| Drama Desk Awards | Lifetime Achievement Award | Helen Stenborg, Barnard Hughes | |
| Drama Desk Awards | Outstanding Actor - Musical | Michael McElroy, Tyrone Giordano | Big River |
| Drama Desk Awards | Outstanding Actor - Musical | Hunter Foster | Little Shop of Horrors |
| Drama Desk Awards | Outstanding Actor - Musical | Kevin Chamberlin | Seussical the Musical |
| Drama Desk Awards | Outstanding Actor - Musical | Euan Morton | Taboo |
| Drama Desk Awards | Outstanding Actor - Musical | Hugh Jackman | The Boy From Oz |
| Drama Desk Awards | Outstanding Actor - Musical | Tom Hewitt | The Rocky Horror Show |
| Drama Desk Awards | Outstanding Actor - Musical | Toni Collette | The Wild Party |
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| Drama Desk Awards | Outstanding Actor - Play | Gabriel Byrne | A Moon for the Misbegotten |
| Drama Desk Awards | Outstanding Actor - Play | Liev Schreiber | Betrayal |
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| Drama Desk Awards | Outstanding Actor - Play | Paul Sparks | Coyote on a Fence |
| Drama Desk Awards | Outstanding Actor - Play | Kevin Chamberlin | Dirty Blonde |
| Drama Desk Awards | Outstanding Actor - Play | John Ortiz | Jesus Hopped the A Train |
| Drama Desk Awards | Outstanding Actor - Play | Sinead Cusack | Our Lady of Sligo |
| Drama Desk Awards | Outstanding Actor - Play | Stephen Dillane | The Real Thing |
| Drama Desk Awards | Outstanding Actor - Play | Alan Bates | The Unexpected Man |
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| Drama Desk Awards | Outstanding Actor - Play | Philip Seymour Hoffman | True West |
| Drama Desk Awards | Outstanding Actor - Play | Derek Jacobi | Uncle Vanya |
| Drama Desk Awards | Outstanding Actress - Musical | Heather Headley | Aida |
| Drama Desk Awards | Outstanding Actress - Musical | Sally Mayes | Pete 'n' Keely |
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| Drama Desk Awards | Outstanding Actress - Musical | La Chanze | The Bubbly Black Girl Sheds Her Chameleon Skin |
| Drama Desk Awards | Outstanding Actress - Musical | Rebecca Luker | The Music Man |
| Drama Desk Awards | Outstanding Actress - Musical | Julia Murney | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Actress - Play | Janie Dee | Comic Potential |
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| Drama Desk Awards | Outstanding Actress - Play | Claudia Shear | Dirty Blonde |
| Drama Desk Awards | Outstanding Actress - Play | Charlyne Woodard | In the Blood |
| Drama Desk Awards | Outstanding Actress - Play | Mary-Louise Parker | Proof |
| Drama Desk Awards | Outstanding Actress - Play | Marian Seldes | The Play about the Baby |
| Drama Desk Awards | Outstanding Actress - Play | Linda Lavin | The Tale of the Allergist's Wife |
| Drama Desk Awards | Outstanding Actress - Play | Eileen Atkins | The Unexpected Man |
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| Drama Desk Awards | Outstanding Actress - Play | Eileen Heckart | The Waverly Gallery |
| Drama Desk Awards | Outstanding Book of a Musical | Brian Flemming, Keythe Farley | Bat Boy: The Musical |
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| Drama Desk Awards | Outstanding Book of a Musical | Kirsten Childs | The Bubbly Black Girl Sheds Her Chameleon Skin |
| Drama Desk Awards | Outstanding Book of a Musical | Terrence McNally | The Full Monty |
| Drama Desk Awards | Outstanding Choreography | Susan Stroman | Contact |
| Drama Desk Awards | Outstanding Choreography | Jerry Mitchell | The Full Monty |
| Drama Desk Awards | Outstanding Choreography | Susan Stroman | The Music Man |
| Drama Desk Awards | Outstanding Choreography | Jerry Mitchell | The Rocky Horror Show |
| Drama Desk Awards | Outstanding Choreography | Mark Dendy | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Costume Design | Bob Mackie | Pete 'n' Keely |
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| Drama Desk Awards | Outstanding Costume Design | Boyd Graham | The Big Bang |
| Drama Desk Awards | Outstanding Costume Design | William Ivey Long | The Music Man |
| Drama Desk Awards | Outstanding Costume Design | Martin Pakledinaz | The Wild Party |
| Drama Desk Awards | Outstanding Director - Musical | Scott Schwartz | Bat Boy: The Musical |
| Drama Desk Awards | Outstanding Director - Musical | Wilfredo Medina | The Bubbly Black Girl Sheds Her Chameleon Skin |
| Drama Desk Awards | Outstanding Director - Musical | Jack O'Brien | The Full Monty |
| Drama Desk Awards | Outstanding Director - Musical | Susan Stroman | The Music Man |
| Drama Desk Awards | Outstanding Director - Musical | Christopher Ashley | The Rocky Horror Show |
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| Drama Desk Awards | Outstanding Director - Musical | Gabriel Barre | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Director - Play | Michael Blakemore | Copenhagen |
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| Drama Desk Awards | Outstanding Director - Play | James Lapine | Dirty Blonde |
| Drama Desk Awards | Outstanding Director - Play | Philip Seymour Hoffman | Jesus Hopped the A Train |
| Drama Desk Awards | Outstanding Director - Play | Marion McClinton | Jitney |
| Drama Desk Awards | Outstanding Director - Play | Thomas Hulce, Jane Jones | The Cider House Rules, Part One: Here in St. Cloud |
| Drama Desk Awards | Outstanding Director - Play | Matthew Warchus | The Unexpected Man |
| Drama Desk Awards | Outstanding Director - Play | Michael Mayer | Uncle Vanya |
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| Drama Desk Awards | Outstanding Ensemble Performance | Cast of "Jitney" | Jitney |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Jason Antoon | Contact |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Christopher Fitzgerald | Saturday Night |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Stephen Spinella | The Dead |
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| Drama Desk Awards | Outstanding Featured Actor - Musical | John Ellison Conlee, Andre De Shields | The Full Monty |
| Drama Desk Awards | Outstanding Featured Actor - Play | Roy Dotrice | A Moon for the Misbegotten |
| Drama Desk Awards | Outstanding Featured Actor - Play | Lewis J. Stadlen | The Man Who Came to Dinner |
| Drama Desk Awards | Outstanding Featured Actor - Play | Brian Murray | Uncle Vanya |
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| Drama Desk Awards | Outstanding Featured Actress - Musical | Karen Ziemba | Contact |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Nancy Anderson | Jolson and Co. |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Janine LaManna | Seussical the Musical |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Sally Ann Howes | The Dead |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Kathleen Freeman | The Full Monty |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Alix Korey, Indina Menzel | The Wild Party (Manhattan Theatre Club) |
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| Drama Desk Awards | Outstanding Featured Actress - Musical | Eartha Kitt | The Wild Party (New York Shakespeare Festival) |
| Drama Desk Awards | Outstanding Featured Actress - Play | Marian Seldess | The Butterfly Collection |
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| Drama Desk Awards | Outstanding Featured Actress - Play | Jillian Armenante | The Cider House Rules, Part One: Here in St. Cloud |
| Drama Desk Awards | Outstanding Featured Actress - Play | Cigdem Onat | The Time of the Cuckoo |
| Drama Desk Awards | Outstanding Lighting Design | Hugh Vanstone | The Unexpected Man |
| Drama Desk Awards | Outstanding Lighting Design | Kenneth Posner | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Lyric | Stephen Sondheim | Saturday Night |
| Drama Desk Awards | Outstanding Lyric | Boyd Graham | The Big Bang |
| Drama Desk Awards | Outstanding Lyric | Andrew Lippa | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Lyrics | Laurence O'Keefe | Bat Boy: The Musical |
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| Drama Desk Awards | Outstanding Lyrics | Kirsten Childs | The Bubbly Black Girl Sheds Her Chameleon Skin |
| Drama Desk Awards | Outstanding Lyrics | David Yazbek | The Full Monty |
| Drama Desk Awards | Outstanding Music | Laurence O'Keefe | Bat Boy: The Musical |
| Drama Desk Awards | Outstanding Music | Stephen Sondheim | Saturday Night |
| Drama Desk Awards | Outstanding Music | Stephen Flaherty | Seussical the Musical |
| Drama Desk Awards | Outstanding Music | Kirsten Childs | The Bubbly Black Girl Sheds Her Chameleon Skin |
| Drama Desk Awards | Outstanding Music | Sean Davey | The Dead |
| Drama Desk Awards | Outstanding Music | David Yazbek | The Full Monty |
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| Drama Desk Awards | Outstanding Music | Andrew Lippa | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Musical | The Bubbly Black Girl Sheds Her Chameleon Skin | The Bubbly Black Girl Sheds Her Chameleon Skin |
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| Drama Desk Awards | Outstanding Musical Revue | American Rhapsody | American Rhapsody |
| Drama Desk Awards | Outstanding Musical Revue | Forbidden Broadway 2001: A Spoof Odyssey | Forbidden Broadway 2001: A Spoof Odyssey |
| Drama Desk Awards | Outstanding New Musical | Contact | Contact |
| Drama Desk Awards | Outstanding New Musical | Saturday Night | Saturday Night |
