughly 40 minutes on the trail before reaching the tower.
23.7 Miles
Owned and operated by Carmike Cinemas, Cinerom is a local movie theater showing the latest film releases to its guests. Amenities at the theater include theater rentals and a number of concession options.