- 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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1068
8.0 Miles
Giuffrida Park provides hiking opportunities for those who wish to travel to the top of Chauncey Peak. Providing plenty of photo opportunities to its visitors, the location offers views of Avon Mountain.
8.4 Miles
The 65-acre Paradise Hills Vineyard is one of the largest in Wallingford, Connecticut. Visitors are welcome to tour the vineyard, sample Paradise Hills' wines in the tasting room and spend time relaxing by the huge indoor fireplace.
8.6 Miles
Shooters Billiards and Arcade is a pool hall that dates to 1995. Shooters has 20 pool/billiard tables, hosts tournament play, has an arcade, pro shop, darts, and an onsite cafe.
8.8 Miles
Located on 75 acres of land, Extreme Paintball is a paintball facility that contains six different courses for play. The facility offers open paintball on the weekend as well as private event hosting seven days a week.
8.9 Miles
The whimsically-named Sleeping Giant State Park in Hamden, Connecticut takes its name from its characteristic hill formations. The park is free to visit, but guests who wish to use the parking lot must pay a small fee throughout most of the year.
8.9 Miles
Sitting on 140 acres of land, Gouveia Vineyards offers stunning views, picnic areas, indoor seating and 11 different wines. Wine tasting, events and seasonal offerings are also available to visitors.
8.9 Miles
Wallingford, Connecticut is home to the Gouveia Winery. The winery has a 32-acre vineyard and produces 11 wines. Visitors are welcome in the tasting room. Live music is available on most weekends.
9.0 Miles
The popular Lake Compounce Amusement Park is located in Bristol, Connecticut. It features roller coasters, thrill rides, a large wave pool, a tram, kiddie rides and many other divertisements for guests of all ages.
9.1 Miles
Opened in 1981, Hidden Valley is a mini-golf and entertainment complex offering a number of attractions for its guests to enjoy. In addition to an 18-hole mini-golf course, batting cages, birthday party hosting, and a patio grill are also available.