| Drama Desk Awards | Best Performance | Gerry Jedd | Blood Wedding1957-58 season |
| Drama Desk Awards | Best Performance | George C. Scott | Children of Darkness1957-58 season |
| Drama League Awards | Distinguished Performance Award | Ralph Bellamy | |
| Evening Standard Theatre Awards | Best Actor | Michael Redgrave | A Touch of the Sun |
| Evening Standard Theatre Awards | Best Play | Tennessee Williams | Cat on a Hot Tin Roof |
| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | Peter Shaffer | Five Finger Exercise |
| Evening Standard Theatre Awards | Natasha Richardson Award for Best Actress | Gwen Ffrangcon-Davies | Long Day's Journey Into Night |
| Evening Standard Theatre Awards | Ned Sherrin Award for Best Musical | | West Side Story |
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| New York Drama Critics Circle Awards | Best American Play | Ketti Frings | A Raisin in the Sun1957-1958 season |
| New York Drama Critics Circle Awards | Best Foreign Play | John Osborne | Look Back in Anger1957-1958 season |
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| New York Drama Critics Circle Awards | Best Musical | Meredith Willson | The Music Man1957-1958 season |
| Outer Critics Circle Awards | Best Drama Performance | Henry Jones | Sunrise at Campobello1957-58 season |
| Outer Critics Circle Awards | Best Musical | | The Music Man1957-58 season |
| Outer Critics Circle Awards | Best Musical Performance | Jacquelyn McKeever | Oh, Captain!1957-58 season |
| Outer Critics Circle Awards | Best Play | | Look Homeward Angel1957-58 season |
| Outer Critics Circle Awards | Outstanding Set Design | Rouben Ter-Arutunian | Who Was That Lady I Saw You With?1957-58 season |
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| Outer Critics Circle Awards | Special Citation | Joseph Papp | 1957-58 season |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Ketti Frings | Look Homeward |
| Theatre World Awards | Performance | Warren Berlinger | Blue DenimSeason 1957–1958 |
| Theatre World Awards | Performance | Colleen Dewhurst | Children of DarknessSeason 1957–1958 |
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| Theatre World Awards | Performance | Wynne Miller | Li’l AbnerSeason 1957–1958 |
| Theatre World Awards | Performance | Joan Hovis | Love Me LittleSeason 1957–1958 |
| Theatre World Awards | Performance | Jacqueline McKeever | Oh, Captain!Season 1957–1958 |
| Theatre World Awards | Performance | George C. Scott | Richard IIISeason 1957–1958 |
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| Theatre World Awards | Performance | Robert Morse | Say, DarlingSeason 1957–1958 |
| Theatre World Awards | Performance | Richard Easton | The Country WifeSeason 1957–1958 |
| Theatre World Awards | Performance | Tim Everett | The Dark at the Top of the StairsSeason 1957–1958 |
| Theatre World Awards | Performance | Eddie Hodges | The Music ManSeason 1957–1958 |
| Theatre World Awards | Performance | Anne Bancroft | Two for the SeesawSeason 1957–1958 |
| Theatre World Awards | Performance | Carol Lawrence | West Side StorySeason 1957–1958 |
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| Tony Awards | Best Choreography | Bob Fosse | New Girl In Town |
| Tony Awards | Best Choreography | Onna White | The Music Man |
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| Tony Awards | Best Choreography | Jerome Robbins | West Side Story |
| Tony Awards | Best Conductor and Musical Director | Herbert Greene | The Music Man |
| Tony Awards | Best Conductor and Musical Director | Max Goberman | West Side Story |
| Tony Awards | Best Costume Design | Miles White | Jamaica |
| Tony Awards | Best Costume Design | Motley | Look Back in Anger |
| Tony Awards | Best Costume Design | Motley | Look Homeward, Angel |
| Tony Awards | Best Costume Design | Miles White | Oh, Captain! |
| Tony Awards | Best Costume Design | Lucinda Ballard | Orpheus Descending |
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| Tony Awards | Best Costume Design | Motley | Shinbone Alley |
| Tony Awards | Best Costume Design | Motley | The Country Wife |
| Tony Awards | Best Costume Design | Motley | The First Gentleman |
| Tony Awards | Best Costume Design | Miles White | Time Remembered |
| Tony Awards | Best Costume Design | Irene Sharaff | West Side StoryProduction took place the previous year |
| Tony Awards | Best Direction | George Roy Hill | Look Homeward, AngelProduction took place the previous year |
| Tony Awards | Best Direction | Vincent J. Donehue | Sunrise At Campobello |
