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Inaugural Paddles for the Past Pickleball Tournament

Sat, Feb 28

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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!

Registration is closed
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Inaugural Paddles for the Past Pickleball Tournament
Inaugural Paddles for the Past Pickleball Tournament

Time & Location

Feb 28, 2026, 9:00 AM – 2:00 PM

Roper & Dr. Philips YMCA

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.

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Healthy West Orange Heritage and Cultural Center

21 East Plant Street
Winter Garden, FL 34787

407-656-3244

 

Tuesday: 11am – 3pm

Wednesday: 11am – 3pm

Thursday: 11am – 3pm

Friday: 11am – 3pm

Saturday: 11am – 3pm

Central Florida

Railroad Museum 

101 South Boyd Street
Winter Garden, FL 34787

407-656-0559

 

Tuesday: 11am – 3pm

Wednesday: 11am – 3pm

Thursday: 11am – 3pm

Friday: 11am – 3pm

Saturday: 10am – 3pm

Website: https://www.cfrhs.org/

Heritage Museum

One North Main Street
Winter Garden, FL 34787

407-656-3244

 

Tuesday: 11am – 3pm

Wednesday: 11am – 3pm

Thursday: 11am – 3pm

Friday: 11am – 3pm

Saturday: 11am – 3pm

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FOUNDATION BOARD MEMBERS

Frank Chase, President

Mike Forrester, Vice President

Phil Cross, Secretary

Larry Cappleman, Treasurer

Ward Britt

Howard Brown

A.J. Burnett

Amanda Daluga

 

Stina D'uva

Cyndi Gustafson

Iliana Jones

Amy Quesinberry

FOUNDATION STAFF

 

Kristi Karst Gomen, Executive Director

kkgomen@wghf.org

Jeanne Griffith, Grant Writer
jgriffith@wghf.org

Will McCoy, Museum Director

wmccoy@wghf.org

CONTACT US

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Copyright 2026 Winter Garden Heritage Foundation

OUR PARTNERS

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