Spotlight Cabaret Series
featuring Dustin & Courtney Cunningham

Rescheduled Dates: July 22 & 23, 2020

Married performers Dustin & Courtney Cunningham debut their latest cabaret in The Winter Park Playhouse Spotlight Cabaret Series.  Join Dustin & Courtney for an evening of story and song!

Playhouse Patrons will remember Mr. Cunningham from his Playhouse debut in Some Enchanted Evening - The Songs of Rodgers & Hammerstein and several shows in the Florida Festival of New Musicals.  Mrs. Cunningham also appeared in several shows in the Festival, one opposite her husband.  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 up front in the beautiful lobby bar. A truly "New York-style" cabaret, each performance is approximately 55 minutes in length with no intermission. Doors open at 6:30pm for General Seating.

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A Grand Night For Singing

Music by Richard Rodgers / Lyrics by Oscar Hammerstein II

Musical Arrangements by Michael Gibson and John Tunick / Conceived by Walter Bobbie

July 31 - August 23, 2020
Previews: Jul 30 at 7:30pm & Jul 31 at 2:00pm

This Tony-Nominated Broadway musical celebrates the music of the incomparable writing team, Richard Rodgers and Oscar Hammerstein II.  Experience 30 classics anew through artful arrangements of the most beloved songs in musical theatre history including hits from Oklahoma!, South Pacific, The Sound of Music, Carousel, The King and I, Cinderella and more!

Suitable for All Audiences                (Age 11 & up)

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Book of Merman

Book by Leo Schwartz and DC Cathro / Music and Lyrics by Leo Schwartz

September 18 - October 11, 2020
Previews: Sep 17 at 7:30pm & Sep 18 at 2:00pm

Florida Premiere!  Fresh from its successful Off-Broadway run, this new side-splitting musical comedy takes a hilarious look at a seemingly fated encounter between Ethel Merman and two young Mormon missionaries who arrive at her door.  With a witty original score and a heartfelt message about being true to yourself, this new musical comedy is good clean fun!

Suitable for Most Audiences                (Age 13 & up)

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Christmas My Way: A Sinatra Holiday Bash

Conceived by David Grapes and Todd Olson / Book by Todd Olson

November 13 - 22 & December 3 - 13, 2019
Previews: Nov 12 7:30pm & Nov 13 at 2:00pm

Ring in the holidays with this fresh, swingin' musical!  From classic Sinatra tunes to seasonal favorites Rat Pack Style, this show is complete with 40 popular hits including "Fly Me to the Moon," "That's Life," "New York, New York," "Mistletoe and Holly," The Christmas Song," "Silver Bells," "I'll Be Home for Christmas" & many more!

Suitable for Most Audiences                (Age 13 & up)

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Five Guys Name Moe

Book by Clarke Peters / Lyrics and Musica by Louis Jordan and others

January 22 - February 20, 2021
Previews: Jan 21 at 7:30pm & Jan 22 at 2:00pm

This exuberant Broadway musical pays tribute to rhythm and blues pioneer, legenday composer and saxophonist Louis Jordan.  In the wee hours, Nomax, broke and hurting from his recent break-up, is listening to the radio when five guys all names Moe appear.  Through the brilliance of the jazzy, toe-tapping music, Nomax is inspired by the spirited and highly talented group to turn his life around.

Suitable for General Audiences                (Age 11 & up)

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RESPECT: A Musical Journey of Women

Written by Dorothy Marcic

March 19 - 28 & April 8 - 24, 2021
Previews: Mar 12 at 7:30pm & Mar 13 at 2:00pm

This high-energy, joyful Off-Broadway musical is an entertaining, exuberant and exhilarating look at the lives of women as reflected in the popular music of the 20th Century.  Real women's stories are interwoven throughout a score of Top-40 hits including "My Man," "Boogie Woogie Bugle Boy," "Diamonds Are A Girl's Best Friend," "Stand By Your Man," "I Will Survive," "Respect" & many more!

Suitable for General Audiences                (Age 11 & up)

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Five Course Love

Book, music and lyrcis by Greg Coffin

May 14 - 23 & June 3 - 13, 2021
Previews: May 13 at 7:30pm & May 14 at 2:00pm

Set in five different restaurants, three actors portray fifteen characters on the hunt for one true love in this hilarious Off-Broadway musical comedy!  From a Barbeque joint in the deep South to an Italian trattoria, the highly entertaining and diverse musical styles reflect the cuisine of the eateries including Country & Western, Italian, German cabaret, Mexican and 1950's Doo-Wop.

Suitable for General Audiences                (Age 11 & up)

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Ticket Pricing

Mainstage Productions
$20 - $45

Spotlight Cabarets
$20 (plus a one-drink minimum)

Special Events
Prices vary.

Please see individual performances for specific pricing information. 



PLEASE NOTE: There will be a $2 per ticket convenience fee to purchase online.

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