
Orlando Squeeze Fall Classic Comes to Winter Springs
The City of Winter Springs, in partnership with AdventHealth, is proud to welcome the Orlando Squeeze Fall Classic Pickleball Tournament, taking place November 7–9, 2025, at the brand-new AdventHealth Central Winds Pickleball Courts.
Presented by Everything Racket Sports, this second-annual tournament brings top-notch competition, fun fall vibes, and a community celebration right here in Winter Springs.
🏆 Tournament Highlights
- Round Robin format followed by playoffs
- Brackets include: Men’s Doubles, Women’s Doubles, Mixed Doubles, and Singles/Doubles Moneyball
- Divisions: 3.0, 3.5, 4.0, 4.5, 5.0+
- Age Groups: Any Age & 50+
- Medals 🥇🥈🥉
🎟 Registration
- $45 per player | $20 per bracket | $55 per Moneyball
- Includes a free tournament shirt and entry into the Selkirk Sweepstakes
Commissioner Event
Join us on Saturday, November 8, 2025, at 10:00 AM for a special Commissioner event highlighting the collaboration between AdventHealth and the City of Winter Springs at the new courts. Elected officials and City staff are encouraged to attend.
🍁 What to Expect
- Free admission for spectators and media
- Festive fall-themed atmosphere
- Local vendors and sponsors onsite
- Free hydration for players
- Community fun and support!
📍 Event Details
- Date: November 7–9, 2025
- Location: Central Winds Park – AdventHealth Central Winds Pickleball Courts
- Address: 900 E State Rd 434, Winter Springs, FL 32708
- Parking: Free
This event also highlights the City’s new collaboration with AdventHealth, marking the launch of the AdventHealth Central Winds Pickleball Courts — a premier 14-court facility designed to bring more recreational opportunities to Winter Springs.