| Ensemble Award | Kuhoo Verma, Margo Seibert, J.D. Mollison, Adam Bashian, Kim Blanck, Starr Busby, Justin Gregory Lopez, Alex Gibson | Octet |
| Outstanding Actor in a Musical | Larry Owens | A Strange Loop |
| Outstanding Actor in a Musical | Chris Dwan | Enter Laughing |
| Outstanding Actor in a Musical | Frances Jue | Soft Power |
| Outstanding Actor in a Musical | David Aron Damane | The Unsinkable Molly Brown |
| Outstanding Actor in a Musical | Joshua Henry | The Wrong Man |
| Outstanding Actor in a Play | Triney Sandoval | 72 Miles to Go... |
| Outstanding Actor in a Play | Francis Jue | Cambodian Rock Band |
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| Outstanding Actor in a Play | Edmund Donovan | Greater Clements |
| Outstanding Actor in a Play | Raul Esparza | Seared |
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| Outstanding Actor in a Play | Charles Busch | The Confession of Lily Dare |
| Outstanding Actor in a Play | Kyle Soller | The Inheritance |
| Outstanding Actress in a Musical | Elizabeth Stanley | Jagged Little Pill |
| Outstanding Actress in a Musical | Tammy Blanchard | Little Shop of Horrors |
| Outstanding Actress in a Musical | Saycon Sengbloh | The Secret Life of Bees |
| Outstanding Actress in a Musical | Beth Malone | The Unsinkable Molly Brown |
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| Outstanding Actress in a Musical | Adrienne Warren | Tina: The Tina Turner Musical |
| Outstanding Actress in a Play | Liza Colón-Zayas | Halfway Bitches Go Straight to Heaven |
| Outstanding Actress in a Play | Ruth Negga | Hamlet |
| Outstanding Actress in a Play | Emily Davis | Is This A Room |
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| Outstanding Actress in a Play | Rose Byrne | Medea |
| Outstanding Actress in a Play | April Matthis | Toni Stone |
| Outstanding Adaptation | Jack Thorne | A Christmas Carol |
| Outstanding Adaptation | Christopher Shinn | Judgment Day |
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| Outstanding Adaptation | Luis Alfaro | Mojada |
| Outstanding Adaptation | Halley Feiffer | Moscow Moscow Moscow Moscow Moscow Moscow |
| Outstanding Book of a Musical | Michael R. Jackson | A Strange Loop |
| Outstanding Book of a Musical | Dave Malloy | Octet |
| Outstanding Book of a Musical | Mark Saltzman | Romeo and Bernadette |
| Outstanding Book of a Musical | David Henry Hwang | Soft Power |
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| Outstanding Book of a Musical | Lynn Nottage | The Secret Life of Bees |
| Outstanding Book of a Musical | Dick Scanlan | The Unsinkable Molly Brown |
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| Outstanding Choreography | Keone Madrid, Mari Madrid | Beyond Babel |
| Outstanding Choreography | Camille A. Brown | for colored girls who have considered suicide/when the rainbow is enuf |
| Outstanding Choreography | Sonya Tayeh | Moulin Rouge! |
| Outstanding Choreography | Kathleen Marshall | The Unsinkable Molly Brown |
| Outstanding Choreography | Travis Wall | The Wrong Man |
| Outstanding Choreography | Anne Teresa De Keersmaeker | West Side Story |
| Outstanding Costume Design for a Musical | Jeff Mahshie | Bob & Carol & Ted & Alice |
| Outstanding Costume Design for a Musical | Vanessa Leuck | Emojiland |
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| Outstanding Costume Design for a Musical | Catherine Zuber | Moulin Rouge! |
| Outstanding Costume Design for a Musical | Anita Yavich | Soft Power |
| Outstanding Costume Design for a Musical | Mark Thompson | Tina: The Tina Turner Musical |
| Outstanding Costume Design for a Play | Asa Benally | Blues for an Alabama Sky |
| Outstanding Costume Design for a Play | Kaye Voyce | Coriolanus |
| Outstanding Costume Design for a Play | Montana Levi Blanco | Fefu and Her Friends |
| Outstanding Costume Design for a Play | Toni-Leslie James | for colored girls who have considered suicide/when the rainbow is enuf |
| Outstanding Costume Design for a Play | Anthony McDonald | Judgment Day |