| Drama Desk Awards | Outstanding New Musical | The Dead | The Dead |
| Drama Desk Awards | Outstanding New Musical | Manhattan Theatre Club | The Wild Party |
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| Drama Desk Awards | Outstanding New Play | Frank Gilroy | Contact |
| Drama Desk Awards | Outstanding New Play | Michael Frayn | Copenhagen |
| Drama Desk Awards | Outstanding New Play | Claudia Shear | Dirty Blonde |
| Drama Desk Awards | Outstanding New Play | August Wilson | Jitne |
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| Drama Desk Awards | Outstanding New Play | Charles Busch | The Tale of the Allergist's Wife |
| Drama Desk Awards | Outstanding Orchestrations | Jonathan Tunick | Saturday Night |
| Drama Desk Awards | Outstanding Orchestrations | Doug Besterman | The Music Man |
| Drama Desk Awards | Outstanding Orchestrations | Michael Gibson | The Wild Party ( Manhattan Theatre Club) |
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| Drama Desk Awards | Outstanding Play | Alan Ayckbourn | Comic Potential |
| Drama Desk Awards | Outstanding Play | David Auburn | Proof |
| Drama Desk Awards | Outstanding Play | Yasmina Reza | The Unexpected Man |
| Drama Desk Awards | Outstanding Revival - Musical | The Music Man | The Music Man |
| Drama Desk Awards | Outstanding Revival - Musical | The Rocky Horror Show | The Rocky Horror Show |
| Drama Desk Awards | Outstanding Revival - Play | Eugene O'Neill | A Moon for the Misbegotten |
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| Drama Desk Awards | Outstanding Revival - Play | Betrayal | Betrayal |
| Drama Desk Awards | Outstanding Revival - Play | The Best Man | The Best Man |
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| Drama Desk Awards | Outstanding Revival - Play | Tom Stoppard | The Real Thing |
| Drama Desk Awards | Outstanding Revival - Play | The Search for Signs of Intelligent Life in the Universe | The Search for Signs of Intelligent Life in the Universe |
| Drama Desk Awards | Outstanding Revival - Play | Tiny Alice | Tiny Alice |
| Drama Desk Awards | Outstanding Revival - Play | Sam Shephard | True West |
| Drama Desk Awards | Outstanding Revival - Play | Anton Chekhov | Uncle Vanya |
| Drama Desk Awards | Outstanding Revival - Play | Harley Granville Barker | Waste |
| Drama Desk Awards | Outstanding Set Design - Musical | Thomas Lynch | Contact |
| Drama Desk Awards | Outstanding Set Design - Musical | Robin Wagner | Kiss Me, Kate |
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| Drama Desk Awards | Outstanding Set Design - Musical | Thomas Lynch | The Music Man |
| Drama Desk Awards | Outstanding Set Design - Musical | David Gallo | The Wild Party (Manhattan Theatre Club) |
| Drama Desk Awards | Outstanding Set Design - Play | Rob Odorisio | An Empty Plate at the Cafe du Grand Boeuf |
| Drama Desk Awards | Outstanding Set Design - Play | David Gallo | Jitney |
| Drama Desk Awards | Outstanding Set Design - Play | James Noone | The Time of the Cuckoo |
| Drama Desk Awards | Outstanding Set Design - Play | Tony Walton | Uncle Vanya |
| Drama Desk Awards | Outstanding Set Design of a Musical | David Rockwel | The Rocky Horror Show |
| Drama Desk Awards | Outstanding Set Design of a Play | John Lee Beatty | Comic Potential |
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| Drama Desk Awards | Outstanding Set Design of a Play | Dean Taucher | Tabletop |
| Drama Desk Awards | Outstanding Solo Performance | Wolf | Another American: Asking and Telling |
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| Drama Desk Awards | Outstanding Solo Performance | Mark Linn-Baker | Chesapeake |
| Drama Desk Awards | Outstanding Solo Performance | Rose Marc | Olympia Dukakis |
| Drama Desk Awards | Outstanding Solo Performance | Pamela Gien | The Syringa Tree |
| Drama Desk Awards | Outstanding Solo Performance | Eric Bogosian | Wake Up and Smell the Coffee |
| Drama Desk Awards | Outstanding Sound Design | Jamie Mereness | Charlie Victor Romeo |
| Drama Desk Awards | Outstanding Sound Design | Darron L. West | Chesapeake |
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| Drama Desk Awards | Outstanding Sound Design | Bruce Ellman | Comic Potential |
| Drama Desk Awards | Outstanding Sound Design | Marc Gwinn | Coyote on a Fence |
| Drama Desk Awards | Outstanding Sound Design | Mic Pool, David Bullard | The Unexpected Man |
| Drama Desk Awards | Outstanding Unique Theatrical Experience | Charlie Victor Romeo | Charlie Victor Romeo |
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| Drama Desk Awards | Outstanding Unique Theatrical Experience | Do You Come Here Often? | Do You Come Here Often? |
| Drama Desk Awards | Special Awards | Alexander H. Cohen | posthumous |
| Drama Desk Awards | Special Awards | Michael Cullen, Clark Jackson, Matthew Mabe, Michael Sabatino | Cobb |
| Drama Desk Awards | Special Awards | Jack Koenig, Dean Nolen, Rob Bartlett, Harvy Blanks, Elizabeth Hanly Rice, Jeremy Webb | Tabletop |
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| Drama Desk Awards | Unique Theatrical Experience | The Laramie Project | The Laramie Project |
| Drama Desk Awards | utstanding Lighting Design | Peter Kaczorowski | Contact |
| Drama Desk Awards | utstanding Lighting Design | David Lander | Dirty Blonde |
| Drama League Awards | Distinguished Achivement in Musical Theatre | Audra McDonald | |
| Drama League Awards | Distinguished Performance Award | Eileen Heckart | The Waverly Gallery |
| Drama League Awards | Distinguished Production of a Musical | | Contact |
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| Drama League Awards | Distinguished Production of a Play | | Copenhagen |
| Drama League Awards | Founders Award for Excellence in Directing | Daniel Sullivan | |
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| Drama League Awards | Unique Contribution to the Theatre | Jon Jory | Actors Theatre of Louisville |
| Evening Standard Theatre Awards | Best Actor | Simon Russell Beale | Hamlet |
| Evening Standard Theatre Awards | Best Comedy | Marie Jones | Stones in his Pocket |
| Evening Standard Theatre Awards | Best Designer | Bunny Christie | Baby Doll |
| Evening Standard Theatre Awards | Best Director | Howard Davies | All My Sons |
| Evening Standard Theatre Awards | Best Play | Joe Penhall | Blue/Orange |
| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | Gary Mitchell | The Force of Change |
| Evening Standard Theatre Awards | Milton Shulman Award for Outstanding Newcomer | Chiwetel Ejiofor | Blue/Orange |
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| Evening Standard Theatre Awards | Natasha Richardson Award for Best Actress | Paola Dionisotti | Further Than the Furthest Thing |
| Evening Standard Theatre Awards | Ned Sherrin Award for Best Musical | | The Car Man |
| Helen Hayes Awards | KPMG Award for Distinguished Service to the Washington Theatre Community | Sunoco, Inc | |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Baayork Lee | Animal Crackers |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Ilona Kessell | Follies |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Patdro Harris | Slam! |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Ilona Kessell | State Fair |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Irina Tsikurishvili | The Idiot |
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| Helen Hayes Awards | Outstanding Choreography, Resident Production | Mark Minnick | West Side Story |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Helen Q. Huang | Indian Ink |
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| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Alessandra D'Ovidio | La Dama Boba |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Justine Scherer | Renard the Fox |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Zack Brown | Royal Family |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Martin Pakledinaz | The Merchant of Venice |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Paul Tazewell | The Women |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Douglas C. Wager | Animal Crackers |
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| Helen Hayes Awards | Outstanding Director, Resident Musical | Mary Hall Surface | Grimm Tales |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Thomas W. Jones, II | Slam! |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Jack Marshall | The Cradle Will Rock |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Eric Schaeffer | Sweeney Todd |
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| Helen Hayes Awards | Outstanding Director, Resident Musical | Charles Randolph-Wright | Guys and Dolls |
| Helen Hayes Awards | Outstanding Director, Resident Play | Joe Banno | Edmond |
| Helen Hayes Awards | Outstanding Director, Resident Play | Hugo Medrano | La Dama Boba |
| Helen Hayes Awards | Outstanding Director, Resident Play | Paata Tsikurishvili | The Idiot |
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| Helen Hayes Awards | Outstanding Director, Resident Play | Andrei Malaev-Babel | The Idiot |
| Helen Hayes Awards | Outstanding Director, Resident Play | Molly Smith | How I Learned to Drive |
| Helen Hayes Awards | Outstanding Director, Resident Play | Joy Zinoman | Indian Ink |
