| Drama Desk Awards | Outstanding Actor - Musical | Tom Wopat | Annie Get Your Gun |
| Drama Desk Awards | Outstanding Actor - Musical | Patrick Wilson | Bright Lights Big City |
| Drama Desk Awards | Outstanding Actor - Play | Brian Dennehy | Death of a Salesman |
| Drama Desk Awards | Outstanding Actor - Play | Finbar Lynch, Corin Redgrave | Not About Nightingales |
| Drama Desk Awards | Outstanding Actor - Play | Toby Stephens | Ring Round the Moon |
| Drama Desk Awards | Outstanding Actress - Musical | Bernadette Peters | Annie Get Your Gun |
| Drama Desk Awards | Outstanding Actress - Musical | Marin Mazzie | Kiss Me, Kate |
| Drama Desk Awards | Outstanding Actress - Musical | Audra McDonald | Marie Christine |
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| Drama Desk Awards | Outstanding Actress - Musical | Sian Phillips | Marlene Marlene |
| Drama Desk Awards | Outstanding Actress - Play | Lindsay Duncan | Ashes to Ashes |
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| Drama Desk Awards | Outstanding Actress - Play | Elizabeth Franz | Death of a Salesman |
| Drama Desk Awards | Outstanding Actress - Play | Lynn Thigpen | Jar the Floor |
| Drama Desk Awards | Outstanding Actress - Play | Judi Dench | Lindsay Duncan |
| Drama Desk Awards | Outstanding Actress - Play | Swoosie Kurtz | The Mineola Twins |
| Drama Desk Awards | Outstanding Choreography | Luis Bravo | The Forever Tango Dancers |
| Drama Desk Awards | Outstanding Choreography | Jody Abrahams, Loukmaan Adams | Kat and the Kings |
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| Drama Desk Awards | Outstanding Choreography | Kathleen Marshall | Kiss Me, Kate |
| Drama Desk Awards | Outstanding Choreography | Lynne Taylor-Corbett | Swing! |
| Drama Desk Awards | Outstanding Choreography | Garth Fagan | The Lion King |
| Drama Desk Awards | Outstanding Costume Design | Martin Pakledinaz | Kiss Me, Kate |
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| Drama Desk Awards | Outstanding Costume Design | Argemina Affonso | Luis Bravo's Forever Tango |
| Drama Desk Awards | Outstanding Costume Design | Kevin Pollard | Shockheaded Peter |
| Drama Desk Awards | Outstanding Costume Design | Gregory Gale, Jonathan Bixby | The Country Club |
| Drama Desk Awards | Outstanding Costume Design | Julie Taymor | The Lion King |
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| Drama Desk Awards | Outstanding Costume Design | Catherine Zuber | Triumph of Love |
| Drama Desk Awards | Outstanding Director - Musical | Scott Ellis | 1776 |
| Drama Desk Awards | Outstanding Director - Musical | Rob Marshall | Cabaret |
| Drama Desk Awards | Outstanding Director - Musical | Michael Blakemore | Kiss Me, Kate |
| Drama Desk Awards | Outstanding Director - Musical | Julie Taymor | The Lion King |
| Drama Desk Awards | Outstanding Director - Play | Michael Mayer | A View from the Bridge |
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| Drama Desk Awards | Outstanding Director - Play | Daniel Sullivan | Dinner with Friends |
| Drama Desk Awards | Outstanding Director - Play | James Houghton | The American Clock |
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| Drama Desk Awards | Outstanding Featured Actor - Musical | Gregg Edelman | 1776 |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Alistair Izobell | Kat and the Kings |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Michael Mulheren, Lee Wilkof | Kiss Me, Kate |
| Drama Desk Awards | Outstanding Featured Actor - Musical | Geoffrey Hoyle, Max Cassella | The Lion King |
| Drama Desk Awards | Outstanding Featured Actor - Play | Ron Liebman | A Dybbuk, or Between Two Worlds |
| Drama Desk Awards | Outstanding Featured Actor - Play | Matthew Arkin | Dinner with Friends |
| Drama Desk Awards | Outstanding Featured Actor - Play | Joel Grey | Give Me Your Answer, Do! |
| Drama Desk Awards | Outstanding Featured Actor - Play | Max Wright | Ivanov |
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| Drama Desk Awards | Outstanding Featured Actor - Play | Philip Seymour Hoffman | The Author's Voice / Imagining Brad |
| Drama Desk Awards | Outstanding Featured Actor - Play | Harris Yulin | The Diary of Anne Frank |
| Drama Desk Awards | Outstanding Featured Actor - Play | Harris Yulin | The Price |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Tsidii Le Loka | The Lion King |
| Drama Desk Awards | Outstanding Featured Actress - Musical | Betty Buckley | Triumph of Love |
| Drama Desk Awards | Outstanding Featured Actress - Play | Allison Janney | A View from the Bridge |
| Drama Desk Awards | Outstanding Featured Actress - Play | Seana Kofoed | An Experiment with an Air Pump |
| Drama Desk Awards | Outstanding Featured Actress - Play | Marylouise Burke | Fuddy Meers |
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| Drama Desk Awards | Outstanding Featured Actress - Play | Caroline Seymour | Goose Pimples |
| Drama Desk Awards | Outstanding Featured Actress - Play | Marian Seldes | Ivanov |
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| Drama Desk Awards | Outstanding Featured Actress - Play | Amy Sedaris | The Country Club |
| Drama Desk Awards | Outstanding Featured Actress - Play | Linda Lavin | The Diary of Anne Frank |
| Drama Desk Awards | Outstanding Featured Actress - Play | Phyllis Newman | The Moment When |
| Drama Desk Awards | Outstanding Featured Actress - Play | Patti LuPone | The Old Neighborhood |
| Drama Desk Awards | Outstanding Lighting Design | Kenneth Posner | Pride's Crossing / A View from the Bridge |
| Drama Desk Awards | Outstanding Lighting Design | Peter Maradudin | Ballad of Yachiyo |
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| Drama Desk Awards | Outstanding Lighting Design | Donald Holder | The Lion King |
| Drama Desk Awards | Outstanding Lyric | Gregory Qaiyum, Jason Catalano, Jordan Allen-Dutton | The Bomb-itty of Errors |
| Drama Desk Awards | Outstanding Lyrics | Susan Birkenhead | Triumph of Love |
| Drama Desk Awards | Outstanding Music | Frank Wildhorn | The Scarlet Pimpernel |
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| Drama Desk Awards | Outstanding Musical | Luis Bravo's Forever Tango | Luis Bravo's Forever Tango |
| Drama Desk Awards | Outstanding Musical | The Lion King | The Lion King |
| Drama Desk Awards | Outstanding New Musical | Swing! | Swing! |
| Drama Desk Awards | Outstanding New Play | Donald Margulies | Dinner with Friends |
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| Drama Desk Awards | Outstanding One-Person Solo Performance | Lisa Kron | 2.5 Minute Ride |
| Drama Desk Awards | Outstanding One-Person Solo Performance | Laurence Luckinbill | Clarence Darrow Tonight! |
| Drama Desk Awards | Outstanding One-Person Solo Performance | Aviva Jane Carlin | Jodie's Body |
| Drama Desk Awards | Outstanding One-Person Solo Performance | Alexander H. Cohen | Star Billing |
| Drama Desk Awards | Outstanding One-Person Solo Performance | David Hare | Via Dolorosa |
| Drama Desk Awards | Outstanding Orchestrations | Michael Gibson | Cabaret |
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| Drama Desk Awards | Outstanding Orchestrations | Taliep Peterson | Kat and the Kings |
| Drama Desk Awards | Outstanding Orchestrations | Don Sebesky | Kiss Me, Kate |
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| Drama Desk Awards | Outstanding Orchestrations | Lisandro Adrover | Luis Bravo's Forever Tango |
| Drama Desk Awards | Outstanding Orchestrations | Harold Wheeler | Swing! |
| Drama Desk Awards | Outstanding Orchestrations | David Metzger, Bruce Fowler, Robert Elhai | The Lion King |
| Drama Desk Awards | Outstanding Play | Douglas Carter Beane | As Bees in Honey Drown |
| Drama Desk Awards | Outstanding Play | Richard Greenberg | Three Days of Rain |
| Drama Desk Awards | Outstanding Puppet Design | Bruce Schwartz | Ballad of Yachiyo |
| Drama Desk Awards | Outstanding Puppet Design | The Big Nazo Studio, The Big Nazo Studio | Jackie: An American Life |
| Drama Desk Awards | Outstanding Puppet Design | Basil Twist | Tell Tale |
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| Drama Desk Awards | Outstanding Puppet Design | Julie Taymor, Michael Curry | The Lion King |
| Drama Desk Awards | Outstanding Revival - Musical | Kiss Me, Kate | Kiss Me, Kate |
| Drama Desk Awards | Outstanding Revival - Play | Arthur Miller | The Price |
| Drama Desk Awards | Outstanding Revival-Musical | 1776 | 1776 |
| Drama Desk Awards | Outstanding Revival-Musical | Arthur Miller | A View from the Bridge |
| Drama Desk Awards | Outstanding Revival-Musical | Cabaret | Cabaret |
| Drama Desk Awards | Outstanding Revival-Musical | Anton Chekhov | Ivanov |
| Drama Desk Awards | Outstanding Revival-Musical | Arthur Miller | The American Clock |
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| Drama Desk Awards | Outstanding Revival-Play | Arthur Miller | All My Sons |
| Drama Desk Awards | Outstanding Set Design - Musical | Robert Brill | Cabaret |
