| Drama Desk Awards | Best Direction | William Ball | Ivanov1958-59 season |
| Drama Desk Awards | Best Performanc | Jane McArthur | Our Town1958-59 season |
| Drama Desk Awards | Best Performance | Hal Holbrook | Mark Twain Tonight1958-59 season |
| Drama League Awards | Distinguished Performance Award | Cyril Ritchard | |
| Evening Standard Theatre Awards | Best Actor | Eric Porter | Rosmersholm |
| Evening Standard Theatre Awards | Best Play | Willis Hall | The Long and the Short and the Tall |
| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | Arnold Wesker | Roots |
| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | John Arden | Serjeant Musgrave's Dance |
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| Evening Standard Theatre Awards | Natasha Richardson Award for Best Actress | Flora Robson | The Aspern Papers |
| Evening Standard Theatre Awards | Ned Sherrin Award for Best Musical | | Make Me an Offer |
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| New York Drama Critics Circle Awards | Best American Play | Lorraine Hansberry | A Raisin in the Sun1958-1959 season |
| New York Drama Critics Circle Awards | Best Foreign Play | Friedrich Duerrenmatt | The Visit1958-1959 season |
| New York Drama Critics Circle Awards | Best Musical | Robert Dhéry, Francis Blanche, Ross Parker, Gerard Calvi | La Plume de Ma Tante1958-1959 season |
| Outer Critics Circle Awards | Best Drama Performance | Diana Sands | A Raisin in the Sun1958-59 season |
| Outer Critics Circle Awards | Best Musical Performance | Tommy Rall | Juno1958-59 season |
| Outer Critics Circle Awards | Best Play | | The Visit1958-59 season |
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| Outer Critics Circle Awards | Outstanding Set Design | Oliver Messel | Rashomon1958-59 season |
| Outer Critics Circle Awards | Special Citation | Hal Holbrook | Mark Twain Tonight!1958-59 season |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Archibald Macleish | J. B. |
| Theatre World Awards | Performance | Paul Roebling | A Desert IncidentSeason 1958–1959 |
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| Theatre World Awards | Performance | Ina Balin | A Majority of OneSeason 1958–1959 |
| Theatre World Awards | Performance | Pat Suzuki | Flower Drum SongSeason 1958–1959 |
| Theatre World Awards | Performance | Roger Mollien | French Theatre National PopulaireSeason 1958–1959 |
| Theatre World Awards | Performance | Larry Hagman | God and Kate MurphySeason 1958–1959 |
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| Theatre World Awards | Performance | Ben Piazza | KatakiSeason 1958–1959 |
| Theatre World Awards | Performance | Tammy Grimes | Look After LuluSeason 1958–1959 |
| Theatre World Awards | Performance | Richard Cross | Maria GolovinSeason 1958–1959 |
| Theatre World Awards | Performance | Susan Oliver | PatateSeason 1958–1959 |
| Theatre World Awards | Performance | Rip Torn | Sweet Bird of YouthSeason 1958–1959 |
| Theatre World Awards | Performance | Lou Antonio | The Buffalo SkinnerSeason 1958–1959 |
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| Theatre World Awards | Performance | Dolores Hart | The Pleasure of His CompanySeason 1958–1959 |
| Theatre World Awards | Performance | William Shatner, France Nuyen | The World of Suzie WongSeason 1958–1959 |
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| Tony Awards | Best Choreography | Carol Haney | Flower Drum Song |
| Tony Awards | Best Choreography | Agnes de Mille | Goldilocks |
| Tony Awards | Best Choreography | Bob Fosse | Redhead |
| Tony Awards | Best Choreography | Onna White | Whoop-Up |
| Tony Awards | Best Conductor and Musical Director | Salvatore Dell'Isola | Flower Drum Song |
| Tony Awards | Best Conductor and Musical Director | Lehman Engel | Goldilocks |
| Tony Awards | Best Conductor and Musical Director | Gershon Kingsley | La Plume de Ma Tante |
| Tony Awards | Best Conductor and Musical Director | Jay Blackston | Redhead |
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| Tony Awards | Best Costume Design | Irene Sharaff | Flower Drum SongProduction took place the previous year. |
| Tony Awards | Best Costume Design | Castillo | Goldilocks |
| Tony Awards | Best Costume Design | Oliver Messel | Rashomon |
| Tony Awards | Best Costume Design | Rouben Ter-Arutunian | Redhead |
| Tony Awards | Best Costume Design | Dorothy Jenkins | The World of Suzie Wong |
| Tony Awards | Best Direction | Dore Schary | A Majority of One |
| Tony Awards | Best Direction | William Gaskill | Epitaph for George Dillon |
| Tony Awards | Best Direction | Elia Kazan | J.B.Production took place the previous year. |
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| Tony Awards | Best Direction | Robert Dhery | La Plume de Ma TanteProduction took place the previous year. |
| Tony Awards | Best Direction | Peter Glenville | Rashomon |
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| Tony Awards | Best Direction | Cyril Richard | The Pleasure of His Company |
| Tony Awards | Best Direction | Peter Brook | The Visit |
| Tony Awards | Best Musical | Richard Rodgers | Flower Drum Song |
| Tony Awards | Best Musical | Gerard Calvi | La Plume de Ma Tante |
