Winchester Recreation Department
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Winchester Pickleball Membership • Register • View Cart •

This membership will grant access to register and participate in our outdoor open play at Leonard Field. You MUST have a membership to play. 

Please present your confirmation receipt to our volunteers before play. This will be emailed to you once registered and you can present it on your phone. 

Create a WinRec Account Before Registering for Membership
To create an account through Winchester Recreation, please click the link below and follow the steps before registering for a membership:

https://winchesterma.myrec.com/info/household/login.aspx

Membership Fees
Residents: FREE
Non Residents: *Seasonal fee of $35

*Seasonal fee is considered for the Fall, Spring and Summer

To Register for Open Play

Once registered for play, you can sign up to play at the link below: 
Playtimescheduler.com.

Open Play Dates and Times
September 2 - December 12

Mondays, Wednesdays, Fridays
10:00am-12:30pm (2.5+)

Tuesdays and Thursdays**
4:30pm-7:00pm (2.75+) 

Saturdays
4:30pm-7:00pm (2.75+) 

Sundays 
10:00am-12:30pm (2.5+)
 
Thursdays** - Dedicated specifically to residents ONLY with membership

Register Activity Ages Grades Days Date/Time Fees
 
   Log In
Pickleball Membership (Resident) 
18y - 99y N/A SuMTuWThFSa  06/09/2025 - 08/31/2025
09:00 AM - 09:00 PM
Leonard Field - Tennis Court 1 		$0.00 Res, $0.00 Non-Res
* Adjustments and discounts will be applied during checkout if applicable. *

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