| Helen Hayes Awards | Outstanding Director, Resident Play | Michael Kahn | King John |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Jack Willis | Art |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Bill Irwin | Fool Moon |
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| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Stephen Bogardus | James Joyce's The Dead |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Joe Sears | Red, White, and Tuna |
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| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Marc Wolf | Another American: Asking and Telling |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Tyler Perry | I Can Do Bad All by Myself |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Will Gartshore | Floyd Collins |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Rich Affannato | Floyd Collins |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Tim Martin Gleason | Rhythm Club |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Dwayne Nitz | Sing Down the Moon - Appalachian Wonder Tales |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Jeremy Kushnier | The Rhythm Club |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Bobby Smith | Evita |
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| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Rick Foucheux | Hughie |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | James Brown-Orleans | MASTER HAROLD ... and the boys |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | John Emmert | Strange Interlude |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Bruce Nelson | The Mystery of Irma Vel (a penny dreadful) |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Christopher Lane | Therese Raquin |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Philip Goodwin | Timon of Athens |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Floyd King | Vigil |
| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Reva Rice | Fosse |
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| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Gretha Boston, Eloise Laws | It Ain't Nothin' But the Blues |
| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Faith Prince | James Joyce's The Dead |
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| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Judith Light | Wit |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | E. Faye Butler | Dinah Was |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Alexandra Foucard | Play On! |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Sherri L. Edelen | Side Show |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Amy Goldberger | Side Show |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Lauren Kennedy | The Rhythm Club |
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| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Janine Gulisano | Brigadoon |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Lee Mikeska Gardner | A House in The Country |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Holly Twyford | Chesapeake |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Halo Wines | Collected Stories |
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| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Kate Eastwood Norris | Strange Interlude |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Tana Hicken | The Glass Menagerie |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Valerie Leonard | Therese Raquin |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Jonathan Blandin | Available Light |
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| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Allen Lee Hughes | K2 |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Dan Covey | Leaving the Summer Land |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Jonathan Blandin | Mystery of Irma Vep (a penny dreadful) |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Dan Covey | Tempest |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Daniel MacLean Wagner | Therese Raquin |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Kevin Campbell | Dark Kalamazoo |
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| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Daniel Conway | Desk Set |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Danny Kosarin | Guys and Dolls |
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| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | William Knowles | Slam! |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Jon Kalbfleisch | Sweeny Todd |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | Annie Get Your Gun |
| Helen Hayes Awards | Outstanding Non-Resident Production | Warner Theatre | Cabaret |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | Fool Moon |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | Red, White and Tuna |
| Helen Hayes Awards | Outstanding Non-Resident Production | kennedy Center | Side Man |
| Helen Hayes Awards | Outstanding Resident Musical | Arena Stage | Animal Crackers |
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| Helen Hayes Awards | Outstanding Resident Musical | American Century Theater | Cradle Will Rock |
| Helen Hayes Awards | Outstanding Resident Musical | Theater of the First Amendment | Grimm Tales |
| Helen Hayes Awards | Outstanding Resident Musical | Arena Stage | Guys and Dolls |
| Helen Hayes Awards | Outstanding Resident Musical | Studio Theatre | Slam! |
| Helen Hayes Awards | Outstanding Resident Musical | Signature Theatre | Sweeney Todd |
| Helen Hayes Awards | Outstanding Resident Play | Woolly Mammoth Theatre Company | Dead Monkey |
| Helen Hayes Awards | Outstanding Resident Play | Source Theatre Company | Edmond |
| Helen Hayes Awards | Outstanding Resident Play | Arena Stage | How I Learned to Drive |
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| Helen Hayes Awards | Outstanding Resident Play | Studio Theatre | Indian Ink |
| Helen Hayes Awards | Outstanding Resident Play | Shakespeare Theatre | King John |
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| Helen Hayes Awards | Outstanding Set Design, Resident Production | Daniel Conway | Ambrosio |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Tony Cisek | Communicating Doors |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Daniel Conway | Desk Set |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Russell Metheny | Indian Ink |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Lou Stancari | Sweeny Todd |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Ming Cho Lee | The Merchant of Venice |
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| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Scott Burgess | Adding Machine |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Ron Ursano/The Chroma Group, Ltd | Angels In America, Part II: Perestroika |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | David Maddox | Grimm Tales |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Gil Thompson, Gil Thompson | Indian Ink |
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| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Ronobir Lahiri | Indian Ink |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Mark K. Anduss | t Orbit of Billy Mars |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Neil McFadden | The Dead Monkey |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Mark K. Anduss | The Last Orbit of Billy Mars |
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| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Ronobir Lahiri | Indian Ink |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Floyd King | A Midsummer Night's Dream |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Craig Wallace | Angels in America, Part II: Perestroika |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Paul Morella | Angerls In America Part 1: Millenium Approaches |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Christopher Henley | Entertaining Mr. Sloane |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Christopher Lane | Equus |
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| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Marty Lodge | The Beauty Queen of Leenane |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Doug Brown | Last Orbit of Billy Mars |
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| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Rachel Gardner | In Good Company: The Power Edition |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | June Hansen | Indian Ink |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Naomi Jacobson | Mere Mortals |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Lee Mikeska Gardner | Stanley |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Sarah Marshall | How I Learned To Drive |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Jewell Robinson | Inns and Outs |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Dick Latessa | Cabaret |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Anthony Evans | Inspiration |
