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ABOUT

Diamondplex Softball Complex • Winter Haven, Florida

Welcome to Winter Haven
Senior Softball

A place where players of all backgrounds come together to enjoy the game, stay active, and connect with great people.

Men
55+
Women
50+
Season
Jan–Feb
Draft held every December
First Pitch
9:30 AM
8:30 AM sign-in after time change

New to the area? Getting back into the game? Never played before? You're in the right place. We're a fun, active, welcoming group that loves softball and good company — and we mean it when we say there's a spot in the lineup for you.

Who Can Play

If you can smile and swing a bat, you'll fit in.

Men 55+ Women 50+ All Skill Levels Snowbirds Welcome
How It Works

Season & Divisions

How Our Season Works

Every December, we draft teams for our January–February season. Register before the draft and you'll be placed on a team — or choose to sign up as a pool player instead.

Draft: December • Season: January–February

Divisions

  • American League
  • National League (typically 70+)

Requests for a specific division are considered by the board.

Where We Play

Diamondplex Softball Complex

999 Avenue H NE
Winter Haven, FL 33880

Winter start: gates open at 9:00 AM, first pitch at 9:30 AM. After the time change: 8:30 AM sign-in.

Off-Season Pickup Games

No pressure, no standings — just softball and sunshine.

March – DecemberTuesdaysFridays
Getting Started

Your First Few Weeks

Show up to a pickup game

Come out on a Tuesday or Friday, off-season, and get a feel for the group — no commitment required.

We'll learn your skill level

No tryouts, no pressure — we just get a sense of where you'll have the most fun.

Get placed where you'll contribute

Come draft season, we'll help place you on a team where you'll fit right in and enjoy the game.

What to Bring

We've Got the Bats and Balls Covered.

Glove
Comfortable Shoes
Water
A Good Attitude
Welcome Aboard

See You on the Field!

We're excited to meet you — glove, shoes, and good company included. Ready to join us or have a question?