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| Drama Desk Awards | Outstanding Set Design - Musical | Graeme Gilmour | Shockheaded Peter |
| Drama Desk Awards | Outstanding Set Design - Musical | Julian Crouch | Shockheaded Peter |
| Drama Desk Awards | Outstanding Set Design - Musical | Richard Hudson | The Lion King |
| Drama Desk Awards | Outstanding Set Design - Play | Loy Arcenas | Ballad of Yachiyo |
| Drama Desk Awards | Outstanding Set Design - Play | Neil Patel | Dinner with Friends |
| Drama Desk Awards | Outstanding Set Design - Play | Derek McLane | East is East |
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| Drama Desk Awards | Outstanding Set Design - Play | John Lee Beatty | Ivanov |
| Drama Desk Awards | Outstanding Set Design - Play | Chris Barreca | Three Days of Rain |
| Drama Desk Awards | Outstanding Solo Performance | Barry Humphries | Dame Edna: The Royal Tour |
| Drama Desk Awards | Outstanding Solo Performance | Mark Setlock | Fully Committed |
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| Drama Desk Awards | Outstanding Solo Performance | Spalding Gray | Morning, Noon and Night |
| Drama Desk Awards | Outstanding Sound Design | Mark Bennett | A View from the Bridge |
| Drama Desk Awards | Outstanding Sound Design | Thomas Cabannis | Mamba's Daughters |
| Drama Desk Awards | Outstanding Sound Design | David Van Tieghem | Scotland Road |
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| Drama Desk Awards | Outstanding Sound Design | Michael Bodeen, Rob Milburn | Space |
| Drama Desk Awards | Outstanding Sound Design | Tony Meola | The Lion King |
| Drama Desk Awards | Outstanding Sound Design | Gina Leishman, Rinde Eckert | Therese Raquin |
| Drama Desk Awards | Outstanding Sound Design | Darron L. West | Y2K |
| Drama Desk Awards | Outstanding Unique Theatrical Experience | Shockheaded Peter | Shockheaded Peter |
| Drama Desk Awards | Special Awards | Arthur Miller, The Vineyard Theatre | |
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| Drama Desk Awards | utstanding Lighting Design | Brian MacDevitt | An Experiment with an Air Pump |
| Drama Desk Awards | utstanding Lighting Design | Scott Zielinski | Space |
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| Drama Desk Awards | utstanding Lighting Design | Robert Perry | The Water Engine |
| Drama League Awards | Distinguished Achivement in Musical Theatre | Gwen Verdon, Ann Reinking | |
| Drama League Awards | Distinguished Performance Award | Kathleen Chalfant | Wit |
| Drama League Awards | Distinguished Production of a Musical | | Fosse |
| Drama League Awards | Distinguished Production of a Play | | Wit |
| Drama League Awards | Unique Contribution to the Theatre | Sir David Hare | |
| Evening Standard Theatre Awards | Best Actor | Stephen Dillane | The Real Thing |
| Evening Standard Theatre Awards | Best Designer | Rob Howell | Cressida and Vassa |
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| Evening Standard Theatre Awards | Best Designer | Rob Howell | Richard III |
| Evening Standard Theatre Awards | Best Designer | Rob Howell | Troilus |
| Evening Standard Theatre Awards | Best Director | Trevor Nunn | Summerfolk |
| Evening Standard Theatre Awards | Best Director | Trevor Nunn | The Merchant of Venice |
| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | Rebecca Gilman | The Glory of Living |
| Evening Standard Theatre Awards | Milton Shulman Award for Outstanding Newcomer | Eve Best | Tis Pity She's A Whore |
| Evening Standard Theatre Awards | Natasha Richardson Award for Best Actress | Janie Dee | Comic Potential |
| Evening Standard Theatre Awards | Ned Sherrin Award for Best Musical | | Spend Spend Spend |
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| Evening Standard Theatre Awards | Patricia Rothermere Award | Simon Callow | for outstanding services to the theatre, and the Martin Rea scholarship award. |
| Helen Hayes Awards | KPMG Award for Distinguished Service to the Washington Theatre Community | B. F. Saul, II, Chevy Chase Bank | |
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| Helen Hayes Awards | Outstanding Choreography, Resident Production | Debbie Allen | Brothers of the Knight |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Charles Augins | Fix |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Mark Minnick | Godspell |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Karma Camp | Nijinsky's Last Dance |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Irina Tsikurishvili | The Little Tragedies |
| Helen Hayes Awards | Outstanding Choreography, Resident Production | Ilona Kessell | West Side Story |
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| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Robert Perdziola | A Woman of No Importance |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Robin Stapley | Camille |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Paul Tazewell | Peer Gynt |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Natasha Djukic | Quartet |
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| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Anne Kennedy | The Fix |
| Helen Hayes Awards | Outstanding Costume Design, Resident Production | Reggie Ray | The Old Settler |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Toby Orenstein, Carole Lehan | Children of Eden |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Catherine Flye | Great Expectations, the Musical |
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| Helen Hayes Awards | Outstanding Director, Resident Musical | Jesse Berger | Marat/Sade |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Eric Schaeffer | The Fix |
| Helen Hayes Awards | Outstanding Director, Resident Musical | Keith Glover | Thunder Knocking on the Door |
| Helen Hayes Awards | Outstanding Director, Resident Play | Joe Calarco | Nijinsky's Last Dance |
| Helen Hayes Awards | Outstanding Director, Resident Play | Michael Kahn | Peer Gynt |
| Helen Hayes Awards | Outstanding Director, Resident Play | Zeljko Djukic | Quartet |
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| Helen Hayes Awards | Outstanding Director, Resident Play | Thomas W. Jones, II | Seven Guitars |
| Helen Hayes Awards | Outstanding Director, Resident Play | Seret Scott | The Old Settler |
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| Helen Hayes Awards | Outstanding Director, Resident Play | Douglas C. Wager | You Can't Take It With You |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Jeremy Kushnier | Footloose |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Dan Hiatt | Picasso at Lapin Agile |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Alton Fitzgerald White, Michael Rupert | Ragtime |
| Helen Hayes Awards | Outstanding Lead Actor, Non-Resident Production | Alex Jennings | Hamlet |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Stephen Bienskie | Fix |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Rob McQuay | Godspell |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Floyd King | Mad About the Bard |
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| Helen Hayes Awards | Outstanding Lead Actor, Resident Musical | Peter Jay Fernandez | Thunder Knocking on the Door |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Bill Largess | Man and Superman |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Jeremy Davidson | Nijinsky's Last Dance |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Wallace Acton | Peer Gynt |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Ted van Griethuysen | The Steward of Christendom |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Thomas W. Jones, II | Waiting for Godot |
| Helen Hayes Awards | Outstanding Lead Actor, Resident Play | Max Robinson | Gross Indecency: The Three Trials of Oscar Wilde |
| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Jasmine Guy | Chicago |
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| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Joanne Pearce | Cymbeline |
| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | B.J. Crosby | Dreamgirls |
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| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Darlesia Cearcy, Rebecca Eichenberger | Ragtime |
| Helen Hayes Awards | Outstanding Lead Actress, Non-Resident Production | Jane Lapotaire | The Famous History of the Life of King Henry VIII |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Patricia Pearce | A Little Night Music |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Linda Balgord | Fix |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Maureen Kerrigan | Lady In the Dark |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Marva Hicks | Thunder Knocking on the Door |
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| Helen Hayes Awards | Outstanding Lead Actress, Resident Musical | Janine Gulisano | West Side Story |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Halo Wines | Holiday Memories |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Judith Hawking | Lovers and Executioners |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Holly Twyford | Much Ado About Nothing |