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| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Michael Arnold | Martin Guerre |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Michael Mastro | Side Man |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Marcus Chait | Titanic: A New Musical |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Peggy Yates | Dreams from a Summer House |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Steve Routman | Eleanor: An American Love Story |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Christopher Michael Bauer | Slam! |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | John J. Kaczynski | Sweeny Todd |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Carla Della Torre | West Side Story |
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| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Wayne W. Pretlow | Guys and Dolls |
| Helen Hayes Awards | The American Express Tribute | August Wilson | |
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| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Chris Stezin | Hoboken Station |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Caleen Sinnette Jennings | Inns & Outs |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Robert Alexander | Last Orbit of Billy Mars |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Oni Faida Lampley | The Dark Kalamazoo |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Karen Zacarias | The Sins of Sor Juana |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Sam Schwartz, Jr | Courting Chris |
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| Helen Hayes Awards | The Washington Post Award for Distinguished Community Service | Winifred and Norman Portenoy | |
| Henry Hewes Awards | Costume Design | William Ivey Long | Contact |
| Henry Hewes Awards | Costume Design | William Ivey Long | Swing |
| Henry Hewes Awards | Costume Design | William Ivey Long | The Music Man |
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| Henry Hewes Awards | Lighting Design | Peter Kaczorowski | Contact |
| Henry Hewes Awards | Lighting Design | Peter Kaczorowski | Kiss Me Kate |
| Henry Hewes Awards | Lighting Design | Peter Kaczorowski | The Music Man |
| Henry Hewes Awards | Noteworthy/Unusual Effects - (sets, puppets, costumes) | Steve O'Hearn | Squonk |
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| Henry Hewes Awards | Scenic Design | David Gallo | Jitney |
| Henry Hewes Awards | Scenic Design | David Gallo | The Wild Party |
| Jonathan Larson Awards | Jonathan Larson Grants | Beth Blatt, John Mercurio, David Simpatico, American Music Center, David Kirshenbaum, Jenny Giering, Douglas Bernstein, Chad Beguelin, Matt Sklar, Scott Burkell, O'Neill Musical Theatre Conference, Paul Loesel | |
| Jonathan Larson Awards | Jonathan Larson Grants | Adobe Theatre Company, Adobe Theatre Company | A Fish StoryMichael Garin |
| Jonathan Larson Awards | Jonathan Larson Grants | Adobe Theatre Company | A Fish StoryGregory Jackson |
| Jonathan Larson Awards | Jonathan Larson Grants | Musical Theatre Works, Musical Theatre Works | The Girl Most Likely to...Zina Goldrich |
|
| Jonathan Larson Awards | Jonathan Larson Grants | Musical Theatre Works | The Girl Most Likely to...Denis Markell |
| Laurence Olivier Awards | Award for Outstanding Achievement | Peter O'Toole | Jeffrey Bernard Is Unwell |
|
| Laurence Olivier Awards | BBC Award for the Play of the Year | Richard Nelson | Goodnight Children Everywhere |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Liz Lochead | Perfect Days |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Martin Sherman | Rose |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Alan Bennett | The Lady In The Van |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Richard Greenberg | Three Days Of Rain |
| Laurence Olivier Awards | Best Actor | Michael Sheen | Look Back In Anger |
| Laurence Olivier Awards | Best Actor | Roger Allam | Summerfolk |
| Laurence Olivier Awards | Best Actor | Henry Goodman | The Merchant Of Venice |
|
|
|
| Laurence Olivier Awards | Best Actor | Stephen Dillane | The Real Thing |
| Laurence Olivier Awards | Best Actor | Antony Sher | The Winter's Tale |
| Laurence Olivier Awards | Best Actor in a Musical | Ben Keaton | Animal Crackers |
| Laurence Olivier Awards | Best Actor in a Musical | Gus MacGregor | Buddy |
| Laurence Olivier Awards | Best Actor in a Musical | Simon Russell Beale | Candide |
| Laurence Olivier Awards | Best Actor in a Musical | Daniel Evans | Candide |
| Laurence Olivier Awards | Best Actor in a Musical | Rob Edwards | The Lion King |
| Laurence Olivier Awards | Best Actress | Janie Dee | Comic Potential |
|
| Laurence Olivier Awards | Best Actress | Maggie Smith | The Lady In The Van |
| Laurence Olivier Awards | Best Actress | Alison Steadman | The Memory Of Water |
|
| Laurence Olivier Awards | Best Actress | Jennifer Ehle | The Real Thing |
| Laurence Olivier Awards | Best Actress in a Musical | Siobhan McCarthy | Mamma Mia! |
| Laurence Olivier Awards | Best Actress in a Musical | Barbara Dickson | Spend Spend Spend |
| Laurence Olivier Awards | Best Actress in a Musical | Rachel Leskovac | Spend Spend Spend |
| Laurence Olivier Awards | Best Actress in a Musical | Josette Bushell-Mingo | The Lion King |
| Laurence Olivier Awards | Best Costume Designer | John Napier | Candide |
|
|
| Laurence Olivier Awards | Best Costume Designer | Rob Howell | Money and Troilus And Cressida |
| Laurence Olivier Awards | Best Costume Designer | Julie Taymor | The Lion King |
| Laurence Olivier Awards | Best Costume Designer | Robert Jones | The Winter's Tale |
| Laurence Olivier Awards | Best Director | Jeremy Sams | Spend Spend Spend |
|
| Laurence Olivier Awards | Best Director | Julie Taymor | The Lion King |
| Laurence Olivier Awards | Best Entertainment | the New Ambassadors | Al Murray - The Pub Landlord |
| Laurence Olivier Awards | Best Entertainment | Rob Becker | Defending The Caveman |
| Laurence Olivier Awards | Best Entertainment | the Theatre Royal Haymarket | Fascinating Aida - Barefaced Chic |
|
| Laurence Olivier Awards | Best Entertainment | Mark Clements and Michael Vivian | Soul Train |
| Laurence Olivier Awards | Best Lighting Designer | Peter Mumford | Collected Stories |
| Laurence Olivier Awards | Best Lighting Designer | Mark Henderson | Plenty |
| Laurence Olivier Awards | Best Lighting Designer | Howard Harrison | Private Lives |
| Laurence Olivier Awards | Best Lighting Designer | Donald Holder | The Lion King |
| Laurence Olivier Awards | Best Lighting Designer | Mark Henderson | Vassa |
|
| Laurence Olivier Awards | Best New Comedy | Alan Ayckbourn | Comic Potential |
| Laurence Olivier Awards | Best New Comedy | Ronald Harewood | Quartet |
|
|
| Laurence Olivier Awards | Best New Comedy | Shelagh Stephenson | The Memory Of Water |
| Laurence Olivier Awards | Best New Dance Production | San Francisco Ballet | Sandpiper Ballet |
| Laurence Olivier Awards | Best New Dance Production | Nederlands Dans Theater 1 | Symphony Of Psalms |
| Laurence Olivier Awards | Best New Dance Production | San Francisco Ballet | The Cage |
| Laurence Olivier Awards | Best New Dance Production | Pina Bausch Tanztheater Wuppertal | Viktor |
| Laurence Olivier Awards | Best New Opera Production | English National Opera | Alcina |
| Laurence Olivier Awards | Best New Opera Production | Welsh National Opera | Hansel And Gretel |
| Laurence Olivier Awards | Best New Opera Production | English National Opera | Parsifal |
|
|
| Laurence Olivier Awards | Best New Opera Production | English National Opera | Semele |
| Laurence Olivier Awards | Best Set Designer | Maria Bjornson | Plenty |
| Laurence Olivier Awards | Best Set Designer | Rob Howell | Richard III |
| Laurence Olivier Awards | Best Set Designer | Lez Brotherston | Spend Spend Spend |
| Laurence Olivier Awards | Best Set Designer | Richard Hudson | The Lion King |
| Laurence Olivier Awards | Best Supporting Actor | Ron Cook | Juno And The Paycock |
| Laurence Olivier Awards | Best Supporting Actor | Roger Allam | Money |
| Laurence Olivier Awards | Best Supporting Actor | Michael Bryant | Summerfolk |
|
|
| Laurence Olivier Awards | Best Supporting Actor | Michael Williams | The Forest |
| Laurence Olivier Awards | Best Supporting Actress | Annie-Marie Duff | Collected Stories |
|
| Laurence Olivier Awards | Best Supporting Actress | Patricia Hodge | Money |
| Laurence Olivier Awards | Best Supporting Actress | Kika Markham | Song At Twilight |
| Laurence Olivier Awards | Best Supporting Actress | Estelle Kohler | The Winter's Tale |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Joseph Alessi | Animal Crackers |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Denis Quilley | Candide |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Jenny Galloway | Mamma Mia! |
|
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Louise Plowright | Mamma Mia! |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Stephen Houghton | Spend Spend Spend |
| Laurence Olivier Awards | Best Theatre Choreographer | Peter Darling | Candide |
| Laurence Olivier Awards | Best Theatre Choreographer | Craig Revel | Horwood for Spend Spend Spend |
|
| Laurence Olivier Awards | Best Theatre Choreographer | Stephen Mear | Soul Train |
| Laurence Olivier Awards | Best Theatre Choreographer | Garth Fagan | The Lion King |
| Laurence Olivier Awards | Outstanding Achievement in Dance | Nina Ananiashvili | Don Quixote |
| Laurence Olivier Awards | Outstanding Achievement in Dance | David Bintley | Edward II |
|
|
| Laurence Olivier Awards | Outstanding Achievement in Dance | Jiri Kylian | Nederlands Dans Theater 1's season |
