Winter Garden Squeeze | Sports

Sports | Winter Garden Squeeze

Megan Bruinsma
July 15, 2026

Horizon High volunteer club inspired by experience with the Squeeze

Providence Koss began her Game Changers club through her experiences volunteering with the Winter Garden Squeeze to give other students those same opportunities.

Sports
Winter Garden Squeeze

Megan Bruinsma
July 7, 2026

Winter Garden Squeeze launch Sports Month at The Learning Experience

The Winter Garden Squeeze’s Ayden Elixson, Rylee Gibson and Cael Reish helped kick off Sports Month at The Learning Experience with a morning of teaching and activities.

Sports
Winter Garden Squeeze

Megan Bruinsma
July 5, 2026

Seven Winter Garden Squeeze players named to the All-Star team

The Florida Collegiate Summer League All-Star game is Tuesday, July 7.

Sports
Winter Garden Squeeze

Megan Bruinsma
July 1, 2026

Returning Winter Garden Squeeze interns bring last year's experience into new summer roles

Second-year interns Daniella DiSciullo and Zachary Moore are important pieces of the puzzle behind the scenes of the Winter Garden Squeeze as they’ve stepped into their new roles.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 24, 2026

More than a place to stay: Hosting Winter Garden Squeeze players shaped Windermere couple's summers

Karen and Jerry Fay served as a host family for many years for the Winter Garden Squeeze players.

Sports
Winter Garden Squeeze

Michael Eng
June 23, 2026

Winter Garden Squeeze tees off with PopStroke Golf Tournament

This event takes place from 9:30 to 11:30 a.m. Saturday, June 27, at PopStroke Hamlin, 5487 Hamlin Groves Trail, Winter Garden.

Arts + Entertainment
Things to Do

Megan Bruinsma
June 21, 2026

PHOTOS: Squeeze dominate for Field of Dreams Night

The Winter Garden Squeeze won 6-3 over the Leesburg Lightning Saturday, June 20.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 17, 2026

Winter Garden Squeeze's new coaching staff combines college coaching and MLB experience

First-year coaches Steven Crabtree and Dewon Brazelton have combined their coaching and playing experience to craft the collegiate players.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 9, 2026

Winter Garden Squeeze's first rebrand centers around the community

The Winter Garden Squeeze has changed its logo and colors for the first time since its inaugural season in 2014, reflecting the changing community.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 5, 2026

PHOTOS: Winter Garden Squeeze take first home win of the season

The Squeeze topped the Orlando Snappers during its game honoring little leaguers and former coaches Thursday, June 4.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 3, 2026

Former local little leaguers return to the community as the Squeeze

Meet the six Winter Garden Squeeze players who were introduced to the sport in local Little Leagues and now are returning to represent their hometown on the college stage.

Sports
Winter Garden Squeeze

Megan Bruinsma
June 3, 2026

Look through history: How baseball has transformed West Orange over the years

Winter Garden was one of Central Florida’s strongest baseball communities in its early days. Now the community is home to a local collegiate baseball summer league team.

Sports
Winter Garden Squeeze

By Adam Bates, Brian Koss
June 3, 2026

Squeeze introduces Tent City to its home games

Tent City is a new attraction to bring attraction for the fans to engage and interact with.

Sports
Winter Garden Squeeze

By Adam Bates, Brian Koss
June 3, 2026

Winter Garden Squeeze welcomes its 13th season

The Squeeze has returned for the 2026 season, bringing collegiate baseball players to West Orange.

Sports
Winter Garden Squeeze

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