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| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Elizabeth Ashley | Sweet Bird of Youth |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | Tana Hicken | The Lion in Winter |
| Helen Hayes Awards | Outstanding Lead Actress, Resident Play | S. Epatha Merkerson | The Old Settler |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Dan Covey | Dangerous Liaisons |
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| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Daniel MacLean Wagner | Nijinsky's Last Dance |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Howell Binkley | Peer Gynt |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Michael Giannitti | Seven Guitars |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Howell Binkley | Sweet Bird of Youth |
| Helen Hayes Awards | Outstanding Lighting Design, Resident Production | Daniel MacLean Wagner | The Fix |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Jon Kalbfleisch | A Little Night Music |
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| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Douglas Lawler | Hot Nostalgia II |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Buck Brown | Kerouac |
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| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | George Fulginiti-Shakar | Mad About the Bard |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Jon Kalbfleisch | The Fix |
| Helen Hayes Awards | Outstanding Musical Direction, Resident Production | Anderson Edwards | Thunder Knocking on the Door |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | 2 Pianos, 4 Hands |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | Hamlet |
| Helen Hayes Awards | Outstanding Non-Resident Production | National Theatre | Ragtime |
| Helen Hayes Awards | Outstanding Non-Resident Production | Kennedy Center | Showboat |
| Helen Hayes Awards | Outstanding Non-Resident Production | Studio Theatre | Vagina Monologues |
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| Helen Hayes Awards | Outstanding Resident Musical | Signature Theatre | A Little Night Music |
| Helen Hayes Awards | Outstanding Resident Musical | Kennedy Center | Brothers of the Knight |
| Helen Hayes Awards | Outstanding Resident Musical | Signature Theatre in association with Cameron Mackintosh | Fix |
| Helen Hayes Awards | Outstanding Resident Musical | Washington Shakespeare Company | Marat/Sade |
| Helen Hayes Awards | Outstanding Resident Musical | Arena Stage | Thunder Knocking on the Door |
| Helen Hayes Awards | Outstanding Resident Play | Folger Shakespeare Library | Much Ado About Nothing |
| Helen Hayes Awards | Outstanding Resident Play | Signature Theatre | Nijinsky's Last Dance |
| Helen Hayes Awards | Outstanding Resident Play | Studio Theatre | Old Settler |
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| Helen Hayes Awards | Outstanding Resident Play | Shakespeare Theatre | Peer Gynt |
| Helen Hayes Awards | Outstanding Resident Play | Studio Theatre | Seven Guitars |
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| Helen Hayes Awards | Outstanding Resident Play | Arena Stage | You Can't Take It With You |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Tony Cisek | Much Ado About Nothing |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Tony Cisek | Pericles |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Daniel Conway | Seven Guitars |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | Lou Stancari | The Fix |
| Helen Hayes Awards | Outstanding Set Design, Resident Production | James Kronzer | The Merry Wives of Windsor |
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| Helen Hayes Awards | Outstanding Set Design, Resident Production | Thomas Lynch | You Can't Take It With You |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Neil McFadden | Jack & Jill |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Brian Keating | Neville's Island |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | David Maddox | Nijinsky's Last Dance |
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| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Gil Thompson, Scott Burgess | Seven Guitars |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Red Ramona | The Merry Wives of Windsor |
| Helen Hayes Awards | Outstanding Sound Design, Resident Production | Timothy M. Thompson, Scott W. Edwards | You Can't Take It With You |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Marty Lodge | Criminal Genius |
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| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Nick Olcott | Dead Funny |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | J. Fred Shiffman | Lovers and Executioners |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Donald Griffin, Frederick Strother | Seven Guitars |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Everett Quinton | The Merry Wives of Windsor |
| Helen Hayes Awards | Outstanding Supporting Actor, Resident Play | Bruce Nelson | The Triumph of Love |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Sarah Ripard | Dangerous Liaisons |
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| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Gretchen Cleevely | Dimly Perceived Threats to the System |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Nancy Robinette | Freedomland |
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| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Rhea Seehorn | The Big Slam |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Lynda Gravátt | The Old Settler |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Holly Twyford | The Steward of Christendom |
| Helen Hayes Awards | Outstanding Supporting Actress, Resident Play | Rena Cherry Brown | A Delicate Balance |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Guy Henry | Cymbeline |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Tom Plotkin | Footloose |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | David Ryall | Hamlet |
| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Derbhle Crotty | Hamlet |
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| Helen Hayes Awards | Outstanding Supporting Performer, Non-Resident Production | Tony Todd | The Captain's Tiger |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Donna Migliaccio | A Little Night Music |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Robb McKindles | A Little Night Music |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Jason Gilbert | Lady in the Dark |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Rhea Seehorn | Marat / Sade |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Sal Mistretta | The Fix |
| Helen Hayes Awards | Outstanding Supporting Performer, Resident Musical | Doug Eskew | Thunder Knocking on the Door |
| Helen Hayes Awards | The American Express Tribute | John Kander, Fred Ebb | |
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| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Lisa Loomer | Expecting Isabel |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | John Strand | Lovers and Executioners |
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| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Norman Allen | Nijinsky's Last Dance |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Christi Stewart-Brown | The Gene Pool |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Norman Allen | Waiting In Tobolsk: the Children of the Last Tsar |
| Helen Hayes Awards | The Charles MacArthur Award for Outstanding New Play | Caleen Sinnette Jennings | Playing Juliet/Casting Othello |
| Helen Hayes Awards | The Washington Post Award for Distinguished Community Service | The League of Washington Theatres, for Stages for All Ages | |
| Henry Hewes Awards | Costume Design | Jess Goldstein | The Mineola Twins |
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| Henry Hewes Awards | Lighting Design | Michael Chybowski | Cymbeline Wit |
| Henry Hewes Awards | Noteworthy/Unusual Effects | Theodora Skipitares | A Harlot's Progress |
| Henry Hewes Awards | Scenic Design | Robert Brill, Scott Pask | The Mineola Twins |
| Jonathan Larson Awards | Jonathan Larson Grants | Kirsten Childs, Sam Davis, Peter Foley, Ricky Ian Gordon, Steven Lutvak, Musical Theatre Works, Seattle Childrens Theatre | |
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| Jonathan Larson Awards | Jonathan Larson Grants | San Diego Repertory Theatre, San Diego Repertory Theatre | The Princess and the Black-Eyed PeaKarole Foreman |
| Jonathan Larson Awards | Jonathan Larson Grants | West Coast Ensemble Theatre, West Coast Ensemble Theatre, West Coast Ensemble Theatre | The Vanishing PointLiv Cummins |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Michael Frayn | Copenhagen |