| Tony Awards | Best Direction | Elia Kazan | The Dark at the Top of the StairsProduction took place the previous year. |
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| Tony Awards | Best Direction | Morton da Costa | The Music Man |
| Tony Awards | Best Direction | Peter Hall | The Rope Dancers |
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| Tony Awards | Best Direction | Arthur Penn | Two For The Seesaw |
| Tony Awards | Best Musical | Harold Arlen | JamaicaProduction took place the previous year. |
| Tony Awards | Best Musical | Bob Merrill | New Girl In TownProduction took place the previous year. |
| Tony Awards | Best Musical | Oh, Captain! | Oh, Captain! |
| Tony Awards | Best Musical | Meredith Willson | The Music Man |
| Tony Awards | Best Musical | Leonard Bernstein | West Side StoryProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Henry Jones | Sunrise At Campobello |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Pat Hingle | The Dark at the Top of the Stairs |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | George Relph | The Entertainer |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Theodore Bikel | The Rope Dancers |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Sig Arno | Time Remembered |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Ossie Davis, Ricardo Montalban | Jamaica |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Cameron Prud'homme | New Girl In Town |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Tony Randall | Oh, Captain! |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Eddie Foy, Jr. | Rumple |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | David Burns, Robert Preston | The Music Man |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Iggie Wolfington | The Music Man |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Emlyn Williams | A Boy Growing Up |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Anthony Perkins, Hugh Griffith | Look Homeward, Angel |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Peter Ustinov | Romanoff and Juliet |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Ralph Bellamy | Sunrise At Campobello |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Laurence Olivier | The Entertainer |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Richard Burton | Time Remembered |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Josephine Premice | Jamaica |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Jacquelyn McKeever, Susan Johnson | Oh, Captain! |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Barbara Cook | The Music Man |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Carol Lawrence | West Side Story |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Mary Fickett | Sunrise At Campobello |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Eileen Heckart | The Dark at the Top of the Stairs |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Brenda de Banzie | The Entertainer |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Joan Blondell | The Rope Dancers |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Anne Bancroft | Two For The Seesaw |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Lena Horne | Jamaica |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Gwen Verdon, Thelma Ritter | New Girl In Town |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Gwen Verdon, Thelma Ritter | New Girl In Town |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Beatrice Lillie | Ziegfeld Follies |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Wendy Hiller | A Moon For the Misbegotten |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Mary Ure | Look Back In Anger |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Jo Van Fleet | Look Homeward, Angel |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Eugenie Leontovich | The Cave Dwellers |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Siobhan McKenna | The Rope Dancers |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Helen Hayes | Time Remembered |
| Tony Awards | Best Play | John Osborne | Look Back In AngerProduction took place the previous year. |
| Tony Awards | Best Play | Ketti Frings | Look Homeward, AngelProduction took place the previous year. |
| Tony Awards | Best Play | Peter Ustinov | Romanoff and JulietProduction took place the previous year. |
| Tony Awards | Best Play | Dore Schary | Sunrise At Campobello |
