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| | Ruthless!
September 22 - October 15, 2023
Previews: Sep. 21 at 7:30pm & Sep. 22 at 2:00pm
Book & Lyrics by Joel Paley / Music by Marvin Laird
This outrageous hit musical comedy garnered rave reviews during its long Off-Broadway run. Meet Judy, a naive 1950s housewife, and her adorable but sociopath 8-year-old daughter Tina. Encouraged by her manager, Sylvia, Tina will do ANYTHING to get the lead role in her school play "including murdering the leading lady!" This fun spoof has its twists, turns and killer laughs! "A wonderfully smart and funny send-up of every Broadway brat... loaded with campy with and charm." -Variety
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
NO LATE SEATING.
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| | Spotlight Cabaret Series
featuring Russell Stephens
October 11 & 12, 2023
7:30pm
Playhouse favorite Russell Stephens debuts his latest cabaret, A Piece of Sky, in The Winter Park Playhouse Spotlight Cabaret Series. Join Mr. Stephens as he pays tribute to the musical legacy of the iconic Ms. Barbra Streisand and her 60-year recording career. Not only will Russell be performing Streisand's show-stopping and most recognized songs, he will also be singing the lesser known and B-side recordings that made Barbra the preeminent recording artist and vocalist that she is today!
Playhouse Patrons will remember Mr. Stephens from his recent Playhouse performance as Denny in Sh-Boom! Life Could Be A Dream. Russell Will next appear on The Playhouse stage in A Swingin' Christmas: The Holiday Music of Tony Bennett. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for seating.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
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| | Motown - Pride of Motor City Featuring Greta Pope
Thursday, October 19, 2023
7:30pm
A One-Night Only Special Event
Join internationally-acclaimed vocalist Greta Pope for a fabulously exciting look back at the legendary Motown artists. Hear all your favorites from the Motown Era, including Ike & Tina Turner, Marvin Gaye, The Supremes, The Tempations and many more!
Net proceeds from the evening will benefit The Playhouse's quality musical programming. Tickets are only $65. Get yours before we sell out!
| | This performance is sold out. Please choose another performance. |
| | Curtains Up 2023!
A Benefit
Saturday, October 21, 2023
5:30pm - 9:30pm
Join us for a spectacular gala evening of theatrical merriment featuring your favorite performers in an outstanding, one-of-a-kind musical show, a catered buffet, an open bar and exciting online and live auctions!
$150 per ticket. All proceeds directly support The Playhouse's year-round programs serving adults and children in our community.
| | This performance is sold out. Please choose another performance. |
| | Spotlight Cabaret Series
featuring Russell Stephens - VIRTUAL CABARET
October 11 & 12, 2023
7:30pm
Playhouse favorite Russell Stephens debuts his latest cabaret, A Piece of Sky, in The Winter Park Playhouse Spotlight Cabaret Series. Join Mr. Stephens as he pays tribute to the musical legacy of the iconic Ms. Barbra Streisand and her 60-year recording career. Not only will Russell be performing Streisand's show-stopping and most recognized songs, he will also be singing the lesser known and B-side recordings that made Barbra the preeminent recording artist and vocalist that she is today!
Playhouse Patrons will remember Mr. Stephens from his recent Playhouse performance as Denny in Sh-Boom! Life Could Be A Dream. Russell Will next appear on The Playhouse stage in A Swingin' Christmas: The Holida Music of Tony Bennett. Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
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| | A Swingin' Christmas: The Holiday Music of Tony Bennett
November 10 - 19 & November 30 - December 16, 2023
Previews: Nov. 9 at 7:30pm & Nov. 10 at 2:00pm
Created by David Grapes & Todd Olson / Music Arrangements by Vince di Mura
Southeastern Regional Premiere! Ring in the holidays with this unforgettable evening of quintessential Tony Bennett! Featuring eighteen holiday classic holiday tunes plus the standards that made Bennett famous like "I Wanna Be Around," "The Good Life," "Rags to Riches" and of course Tony's signature song, "I Left Heart in San Francisco." Grab your friends and family and celebrate the season Tony Bennett style!
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
NO LATE SEATING.
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| | Spotlight Cabaret Series
featuring Adam Biner
November 15 & 16, 2023
7:30pm
Playhouse vetran Adam Biner debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Adam for an evening of story and song!
