It's hard to believe, but 2026 isn't all that far off, and our late fall pickleballers are staying busy on the courts, and we'll be keeping them playing right up until the holidays! While teams are busy dinking, we took a look ahead to the winter season to make sure we have plenty of pickleball all winter long. We'll be back at Velum Fermentation on Monday and Wednesday nights for the winter ‘26 season, with different skill levels each night so everyone can get involved.
We ask that you consider your team's skill level prior to registering, as you'll have to choose which division your team would like to participate in at the time of registration. Be sure to register for a league offering the appropriate division for your team…this will help ensure our leagues are filled with fun and competitive matchups all season long! Not sure which skill level is best for your team? Check out our description of what each division offers. See below for winter pickleball information and league offerings, and email Ky with any questions!
Click here to see our pickleball FAQ page!
Read the FAQ page and still have questions? Email Ky!
PSL Winter '26 pickleball registration will open at 12pm on Tuesday, November 18th.
Free agents are able to register for a league once the league is listed on our website. Questions about registering as a free agent? Check out our free agent FAQ page!
Want to map out your 2026 with PSL pickleball in mind? Our 2026 league planning dates will be available soon, so stay tuned.
Planning to register a team? See below for important info team captains need to know about PSL pickleball leagues!
- PSL Late Fall '25 pickleball registration will open at 10am on Monday, September 15th
- All PSL participants must be 18 years of age or older and PUMP members in good standing
- This pickleball league is scheduled to run from Tuesday, October 7th to Tuesday, December 16th with no matches on Tuesday, November 4th and Tuesday, November 11th
- The league fee is $190
- Matches will be played at 6pm, 7pm, and 8pm each Tuesday at the West Penn Rec Center
- All league players must be rostered on PSL's website and have accepted our waiver to be eligible to participate in this league
- Teams may have up to four (4) players on their roster
- League format is 2 vs 2 and there are no gender restrictions
- Teams are guaranteed eight (8) matches
- Each match consists of three (3) games played to 11 points
- PSL's pickleball rules can be found here:
https://pittsburghsportsleague.leaguelab.com/page/Pickleball-Rules
- Questions? Email Ky at kylen@pump.org
10.7, 10.14, 10.21, 10.28, 11.18, 11.25, 12.2, 12.9, 12.16
6:00 PM, 7:00 PM, 8:00 PM
- PSL Late Fall '25 pickleball registration will open at 10am on Monday, September 15th
- All PSL participants must be 18 years of age or older and PUMP members in good standing
- This pickleball league is scheduled to run from Wednesday, October 15th to Wednesday, December 17th with no matches on Wednesday, November 26th
- The league fee is $190
- Matches will be played at 6pm, 6:45pm, 7:30pm, 8:15pm, and 9pm each Wednesday at Velum Fermentation
- All league players must be rostered on PSL's website and have accepted our waiver to be eligible to participate in this league
- Teams may have up to four (4) players on their roster
- League format is 2 vs 2 and there are no gender restrictions
- Teams are guaranteed eight (8) matches
- Each match consists of three (3) games played to 11 points
- PSL's pickleball rules can be found here:
https://pittsburghsportsleague.leaguelab.com/page/Pickleball-Rules
- Questions? Email Ky at kylen@pump.org
10.15, 10.22, 10.29, 11.5, 11.12, 11.19, 12.3, 12.10, 12.17
6:00 PM, 6:45 PM, 7:30 PM, 8:15 PM, 9:00 PM
- PSL Late Fall '25 pickleball registration will open at 10am on Monday, September 15th
- All PSL participants must be 18 years of age or older and PUMP members in good standing
- This pickleball league is scheduled to run from Monday, October 20th to Monday, December 15th
- The league fee is $190
- Matches will be played at 6pm, 6:45pm, 7:30pm, 8:15pm, and 9pm each Monday at Velum Fermentation
- All league players must be rostered on PSL's website and have accepted our waiver to be eligible to participate in this league
- Teams may have up to four (4) players on their roster
- League format is 2 vs 2 and there are no gender restrictions
- Teams are guaranteed eight (8) matches
- Each match consists of three (3) games played to 11 points
- PSL's pickleball rules can be found here:
https://pittsburghsportsleague.leaguelab.com/page/Pickleball-Rules
- Questions? Email Ky at kylen@pump.org
10.20, 10.27, 11.3, 11.10, 11.17, 11.24, 12.1, 12.8, 12.15
6:00 PM, 6:45 PM, 7:30 PM, 8:15 PM, 9:00 PM
- PSL Winter '26 pickleball registration will open at 12pm on Tuesday, November 18th
- All PSL participants must be 18 years of age or older and PUMP members in good standing
- This pickleball league is scheduled to run from Monday, January 5th to Monday, March 2nd
- The league fee is $200
- Matches will be played at 6pm, 6:45pm, 7:30pm, 8:15pm, and 9pm each Monday at Velum Fermentation
- All league players must be rostered on PSL's website and have accepted our waiver to be eligible to participate in this league
- Teams may have up to four (4) players on their roster
- League format is 2 vs 2 and there are no gender restrictions
- Teams are guaranteed eight (8) matches
- Each match consists of three (3) games played to 11 points
- PSL's pickleball rules can be found here:
https://pittsburghsportsleague.leaguelab.com/page/Pickleball-Rules
- Questions? Email Ky at kylen@pump.org
1.5, 1.12, 1.19, 1.26, 2.2, 2.9, 2.16, 2.23, 3.2
6:00 PM, 6:45 PM, 7:30 PM, 8:15 PM, 9:00 PM
- PSL Winter '26 pickleball registration will open at 12pm on Tuesday, November 18th
- All PSL participants must be 18 years of age or older and PUMP members in good standing
- This pickleball league is scheduled to run from Wednesday, January 7th to Wednesday, March 4th
- The league fee is $200
- Matches will be played at 6pm, 6:45pm, 7:30pm, 8:15pm, and 9pm each Wednesday at Velum Fermentation
- All league players must be rostered on PSL's website and have accepted our waiver to be eligible to participate in this league
- Teams may have up to four (4) players on their roster
- League format is 2 vs 2 and there are no gender restrictions
- Teams are guaranteed eight (8) matches
- Each match consists of three (3) games played to 11 points
- PSL's pickleball rules can be found here:
https://pittsburghsportsleague.leaguelab.com/page/Pickleball-Rules
- Questions? Email Ky at kylen@pump.org
1.7, 1.14, 1.21, 1.28, 2.4, 2.11, 2.18, 2.25, 3.4
6:00 PM, 6:45 PM, 7:30 PM, 8:15 PM, 9:00 PM
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