Cheshire Park

Court Details

About this court

At Cheshire Park on Highland Avenue in Cheshire, CT, pickleball courts are free to the public and accessible every day from 7:30 AM to 8:00 PM — no fees, no memberships required. The courts are positioned in the tennis court area, accessible off Stony Hill Road just north of the Cheshire prison entrance on Route 10, and are rated in good condition. For those seeking dedicated court time, priority play windows are scheduled on Tuesday and Thursday evenings from 5:30 PM to dark, and Friday mornings from 9:00 to 11:00 AM, making it easier to plan around peak demand. The park earns a 4.5-star Google rating across 93 reviews, reflecting a broadly positive experience for visitors of all ages. Players and families note that the grounds support a range of activities — baseball fields, trails, and a playground complement the multi-sport court area. Amenities include restrooms, a picnic area with pavilion, and the park is explicitly dog-friendly and kid-friendly, making it a practical destination for combining a pickleball session with a family outing. Some visitors mention that parking can get tight during busy periods, so arriving at the first entrance and walking in is a practical tip. For questions or additional information, the park can be reached through contact Pauline Cacace at 203-598-1385.

Notes

Contact: Pauline Cacace Phone: 203-598-1385 Fee: No charge Comment: Courts are located at the tennis court area of Cheshire Park, off of 70 Stony Hill Rd. one block north of the Cheshire prison entrance (Rte. 10) Priority times for players: Tuesday, Thursday: 5:30pm - dark Friday 9am - 11am.