- 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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47.5 Miles
Lelanta Luxury Sailing Excursions is your ticket to experience what it is like to be racing on a boat in the open seas. The Lelanta, an 80-foot schooner, is available for day trips, weekend excursions, or even weeklong trips to a place of your choosing.
47.5 Miles
80%
45 votes
Garden and Main Sts., Sag Harbor, NY 11963
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For a maritime enthusiast, the Sag Harbor Whaling and Historical Museum is the place to visit. Featuring maritime artifacts dating back to the 1700's, the museum is housed in a building that has been declared a national treasure.
47.5 Miles
Whalers Museum is just as it sounds. It is a whaling museum located on the water in the harbor area. The museum is beautiful and has several interesting historical artifacts related to the whaling industry.
47.5 Miles
With Sag Harbor Historical Society, visitors can take a walking tour of the town or explore a museum. The museum features artifacts relevant to the town's history in a former resident painter's home.
47.6 Miles
Open throughout the year, Havens Beach provides access to the eastern portion of Lake Ontario. Guests can enjoy sandy beaches, shoreline bluffs, adjoining woodlands, three separate campgrounds, and even winter activities.
47.6 Miles
One of only 50 established puppet theaters in America, The Goat on a Boat Puppet Theatre aims at introducing young children to the performing arts. In addition to puppet shows, playgroups and workshops are available.
47.7 Miles
A stand up paddle board instruction center, Paddling With Claudia offers lessons for boarders of all experience levels. Instruction focuses on safety and fun, and is suitable for adults and for kids.
47.7 Miles
AMF Smithtown Lanes is a bowling alley with 36 lanes. Along with traditional bowling, the alley features a snack shop, a cocktail lounge, flat screen TVs, and an arcade.
47.8 Miles
Beautiful through the changing seasons, Fahnestock State Park offers an array of different activities through spring, summer, winter and fall. The park is popular for skiing, boating, camping and hiking.
47.8 Miles
Somewhere between an Irish pub and a high energy dance club, Napper Tandy's serves a full menu of pub favorites, and features a full bar. The pub also hosts live music.