The 69th Annual Drama Desk Awards lit up NYU Skirball this Sunday, honouring the best of Broadway, Off-Broadway, and Off-Off-Broadway. This year’s ceremony celebrated excellence in a diverse range of theatrical productions, recognizing the artistic contributions of writers, directors, performers, and production teams.
Debra Messing and Tituss Burgess hosted the star-studded evening. It featured appearances by Jonathan Groff, Nicole Scherzinger, Sarah Hyland, and other well-known celebrities.
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Check Here Complete List of Drama Desk Award 2025 Winners
So, let’s see who walked away with trophies and in which category, particularly.
Absolutely! Here is the table of the Drama Desk Awards winners based on the information provided:
| Category | Winner |
| Outstanding Play | Purpose, by Branden Jacobs-Jenkins |
| Outstanding Musical | Maybe Happy Ending |
| Outstanding Revival of a Play | Eureka Day |
| Outstanding Revival of a Musical | Gypsy |
| Outstanding Lead Performance in a Play | Laura Donnelly, The Hills of California & Sarah Snook, The Picture of Dorian Gray |
| Outstanding Lead Performance in a Musical | Audra McDonald, Gypsy & Jasmine Amy Rogers, BOOP! The Musical |
| Outstanding Featured Performance in a Play | Amalia Yoo, John Proctor is the Villain & Kara Young, Purpose |
| Outstanding Featured Performance in a Musical | Brooks Ashmanskas, Smash & Jak Malone, Operation Mincemeat & Michael Urie, Once Upon a Mattress |
| Outstanding Solo Performance | Andrew Scott, Vanya |
| Outstanding Direction of a Play | Danya Taymor, John Proctor is the Villain |
| Outstanding Direction of a Musical | Michael Arden, Maybe Happy Ending |
| Outstanding Choreography | Jerry Mitchell, BOOP! The Musical |
| Outstanding Music | Will Aronson and Hue Park, Maybe Happy Ending |
| Outstanding Lyrics | Will Aronson and Hue Park, Maybe Happy Ending |
| Outstanding Book of a Musical | Will Aronson and Hue Park, Maybe Happy Ending |
| Outstanding Orchestrations | Andrew Resnick and Michael Thurber, Just in Time |
| Outstanding Scenic Design of a Play | Miriam Buether, and Jamie Harrison and Chris Fisher (illusions and visual effects), Stranger Things: The First Shadow |
| Outstanding Scenic Design of a Musical | Dane Laffrey and George Reeve, Maybe Happy Ending (includes video design) |
| Outstanding Costume Design of a Play | Dede Ayite, Our Town |
| Outstanding Costume Design of a Musical | Gregg Barnes, BOOP! The Musical |
| Outstanding Lighting Design of a Play | Jon Clark, Stranger Things: The First Shadow |
| Outstanding Lighting Design of a Musical | Jack Knowles, Sunset Blvd. |
| Outstanding Sound Design of a Play | Paul Arditti, Stranger Things: The First Shadow |
| Outstanding Sound Design of a Musical | Peter Hylenski, Just in Time |
| Outstanding Projection and Video Design | David Bergman, The Picture of Dorian Gray |
| Outstanding Wig and Hair | Charles LaPointe, Death Becomes Her |
| Outstanding Puppetry | Amanda Villalobos, Becoming Eve |
| Outstanding Fight Choreography | Rick Sordelet and Christian Kelly-Sordelet, Pirates! The Penzance Musical |
| Outstanding Adaptation | Pirates! The Penzance Musical, by Rupert Holmes |
| Outstanding Revue | Forbidden Broadway: Merrily We Stole a Song |
| Unique Theatrical Experience | The Picture of Dorian Gray |
| Harold S. Prince Award for Lifetime Achievement | Gavin Creel (posthumously) |
| William Wolf Award | Brian Stokes Mitchell |
| Ensemble Award | The ensemble of Roundabout Theatre Company’s Liberation: Betsy Aidem, Audrey Corsa, Kayla Davion, Susannah Flood, Kristolyn Lloyd, Irene Sofia Lucio, Charlie Thurston, and Adina Verson |
| Sam Norkin Off-Broadway Award | Stephen Michael Spencer, Medea: Re-Versed and Music City |
Conclusion
More than just a prior hint to the Tony Awards, the Drama Desk Awards serve as a crucial barometer for theatrical excellence.
This year’s ceremony also benefited the Entertainment Community Fund, underlining the event’s role in supporting the broader theatrical ecosystem.
With the Tony Awards just around the corner, several Drama Desk winners including Maybe Happy Ending, Gypsy, and Purpose are now favourites and may be seen winning again in Broadway’s biggest night.
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