| Laurence Olivier Awards | BBC Award for the Play of the Year | David Hare | The Blue Room |
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| Laurence Olivier Awards | BBC Award for the Play of the Year | Yasmina Reza | The Unexpected Man |
| Laurence Olivier Awards | BBC Award for the Play of the Year | Conor McPherson | The Weir |
| Laurence Olivier Awards | Best Actor | David Suchet | Amadeus |
| Laurence Olivier Awards | Best Actor | Iain Glen | The Blue Room |
| Laurence Olivier Awards | Best Actor | Kevin Spacey | The Iceman Cometh, Almeida |
| Laurence Olivier Awards | Best Actor | Michael Gambon | The Unexpected Man |
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| Laurence Olivier Awards | Best Actor | Jim Norton | The Weir |
| Laurence Olivier Awards | Best Actor in a Musical | Clarke Peters | Chicago |
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| Laurence Olivier Awards | Best Actor in a Musical | Cast | Kat And The Kings |
| Laurence Olivier Awards | Best Actor in a Musical | Hugh Jackman | Oklahoma! |
| Laurence Olivier Awards | Best Actor in a Musical | Adam Garcia | Saturday Night Fever |
| Laurence Olivier Awards | Best Actress | Diana Rigg | Britannicus and Phedre |
| Laurence Olivier Awards | Best Actress | Judi Dench | Filumena |
| Laurence Olivier Awards | Best Actress | Sinead Cusack | Our Lady Of Sligo |
| Laurence Olivier Awards | Best Actress | Nicole Kidman | The Blue Room |
| Laurence Olivier Awards | Best Actress | Eileen Atkins | The Unexpected Man |
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| Laurence Olivier Awards | Best Actress in a Musical | Maria Friedman | Chicago |
| Laurence Olivier Awards | Best Actress in a Musical | Sophie Thompson | Into The Woods |
| Laurence Olivier Awards | Best Actress in a Musical | Sophie Thompson | Into The Woods |
| Laurence Olivier Awards | Best Actress in a Musical | Josefina Gabrielle | Oklahoma |
| Laurence Olivier Awards | Best Actress in a Musical | Krysten Cummings | Rent |
| Laurence Olivier Awards | Best Costume Designer | William Dudley | Amadeus |
| Laurence Olivier Awards | Best Costume Designer | Bunny Christie | As You Like It |
| Laurence Olivier Awards | Best Costume Designer | Maria Bjornson | Britannicus and Phedre, Almeida |
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| Laurence Olivier Awards | Best Costume Designer | Robert Jones | Henry VIII |
| Laurence Olivier Awards | Best Director | Trevor Nunn | Oklahoma! |
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| Laurence Olivier Awards | Best Director | Sam Mendes | The Blue Room |
| Laurence Olivier Awards | Best Director | Howard Davies | The Iceman Cometh |
| Laurence Olivier Awards | Best Director | Ian Rickson | The Weir |
| Laurence Olivier Awards | Best Entertainment | Jackie Mason | Much Ado About Everything |
| Laurence Olivier Awards | Best Entertainment | Steven Berkoff | Shakespeare's Villains: A Masterclass In Evil conceived |
| Laurence Olivier Awards | Best Entertainment | Steve Coogan and Henry Normal | Steve Coogan is The Man Who Thinks He's It |
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| Laurence Olivier Awards | Best Entertainment | Sean Foley, Hamish McColl and Josef Houben | The Right Size in Do You Come Here Often? |
| Laurence Olivier Awards | Best Lighting Designer | Paule Constable | Amadeus |
| Laurence Olivier Awards | Best Lighting Designer | Mark Henderson | Britannicus and Phedre, Almeida |
| Laurence Olivier Awards | Best Lighting Designer | David Hersey | Oklahoma! |
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| Laurence Olivier Awards | Best Lighting Designer | Hugh Vanstone | The Blue Room |
| Laurence Olivier Awards | Best New Comedy | Michael Frayn | Alarms And Excursions |
| Laurence Olivier Awards | Best New Comedy | Terry Johnson | Cleo, Camping, Emmanuelle And Dick |
| Laurence Olivier Awards | Best New Comedy | Patrick Barlow | Love Upon The Throne |
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| Laurence Olivier Awards | Best New Comedy | Alan Ayckbourn | Things We Do For Love |
| Laurence Olivier Awards | Best New Dance Production | Ballet Frankfurt | Enemy In The Figure |
| Laurence Olivier Awards | Best New Dance Production | City of London Ballet | Room Of Cooks, Sadler's Wells |
| Laurence Olivier Awards | Best New Dance Production | Bill T Jones/Arnie Zane Dance Company | We Set Out Early...Visibility Was Poor, Sadler's Wells |
| Laurence Olivier Awards | Best New Opera Production | The Barbican | BITE:98 season |
| Laurence Olivier Awards | Best New Opera Production | English National Opera | Boris Godunov |
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| Laurence Olivier Awards | Best New Opera Production | English National Opera | Il Trittico |
| Laurence Olivier Awards | Best New Opera Production | Welsh National Opera | La Clemenza Di Tito |
|
| Laurence Olivier Awards | Best Set Designer | William Dudley | Amadeus |
| Laurence Olivier Awards | Best Set Designer | Maria Bjornson | Britannicus and Phedre, Almeida |
| Laurence Olivier Awards | Best Set Designer | Richard Hoover | Not About Nightingales |
| Laurence Olivier Awards | Best Set Designer | Anthony Ward | Oklahoma! |
| Laurence Olivier Awards | Best Set Designer | Mark Thompson | The Blue Room |
| Laurence Olivier Awards | Best Supporting Performance | Michael Sheen | Amadeus |
| Laurence Olivier Awards | Best Supporting Performance | Adam Godley | Cleo, Camping, Emmanuelle And Dick |
| Laurence Olivier Awards | Best Supporting Performance | Emma Fielding | The School For Scandal |
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| Laurence Olivier Awards | Best Supporting Performance | Brendan Coyle | The Weir |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Andrew Kennedy | Annie |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Shuler Hensley | Oklahoma! |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Jimmy Johnston | Oklahoma! |
| Laurence Olivier Awards | Best Supporting Performance in a Musical | Wilson Jermaine Heredia | Rent |
| Laurence Olivier Awards | Best Theatre Choreographer | Loukmaan Adams and Jody Abrahams | Kat And The Kings |
| Laurence Olivier Awards | Best Theatre Choreographer | Susan Stroman | Oklahoma! |
| Laurence Olivier Awards | Best Theatre Choreographer | Arlene Philips | Saturday Night Fever |
|
| Laurence Olivier Awards | Outstanding Achievement in Dance | Trisha Brown | L'Orfeo |
| Laurence Olivier Awards | Outstanding Achievement in Dance | Twyla Tharp and her company | Production Season |
|
| Laurence Olivier Awards | Outstanding Achievement in Dance | William Forsythe | Production Season |
| Laurence Olivier Awards | Outstanding Achievement in Dance | Bill T Jones and his company | We Set Out Early...Visibility Was Poor, Sadler's Wells |
| Laurence Olivier Awards | Outstanding Achievement in Opera | Andrew Shore | Gianni Schicchi and The Elixir of Love |
| Laurence Olivier Awards | Outstanding Achievement in Opera | Rene Jacobs | L'Orfeo |
| Laurence Olivier Awards | Outstanding Achievement in Opera | The orchestra of the Royal Opera House | Le Nozze Di Figaro |
| Laurence Olivier Awards | Outstanding Achievement in Opera | Sandra Ford | The Tales Of Hoffman and Mary Stuart |
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| Laurence Olivier Awards | Outstanding Musical Production | Charles Strouse | Annie |
| Laurence Olivier Awards | Outstanding Musical Production | Stephen Sondheim | Into The Woods |
| Laurence Olivier Awards | Outstanding Musical Production | Richard Rodgers | Oklahoma! |
| Laurence Olivier Awards | Outstanding Musical Production | Jerome Kern | Show Boat |
|
| Laurence Olivier Awards | The American Express Award for Best New Musical | David Kramer and Taliep Peterson | Kat And The Kings |
| Laurence Olivier Awards | The American Express Award for Best New Musical | Jonathan Larson | Rent |
| Laurence Olivier Awards | The American Express Award for Best New Musical | Nik Cohn | Saturday Night Fever |
| Laurence Olivier Awards | The American Express Award for Best New Musical | Andrew Lloyd Webber | Whistle Down The Wind |
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| Laurence Olivier Awards | The Society's Special Award | Sir Peter Hall | |
| Lucille Lortel Awards | Edith Oliver Award for Sustained Excellence | Jerry Orbach | |
| Lucille Lortel Awards | Outstanding Body of Work | Classic Stage Company | |
| Lucille Lortel Awards | Outstanding Costume Design | Jess Goldstein | The Mineola Twins and Uneasy Chair |
| Lucille Lortel Awards | Outstanding Director | Derek Anson Jones | Wit |
| Lucille Lortel Awards | Outstanding Lead Actor | Mark Ruffalo | This is Our Youth |
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| Lucille Lortel Awards | Outstanding Lead Actress | Kathleen Chalfant | Wit |
| Lucille Lortel Awards | Outstanding Lifetime Achievement | Harold Pinter | |