| Laurence Olivier Awards | Outstanding Achievement in Dance | Pina Bausch and her company | Viktor |
| Laurence Olivier Awards | Outstanding Achievement in Opera | Kim Begley | Parsifal |
| Laurence Olivier Awards | Outstanding Achievement in Opera | Rosemary Joshua | Semele |
| Laurence Olivier Awards | Outstanding Achievement in Opera | English National Opera | The works of Handel |
| Laurence Olivier Awards | Outstanding Musical Production | Stephen Sondheim | A Funny Thing Happened On The Way To The Forum |
|
| Laurence Olivier Awards | Outstanding Musical Production | Leonard Bernstein | Candide |
| Laurence Olivier Awards | Outstanding Musical Production | Gillian Lynne, Chris Walker, Stephen Clarke | Dick Whittington |
|
| Laurence Olivier Awards | Outstanding Musical Production | Richard Adler and Jerry Ross | The Pajama Gamem |
| Laurence Olivier Awards | Radisson Edwardian Award for Best New Musical | George Stiles | Honk! The Ugly Duckling |
| Laurence Olivier Awards | Radisson Edwardian Award for Best New Musical | Benny Andersson | Mamma Mia! |
| Laurence Olivier Awards | Radisson Edwardian Award for Best New Musical | Steve Brown | Spend Spend Spend |
| Laurence Olivier Awards | Radisson Edwardian Award for Best New Musical | Tim Rice, Elton John | The Lion King |
| Lucille Lortel Awards | Edith Oliver Award for Sustained Excellence | Barry Grove | |
| Lucille Lortel Awards | Outstanding Body of Work | Eileen Heckart | |
| Lucille Lortel Awards | Outstanding Costume Design | Martin Pakledinaz | Waste and The Wild Party |
|
|
|
| Lucille Lortel Awards | Outstanding Director | Susan Stroman | Contact |
| Lucille Lortel Awards | Outstanding Lead Actor | Boyd Gaines | Contact |
| Lucille Lortel Awards | Outstanding Lead Actress | Eileen Heckart | The Waverly Gallery |
| Lucille Lortel Awards | Outstanding Lifetime Achievement | Jason Robards | |
| Lucille Lortel Awards | Outstanding Lighting Design | Kenneth Posner | Give Me Your Answer, Do! and The Wild Party |
| Lucille Lortel Awards | Outstanding Musical | Playwrights Horizons | James Joyce’s The Dead |
| Lucille Lortel Awards | Outstanding Play | Ted Tulchin, Mari Nakachi, Victoria Maxwell, Mitchell Maxwell, Mark Balsom | Dinner With Friends |
| Lucille Lortel Awards | Outstanding Revival | The Drama Department | The Torch-Bearers |
|
| Lucille Lortel Awards | Outstanding Scenic Design | David Gallo | The Wild Party |
| Lucille Lortel Awards | Playwrights Sidewalk Inductee(s) | Charles Busch and Israel Horowitz | |
|
| New York Drama Critics Circle Awards | Best Foreign Play | Michael Frayn | Copenhagen1999-2000 season |
| New York Drama Critics Circle Awards | Best Musical | John Weidman | Contact1999-2000 season;
Runner-up |
| New York Drama Critics Circle Awards | Best Musical | Richard Nelson, Shaun Davey | James Joyce's The Dead1999-2000 season |
| New York Drama Critics Circle Awards | Best Play | August Wilson | Jitney1999-2000 season |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Susan Stroman | The Music ManSeason 1999-2000 |
| Outer Critics Circle Awards | John Gassner Playwriting Award | David Lindsay-Abaire | Fuddy MeersSeason 1999-2000 |
|
|
| Outer Critics Circle Awards | John Gassner Playwriting Award | Joan Vail Thorne | The Exact Center of the UniverseSeason 1999-2000 |
| Outer Critics Circle Awards | John Gassner Playwriting Award | Charles Busch | The Tale of the Allergist's WifeSeason 1999-2000 |
| Outer Critics Circle Awards | John Gassner Playwriting Award | Kenneth Lonergan | The Waverly GallerySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Brian Stokes Mitchell | Kiss Me KateSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Actor in a Musical | James Carpinello | Saturday Night FeverSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Craig Bierko | The Music ManSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Taye Diggs | The Wild PartySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actor in a Play | Michael Sheen, David Suchet | AmadeusSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Actor in a Play | Stephen Dillane | The Real ThingSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actor in a Play | Derek Jacobi | Uncle VanyaSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Heather Headley | AidaSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Marin Mazzie | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Rebecca Luker | The Music ManSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Toni Collette | The Wild PartySeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Actress in a Play | J. Smith-Cameron | Fuddy MeersSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Play | Eileen Heckart | The Waverly GallerySeason 1999-2000 |
|
|
| Outer Critics Circle Awards | Outstanding Actress in a Play | Laura Linney | Uncle VanyaSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Actress in a Play | Rosemary Harris | Waiting in the WingsSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | ContactSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | James Joyce's The DeadSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | Saturday Night FeverSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | Swing!Season 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Play | | CopenhagenSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Play | | The Green BirdSeason 1999-2000 |
|
|
| Outer Critics Circle Awards | Outstanding Broadway Play | | True WestSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Broadway Play | | Waiting in the WingsSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Choreography | Kathleen Marshall | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Choreography | Lynne Taylor-Corbett | Swing!Season 1999-2000 |
| Outer Critics Circle Awards | Outstanding Choreography | Susan Stroman | The Music ManSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Choreography | Mark Dendy | The Wild PartySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Costume Design | William Dudley | AmadeusSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Costume Design | Martin Pakledinaz | Kiss Me KateSeason 1999-2000 |
|
|
| Outer Critics Circle Awards | Outstanding Costume Design | Constance Hoffman | The Green BirdSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Costume Design | William Ivey Long | The Music ManSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Director of a Musical | Richard Nelson | James Joyce's The DeadSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Michael Blakemore | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Gabriel Barre | The Wild PartySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Play | Daniel Sullivan | A Moon for the MisbegottenSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Play | Peter Hal | AmadeusSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Play | Michael Blakemore | CopenhagenSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Director of a Play | Daniel Sullivan | Dinner with FriendsSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Director of a Play | David Leveaux | The Real ThingSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Boyd Gaines | ContactSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Stephen Spinella | James Joyce's The DeadSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Tony Vincent | Jesus Christ SuperstarSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Michael Berresse | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Roy Dotrice | A Moon for the MisbegottenSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Daniel Gerroll | An Experiment with an Air PumpSeason 1999-2000 |
|
|
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Bob Dishy | The PriceSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Simon Jones | Waiting in the WingsSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress - Musical | Deborah Yates | ContactSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress - Musical | Karen Ziemba | ContactSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress - Musical | Blair Brown | James Joyce's The DeadSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress - Musical | Ruth Williamson | The Music ManSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Cindy Katz | AmadeusSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Lizbeth Mackay | The PriceSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Jennifer Ehle | The Real ThingSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Frances Conroy | The Ride Down Mt. MorganSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Paule Constable | AmadeusSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Peter Kaczorwoski | ContactSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Donald Holder | The Green BirdSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Kenneth Posner | The Wild PartySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Off Broadway Play | | An Experiment with an Air PumpSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Off Broadway Play | | Dinner with FriendsSeason 1999-2000 |
|
|
|
