Pickleball Membership (18+) 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 have your receipt ready to present to the check in volunteer at Leonard.

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
 
   This Activity Full
 Log In
Pickleball Fall Membership (Non Resident) 18+ 
18y - 99y N/A SuMTuWThFSa  09/02/2025 - 12/12/2025
09:00 AM - 06:00 PM

Leonard Field - Tennis Court 1
$35.00 Non-Res
 
   Log In
Pickleball Membership (Resident) 18+ 
18y - 99y N/A SuMTuWThFSa  06/09/2025 - 06/09/2026
View Times

Leonard Field - Tennis Court 1
$0.00 Res
* Adjustments and discounts will be applied during checkout if applicable. *

 Return to Programs    View All Activities


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