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| Lucille Lortel Awards | Outstanding Lighting Design | Kevin Adams | The Mineola TwinsTie |
| Lucille Lortel Awards | Outstanding Lighting Design | Michael Chybowski | WitTie |
| Lucille Lortel Awards | Outstanding Play | The Long Wharf Theatre, Daryl Roth, Manhattan Class Company, Robert G. Bartner, Stanley Kaufelt | Wit |
| Lucille Lortel Awards | Outstanding Revival | Thomas Viertel, Marc Routh, Richard Frankel, Steven Baruch, Steve Asher | The Mystery of Irma Vep |
| Lucille Lortel Awards | Outstanding Scenic Design | Scott Pask, Robert Brill | The Mineola Twins |
| Lucille Lortel Awards | Playwrights Sidewalk Inductee(s) | Harvey Schmidt, Tom Jones | |
| Lucille Lortel Awards | Special Award | Brooklyn Academy of Music | |
| New York Drama Critics Circle Awards | Best Foreign Play | Patrick Marber | Closer1998-1999 season |
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| New York Drama Critics Circle Awards | Best Musical | Alfred Uhry, Jason Robert Brown | Parade1998-1999 season |
| New York Drama Critics Circle Awards | Best Play | Margaret Edson | Wit1998-1999 season |
| New York Drama Critics Circle Awards | Special Citation | David Hare | Amy's View1998-1999 season |
| New York Drama Critics Circle Awards | Special Citation | David Hare | The Blue Room1998-1999 season |
| New York Drama Critics Circle Awards | Special Citation | David Hare | Via Dolorosa1998-1999 season |
| Outer Critics Circle Awards | John Gassner Playwriting Award | David Marshall Grant | SnakebitSeason 1998-1999. |
| Outer Critics Circle Awards | John Gassner Playwriting Award | Chay Yew | RedSeason 1998-1999 |
| Outer Critics Circle Awards | John Gassner Playwriting Award | Diana Son | Stop KissSeason 1998-1999 |
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| Outer Critics Circle Awards | John Gassner Playwriting Award | Margaret Edson | WitSeason 1998-1999. |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Jeremy Kushnier | FootlooseSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Actor in a Musical | Martin Short | Little MeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Tom Wopat | Annie Get Your GunSeason 1998-99 |
| Outer Critics Circle Awards | Outstanding Actor in a Musical | Brent Carver | ParadeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actor in a Play | Corin Redgrave | Not About NightingalesSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actor in a Play | Brian Dennehy | Death of a SalesmanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actor in a Play | Kevin Spacey | The Iceman ComethSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Actress in a Musical | Bernadette Peters | Annie Get Your GunSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Valarie Pettiford | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Cathy Rigby | Peter PanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Musical | Sara Ramirez | The Gershwins' Fascinating RhythmSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Actress in a Play | Elizabeth Franz | Death of a SalesmanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Play | Kathleen Chalfant | WitSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Play | Judi Dench | Amy's ViewSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Actress in a Play | Zoe Wanamaker | ElectraSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Actress in a Play | Swoosie Kurtz | The Mineola TwinsSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | ParadeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | Swan LakeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Musical | | The Civil WarSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Play | | Amy's ViewSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Broadway Play | | CloserSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Broadway Play | | Not About NightingalesSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Broadway Play | | The WeirSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Choreography | A.C. Ciulla | FootlooseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Choreography | Chet Walker | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Choreography | Ann Reinking | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Choreography | Rob Marshall | Little MeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Choreography | Matthew Bourne | Swan LakeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Costume Design | Santo Loquasto | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Costume Design | Lez Brotherston | Swan LakeSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Costume Design | Bob Crowley | The Iceman ComethSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Costume Design | William Ivey Long | The Mystery of Irma VepSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Matthew Bourne | Swan LakeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Michael Mayer | You're a Good ManSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Charlie Brown | Season 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Richard Maltby Jr | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Ann Reinking | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Musical | Jerry Zaks | The Civil WarSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Director of a Play | Robert Falls | Death of a SalesmanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Play | Patrick Marber | CloserSeason 1998-1999 |
|
| Outer Critics Circle Awards | Outstanding Director of a Play | Trevor Nunn | Not About NightingalesSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Director of a Play | Howard Davies | The Iceman ComethSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Scott Wise | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Charlie Brown | Season 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Michel Bell | The Civil WarSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Gilles Chiasson | The Civil WarSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Featured Actor in a Musical | Roger Bart | You're a Good ManSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Tim Pigott-Smith, Michael Emerson | The Iceman ComethSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Tate Donovan | Amy's ViewSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actor in a Play | Kevin Anderson | Death of a SalesmanSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Featured Actress in a Musical | Charlie Brown | Season 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Musical | Elizabeth Parkinson | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Musical | Cheryl Friedman | The Civil WarSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Musical | Kristin Chenoweth | You're a Good ManSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Samantha Bond | Amy's ViewSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Kristine Nielsen | Betty's Summer VacationSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Claire Bloom | ElectraSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Featured Actress in a Play | Mandy Sigfried | The Mineola TwinsSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Andrew Bridge | FosseSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Brian MacDevitt | Night Must FallSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Lighting Design | Paul Gallo | The Civil WarSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Lighting Design | Mark Henderson | The Iceman ComethSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | A New BrainSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | Captains Courageous: The MusicalSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | Rollin' on the T.O.B.A.Season 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Musical | | Woody Guthrie's American SongSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Play | | SnakebitSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Play | | Stop KissSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Play | | The Mineola TwinsSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Off-Broadway Play | | WitSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Annie Get Your GunSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Little MeSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | Peter PanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | The Mystery of Irma VepSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Musical | | You're a Good Man, Charlie BrownSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Play | | Death of a SalesmanSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Play | | ElectraSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Revival of a Play | | The Iceman ComethSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Scenic Design | James Noone | Night Must FallSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Scenic Design | Richard Hoover | Not About NightingalesSeason 1998-1999 |
