All the Winners at the 2025 Drama Desk Awards

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Photo: Matthew Murphy and Evan Zimmerman

This Sunday, June 1, marked the 69th Annual Drama Desk Awards, celebrating the greatest shows, actors, and creative teams across Broadway, off-Broadway, and off-off-Broadway this season.

Taking the stage at NYU Skirball, in downtown Manhattan, were the ceremony’s hosts, Debra Messing and Tituss Burgess (the latter, due to return to Broadway for a six-week encore engagement in Cole Escole and Sam Pinkleton’s Oh, Mary! this summer), as well as a heavy-hitting lineup of presenters, including Escola, Victoria Clark, Darren Criss, Brandon Victor Dixon, Andrew Durand, Tom Francis, Jonathan Groff, Sarah Hyland, Jeremy Jordan, Jinkx Monsoon, Bebe Neuwirth, Lily Rabe, Nicole Scherzinger, and Jennifer Simard. (Adding to the evening’s star power? Performances by Joshua Henry—set to star in a Broadway revival of Ragtime this fall—Norm Lewis, Lesli Margherita, and the cast of Dead Outlaw.)

So, who walked away with trophies? (And will we see any repeat winners at next weekend’s Tony Awards?) See all the victors at this year’s Drama Desk Awards—benefitting the Entertainment Community Fund—right here.

Outstanding Play

WINNER: Purpose, by Branden Jacobs-Jenkins

Blood of the Lamb, by Arlene Hutton

Deep Blue Sound, by Abe Koogler

Grangeville, by Samuel D. Hunter

John Proctor is the Villain, by Kimberly Belflower

Liberation, by Bess Wohl

Outstanding Musical

WINNER: Maybe Happy Ending

BOOP! The Musical

Death Becomes Her

Just in Time

Music City

Outstanding Revival of a Play

WINNER: Eureka Day

Garside’s Career

Home

Wine in the Wilderness

Yellow Face

Outstanding Revival of a Musical

WINNER: Gypsy

Cats: “The Jellicle Ball”

Floyd Collins

Once Upon a Mattress

See What I Wanna See

Sunset Blvd.

Outstanding Lead Performance in a Play

WINNER: Laura Donnelly, The Hills of California

WINNER: Sarah Snook, The Picture of Dorian Gray

Betsy Aidem, The Ask

Patsy Ferran, A Streetcar Named Desire

Danny J. Gomez, All of Me

Doug Harris, Redeemed

Patrick Keleher, Fatherland

Louis McCartney, Stranger Things: The First Shadow

Lily Rabe, Ghosts

Jay O. Sanders, Henry IV (Theatre for a New Audience)

Paul Sparks, Grangeville

Olivia Washington, Wine in the Wilderness

Outstanding Lead Performance in a Musical

WINNER: Audra McDonald, Gypsy

WINNER: Jasmine Amy Rogers, BOOP! The Musical

Tatianna Córdoba, Real Women Have Curves

Darren Criss, Maybe Happy Ending

Sutton Foster, Once Upon a Mattress

Tom Francis, Sunset Blvd.

Jonathan Groff, Just in Time

Grey Henson, Elf

Jeremy Jordan, Floyd Collins

Nicole Scherzinger, Sunset Blvd.

Helen J. Shen, Maybe Happy Ending

Jennifer Simard, Death Becomes Her

Outstanding Featured Performance in a Play

WINNER: Amalia Yoo, John Proctor is the Villain

WINNER: Kara Young, Purpose

Greg Keller, Pre-Existing Condition

Julia Lester, All Nighter

Adrienne C. Moore, The Blood Quilt

Deirdre O’Connell, Glass. Kill. What If If Only. Imp.