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| Outstanding Costume Design for a Play | Jessica Jahn, Rachel Townsend | The Confession of Lily Dare |
| Outstanding Director of a Musical | Stephen Brackett | A Strange Loop |
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| Outstanding Director of a Musical | Annie Tippe | Octet |
| Outstanding Director of a Musical | Leigh Silverman | Soft Power |
| Outstanding Director of a Musical | Kathleen Marshall | The Unsinkable Molly Brown |
| Outstanding Director of a Musical | Thomas Kail | The Wrong Man |
| Outstanding Director of a Play | Jessica Blank | Coal Country |
| Outstanding Director of a Play | John Ortiz | Halfway Bitches Go Straight to Heaven |
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| Outstanding Director of a Play | Tina Satter | Is This A Room |
| Outstanding Director of a Play | Erica Schmidt | Mac Beth |
| Outstanding Director of a Play | Stephen Daldry | The Inheritance |
| Outstanding Featured Actor in a Musical | George Abud | Emojiland |
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| Outstanding Featured Actor in a Musical | Christian Borle | Little Shop of Horrors |
| Outstanding Featured Actor in a Musical | Jay Armstrong Johnson | Scotland, PA |
| Outstanding Featured Actor in a Musical | Conrad Ricamora | Soft Power |
| Outstanding Featured Actor in a Musical | Ryan Vasquez | The Wrong Man |
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| Outstanding Featured Actor in a Play | David Alan Grier | A Soldier's Play |
| Outstanding Featured Actor in a Play | Victor Almanzar, Esteban Andres Cruz | Halfway Bitches Go Straight to Heaven |
| Outstanding Featured Actor in a Play | Chris Perfetti | Moscow Moscow Moscow Moscow Moscow Moscow |
| Outstanding Featured Actor in a Play | Paul Hilton | The Inheritance |
| Outstanding Featured Actress in a Musical | Lauren Patten | Jagged Little Pill |
| Outstanding Featured Actress in a Musical | Alyse Alan Louis | Soft Power |
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| Outstanding Featured Actress in a Musical | LaChanze | The Secret Life of Bees |
| Outstanding Featured Actress in a Musical | Paula Leggett Chase | The Unsinkable Molly Brown |
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| Outstanding Featured Actress in a Musical | Yesenia Ayala | West Side Story |
| Outstanding Featured Actress in a Play | Elizabeth Rodriguez, Kristina Poe | Halfway Bitches Go Straight to Heaven |
| Outstanding Featured Actress in a Play | Patrice Johnson Chevannes | runboyrun & In Old Age |
| Outstanding Featured Actress in a Play | Belange Rodriguez | The Brief Wondrous Life of Oscar Who |
| Outstanding Featured Actress in a Play | Lois Smith | The Inheritance |
| Outstanding Fight Choreography | Thomas Schall | A Soldier's Play |
| Outstanding Fight Choreography | UnkleDave's Fight House | Halfway Bitches Go Straight to Heaven |
| Outstanding Fight Choreography | Vicki Manderson | Square Go |
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| Outstanding Lighting Design for a Musical | Herrick Goldman | Einstein's Dreams |
| Outstanding Lighting Design for a Musical | Justin Townsend | Moulin Rouge! |
| Outstanding Lighting Design for a Musical | Jane Cox | The Secret Life of Bees |
| Outstanding Lighting Design for a Musical | Betsy Adams | The Wrong Man |
| Outstanding Lighting Design for a Musical | Bruno Poet | Tina: The Tina Turner Musical |
| Outstanding Lighting Design for a Play | Oona Curley | Dr. Ride's American Beach House |
| Outstanding Lighting Design for a Play | Yi Zhao | Greater Clements |
| Outstanding Lighting Design for a Play | Isabella Byrd | Heroes of the Fourth Turning |
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| Outstanding Lighting Design for a Play | Mimi Jordan Sherin | Judgment Day |
| Outstanding Lighting Design for a Play | Heather Gilbert | The Sound Inside |
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| Outstanding Lyrics | Michael R. Jackson | A Strange Loop |
| Outstanding Lyrics | Joanne Sydney Lessner, Joshua Rosenblum | Einstein's Dreams |
| Outstanding Lyrics | Dave Malloy | Octet |