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| Outer Critics Circle Awards | Outstanding Scenic Design | Bob Crowley | The Iceman ComethSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Scenic Design | John Lee Beatty | The Mystery of Irma VepSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Solo Performance | Dan Gordon | A Night in NovemberSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Solo Performance | Lisa Kron | 2.5 Minute RideSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Solo Performance | James Naughton | James Naughton: Street of DreamsSeason 1998-1999 |
| Outer Critics Circle Awards | Outstanding Solo Performance | David Hare | Via DolorosaSeason 1998-1999 |
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| Outer Critics Circle Awards | Special Awards | Natasha Richardson, Rupert Graves, Ann Friel, Ciaran Hinds | CloserSeason 1998-1999 |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Cornelius Eady, Diedre Murray | Running Man |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Warren Leight., Warren Leight | Side Man |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Margaret Edson | Wit |
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| The ASCAP Foundation Richard Rodgers New Horizons Award | Richard Rodgers New Horizons Award | Andrew Lippa | |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Jennifer Rohn | How I Learned to DrivePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Sally Mercer | Lovers & ExecutionersLantern Theater Company |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Janis Dardaris | Orpheus DescendingThe Wilma Theater |
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| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | Alma Cuervo | The Beauty Queen of LeenanePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Charlotte Cushman Award for Outstanding Leading Actress in a Play | M'el Dowd | Three Tall WomenWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | F. Otto Haas Award for Emerging Philadelphia Theatre Artist | Jennifer Childs | |
| The Barrymore Awards for Excellence in Theatre | F. Otto Haas Award for Emerging Philadelphia Theatre Artist | Forrest McClendon, John Lumia, Anthony Lawton, Deborah Block | |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Blanka Zizka | Bed and SofaThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Jennifer Childs & Peter Pryor | Box Office of the Damned1812 Productions |
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| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Tina Landau | Floyd CollinsPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Bruce Lumpkin | Grand HotelWalnut Street Theatre |
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| The Barrymore Awards for Excellence in Theatre | Harold Prince Award For Outstanding Direction of a Musical | Terrence J. Nolen | VioletArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Lifetime Achievement Honoree | John E. Allen, Jr. | |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Karen Getz | Box Office of the Damned1812 Productions |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Sharon Halley | BrigadoonBristol Riverside Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Quinn Bauriedel, Solveig Holum, Dan Rothenberg & Dito van Reigersberg | CafeteriaPig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Richard Stafford | Grand HotelWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Choreography | Dito van Reigersberg & Dan Rothenberg | The Lorca CyclePig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Jeffrey Fender | A Flea In Her EarThe People's Light & Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Santo Loquasto | Grand HotelWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Ilona Somogyi | Hard TimesThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Margaret McCarty | MachinalVillanova Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Costume Design | Catherine Zuber | Triumph of LoveWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Tazewell Thompson | A Flea In Her EarThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | James J. Christy | Coyote on a FenceArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | James J. Christy | Gross Indecency: The Three Trials of Oscar WildePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Seth Rozin | LebensraumInterAct Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Direction of a Play | Terrence J. Nolen | The Grapes of WrathArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | The People's Light & Theatre Company | A Flea In Her Ear |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | 1812 Productions | Box Office of the Damned |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | Pig Iron Theatre Company | Gentlemen Volunteers |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | The People's Light & Theatre Company | Hard Times |
| The Barrymore Awards for Excellence in Theatre | Outstanding Ensemble | InterAct Theatre Company | Lebensraum |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Abe Reybold | Anything GoesWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Ron Bohmer, Jeff McCarthy | Bed and SofaThe Wilma Theater |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | Romain Frugé | Floyd CollinsPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Musical | David Hess | Grand Hotel |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | David Ingram | A Flea In Her EarThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Roger Guenveur Smith | A Huey P. Newton StoryFreedom Repertory Theatre & Painted Bride Art Center |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Pearce Bunting, William Zielinski | Coyote on a FenceArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actor in a Play | Harry Althaus | Gross Indecency: The Three Trials of Oscar WildePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Ann Crumb | Bed and SofaThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Jilline Ringle | Box Office of the Damned1812 Productions |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Jill Powell | Grand HotelWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Jennifer Lee Andrews | Triumph of LoveWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Leading Actress in a Musical | Linda Pierson | VioletArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Russell Champa | Bed and SofaThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Scott Zielinski | Floyd CollinsPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Trey Lyford | Gentlemen VolunteersPig Iron Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Thomas C. Hase | Hard TimesThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Lighting Design | Jerold R. Forsythe | The Grapes of WrathArden Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Thomas Gibbons | Bee-Luther-HatcheeInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Pig Iron Theatre Company with text by Solveig Holum, | Gentlemen VolunteersPig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | David Ives | Lives of the SaintsPhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Aaron Posner & Chaim Potok | The ChosenArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding New Play | Pig Iron Theatre Company with text by Dan Rothenberg & Dito van Reigersberg | The Lorca CyclePig Iron Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Marc Anthony Thompson | A Huey P. Newton StoryFreedom Repertory Theatre & Painted Bride Art Center |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Jay Ansill | Charlotte's WebArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Vince di Mura | More Grimm TalesThe People's Light & Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Adam Wernick | SéanceMum Puppettheatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Original Music | Jay Ansill | The Grapes of WrathArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | The Wilma Theater | Bed and Sofa |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | 1812 Productions | Box Office of the Damned |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Prince Music Theater | Floyd Collins |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Walnut Street Theatre | Grand Hotel |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Musical | Arden Theatre Company | Violet |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | The People's Light & Theatre Company | A Flea In Her Ear |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | Arden Theatre Company | Coyote on a Fence |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | Philadelphia Theatre Company | Gross Indecency: The Three Trials of Oscar Wilde |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | The People's Light & Theatre Company | Hard Times |