Maria-Christina Oliveras, Cymbeline

Maryann Plunkett, Deep Blue Sound

Michael Rishawn, Table 17

Jude Tibeau, Bad Kreyòl

Anjana Vasan, A Streetcar Named Desire

Frank Wood, Hold On to Me Darling

Outstanding Featured Performance in a Musical

WINNER: Brooks Ashmanskas, Smash

WINNER: Jak Malone, Operation Mincemeat

WINNER: Michael Urie, Once Upon a Mattress

Nicholas Barasch, Pirates! The Penzance Musical

André De Shields, Cats: “The Jellicle Ball”

John El-Jor, We Live in Cairo

Jason Gotay, Floyd Collins

Gracie Lawrence, Just in Time

Lesli Margherita, Gypsy

Zachary Noah Piser, See What I Wanna See

Jenny Lee Stern, Forbidden Broadway: Merrily We Stole a Song

Natalie Walker, The Big Gay Jamboree

Outstanding Solo Performance

WINNER: Andrew Scott, Vanya

David Greenspan, I’m Assuming You Know David Greenspan

Ryan J. Haddad, Hold Me in the Water

Sam Kissajukian, 300 Paintings

Mark Povinelli, The Return of Benjamin Lay

Outstanding Direction of a Play

WINNER: Danya Taymor, John Proctor is the Villain

David Cromer and Caitlin Sullivan, The Antiquities

Stephen Daldry and Justin Martin, Stranger Things: The First Shadow

Tyne Rafaeli, Becoming Eve

Jack Serio, Grangeville

Whitney White, Liberation

Kip Williams, The Picture of Dorian Gray

Outstanding Direction of a Musical

WINNER: Michael Arden, Maybe Happy Ending

Zhailon Levingston and Bill Rauch, Cats: “The Jellicle Ball”

Jamie Lloyd, Sunset Blvd.

Jerry Mitchell, BOOP! The Musical

Alex Timbers, Just in Time

George C. Wolfe, Gypsy

Outstanding Choreography

WINNER: Jerry Mitchell, BOOP! The Musical

Camille A. Brown, Gypsy

Warren Carlyle, Pirates! The Penzance Musical

Jakob Karr, Ain’t Done Bad

Arturo Lyons and Omari Wiles, Cats: “The Jellicle Ball”

Sergio Trujillo, Real Women Have Curves

Outstanding Music

WINNER: Will Aronson and Hue Park, Maybe Happy Ending

David Foster, BOOP! The Musical

Joy Huerta and Benjamin Velez, Real Women Have Curves

Zoe Sarnak, The Lonely Few

The Lazours, We Live in Cairo

Outstanding Lyrics

WINNER: Will Aronson and Hue Park, Maybe Happy Ending

Gerard Alessandrini, Forbidden Broadway: Merrily We Stole a Song

David Cumming, Felix Hagan, Natasha Hodgson, and Zoë Roberts, Operation Mincemeat

Adam Gwon, All the World’s a Stage

Marla Mindelle and Philip Drennen, The Big Gay Jamboree

Luis Quintero, Medea: Re-Versed

Outstanding Book of a Musical

WINNER: Will Aronson and Hue Park, Maybe Happy Ending

David Cumming, Felix Hagan, Natasha Hodgson, and Zoë Roberts, Operation Mincemeat

Warren Leight and Isaac Oliver, Just in Time

Bob Martin, BOOP! The Musical

Marla Mindelle and Jonathan Parks-Ramage, The Big Gay Jamboree

Marco Pennette, Death Becomes Her

Outstanding Orchestrations

WINNER: Andrew Resnick and Michael Thurber, Just in Time

Will Aronson, Maybe Happy Ending

Doug Besterman, BOOP! The Musical

Joseph Joubert and Daryl Waters, Pirates! The Penzance Musical

Michael Starobin, All the World’s a Stage

Outstanding Scenic Design of a Play

WINNER: Miriam Buether, and Jamie Harrison and Chris Fisher (illusions and visual effects), Stranger Things: The First Shadow

Miriam Buether, Glass. Kill. What If If Only. Imp.

