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THE WINTER PARK PLAYHOUSE

812 East Rollins Street Orlando FL 32803
Winter Park , FL 32789

Upcoming Shows

The Pin-Up Girls
The Pin-Up Girls
Mar 20 – Apr 25, 2026

The Winter Park Playhouse - Winter Park, FL 32789The Pin-Up Girls - March 20 - April 25, 2026 From The Andrews Sisters to hip-hop and Gershwin to Beyonce,...



Review: LILLY AND THE PIRATES THE MUSICAL at Orlando Family Stage


by Julie Gardieff - February 25, 2026

Yo ho ho! Ahoy mateys!  X marks the spot on this musical based on the 2013 novel by Phyllis Root. Lilly and the Pirates is about a 10 year old girl (Lilly) who has a lot of worries.  When her eccentric scientist parents send her to live with a relative while they are in search of an exotic form of...

Review: TIARA'S HAT PARADE at Orlando Family Stage


by Julie Gardieff - February 25, 2026

Tiara’s Hat Parade is based on the 2021 book written by Kelly Starling Lyons and was adapted for the stage by Paige Hernandez. It tells the story of a girl named Tiara Rose who helps her mother in her hat shop, Tracy Rose Millinery....

Review: ANGELS IN AMERICA, PART TWO: PERESTROIKA at Theater West End


by Albert Gutierrez - February 21, 2026

Theater West End was wise to split Angels in America in the season as two separate performances, each with their own block in the schedule. Originally, I was concerned that the Part Two of it all might turn away prospective theatergoers. But upon watching both parts now, and bearing in mind my own f...

Review: MY DEAR DEBBIE at New Generation Theatrical


by Julie Gardieff - February 18, 2026

When it comes to theater, seeing an original work is always a gamble.  Yes, I know that many popular pieces of theater started as original works, but this does not mean I personally want to invest my time in it.  ...

Review: THE 25TH ANNUAL PUTNAM COUNTY SPELLING BEE at Theatre South


by Julie Gardieff - February 15, 2026

What did our critic think of THE 25TH ANNUAL PUTNAM COUNTY SPELLING BEE at Theatre South?...

Review: ROMEO & JULIET at Orlando Shakes


by Benoit Teves - February 01, 2026

In a production that marries 16th-century gravitas with 21st-century urgency, Director Monica Long Tamborello finds a delicate balance between Act I’s playful hope and Act II’s harrowing descent, reminding us that while the feud is ancient, the loss of innocence remains a devastatingly contempor...

Review: HARRY POTTER AND THE CURSED CHILD at Dr. Phillips Center For The Performing Arts


by Albert Gutierrez - January 29, 2026

The reason the play works at all is because of the sheer strength of its production values and the commitment of its cast. When you look at all the design elements – sets, lighting, illusions, choreography – and combine it with performers who move through that space with the same ease as one bre...

Review: MEAN GIRLS at The Renaissance Theatre Company


by Benoit Teves - January 19, 2026

Part bar, part group hang, and part chaotic theatrical experience, The Renaissance Theatre Company’s production of MEAN GIRLS blurs the lines between a traditional show and an immersive club experience. While the scrappy staging and mid-show cocktail deliveries lean heavily into the troupe’s imm...

Review: ANGELS IN AMERICA, PART ONE: MILLENNIUM APPROACHES at Theater West End


by Albert Gutierrez - January 18, 2026

While much of the dramatic weight of Angels in America undeniably stems from the specter of AIDS, it would do the play a huge disservice to reduce it to a story about disease alone. What Theater West End makes clear is that Kushner’s work is as much about identity, loss, and the human struggle to ...

Review: HAIRSPRAY at Titusville Playhouse


by Benoit Teves - January 17, 2026

Titusville Playhouse’s HAIRSPRAY delivers a high-energy 'Baltimore fairytale' that stays true to the show's tradition of camp and exuberance. Featuring several standout performances, the production deftly balances infectious musical numbers with a technicolor parade of 1960s fashion. While celebra...

Past Shows

From My Hometown
From My Hometown
Jan 23 – Feb 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 -...

Finding Our Way Back
Jun 19 – Jun 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
Jun 19 – Jun 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
Jun 19 – Jun 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
Jun 19 – Jun 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
Jun 19 – Jun 22, 2025

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!
Jun 19 – Jun 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...

Sounds of Desiree: Reprisin' and Manifestin'
May 28 – May 29, 2025

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
Feb 26 – Feb 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...

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