- 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
Showing 411-420 of
1068
23.8 Miles
Milford's Walnut Beach is a resort community that also features public events and shopping. Its breezy boardwalk is a popular spot for afternoon strolling and people watching. The Walnut Beach community also holds closed events, which are off-limits to non-members.
23.8 Miles
100%
1 votes
412
Old Farm School
151 School St. Corner of Park Ave (Rt 178), Bloomfield, CT 06002
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Built in 1796, Old Farm School operated as a school house up until 1922. Currently, it has been restored by a local historical society and is open to tours on Sundays.
23.8 Miles
The primary features of Filley Park revolve around a brook, a pond, and an island that is set against a naturally wooded hillside. Newer aspects of the park include an arboretum, a rain garden, and natural playgrounds.
23.8 Miles
Located on 37 acres of land, Hillside Stable is an equestrian center offering a number of services for horses and their owners. Services that the center offers include boarding, riding lessons, and horses for lease/sale.
23.8 Miles
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0 votes
420 Barberry Road, Madison, CT 6443
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The Helen Joyce Center for Horsemanship is a full service equestrian facility that features a lighted indoor riding arena, permanent boarding services, and training services. The facility also offers horseback riding lessons.
23.9 Miles
Visitors can rent bikes, stand-up paddleboards, motor scooters, kayaks, and a variety of beach equipment at Scoot & Paddle. The shop is locally owned and operated and visitors can explore Long Island Sound, marshlands, lakes, roads, and more.
23.9 Miles
Offering unique tubing excursions, Farmington River Tubing is one of the post popular adventure tourism firms in New Hartford, Connecticut. All tubes and life vests are provided, and the price of each trip includes transportation to the beginning of the tube run.
23.9 Miles
84%
32 votes
on Rt. 44 or 2.4 miles west of jct. Rt. 44/179, New Hartford, CT
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Located in New Hartford, Connecticut, the Satan's Kingdom State Recreation Area is a free park that is immensely popular with kayakers and tubing enthusiasts. It is busiest during the summer tubing season.
24.0 Miles
79%
29 votes
25 East Weatogue Street, Simsbury, CT 06070
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Opened seasonally, Rosedale Farms & Vineyards offers fresh vegetables, fruits, and wines for shoppers to purchase. The location offers wine tastings, farm fests, chef-to-farm dinners, and access to a corn maze.
24.0 Miles
Stratford Performing Arts Academy is a family owned business that offers classes of all genres. They provide two types of programs, Recreational Dance and Competitive Companies and dancers perform in shows along with numerous competitions and benefits throughout the season.