Rob Howell, The Hills of California

Johan Kølkjær, Dark Noon

Grace Laubacher and Gabriel Hainer Evansohn, Life and Trust

Matt Saunders, Walden

Outstanding Scenic Design of a Musical

WINNER: Dane Laffrey and George Reeve, Maybe Happy Ending (includes video design)

Clifton Chadick, Music City

Rachel Hauck, Swept Away

Derek McLane, Just in Time

David Rockwell and Finn Ross (projections), BOOP! The Musical

Outstanding Costume Design of a Play

WINNER: Dede Ayite, Our Town

Brenda Abbandandolo, The Antiquities

Christopher Ford, The Beastiary

Camilla Lind, Dark Noon

Karl Ruckdeschel, Twelfth Night

Outstanding Costume Design of a Musical

WINNER: Gregg Barnes, BOOP! The Musical

Sarah Cubbage, The Big Gay Jamboree

Toni-Leslie James, Gypsy

Qween Jean, Cats: “The Jellicle Ball”

Paul Tazewell, Death Becomes Her

Catherine Zuber, Just in Time

Outstanding Lighting Design of a Play

WINNER: Jon Clark, Stranger Things: The First Shadow

Isabella Byrd, Glass. Kill. What If If Only. Imp.

Natasha Katz, John Proctor is the Villain

Tyler Micoleau, The Antiquities

Paul Whitaker, SUMO

Outstanding Lighting Design of a Musical

WINNER: Jack Knowles, Sunset Blvd.

Kevin Adams, Swept Away

Adam Honoré, Cats: “The Jellicle Ball”

Philip S. Rosenberg, BOOP! The Musical

Scott Zielinski and Ruey-Horng Sun (projections), Floyd Collins

Outstanding Sound Design of a Play

WINNER: Paul Arditti, Stranger Things: The First Shadow

Johnny Gasper, Two Sisters Find a Box of Lesbian Erotica in the Woods

Matt Otto, All of Me

Bray Poor, Glass. Kill. What If If Only. Imp.

Clemence Williams, The Picture of Dorian Gray

Fan Zhang, Good Bones

Outstanding Sound Design of a Musical

WINNER: Peter Hylenski, Just in Time

Adam Fisher, Sunset Blvd.

Scott Lehrer, Gypsy

Mick Potter, Stephen Sondheim’s Old Friends

Dan Moses Schreier, Floyd Collins

Outstanding Projection and Video Design

WINNER: David Bergman, The Picture of Dorian Gray

Nathan Amzi and Joe Ransom, Sunset Blvd.

Jake Barton, McNeal

Jesse Garrison, The 7th Voyage of Egon Tichy [redux]

Hana S. Kim, Redwood

Outstanding Wig and Hair

WINNER: Charles LaPointe, Death Becomes Her

Alberto “Albee” Alvarado, SUMO

Sabana Majeed, BOOP! The Musical

Nikiya Mathis, Cats: “The Jellicle Ball”

Nikiya Mathis, Liberation

Outstanding Puppetry

WINNER: Amanda Villalobos, Becoming Eve

Dorothy James, Bill’s 44th

Tom Lee, See What I Wanna See

Simple Mischief Studio, Small Acts of Daring Invention

Kirjan Waage, Dead as a Dodo

Outstanding Fight Choreography

WINNER: Rick Sordelet and Christian Kelly-Sordelet, Pirates! The Penzance Musical

Drew Leary, Romeo + Juliet

Chelsea Pace and James Yaegashi, SUMO

Bret Yount, King Lear

Outstanding Adaptation

WINNER: Pirates! The Penzance Musical, by Rupert Holmes

Becoming Eve, by Emil Weinstein

Cymbeline, by Andrea Thome

Medea: Re-Versed, by Luis Quintero

The Devil’s Disciple, by David Staller

Outstanding Revue

WINNER: Forbidden Broadway: Merrily We Stole a Song

Mama, I’m a Big Girl Now!

The Jonathan Larson Project

The World According to Micki Grant

Unique Theatrical Experience

WINNER: The Picture of Dorian Gray

Odd Man Out

The 7th Voyage of Egon Tichy [redux]

The Voices in Your Head

The Wind and the Rain: A story about Sunny’s Bar

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

Additional special awards

  • Pregones / Puerto Rican Traveling Theater
  • Lighting designer Stacey Derosier
  • Playwright Ken Urban; director Jack Serio; and ensemble Ryan Spahn, Julia Chan, and Juan Castano, Danger and Opportunity