| The Barrymore Awards for Excellence in Theatre | Outstanding Overall Production of a Play | InterAct Theatre Company | Lebensraum |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | David P. Gordon | Bed and SofaThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | D. Patrick Boylen | Coyote on a FenceArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | John Farrell | Grand HotelWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | David P. Gordon | Hard TimesThe People's Light & Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Set Design | Jerry Rojo | Orpheus DescendingThe Wilma Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Marc Anthony Thompson | A Huey P. Newton StoryFreedom Repertory Theatre & Painted Bride Art Center |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Dan Moses Schreier | Floyd CollinsPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | James Sugg | Gentlemen VolunteersPig Iron Theatre Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Robert Murphy | Hard TimesThe People's Light & Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Sound Design | Seth Rozin & Ron Schindlinger | LebensraumInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Todd Waddington | Box Office of the Damned1812 Productions |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Guy Adkins | Floyd CollinsPrince Music Theater |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Tony Freeman | Grand HotelWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Timothy Charles Johnson | VioletArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Musical | Kevin R. Free | Violet, ArdenTheatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Scott Greer, Harry Philibosian | LebensraumInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Joe Guzmán | Lovers & ExecutionersLantern Theater Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | William Zielinski | Rough CrossingLantern Theater Company |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actor in a Play | Boris McGiver | The Beauty Queen of LeenanePhiladelphia Theatre Company) |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Kimberly Rehfuss | Box Office of the Damned1812 Productions |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Bethe B. Austin | BrigadoonBristol Riverside Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Kim Huber | Floyd CollinsPrince Music Theater |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Mary Martello | Triumph of LoveWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Musical | Anah Jyoti Klate | VioletArden Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Evalyn Baron | Hotel SuiteWalnut Street Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Catharine K. Slusar | LebensraumInterAct Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Hazel Bowers | Lettice & LovageHedgerow Theatre |
| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Jayne Houdyshell | Orpheus DescendingThe Wilma Theater |
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| The Barrymore Awards for Excellence in Theatre | Outstanding Supporting Actress in a Play | Isa Thomas | The Beauty Queen of LeenanePhiladelphia Theatre Company |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Award for Excellence in Theatre Education | Delaware Theatre Company | Children at Risk |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Award for Excellence in Theatre Education | Montgomery County Cultural Center | Kids: The Heart of the Arts |
| The Barrymore Awards for Excellence in Theatre | Philadelphia Inquirer & Daily News Award for Excellence in Theatre Education | AIDS Coalition of Southern New Jersey | Teen AIDS Prevention Drama and Dance Troupe |
| The Kleban Prize | Most promising musical theatre librettist | Michael John Lachiusa | |
| The Kleban Prize | Most promising musical theatre lyricist | Kirsten Childs | |
| Theatre World Awards | Performance | Ute Lemper | ChicagoSeason 1998–1999 |
| Theatre World Awards | Performance | Ciaran Hinds, Rupert Graves, Anna Friel, Rupert Graves, Anna Friel | CloserSeason 1998–1999 |
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| Theatre World Awards | Performance | James Black, James Black | Not About NightingalesSeason 1998–1999 |
| Theatre World Awards | Performance | Toby Stephens | Ring Round the MoonSeason 1998–1999 |
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| Theatre World Awards | Performance | Jerry Herman | Special AwardSeason 1998–1999 |
| Theatre World Awards | Performance | Sandra Oh | Stop KissSeason 1998–1999 |
| Theatre World Awards | Performance | Nicole Kidman, Nicole Kidman | The Blue RoomSeason 1998-1999 |
| Theatre World Awards | Performance | Jillian Armenante, Jillian Armenante | The Cider House RulesSeason 1998–1999 |
| Theatre World Awards | Performance | Clarke Peters | The Iceman ComethSeason 1998–1999 |
| Theatre World Awards | Performance | Lyda Gravatt, Lynda Gravatt | The Old SettlerSeason 1998-1999 |
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| Theatre World Awards | Performance | Brendan Coyle, Brendan Coyle | The WeirSeason 1998–1999 |
| Tony Awards | Best Book of a Musical | Dean Pichford, Walter Bobbie | Footlooseproduction took place the previous year |
| Tony Awards | Best Book of a Musical | Lita Gaithers, Charles Bevel, Randal Myler, Ron Taylor, Dan Wheetman | It Ain't Nothin' But the Blues |
| Tony Awards | Best Book of a Musical | Pam Gems | Marlene |
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| Tony Awards | Best Book of a Musical | Alfred Uhry | Paradeproduction took place the previous year |
| Tony Awards | Best Choreography | A. C. Ciulla | Footlooseproduction took place the previous year |
| Tony Awards | Best Choreography | Rob Marshall | Little Meproduction took place the previous year |
| Tony Awards | Best Choreography | Patricia Birch | Parade |
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| Tony Awards | Best Choreography | Matthew Bourne | Swan Lakeproduction took place the previous year |
| Tony Awards | Best Costume Design | Santo Loquasto | Fosse |
| Tony Awards | Best Costume Design | John David Ridge | Ring Round the Moon |
| Tony Awards | Best Costume Design | Lez Brotherston | Swan Lakeproduction took place the previous year |
| Tony Awards | Best Costume Design | Catherine Zuber | Twelfth Night |
| Tony Awards | Best Direction of a Musical | Ann Reinking, Richard Maltby, Jr | Fosse |
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| Tony Awards | Best Direction of a Musical | Harold Prince | Parade |
| Tony Awards | Best Direction of a Musical | Matthew Bourne | Swan Lakeproduction took place the previous year |
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| Tony Awards | Best Direction of a Musical | Michael Mayer | You're a Good Man, Charlie Brown |
| Tony Awards | Best Direction of a Play | Robert Falls | Death of a Salesman |
| Tony Awards | Best Direction of a Play | Trevor Nunn | Not About Nightingales |
| Tony Awards | Best Direction of a Play | Howard Davies | The Iceman Cometh |
| Tony Awards | Best Direction of a Play | Garry Hynes | The Lonesome West |
| Tony Awards | Best Lighting Design | Andrew Bridge | Fosse |
| Tony Awards | Best Lighting Design | Chris Parry | Not About Nightingales |
| Tony Awards | Best Lighting Design | Mark Henderson | The Iceman Cometh |
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| Tony Awards | Best Lighting Design | Natasha Katz | Twelfth Night |
| Tony Awards | Best Musical | Livent (U.S.) Inc. | Fosse |
| Tony Awards | Best Musical | Alabama Shakespeare Festival, Lawrence Horowitz, Crossroads Theatre Company, Lincoln Center Theater, Anne Squadron, CTM Productions, Elizabeth Williams, Anita Waxman, Jonathan Reinis, Eric Krebs, San Diego Repertory Theatre | It Ain't Nothin' But the Blues |
| Tony Awards | Best Musical | Lincoln Center Theater, Andre Bishop, Bernard Gersten, Livent (U.S.) Inc. | Parade |
| Tony Awards | Best Musical | Bomurwil Productions, Jujamcyn Theaters, Kathleen Raitt, SFX Entertainment, Pace Theatrical Group, Inc., Pierre Cossette | The Civil Warproducer |
| Tony Awards | Best Orchestrations | Ralph Burns, Douglas Besterman | Fosse |
| Tony Awards | Best Orchestrations | Harold Wheeler | Little Me |
| Tony Awards | Best Orchestrations | Don Sebesky | Parade |
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| Tony Awards | Best Orchestrations | David Cullen | Swan Lakeproduction took place the previous year |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Dean Pitchford, Tom Snow, Eric Carmen, Sammy Hagar, Kenny Loggins, Jim Steinman | Footloosemusic and lyrics,
production took place the previous year |
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| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Jason Robert Brown | Parademusic and lyrics |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Frank Wildhorn, Jack Murphy | The Civil Warmusic |