| Outer Critics Circle Awards | Outstanding Off Broadway Play | | Dirty BlondeSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | Jolson & Co.Season 1999-2000 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | The Bomb-Itty of ErrorsSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | The Wild PartySeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Jesus Christ SuperstarSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Putting It TogetherSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | The Music ManSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Revival of a Play | | A Moon for the MisbegottenSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Revival of a Play | | AmadeusSeason 1999-2000 |
|
| Outer Critics Circle Awards | Outstanding Revival of a Play | | The Real ThingSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Rival of the Play | | Uncle VanyaSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Scenic Design | William Dudley | AmadeusSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Scenic Design | John Lee Beatt | An Experiment with an Air PumpSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Scenic Design | Robin Wagner | Kiss Me KateSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Scenic Design | Thomas Lynch | The Music ManSeason 1999-2000 |
|
|
| Outer Critics Circle Awards | Outstanding Solo Performance | Marc Wolf | Another American Asking and TellingSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Solo Performance | Mark Linn-Baker | ChesapeakeSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Solo Performance | Mark Setlock | Fully CommittedSeason 1999-2000 |
| Outer Critics Circle Awards | Outstanding Solo Performance | Olympia Dukakis | RoseSeason 1999-2000 |
|
| Outer Critics Circle Awards | Season 1999-2000 | | After the FairSeason 1999-2000 |
| Outer Critics Circle Awards | Special Awards | Dame Edna, Barry Humphries | The Royal TourSeason 1999-2000 |
| Outer Critics Circle Awards | Special Awards | John C. Reilly | True WestSeason 1999-2000 |
| Outer Critics Circle Awards | Special Awards | Philip Seymour Hoffman | True WestSeason 1999-2000 |
|
| Outer Critics Circle Awards | The Tale of the Allergist's Wife | | The Tale of the Allergist's WifeSeason 1999-2000 |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Donald Margulies | Dinner With Friends |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Suzan-Lori Parks | In The Blood |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Suzan-Lori Parks | In the Blood |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | August Wilson, August Wilson | King Hedley II |
| The ASCAP Foundation Richard Rodgers New Horizons Award | Richard Rodgers New Horizons Award | Stephen Weiner | |
|
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Ellen Tobie | Collected StoriesWalnut Street Theatre Studio 3 |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Janis Dardaris | SidemanPhiladelphia Theatre Company |
|
|
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Millicent Sparks | The Sty of the Blind PigFreedom Repertory Theatre |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Nora Chester | Three ViewingsDelaware Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Randy Danson | WitPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | F. Otto Haas Award for Emerging Philadelphia Theatre Artist | John Lumia | |
| The Barrymore Awards for Excellence in Theatre | F. Otto Haas Award for Emerging Philadelphia Theatre Artist | William Zielinski, Catharine Slusar, Pete Pryor, Andre D. Harrington | |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | David Petrarca | Dinah Was: The Dinah Washinton MusicalPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Terrence J. Nolen | Into the WoodsArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Charles Abbott | PhantomWalnut Street Theatre |
|
|
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Ben Levitt | The Hidden SkyPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Jiri Zizka | The Tin Pan Alley RagWilma Theater |
| The Barrymore Awards for Excellence in Theatre | Lifetime Achievement Honoree | Adele Magner | Philadelphia Young Playwrights Festival |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Richard Stafford | La Cage Aux FollesWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Jawole Willa Jo Zollar | St. Louis WomanPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Whit MacLaughlin | StuporNew Paradise Laboratories |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Patricia Birch | The Snow QueenPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | George Faison | The Tin Pan Alley RagThe Wilma Theater |
|
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Theoni V. Aldredge & Colleen McMillan | La Cage Aux FollesWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Hilary Corbett | The HeiressWalnut Street Theatre |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Janus Stefanowicz | The Invention of LoveThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Richard St. Clair, Galina Solovyeva | The Snow QueenArden Theatre Company & Pig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Ken Marini | Dimly Perceived Threats to the SystemThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Terrence J. Nolen | Red HerringArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | James J. Christy | SidemanPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Blanka Zizka | The Invention of LoveThe Wilma Theater |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Maria Mileaf | WitPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | Vagabond Acting Troupe | A Vagabond Christmas Carol |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | The People's Light & Theatre Company | Dimly Perceived Threats to the System |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | Arden Theatre Company | Red Herring |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | Philadelphia Theatre Company | Sideman |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | New Paradise Laboratories | Stupor |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Darin DePaul | A Funny Thing Happened on the Way to the ForumBristol Riverside Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Christopher Sutton | Buddy: The Buddy Holly StoryWalnut Street Theatre |
|
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Jamie Torcellini | La Cage Aux FollesWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Nat Chandler | PhantomWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Rick Wasserman | The Tin Pan Alley RagThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | William Zielinski | Rum and VodkaBrat Productions |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | David Chandler | SidemanPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Martin Rayner | The Invention of LoveThe Wilma Theater |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Pete Pryor | Three Days of RainArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Greg Wood | VigilWalnut Street Theatre Studio 3 |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | E. Faye Butler | Dinah Was: The Dinah Washington MusicalPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Mary Martello | Into the Woods |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Kristin Carbone | PhantomWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Sondra M. Bonitto | St. Louis WomanPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Ana Maria Andricain | The Hidden SkyPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Jerold R. Forsyth | Cherry DocsThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | James Leitner | Red HerringArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Troy A. Martin-O'Shia | The Hidden SkyPrince Music Theater |
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|
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| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Russell H. Champa | The Invention of LoveThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Russell H. Champa | WitPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Richard Kalinoski | Between Men and CattleInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Mary Fengar Gail | Drink MeInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Michael Hollinger | Red HerringArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Kate Chisholm | The Hidden SkyPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | J.T. Rogers | White PeoplePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Michael "Hawkeye" Herman | El Paso BlueVenture Theatre |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | John Lionarons | The Adventures of PinocchioThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Peter Foley | The Hidden SkyPrince Music Theater |
|