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| Tony Awards | Best Play | William Inge | The Dark at the Top of the StairsProduction took place the previous year. |
| Tony Awards | Best Play | Morton Wishengrad | The Rope DancersProduction took place the previous year. |
| Tony Awards | Best Play | Jean Anouilh | Time RememberedProduction took place the previous year. |
| Tony Awards | Best Play | William Gibson | Two For The Seesaw |
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| Tony Awards | Best Scenic Design | Boris Aronson | A Hole in the Head |
| Tony Awards | Best Scenic Design | Peter Larkin | Blue Denim |
| Tony Awards | Best Scenic Design | Oliver Smith | Brigadoon |
| Tony Awards | Best Scenic Design | Oliver Smith | Carousel |
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| Tony Awards | Best Scenic Design | Peter Larkin | Compulsion |
| Tony Awards | Best Scenic Design | Peter Larkin | Good As Gold |
| Tony Awards | Best Scenic Design | Oliver Smith | Jamaica |
| Tony Awards | Best Scenic Design | Jo Mielziner | Look Homeward, Angel |
| Tony Awards | Best Scenic Design | Peter Larkin | Miss Isobel |
| Tony Awards | Best Scenic Design | Jo Mielziner | Miss Lonelyhearts |
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| Tony Awards | Best Scenic Design | Oliver Smith | Nude with Violin |
| Tony Awards | Best Scenic Design | Jo Mielziner | Oh, Captain! |
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| Tony Awards | Best Scenic Design | Boris Aronson | Orpheus Descending |
| Tony Awards | Best Scenic Design | Ben Edwards | The Dark at the Top of the Stairs |
| Tony Awards | Best Scenic Design | Jo Mielziner | The Day the Money Stopped |
| Tony Awards | Best Scenic Design | Boris Aronson | The Rope Dancers |
| Tony Awards | Best Scenic Design | Jo Mielziner | The Square Root of Wonderful |
| Tony Awards | Best Scenic Design | Oliver Smith, Oliver Smith | Time Remembered |
| Tony Awards | Best Scenic Design | Oliver Smith | West Side Story |
| Tony Awards | Best Stage Technician | Sammy Knapp | The Music Man |
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| Tony Awards | Best Stage Technician | Harry Romar | Time Remembered |
| Tony Awards | Special Tony Award | New York Shakespeare Festival, Mrs. Martin Beck | Winner for presenting free performances in Central Park and the Hecksher Theater. |
| Village Voice Obie Awards | Best Actor | George C. Scott | As You Like It |
| Village Voice Obie Awards | Best Actor | George C. Scott | Children of Darkness |
| Village Voice Obie Awards | Best Actor | George C. Scott | Richard III |
| Village Voice Obie Awards | Best Actress | Anne Meacham | Garden District |
| Village Voice Obie Awards | Best All-Around Production | | No Award Given |
| Village Voice Obie Awards | Best American Play | | No Award Given |
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| Village Voice Obie Awards | Best Comedy | George Panetta | Comic Strip |
| Village Voice Obie Awards | Best Director | Stuart Vaughan | New York Shakespeare Festival |
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| Village Voice Obie Awards | Best Foreign Play | Samuel Beckett | Endgame |
| Village Voice Obie Awards | Best Music | | No Award Given |
| Village Voice Obie Awards | Best New Play | | No Award Given |
| Village Voice Obie Awards | Best One-Act Play | Neil McKenzie | Guests of the Nation |
| Village Voice Obie Awards | Best Play (Adaptation) | Jack Sydow, Boris Tumarin | The Brothers Karamazov |
| Village Voice Obie Awards | Best Revival | Word Baker | The Crucible |
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| Village Voice Obie Awards | Distinguished Performance (Actor) | J.D. (Jack) Cannon | Children of DarknessNew York Shakespeare Festival |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Robert Gerringer | Guests of the NationNew York Shakespeare Festival |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Leonardo Cimino | The Brothers Karamazov |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Michael Higgins | The Crucible |
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| Village Voice Obie Awards | Distinguished Performance (Actress) | Tammy Grimes | Clerambard |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Nydia Westman | Endgame |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Grania O'Malley | Guests of the Nation |
| Village Voice Obie Awards | Special Citation | Phoenix Theatre, The Theatre Club, Lucille Lortel | |
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