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THE WINTER PARK PLAYHOUSE

812 East Rollins Street Orlando FL 32803
Orlando, FL 32803

From My Hometown
From My Hometown
1/23 - 2/21/2026


Southeastern Regional Premiere! This critically acclaimed Off-Broadway musical is a "rags to riches" tale of three young men just off the bus from their hit-record producing hometowns ...



​​​​​​​Ms. Laura Hodos to Return to The Winter Park Playhouse With OLD FRIENDS


by Chloe Rabinowitz - December 12, 2025

Ms. Laura Hodos returns to The Winter Park Playhouse cabaret stage in her latest solo cabaret - Old Friends. Playhouse Music Director Christopher Leavy will accompany on piano. ...

SOUL TRAIN LIVE Comes to The Winter Park Playhouse In February


by A.A. Cristi - December 09, 2025

As part of their Sounds of the World Series, The Winter Park Playhouse has teamed up again with Barbara Chandler Productions to present Soul Train Live on Thursday, February 5 at 7:00 pm. ...

HONKY TONK ANGELS Holiday Hoedown is Coming to The Winter Park Playhouse At Orlando Shakes


by Chloe Rabinowitz - December 03, 2025

The Winter Park Playhouse, temporarily performing at the Orlando Shakes theatre complex, is presenting 'Honky Tonk Angels Holiday Hoedown' this holiday season. ...

BWW Q&A: Heather Alexander Talks The Winter Park Playhouse 2025-2026 Season


by Joshua Wright - November 25, 2025

The Winter Park Playhouse is a professional musical theatre affiliated with Actors' Equity Association and The National Alliance For Musical Theatre. This well respected 23 year old cultural gem sits in the heart of Winter Park Florida and features a Mainstage Season of Off-Broadway shows and Region...

Carol Stein To Present CAROL’S CAROLS: A MUSICAL HOLIDAY CELEBRATION At Winter Park Playhouse


by A.A. Cristi - November 21, 2025

Pianist and vocalist Carol Stein will perform her new holiday cabaret CAROL’S CAROLS as part of the Winter Park Playhouse Spotlight Cabaret Series on December 10 and 11, 2025. ...

The Winter Park Playhouse To Present SINATRA AND FRIENDS One-Night-Only Event This December


by A.A. Cristi - October 22, 2025

The Winter Park Playhouse will present Sinatra and Friends, a dynamic 90-minute concert featuring the acclaimed Mark Raisch and his band The Martinis, for one night only on Tuesday, December 16, 2025, at 7:30 p.m....

Adam Biner Returns To Winter Park Playhouse With New Solo Cabaret BACK TO THE BASICS


by A.A. Cristi - October 17, 2025

Acclaimed triple-threat performer Adam Biner will return to The Winter Park Playhouse with his new solo cabaret, Back to the Basics, on Wednesday, November 19 and Thursday, November 20 at 7:30 p.m. as part of the theatre’s popular Spotlight Cabaret Series....

The Winter Park Playhouse Secures Home on Orange Avenue After Approval of TDT Grant Funding


by Stephi Wild - September 25, 2025

After months of anticipation and negotiation, The Winter Park Playhouse has secured a long-term home in Winter Park after the City of Winter Park purchased the venerable building with Orange County Tourism Development Tax (TDT) grant funds. ...

Desiree Montes Will Perform SOUNDS OF DESIREE: REPRISIN’ AND MANIFESTIN’ at Winter Park Playhouse


by A.A. Cristi - September 19, 2025

The Winter Park Playhouse will welcome acclaimed performer Desiree Montes in her new solo cabaret Sounds of Desiree: Reprisin’ and Manifestin’ on Wednesday, October 15, and Thursday, October 16, 2025, as part of the Spotlight Cabaret Series. ...

Desiree Montes to Present New Solo Cabaret at The Winter Park Playhouse


by Chloe Rabinowitz - September 19, 2025

The multi-skilled Ms. Desiree Montes will take to the cabaret stage at The Winter Park Playhouse in her new solo cabaret - Sounds of Desiree: Reprisin' and Manisfestin'. ...

Past Shows

Finding Our Way Back
6/19 - 6/22/2025


Finding Our Way Back is a new musical that explores the lives of sisters Zoey and Paige as they escape their stifling small-town environment for ...

Ink & Paint
6/19 - 6/22/2025


Ink & Paint is a musical that tells the story of the first all-women animation unit at Disney, focused on their work on the film ...

Place To Stay
6/19 - 6/22/2025


Place To Stay is a fast-paced musical comedy about a couple in search of a home in the suburbs. As their quest intertwines with another ...

Speakerheart
6/19 - 6/22/2025


Speakerheart is a new musical featured in the 8th Annual Florida Festival of New Musicals at The Winter Park Playhouse. With music and lyrics by ...


Spirit of the Game: The Ultimate Musical follows the journey of Johnny Diskasis, a disgraced former football star, as he returns to his roots on ...

Taking Off!
6/19 - 6/22/2025


Taking Off! is a rollicking musical comedy set in 1967, capturing the glamorous world of air travel. Follow Amelia Dareheart as she dreams of becoming ...


Desiree Montes takes the stage for her solo cabaret at The Winter Park Playhouse, showcasing her talents through a mix of cherished and memorable roles. ...

An Ode To The Classics
2/26 - 2/27/2025


Rachel Hope Ihasz brings her solo cabaret debut to The Winter Park Playhouse with An Ode To The Classics, part of the Spotlight Cabaret Series ...

Videos


From My Hometown in Orlando From My Hometown
The Winter Park Playhouse (1/23 - 2/21) Tracker
PHOTOS DISCOUNT
Tiara’s Hat Parade in Orlando Tiara’s Hat Parade
Orlando Family Stage (2/7 - 2/22)

NEW PLAY Tracker
Yo, Ho, Ho! Let’s Go! in Orlando Yo, Ho, Ho! Let’s Go!
Orlando Family Stage (1/24 - 2/22) Tracker
Lilly and the Pirates the Musical in Orlando Lilly and the Pirates the Musical
Orlando Family Stage (2/21 - 3/15)

NEW MUSICAL Tracker
The Sleeping Beauty: International Ballet Stars in Lauderhill, FL! On March 07, 2026 in Orlando The Sleeping Beauty: International Ballet Stars in Lauderhill, FL! On March 07, 2026
Lauderhill Performing Arts Center (3/7 - 3/7)
Maximum Queen On February 20, 2026 in Orlando Maximum Queen On February 20, 2026
Charlotte Harbor Event and Conference Center (2/20 - 2/20)
Kimberly Akimbo in Orlando Kimberly Akimbo
Dr. Phillips Center for the Performing Arts (4/14 - 4/19)
The Mozart Dinner in Orlando The Mozart Dinner
Dr. Phillips Center for the Performing Arts (1/31 - 1/31)
A Decade of Divas in Orlando A Decade of Divas
Dr. Phillips Center for the Performing Arts (5/16 - 5/16)
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