| Outstanding Lyrics | Mark Saltzman | Romeo and Bernadette |
| Outstanding Lyrics | Adam Gwon | Scotland, PA |
| Outstanding Lyrics | Susan Birkenhead | The Secret Life of Bees |
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| Outstanding Music | Michael R. Jackson | A Strange Loop |
| Outstanding Music | Joshua Rosenblum | Einstein's Dreams |
| Outstanding Music | Dave Malloy | Octet |
| Outstanding Music | Jeanine Tesori | Soft Power |
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| Outstanding Music | Duncan Sheik | The Secret Life of Bees |
| Outstanding Music | Ross Golan | The Wrong Man |
| Outstanding Music in a Play | Steve Earle | Coal Country |
| Outstanding Music in a Play | Jim Harbourne | Feral |
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| Outstanding Music in a Play | Martha Redbone | for colored girls who have considered suicide/when the rainbow is enuf |
| Outstanding Music in a Play | Daniel Ocanto, Jane Bruce, Adam Seidel | Original Sound |
| Outstanding Music in a Play | Frightened Rabbit | Square Go |
| Outstanding Musical | A Strange Loop | A Strange Loop |
| Outstanding Musical | Octet | Octet |
| Outstanding Musical | Soft Power | Soft Power |
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| Outstanding Musical | The Secret Life of Bees | The Secret Life of Bees |
| Outstanding Musical | The Wrong Man | The Wrong Man |
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| Outstanding Orchestrations | Tom Kitt | Jagged Little Pill |
| Outstanding Orchestrations | Dave Malloy | Octet |
| Outstanding Orchestrations | Larry Hochman, John Clancy, Danny Troob | Soft Power |
| Outstanding Orchestrations | Alex Lacamoire | The Wrong Man |
| Outstanding Orchestrations | Jonathan Tunick | West Side Story |
| Outstanding Play | Cambodian Rock Band | Cambodian Rock Band |
| Outstanding Play | Greater Clements | Greater Clements |
| Outstanding Play | Halfway Bitches Go Straight to Heaven | Halfway Bitches Go Straight to Heaven |
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| Outstanding Play | Heroes of the Fourth Turning | Heroes of the Fourth Turning |
| Outstanding Play | The Inheritance | The Inheritance |
| Outstanding Projection Design | David Bengali | Einstein's Dreams |
| Outstanding Projection Design | POSSIBLE, Lisa Renkel | Emojiland |
| Outstanding Projection Design | Hannah Wasileski | Fires in the Mirror |
| Outstanding Projection Design | Julia Frey | Medea |
| Outstanding Projection Design | Luke Halls | West Side Story |
| Outstanding Puppet Design | Amanda Villalobos | Is This A Room |
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| Outstanding Puppet Design | Rockefeller Productions | Paddington Gets in a Jam |
| Outstanding Puppet Design | Raphael Mishler | Tumacho |
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| Outstanding Revival of a Musical | Little Shop of Horrors | Little Shop of Horrors |
| Outstanding Revival of a Musical | The Unsinkable Molly Brown | The Unsinkable Molly Brown |
| Outstanding Revival of a Musical | West Side Story | West Side Story |
| Outstanding Revival of a Play | A Soldier's Play | A Soldier's Play |
| Outstanding Revival of a Play | Fefu and Her Friends | Fefu and Her Friends |
| Outstanding Revival of a Play | for colored girls who have considered suicide/when the rainbow is enuf | for colored girls who have considered suicide/when the rainbow is enuf |
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| Outstanding Revival of a Play | Mac Beth | Mac Beth |
| Outstanding Revival of a Play | Much Ado About Nothing | Much Ado About Nothing |
| Outstanding Scenic Design for a Musical | Julian Crouch | Little Shop of Horrors |
| Outstanding Scenic Design for a Musical | Derek McLane | Moulin Rouge! |
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| Outstanding Scenic Design for a Musical | Brittany Vasta, Amy Rubin | Octet |
| Outstanding Scenic Design for a Musical | Anna Louizos | Scotland, PA |
| Outstanding Scenic Design for a Musical | Clint Ramos | Soft Power |
| Outstanding Scenic Design for a Play | Adam Rigg | Fefu and Her Friends |
