Quick answer: Public pickleball in Cheshire, Connecticut, is at Cheshire Park on Highland Avenue, which has dedicated, lighted pickleball courts run by the town’s Parks and Recreation Department. The town’s booking system lists six. Copper Valley Club has four more, but you need to be a member to play there.
The 30-second version
- Public courts: Cheshire Park, 1000 Highland Ave. The booking system lists six pickleball courts, numbered 1 to 6.
- Lights: yes. The town’s annual financial reports describe them as courts “including court lighting.”
- Court count caveat: the same reports say six courts in one place and eight in another, so I’m going with six.
- Reserving: through the town’s MyRec system, with hourly fees for some groups.
- Private option: Copper Valley Club, 5 Copper Valley Ct., four dedicated courts, membership based.
- Winter: both sites are outdoors, so the indoor clubs nearby are your cold-weather plan.
Where can you play pickleball in Cheshire, CT?
You can play pickleball in Cheshire at two places: the town’s Cheshire Park, which is public, and Copper Valley Club, which is private. I couldn’t find a third site with pickleball courts in the town’s records.
| Venue | Address | Courts | Access |
|---|---|---|---|
| Cheshire Park (town) | 1000 Highland Ave. | 6 dedicated, lighted, outdoors | Public; reservations through the town |
| Copper Valley Club | 5 Copper Valley Ct. | 4 dedicated, outdoors | Membership; non-members need a club CourtReserve account for programs |
Cheshire Park also has tennis courts, a basketball court, a sand volleyball court, three ball fields, the Mark Jardim picnic pavilion, a playground and public restrooms. The town’s booking system lists a north parking lot “near pavilion & pickleball/tennis courts,” so park there.
How many pickleball courts does Cheshire Park have?
The town’s booking system lists six pickleball courts at Cheshire Park, and that’s the number I’d plan around. The town’s own financial reports don’t agree with each other.
- The booking system: six numbered pickleball courts (“1-Near Left” through “6-Near Right”) and three tennis courts, as of November 2, 2026.
- The fiscal 2023 report: its description of the park says 3 tennis courts and 6 pickleball courts.
- The fiscal 2024 and 2025 reports: the same paragraph changes to 2 tennis courts and 8 pickleball courts.
- The statistics table in those same reports: it counts 6 pickleball courts town-wide for every year from fiscal 2020 through 2025.
The six-court count shows up three times and the eight-court count twice, and the booking system is what you’d actually use to reserve a court. If the town has added two courts, its booking calendar hasn’t caught up. Call Parks and Recreation at (203) 272-2743 if the exact number matters to your group.
One more thing from that table: in the year pickleball first shows up (fiscal 2020), the town’s tennis-court count drops from 14 to 11. The table doesn’t say the two are connected, but it fits a familiar New England pattern of towns turning tennis courts into pickleball courts. Our court grants guide explains how towns pay for those conversions.
Do Cheshire’s public pickleball courts have lights?
Yes. All three of the town’s recent financial reports describe the courts as “including court lighting,” and the town’s rental fee schedule charges a separate rate for a court with lights. That matters in the fall, when it gets dark before most people finish work.
The town doesn’t publish nightly shut-off times on the facility page I read. Check the posted signs at the courts or call the department before you plan a late session.
What does it cost to play pickleball in Cheshire?
The town publishes rental fees for reserving a court, but it doesn’t list a walk-up fee for casual play at Cheshire Park. Here’s the town’s facility rental schedule for one field or court:
| Who is booking | One court | One court with lights |
|---|---|---|
| Priority 1 and 2 (town programs, schools, mostly-Cheshire nonprofits and local groups) | No fee | No fee |
| Priority 3 (individuals, and nonprofits under 80% Cheshire residents) | $25/hour | $40/hour |
| Priority 4 (for-profit, non-local and commercial groups) | $75/hour | $90/hour |
Requests go through the town’s MyRec site or a paper rental form, and the town says it typically replies within five business days. Copper Valley Club lists its membership options on its CourtReserve page and says “Never a court fee,” so for members the cost is the membership.
What do the directories get wrong about Cheshire?
Two details in the online directories don’t match the venues’ own sources, and both matter if you’re driving or calling.
- The address: Pickleheads and Bounce, and our own court listing, put the Cheshire Park courts at 70 Stony Hill Rd. The town lists the park at 1000 Highland Ave. I’d use the town’s address and park in the north lot.
- The phone number: Bounce lists 203-272-0736 for Copper Valley. The club’s own site says 203-439-6360.
- The courts: Copper Valley says it has 5 red clay and 3 Har-Tru tennis courts plus 4 dedicated pickleball courts, which matches the directories’ count of four.
Where can you play pickleball near Cheshire in the winter?
Neither Cheshire site is indoors, so winter play means a short drive. Our Wallingford guide covers Centre Court, an indoor pickleball club in the next town over, and our indoor pickleball in Connecticut page lists the rest of the state’s indoor options.
For more outdoor courts nearby, see our guides to New Haven and Branford, or browse the full New England court directory. The Connecticut pickleball hub has the state-wide view, and if you’re new to the game, start with our dinking guide and the Paddle Finder.
FAQ: Pickleball in Cheshire, CT
Where are the public pickleball courts in Cheshire, CT?
At Cheshire Park, 1000 Highland Ave. The town’s booking system lists six dedicated pickleball courts there, next to the tennis courts and the north parking lot.
Are the Cheshire Park pickleball courts free?
The town doesn’t list a walk-up fee. Reserving a court costs $25 an hour for individuals ($40 with lights), and town programs and qualifying local groups pay nothing.
Do the Cheshire pickleball courts have lights?
Yes. The town’s annual financial reports describe the Cheshire Park pickleball courts as including court lighting, and its fee schedule has a separate lighted-court rate.
Can I play at Copper Valley Club without being a member?
Copper Valley is a membership club. Non-members need a club CourtReserve account to sign up for programs, so check its membership options before you go.
Is there indoor pickleball in Cheshire?
I couldn’t find any. Both Cheshire sites are outdoors. The nearest indoor club we cover is Centre Court in neighboring Wallingford.
