Inaugural Paddles for the Past Pickleball Tournament
Sat, Feb 28
|Roper & Dr. Philips YMCA
The Winter Garden Heritage Foundation is making history with our first-ever Paddles for the Past Pickleball Tournament. RSVP now for early access to registration and event details before the general public!


Time & Location
Feb 28, 2026, 9:00 AM – 2:00 PM
Roper & Dr. Philips YMCA
Guests
About the event
Grab your paddle and get ready, this is your chance to be part of something brand new!
Compete for the coveted Founder’s Golden Paddle trophy and claim your spot in an exciting new community tradition. Whether you’re a seasoned competitor or a weekend warrior, this tournament is designed to be just as fun off the court as it is on it.
Registration is now open, but space is extremely limited. Don’t wait to register.
Choose Your Bracket
This tournament features three brackets designed for all skill levels:
Recreational: Players with one year or less of pickleball experience
Competitive: Players with two years or more of pickleball experience
65+: Open to players 65 years and older
Participants in the Recreational and Competitive brackets must be 18 years or older to compete.
To ensure smooth gameplay and an elevated experience, participation is intentionally limited to 90 players (45 teams), with only 15 teams per bracket.
Teams must register as pairs of two. Individual registrations will not be matched with another player.
Registration Details
$225 per team (2 players)Includes tournament play, refreshments, wellness-inspired activations, a complimentary swag bag per team, and support of local historic preservation.
What to Expect
A high-energy tournament atmosphere with competitive play and a strong community vibe
Wellness-inspired activations, drinks, and light hors d’oeuvres
Local vendors, social moments, and opportunities to connect with fellow players and neighbors
Why Play?
The Cause: 100% of proceeds support free museums, protect our archives, and maintain historic buildings across West Orange County. By playing, you’re not just hitting a ball, you’re helping preserve the heart of our community.
Register now to secure your spot—once brackets fill, registration will close.
Proudly presented in partnership with the YMCA of Central Florida, with matches hosted at both the Roper YMCA and Dr. Phillips YMCA.