| Tony Awards | Best Original Score (Music and/or Lyrics) Written for the Theatre | Jeanine Tesori | Twelfth Nightmusic |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Desmond Richardson, Scott Wise | Fosse |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Ron Taylor | It Ain't Nothin' But the Blues |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Musical | Roger Bart | You're a Good Man Charlie Brown |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Kevin Anderson, Howard Witt | Death of a Salesman |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Finbar Lynch | Not About Nightingales |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Frank Wood | Side Manproduction took place the previous year |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Tom Wopat | Annie Get Your Gun |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Martin Short | Little Me |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Brent Carver | Paradeproduction took place the previous year |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Adam Cooper | Swan Lakeproduction took place the previous year |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Brian Dennehy | Death of a Salesman |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Corin Redgrave | Not About Nightingales |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Kevin Spacey | The Iceman Cometh |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Brian F. O'Byrne | The Lonesome West |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Valarie Pettiford | Fosse |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Gretha Boston | It Ain't Nothin' But the Blues |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Mary Testa | On the Townproduction took place the previous year |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Kristin Chenoweth | You're a Good Man, Charlie Brown |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Samantha Bond | Amy's View |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Elizabeth Franz | Death of a Salesman |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Claire Bloom | Electra |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Dawn Bradfield | The Lonesome West |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Bernadette Peters | Annie Get Your Gun |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Dee Hoty | Footlooseproduction took place the previous year |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Sian Phillips | Marlene |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Carolee Carmello | Paradeproduction took place the previous year |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Judi Dench | Amy's View |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Zoe Wanamaker | Electra |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Marian Seldes | Ring Round the Moon |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Stockard Channing | The Lion in Winter |
| Tony Awards | Best Play | Carole Shorenstein Hays, Patrick Marber, Robert Fox, Scott Rudin, Roger Berlind, ABC Inc., The Shubert Organization, The Royal National Theatre | Closerproducer |
| Tony Awards | Best Play | Moving Theatre, Alley Theatre, Tennessee Williams, Carole Shorenstein Hays, Stuart Thompson, Marsha Garces Williams, Kelly Gonda, Royal National Theatre | Not About Nightingalesproducer |
| Tony Awards | Best Play | Warren Leight, Weissberger Theater Group, Jay Harris, Peter Manning, Roundabout Theatre Company, Ron Kastner, James Cushing, Joan Stein | Side Manproduction took place the previous year |
| Tony Awards | Best Play | Royal Court Theatre Productions, Martin McDonagh, Randall L. Wreghitt, Randall L. Wreghitt, Steven M. Levy, The Druid Theatre Company, Everett King, Everett King, Susan Dietz, Joan Stein, Jason Howland, Norma Langworthy, Gayle Francis, Dani Davis | The Lonesome West |
| Tony Awards | Best Revival of a Musical | Hal Luftig, Barry and Fran Weissler, Kardana, Michael Watt, Irving Welzer | Annie Get Your Gunproducer |
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| Tony Awards | Best Revival of a Musical | Julia C. Levy, Roundabout Theatre Company | Little Meproducer,
production took place the previous year |
| Tony Awards | Best Revival of a Musical | Larry Payton, J. Lynn Singleton, McCoy Rigby Entertainment, The Nederlander Organization, La Mirada Theatre for the Performing Arts, La Mirada Theatre for the Performing Arts, Albert Nocciolino | Peter Panproducer |
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| Tony Awards | Best Revival of a Musical | Gene Persson, Arthur Whitelaw, Jerry Frankel, Michael Leavitt | You're a Good Man, Charlie Brownproducer |
| Tony Awards | Best Revival of a Play | Fox Theatricals, Allan S, Gordon, Jerry Frankel, The Goodman Theatre, David Richenthal, Jujamcyn Theaters | Death of a Salesmanproducer |
| Tony Awards | Best Revival of a Play | Lawrence Horowitz, Anita Waxman, Elizabeth Williams, Randall L. Wreghitt, Eric Krebs, Duncan C. Weldon, Donmar Warehouse, McCarter Theater | Electraproducer,
production took place the previous year |
| Tony Awards | Best Revival of a Play | Trigger Street Productions, Emanuel Azenberg, Elan McAllister, Ira Pittelman, Bill Haber, Allan S. Gordon | The Iceman Comethproducer |
| Tony Awards | Best Revival of a Play | Lincoln Center Theater | Twelfth Nightproducer |
| Tony Awards | Best Scenic Design | Richard Hoover | Not About Nightingales |
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| Tony Awards | Best Scenic Design | Ricardo Hernandez | Parade |
| Tony Awards | Best Scenic Design | Bob Crowley | The Iceman Cometh |
| Tony Awards | Best Scenic Design | Bob Crowley | Twelfth Night |
| Tony Awards | Regional Theater Tony Award | Crossroads Theatre Company | |
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| Tony Awards | Special Tony Award For a Live Theatrical Presentation | Fool Moon | Fool Moonproduction took place the previous year |
| Tony Awards | Special Tony Award for Lifetime Achievement in the Theatre | Isabelle Stevenson, Arthur Miller, Uta Hagen | |
| Village Voice Obie Awards | Best Production | The Wooster Group | House |
| Village Voice Obie Awards | Best Production | The Wooster Group | Lights |
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| Village Voice Obie Awards | Costume Design | Martin Pakledinaz | The Misanthrope |
| Village Voice Obie Awards | Design | Diedre Murray | Score for Running Man |
| Village Voice Obie Awards | Direction | Jim Simpson | Benten Kozo |
| Village Voice Obie Awards | Direction | Nicholas Martin | Betty's Summer Vacation |
| Village Voice Obie Awards | Direction | Declan Donnellan | Le Cid |
| Village Voice Obie Awards | Direction | Melia Bensussen | The Turn of the Screw |
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| Village Voice Obie Awards | Obie Grant | National Asian American Theater, Mia Katigbak, The Point, CDC | |
| Village Voice Obie Awards | Performance | Kristine Nielson | Betty's Summer Vacation |
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| Village Voice Obie Awards | Performance | Liev Schreiber | Cymbeline |
| Village Voice Obie Awards | Performance | Viola Davis | Everybody's Ruby |
| Village Voice Obie Awards | Performance | Darius de Haas | Running Man |
| Village Voice Obie Awards | Performance | Swoosie Kurtz | The Mineola Twins |
| Village Voice Obie Awards | Performance | Matthew Maher | The Race of the Ark Tattoo |
| Village Voice Obie Awards | Performance | Kathleen Chalfant | Wit |
| Village Voice Obie Awards | Playwrighting | Christopher Durang | Betty's Summer Vacation |
| Village Voice Obie Awards | Playwrighting | Dare Clubb | Oedipus |
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| Village Voice Obie Awards | Playwrighting | W. David Hancock | The Race of the Ark Tattoo |
| Village Voice Obie Awards | Ross Wetzsteon Award | Dixon Place, Ellie Covan | |
| Village Voice Obie Awards | Special Citations | Carmelita Tropicana | |
| Village Voice Obie Awards | Special Citations | Lisa Kron | 2.5 Minute Ride |
| Village Voice Obie Awards | Special Citations | Richard Maxwell | House |
| Village Voice Obie Awards | Special Citations | David Cale | Lillian |
| Village Voice Obie Awards | Special Citations | Peggy Shaw | Menopausal Gentleman |
| Village Voice Obie Awards | Special Citations | Aasif Mandvi | Sakina's Restaura |
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| Village Voice Obie Awards | Special Citations | Kim Hughes | Sakina's Restaurant |
| Village Voice Obie Awards | Special Citations | Basil Twist | Symphonie Fantastique |
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| Village Voice Obie Awards | Special Citations | Ronnie Burkett | Tinka's New Dress |
| Village Voice Obie Awards | Sustained Achievement | Wynn Handman | |
| Village Voice Obie Awards | Sustained Excellence of Lighting Design | Michael Chybowski | |
| Village Voice Obie Awards | Sustained Excellence of Performance | Mina Bern, Daniel Gerroll, Randall Duk Kim | |
| Village Voice Obie Awards | Sustained Excellence of Set Design | Thomas Lynch | |
| Village Voice Obie Awards | Voice Judges | Michael Feingold, Una Chaudhuri, Mark Russell, Dael Orlandersmith, Liz Diamond, Alisa Solomon, Brian Parks, Charles McNulty, Eileen Phelan | |
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