Another unique entertainment option at The Winter Park Playhouse is our Spotlight Series of cabarets in the beautiful lobby piano bar. Enjoy an assortment of beverages from the Tuscan inspired mahogany bar while experiencing true “New York style” cabaret. Each show is approximately 55 minutes in length and features a different professional singer.

Tickets for this very popular offering are $18 plus a one drink minimum. Advance reservations and early arrival are strongly recommended as seating is limited to 54. Tickets can be purchased online or by visiting or calling the box office at (407) 645-0145. Once sold-out, standing room tickets are available for $10.

How Did I Get Here?

August 27 & 28 at 7:30 pm

Todd Allen Long debuts his first solo cabaret at The Playhouse with How Did I Get Here? Our patrons will know Todd from his numerous performances on the Mainstage in shows like Forever Plaid, The Musical of Musicals: The Musical, Dames at Sea, and many more. This cabaret is sure to sell out quickly, so get your tickets for this evening of the twists and turns in life!



Upcoming Spotlight Cabaret Artists

September 17 & 18

October 29 & 30

Frank Siano

Carol Stein


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