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Adam Wernick | The Invention of LoveThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Eric Jensen | The Snow QueenArden Theatre Company/Pig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Philadelphia Theatre Company | Dinah Was: The Dinah Washington Musical |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Arden Theatre Company | Into the Woods |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Walnut Street Theatre | Phantom |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Prince Music Theater | The Hidden Sky |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | The Wilma Theater | The Tin Pan Alley Rag |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | The People's Light & Theatre Company | Dimly Perceived Threats to the System |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | Arden Theatre Company | Red Herring |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | Philadelphia Theatre Company | Sideman |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | The Wilma Theater | The Invention of Love |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | Philadelphia Theatre Company | Wit |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | Marie Ann Chiment | Born YesterdayDelaware Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | Hiroshi Iwasaki | EndgameVillanova Theatre |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | Paul Wonsek | The HeiressWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | Michael McGarty | The Invention of LoveThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | James F. Pyne, Jr. | The Road to MeccaThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Charles T. Brastow | Dimly Perceived Threats to the SystemThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Whit MacLaughlin | Drink MeInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Peter Rydberg | EndgameVillanova Theatre |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Peter Rydberg | On the VergeVillanova Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Fabian Obispo | The Skin of our TeethThe People's Light & Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Nick Ullett | A Funny Thing Happened on the Way to the ForumBristol Riverside Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Scott Greer | Into the WoodsArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Bernard Wurger | PhantomWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Jeffrey Coon | The Snow QueenPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Joel Blum | The Tin Pan Alley RagThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | William Zielinski | BetrayalLantern Theater Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Frank X | Beyond TherapyLantern Theater Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Benjamin Lloyd | Dimly Perceived Threats to the SystemThe People's Light & Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Ian Merrill Peakes | SidemanPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Mark Alhadeff | The Invention of LoveThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Carla J. Hargrove | Dinah Was: The Dinah Washington MusicalPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Mary Kate McGrath, Molly Ephraim | Into the WoodsArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Ann Arvia | PhantomWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Joilet Harris | St. Louis WomanPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | E. Ashley Izard | Beyond TherapyLantern Theater Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Megan Bellwoar | Collected StoriesWalnut Street Theatre Studio |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Jo Twiss | Dancing at LughnasaHedgerow Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Sarallen | Flyin' WestDelaware Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Mollie Hall | WitPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Education and Community Service Award | 1812 Productions | 1812 Educational Outreach |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Education and Community Service Award | InterAct Theatre Company | InterAction |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Education and Community Service Award | Prince Music Theater | The Rainbow Connection at the Prince |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Education and Community Service Award | The Village of Arts and Humanities | The Village Youth Theater |
| The Kleban Prize | Most promising musical theatre librettist | Stephen Cole | |
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| The Kleban Prize | Most promising musical theatre lyricist | Marion Adler, Jeff Marx, Robert Lopez, Chad Beguelin, David Spencer | |
| Theatre World Awards | Performace | Craig Bierko | The Music ManSeason 1999-2000 |
| Theatre World Awards | Performance | Gabriel Byrne | A Moon for the MisbegottenSeason 1999-2000 |
| Theatre World Awards | Performance | Henry Czerny | Arms and the ManSeason 1999-2000 |
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| Theatre World Awards | Performance | Claudia Shear | Dirty BlondeSeason 1999-2000 |
| Theatre World Awards | Performance | Hayley Mills | Suite in Two KeysSeason 1999-2000 |
| Theatre World Awards | Performance | Ann Hampton Callaway, Everett Bradley | Swing!Season 1999-2000 |
| Theatre World Awards | Performance | Stephen Dillane, Jennifer Ehle | The Real ThingSeason 1999-2000 |
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| Theatre World Awards | Performance | Cigdem Onat | The Time of the CuckooSeason 1999-2000 |
| Theatre World Awards | Performance | Toni Collette | The Wild PartySeason 1999-2000 |
| Theatre World Awards | Performance | Philip Seymour Hoffman | True WestSeason 1999-2000 |
| Tony Awards | Best Book of a Musical | John Weidman | Contact |
| Tony Awards | Best Book of a Musical | Richard Nelson | James Joyce's The Dead |
| Tony Awards | Best Book of a Musical | Michael John LaChiusa | Marie Christineproduction took place the previous year |
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| Tony Awards | Best Book of a Musical | George C. Wolfe, Michael John LaChiusa | The Wild Party |
| Tony Awards | Best Choreography | Susan Stroman | Contact |
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| Tony Awards | Best Choreography | Kathleen Marshall | Kiss Me, Kateproduction took place the previous year |
| Tony Awards | Best Choreography | Lynne Taylor-Corbett | Swing!production took place the previous year |
| Tony Awards | Best Choreography | Susan Stroman | The Music Man |
| Tony Awards | Best Costume Design | Bob Crowley | Aida |
| Tony Awards | Best Costume Design | Martin Pakledinaz | Kiss Me, Kate |
| Tony Awards | Best Costume Design | Constance Hoffman | The Green Bird |
| Tony Awards | Best Costume Design | William Ivey Long | The Music Man |
| Tony Awards | Best Direction of a Musical | Susan Stroman | Contact |
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| Tony Awards | Best Direction of a Musical | Michael Blakemore | Kiss Me, Kate |
| Tony Awards | Best Direction of a Musical | Lynne Taylor-Corbett | Swing!production took place the previous year |
| Tony Awards | Best Direction of a Musical | Susan Stroman | The Music Man |
| Tony Awards | Best Direction of a Play | Michael Blakemore | Copenhagen |
| Tony Awards | Best Direction of a Play | James Lapine | Dirty Blonde |
| Tony Awards | Best Direction of a Play | David Leveaux | The Real Thing |
| Tony Awards | Best Direction of a Play | Matthew Warchus | True West |
| Tony Awards | Best Lighting Design | Natasha Katz | Aida |
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| Tony Awards | Best Lighting Design | Peter Kaczorowski | Kiss Me, Kate |
| Tony Awards | Best Lighting Design | Jules Fisher, Peggy Eisenhauer | Marie Christineproduction took place the previous year |
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| Tony Awards | Best Lighting Design | Peggy Eisenhauer, Jules Fisher | The Wild Party |
| Tony Awards | Best Musical | Lincoln Center Theater | Contactproducer |
| Tony Awards | Best Musical | Tim Sanford, Gregory Mosher, Arielle Tepper, Playwrights Horizons | James Joyce's The Dead |
| Tony Awards | Best Musical | Steven Baruch, Richard Frankel, Marc Routh, Douglas L. Meyer, Tom Viertel, Lorie Cowen Levy, Stanley Shopkorn, Jujamcyn Theaters, BB Promotion, Jeslo Productions, Libby Adler Mages, James D. Stern, PACE Theatrical Group, SFX, Dede Harris, Mari Glick | Swing!producer,
production took place the previous year |
| Tony Awards | Best Musical | The Joseph Papp Public Theater/New York Shakespeare Festival, George C. Wolfe, Scott Rudin, Scott Rudin, Paramount Pictures, Roger Berlind, Roger Berlind, Williams/Waxman | The Wild Partyproducer |
| Tony Awards | Best Orchestrations | Don Sebesky | Kiss Me, Kateproduction took place the previous year |
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| Tony Awards | Best Orchestrations | Jonathan Tunick | Marie Christineproduction took place the previous year |
| Tony Awards | Best Orchestrations | Harold Wheeler | Swing!production took place the previous year |
| Tony Awards | Best Orchestrations | Doug Besterman | The Music Man |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Elton John, Tim Rice | Aidamusic |