Playhouse Patrons will remember Mr. Biner from last year's Steppin' Out with Irving Berlin. He has also appeared in What a Glorious Feeling and number productions in the Florida Festival of New Musicals. Adam will next appear on The Playhouse stage in the one-man show, George M. Cohan Toinght! Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for seating.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
| Buy tickets | |
| | Spotlight Cabaret Series
featuring Adam Biner - VIRTUAL CABARET
November 15 & 16, 2023
7:30pm
Playhouse vetran Adam Biner debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Adam for an evening of story and song!
Playhouse Patrons will remember Mr. Biner from last year's Steppin' Out with Irving Berlin. He has also appeared in What a Glorious Feeling and number productions in the Florida Festival of New Musicals. Adam will next appear on The Playhouse stage in the one-man show, George M. Cohan Toinght! Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
| Buy tickets | |
| | Spotlight Cabaret Series
featuring Kevin Kelly
December 6 & 7, 2023
7:30pm
Local Treasure Keving Kelly debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Kevin for a holiday performance to lift your spirits!
Playhouse Patrons will remember Mr. Kelly from hi numerous Playhouse cabarets and Mainstage performances including Murder For Two, Ruthless!, The Musical of Musicals and more! Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for seating.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
| Buy tickets | |
| | Spotlight Cabaret Series
featuring Kevin Kelly - VIRTUAL CABARET
December 6 & 7, 2023
7:30pm
Local Treasure Keving Kelly debuts his latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series. Join Kevin for a holiday performance to lift your spirits!
Playhouse Patrons will remember Mr. Kelly from hi numerous Playhouse cabarets and Mainstage performances including Murder For Two, Ruthless!, The Musical of Musicals and more! Musical Director Christopher Leavy will accompany on the piano. These popular cabarets sell out quickly so get your tickets today!
This unique form of entertainment showcases a different professional singer each month. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission.
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
| Buy tickets | |
| | Breaking Up Is Hard to Do
January 19 - February 17, 2024
Previews: Jan. 18 at 7:30pm & Jan. 19 at 2:00pm
Book by Ben H. Winters & Erik Jackson / Music by Neil Sedaka / Lyrics by Howard Greenfield & Philip Cody
This nostalgic musical comedy celebrates the timeless songwriting magic of the legendary Neil Sedaka! Set in a Catskills resort in 1960 this humorous and heartwarming musical follows two friends from Brooklyn in search of good times and romance over one wild Labor Day weekend. Featuring twenty of Sedaka's most popular songs including "Laugher in the Rain," "Where the Boys Are," "Sweet Sixteen," "Calendar Girl," "Love Will Keep Us Together" and the chart-topping title song!
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
NO LATE SEATING.
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| | Five Guys Named Moe
March 15 - 24 & April 4 - 20, 2024
Previews: Mar. 14 at 7:30pm & Marv. 15 at 2:00pm
Book by Clarke Peters / Music & Lyrics by Louis Jordan
Jump into this swinging, high-energy Boradway musical set to Louis Jordan's iconic rhythm and blues/jazz score! Nomax's world has been turned upside down and all he needs is the right music - and the right guys - to get him through. Enter five guys named Moe, stepping out through his radio to cajole and comfort him with dozens of whimsical hit songs from the extraordinary Louis Jordan. An international sensation, Five Guys Named Moe is a musical fantasy that delivers sheer joy and exuberant entertainment!
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
NO LATE SEATING.
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| | George M. Cohan Tonight!
May 10 - 19 & May 30 - June 9, 2024
Previews: May 9 at 7:30pm & May. 10 at 2:00pm
Conceived, written & arranged by Chip Deffaa / Music by George M. Cohan
Southeastern Regional Premiere! Meet "The Yankee Doodle Boy" himself in this high energy, one-man journey though the life, music, and artistry of this legendary entertainer. The Off-Broadway musical is a delightful salute to the man who almost single-handedly invented the American musical comedy! Featuring hit songs sucha as "Give My Regards to Broadway," "Over There," "You're a Grand Old Flag" and "All Aboard for Broadway!" "...endlessly euphoric" -New York Times
This production is suitable for all audiences. Age Requirements: Ages 15 & older.
NO LATE SEATING.
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