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| Outstanding Scenic Design for a Play | Clint Ramos | Grand Horizons |
| Outstanding Scenic Design for a Play | Paul Steinberg | Judgment Day |
| Outstanding Scenic Design for a Play | Catherine Cornell | Mac Beth |
| Outstanding Scenic Design for a Play | B.T. Whitehill | The Confession of Lily Dare |
| Outstanding Solo Performance | Deirdre O'Connell | Dana H |
| Outstanding Solo Performance | Jacqueline Novak | Get on Your Knees |
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| Outstanding Solo Performance | Laura Linney | My Name is Lucy Barton |
| Outstanding Solo Performance | Kate del Castillo | the way she spoke |
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| Outstanding Solo Performance | David Cale | We’re Only Alive For a Short Amount of Time |
| Outstanding Sound Design for a Musical | Peter Hylenski | Moulin Rouge! |
| Outstanding Sound Design for a Musical | Hidenori Nakajo | Octet |
| Outstanding Sound Design for a Musical | Kai Harada | Soft Power |
| Outstanding Sound Design for a Musical | Nevin Steinberg | The Wrong Man |
| Outstanding Sound Design for a Musical | Tom Gibbons | West Side Story |
| Outstanding Sound Design for a Play | Mikhail Fiksel | Dana H |
| Outstanding Sound Design for a Play | Palmer Hefferan | Fefu and Her Friends |
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| Outstanding Sound Design for a Play | Justin Ellington | Heroes of the Fourth Turning |
| Outstanding Sound Design for a Play | Sanae Yamada, Lee Kinney | Is This A Room |
| Outstanding Sound Design for a Play | Paul Arditti, Christopher Reid | The Inheritance |
| Outstanding Wig and Hair Design | Bobbie Zlotnik | Emojiland |
| Outstanding Wig and Hair Design | Cookie Jordan | Fefu and Her Friends |
| Outstanding Wig and Hair Design | Nikiya Mathis | STEW |
| Outstanding Wig and Hair Design | Tom Watson | The Great Society |
| Outstanding Wig and Hair Design | Campbell Young Associates | Tina: The Tina Turner Musical |
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| Sam Norkin Award | Mary Bacon | To actress Mary Bacon, who continued her versatile career of compassionate, searing work for such companies as The Mint, Primary Stages, The Public Theater, and The Actors Theater Company, with two of Off-Broadway’s most humane performances this season in Coal Country at the Public Theater and Nothing Gold Can Stay presented by Partial Comfort Productions. |
| Special Award | James Wesley, Julia Mills, Public Theater, The Actors Fund, Claire Warden, Jonathan LaPook, M.D., Seth Rudetsky | or connecting members of the theater community, lifting spirits, and keeping us informed during the coronavirus crisis. The Actors Fund is working tirelessly to provide financial and health resources to those impacted by the pandemic; Rudetsky and Wesley’s semi-daily “Stars in the House” webcast is raising funds for The Actors Fund, while providing performances, reunions, and Dr. LaPook’s scientific updates. |
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| Special Awards | WP Theater | To WP Theater and Julia Miles, the company’s founder who died this spring. Formerly known as The Women’s Project and Productions, the company began in 1978 at American Place Theatre, where Miles served as associate to visionary artistic director Wynn Handman, who also died this spring. WP is the largest, most enduring American company that nurtures and produces works by female-identified creators. Over a little more than four decades, it has changed the demographics of American drama through an unwavering focus on women writers, directors, producers, performers, and craftspeople. |
| The Harold Prince Award | Hal Prince | Drama Desk Awards’ new lifetime achievement award |
| Unique Theatrical Experience | Beyond Babel, Beyond Babel | Beyond Babel |
| Unique Theatrical Experience | Feral | Feral |
| Unique Theatrical Experience | Is This A Room | Is This A Room |
| Unique Theatrical Experience | Midsummer: A Banquet | Midsummer: A Banquet |
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