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Cleveland Park Commission

Registration Listing

Rollin' in The Park Challenge

Fun day in at Bear Pen park. Bring your bike and lets Ride!

3 and 4 year olds

Registration closes on 05/07/2026 at 12:00 AM
Season Dates: 05/09/2026 to 05/09/2026

$0.00

+ Register Now

5 and 6 year olds

Registration closes on 05/07/2026 at 12:00 AM
Season Dates: 05/09/2026 to 05/09/2026

$0.00

+ Register Now

7 and 8 year olds

Registration closes on 05/07/2026 at 12:00 AM
Season Dates: 05/09/2026 to 05/09/2026

$0.00

+ Register Now

9 and 10 year olds

Registration closes on 05/07/2026 at 12:00 AM
Season Dates: 05/09/2026 to 05/09/2026

$0.00

+ Register Now

11 and 12 year olds

Registration closes on 05/07/2026 at 12:00 AM
Season Dates: 05/09/2026 to 05/09/2026

$0.00

+ Register Now

Pickleball Play 2026

Open play pickleball is available year-round with a seasonal schedule. In February, November, and December, open play will be held on Saturdays only. From March through October, open play will take place on Mondays, Thursdays, and Saturdays. Monday and Thursday play runs from 5:30–8:00 PM, while Saturday play is from 9:00–11:30 AM. All days and times are subject to change.

The annual pickleball pass is $125 and is valid through December 2026. Passes purchased in July or later will still expire in December 2026. A $10 drop-in fee is available for those without a pass. Participants ages 60 and older may play for free with a valid ID.