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| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Shaun Davey, Richard Nelson, Shaun Davey | James Joyce's The Deadmusic |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Michael John LaChiusa | Marie Christinemusic and lyrics |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Michael John LaChiusa | The Wild Party |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Boyd Gaines | Contact |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Stephen Spinella | James Joyce's The Dead |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Michael Berresse, Lee Wilkof, Michael Mulheren | Kiss Me, Kateproduction took place the previous year |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Roy Dotrice | A Moon for the Misbegotten |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Bob Stillman, Kevin Chamberlin | Dirty Blonde |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Derek Smith | The Green Bird |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Daniel Davis | Wrong Mountain |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Christopher Walken | James Joyce's The Dead |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Brian Stokes Mitchell | Kiss Me, Kate |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | George Hearn | Putting It Together |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Craig Bierko | The Music Man |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Mandy Patinkin | The Wild Party |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Gabriel Byrne | A Moon for the Misbegotten |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | David Suchet | Amadeusproduction took place the previous year |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Stephen Dillane | The Real Thing |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Philip Seymour Hoffman, John C. Reilly | True West |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Karen Ziemba | Contact |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Deborah Yates | Contact |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Laura Benanti, Ann Hampton Callaway | Swing!production took place the previous year |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Eartha Kitt | The Wild Party |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Blair Brown | Copenhagen |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Sarah Woodward | The Real Thing |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Frances Conroy | The Ride Down Mt. Morgan |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Amy Ryan | Uncle Vanya |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Helen Stenborg | Waiting in the Wingsproduction took place the previous year |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Heather Headley | Aida |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Marin Mazzie | Kiss Me, Kateproduction took place the previous year |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Audra McDonald | Marie Christineproduction took place the previous year |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Rebecca Luker | The Music Man |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Toni Collette | The Wild Party |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Cherry Jones | A Moon for the Misbegotten |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Claudia Shear | Dirty Blonde |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Jayne Atkinson | The Rainmakerproduction took place the previous year |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Jennifer Ehle | The Real Thing |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Rosemary Harris | Waiting in the Wingsproduction took place the previous year |
| Tony Awards | Best Play | Scott Nederlander, Byron Goldman, Jon B. Platt, Ray Larsen, Elizabeth Ireland McCann, Roger Berlind, James M. Nederlander, The Royal National Theatre, Lee Dean, Lee Dean, Michael Codron, Scott Rudin, Michael Frayn | Copenhagenproducer |
| Tony Awards | Best Play | Claudia Shear, The Shubert Organization, Chase Mishkin, Ostar Enterprises, ABC, Inc. | Dirty Blonde |
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| Tony Awards | Best Play | Spring Sirkin, The Joseph Papp Public Theater/New York Shakespeare Festival, ABC, Inc., Roger Berlind, Scott Rudin, The Shubert Organization, Arthur Miller | The Ride Down Mt. Morganproducer |
| Tony Awards | Best Play | Sam Shepard, Ron Kastner | True West |
| Tony Awards | Best Revival of a Musical | The Really Useful Superstar Company Inc., The Nederlander Producing Company of America Inc., Terry Allen Kramer | Jesus Christ Superstarproducer |
| Tony Awards | Best Revival of a Musical | Roger Berlind, Roger Horchow | Kiss Me, Kateproducer,
production took place the previous year |
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| Tony Awards | Best Revival of a Musical | DG Producciones | Tango Argentinoproducer,
production took place the previous year |
| Tony Awards | Best Revival of a Musical | Lorie Cowen Levy, Dede Harris, Kardana-Swinsky Productions, Elizabeth Williams, The John F. Kennedy Center for the Performing Arts, Dodger Theatricals, Anita Waxman | The Music Manproducer |
| Tony Awards | Best Revival of a Play | The Goodman Theatre, Elizabeth Williams, Anita Waxman, Jujamcyn Theaters, Max Cooper, Chase Mishkin, Elliot Martin | A Moon for the Misbegottenproducer |
| Tony Awards | Best Revival of a Play | Old Ivy Productions, Back Row Productions, Ahmanson Theatre, SFX Theatrical Group, Adam Epstein, PW Productions, Kim Poster, Center Theatre Group | Amadeusproducer,
production took place the previous year |
| Tony Awards | Best Revival of a Play | David Richenthal | The Priceproducer |
| Tony Awards | Best Revival of a Play | Anita Waxman, Elizabeth Williams, Ron Kastner, Miramax Films, The Donmar Warehouse | The Real Thingproducer |
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| Tony Awards | Best Scenic Design | Bob Crowley | Aida |
| Tony Awards | Best Scenic Design | Robin Wagner | Kiss Me, Kateproduction took place the previous year |
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| Tony Awards | Best Scenic Design | Thomas Lynch | The Music Man |
| Tony Awards | Best Scenic Design | Tony Walton | Uncle Vanya |
| Tony Awards | Regional Theater Tony Award | The Utah Shakespearean Festival | |
| Tony Awards | Special Tony Award For a Live Theatrical Presentation | Dame Edna | Dame Edna: The Royal Tourproduction took place the previous year |
| Tony Awards | Special Tony Award for Lifetime Achievement in the Theatre | T. Edward Hambleton | |
| Tony Awards | Tony Honors for Excellence in the Theatre | Sylvia Herscher, New York City Center Encores!, Eileen Heckart | |
| Village Voice Obie Awards | Asst. To Committee | Charles McNulty | |
| Village Voice Obie Awards | Best Production | Julia Wolfe, Bob McGrath, David Lang, Michael Gordon, Ben Katchor | The Carbon Copy Building |
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| Village Voice Obie Awards | Chairman | Brian Parks | |
| Village Voice Obie Awards | Choreography for The Wild Party | Mark Dendy | |
| Village Voice Obie Awards | Direction | Marion McClinton | Jitney |
| Village Voice Obie Awards | Excellence of Ensemble Performance | | Jitney |
| Village Voice Obie Awards | Guest Judges | Holly Hughes, Jo Bonney, Neil Patel, Mac Wellman | |
| Village Voice Obie Awards | Obie Grant | Big Dance Theater, Circus Amok, Five Myles | |
| Village Voice Obie Awards | Performance | Christopher Evan Welch, Elizabeth Marvel | A Streetcar Named Desire |
| Village Voice Obie Awards | Performance | Cynthia Hopkins | Another Telepathic Thing |
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| Village Voice Obie Awards | Performance | Lola Pashalinski | Gertrude and Alice |
| Village Voice Obie Awards | Performance | Colm Meaney | Here in St. Cloud's |
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| Village Voice Obie Awards | Performance | Charlayne Woodard | In the Blood |
| Village Voice Obie Awards | Performance | Lynne Thigpen | Jar the Floor |
| Village Voice Obie Awards | Performance | Dominique Dibbell | Jet Lag |
| Village Voice Obie Awards | Performance | Eddie Korbich | Taking a Chance on Love |
| Village Voice Obie Awards | Performance | Colm Meaney | The Cider House Rules: Part One |
| Village Voice Obie Awards | Performance | Debra Monk | The Time of the Cuckoo |
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| Village Voice Obie Awards | Performance | Eileen Heckart | The Waverly Gallery |
| Village Voice Obie Awards | Performance | Byron Jennings | Waste |
| Village Voice Obie Awards | Playwriting | Harley Granville Barker | Waste |
| Village Voice Obie Awards | Ross Wetzsteon Award | The Foundry | |
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| Village Voice Obie Awards | Special Citations | Joe Mantello, Marc Wolf | Another American: Asking and Telling |
| Village Voice Obie Awards | Special Citations | The Builders Association, Diller, Scofidio | Jet Lag |
| Village Voice Obie Awards | Special Citations | Liliana Felipe, Jesusa Rodriguez | Las Horas de Belen -- A Book of Hours |
| Village Voice Obie Awards | Special Citations | Sarah E. Johnson | Lava Love |
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| Village Voice Obie Awards | Special Citations | Maria Irene Fornes | Letters From Cuba |
| Village Voice Obie Awards | Special Citations | Jan Lauwers, Needcompany | Morning Song |
| Village Voice Obie Awards | Special Citations | Bill Talen | The Reverend Billy |
| Village Voice Obie Awards | Sustained Achievement | Ping Chong | |
| Village Voice Obie Awards | Sustained Excellence Costume Design | Susan Hilferty | |
| Village Voice Obie Awards | Sustained Excellence Lighting Design | Christopher Akerlind | |
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| Village Voice Obie Awards | Sustained Excellence of Performance | Deb Margolin | |
| Village Voice Obie Awards | Sustained Excellence Projection Design | Jan Hartley | |
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| Village Voice Obie Awards | Sustained Excellence Set Design | David Gallo | |
| Village Voice Obie Awards | Voice Judges | Michael Feingold, James Hannaham, Alisa Solomon | |