| Tony Awards | Best Musical | Dorothy Fields | Redhead |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | George Scott | Comes a Day |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Walter Matthau | Once More, With Feeling |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Robert Morse | Say, Darling |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Marc Connelly | Tall Story |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | George Grizzard | The Disenchanted |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Charlie Ruggles | The Pleasure of His Company |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Larry Blyden | Flower Drum Song |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Russell Nype | Goldilocks |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Richard Kiley | Redhead |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Leonard Stone | Redhead |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Cedric Hardwicke | A Majority of One |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Robert Stephens | Epitaph for George Dillon |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Christopher Plummer | J. B. |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Jason Robards, Jr. | The Disenchanted |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Cyril Ritchard | The Pleasure of His Company |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Alfred Lunt | The Visit |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Pat Stanley | GoldilocksProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Julienne Marie | Whoop-Up |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Maureen Delany | God and Kate Murphy |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Nan Martin | J. B. |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Bertrice Reading | Requiem for a Nun |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Julie Newmar | The Marriage-Go-Round |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Dolores Hart | The Pleasure of His Company |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Miyoshi Umeki | Flower Drum Song |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Gwen Verdon | Redhead |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Gertrude Berg | A Majority of One |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Kim Stanley | A Touch of the Poet |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Maureen Stapleton | The Cold Wind and the Warm |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Claudette Colbert | The Marriage-Go-RoundProduction took place the previous year. |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Lynn Fontanne | The Visit |
| Tony Awards | Best Play | Eugene O'Neill | A Touch of the Poet |
| Tony Awards | Best Play | John Osborne | Epitaph for George Dillon |
| Tony Awards | Best Play | Archibald MacLeish | J.B. |
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| Tony Awards | Best Play | Budd Schulberg | The Disenchanted |
| Tony Awards | Best Play | Friedrich Duerrenmatt | The Visit |
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| Tony Awards | Best Scenic Design | Donald Oenslager | A Majority of One |
| Tony Awards | Best Scenic Design | Boris Aronson | J.B. |
| Tony Awards | Best Scenic Design | Ben Edwards | Jane Eyre |
| Tony Awards | Best Scenic Design | Oliver Messel | Rashomon |
| Tony Awards | Best Scenic Design | Ballou | The Legend of Lizzie |
| Tony Awards | Best Scenic Design | Teo Otto | The Visit |
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| Tony Awards | Best Stage Technician | Edward Flynn, Edward Flynn | The Most Happy Fella |
| Tony Awards | Best Stage Technician | Sam Knapp | The Music Man |
| Tony Awards | Best Stage Technician | Thomas Fitzgerald | Who Was That Lady I Saw You With? |
| Tony Awards | Special Tony Award | Howard Lindsay, Russell Crouse, John Gielgud | Winner for a collaboration that lasted longer than Gilbert and Sullivan. |
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| Tony Awards | Special Tony Award | | La Plume de Ma Tante |
| Village Voice Obie Awards | Best Actor | Alfred Ryder | I Rise in Flame, Cried the Phoenix |
| Village Voice Obie Awards | Best Actress | Kathleen Maguire | The Time of the Cuckoo |
| Village Voice Obie Awards | Best All-Around Production | Harlin Quist, Daniel Hineck | Ivanov |
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| Village Voice Obie Awards | Best Director (American Play) | Jack Ragotzy | Arthur Laurents Cycle |
| Village Voice Obie Awards | Best Director (Foreign Play) | William Ball | Ivanov |
| Village Voice Obie Awards | Best Lighting | Nikola Cernovich | many productions |
| Village Voice Obie Awards | Best Music | David Amram | many productions |
| Village Voice Obie Awards | Best Musical | | A Party with Betty Comden and Adolph Green |
| Village Voice Obie Awards | Best New Play | Brendan Behan | The Quare Fellow |
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| Village Voice Obie Awards | Best Open-Stage Set | David Hays | The Quare Fellow |
| Village Voice Obie Awards | Best Proscenium Set | Will Steven Armstrong | Ivanov |
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| Village Voice Obie Awards | Best Revue | Steven Vinaver | Diversions |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Harold Scott | Deathwatch |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Lester Rawlins | The Quare Fellow |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Zero Mostel | Ulysses in Nighttown |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Nancy Wickwire | A Clearing in the Woods |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Rosina Fernhoff | Fashion |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Anne Fielding | Ivanov |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Rosina Fernhoff | The Geranium Hall |
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| Village Voice Obie Awards | Special Citation | Hal Holbrook | Mark Twain Tonight! |
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