| Drama Desk Awards | Best Author | Rick Besoyan | Little Mary Sunshine1959-60 season |
| Drama Desk Awards | Best Author | Jack Gelber | The Connection1959-60 season |
| Drama Desk Awards | Best Author | Jack Richardson | The Prodigal1959-60 season |
| Drama Desk Awards | Best Author | Edward Albee | The Zoo Story1959-60 season |
| Drama League Awards | Distinguished Performance Award | Jessica Tandy | |
| Evening Standard Theatre Awards | Best Actor | Rex Harrison | Platonov |
| Evening Standard Theatre Awards | Best Actor | Alec Guinness | Ross |
| Evening Standard Theatre Awards | Best Play | Harold Pinter | The Caretaker |
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| Evening Standard Theatre Awards | Charles Wintour Award for Most Promising Playwright | J P Donleavy | Fairy Tales of New York |
| Evening Standard Theatre Awards | Natasha Richardson Award for Best Actress | Dorothy Tutin | Twelfth Night |
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| Evening Standard Theatre Awards | Ned Sherrin Award for Best Musical | | Fings Ain't Wot They Used T'Be |
| New York Drama Critics Circle Awards | Best American Play | Lillian Hellman | Toys in the Attic1959-1960 season |
| New York Drama Critics Circle Awards | Best Foreign Play | Peter Shaffer | Five Finger Exercise1959-1960 season |
| New York Drama Critics Circle Awards | Best Musical | Sheldon Harnick, George Abbott, Jerome Weidman, Jerry Bock | Fiorello!1959-1960 season |
| Outer Critics Circle Awards | Best Drama Performance | Risa Schwartz | The Tenth Man1959-60 season |
| Outer Critics Circle Awards | Best Musical | | Bye Bye Birdie1959-60 season |
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| Outer Critics Circle Awards | Best Musical Performance | Cecil Kellaway | Greenwillow1959-60 season |
| Outer Critics Circle Awards | Best Play | | The Miracle Worker1959-60 season |
| Outer Critics Circle Awards | Special Citation | National Phoenix Company | Mary Stuart1959-60 season |
| Pulitzer Prize for Drama | The Pulitzer Prize for Drama | Jerome Weidman, George Abbott | Fiorello! |
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| Theatre World Awards | Performance | Warren Beatty | A Loss of RosesSeason 1959–1960 |
| Theatre World Awards | Performance | Elisa Loti | Come Share My HouseSeason 1959–1960 |
| Theatre World Awards | Performance | Donald Madden | Julius CaesarSeason 1959–1960 |
| Theatre World Awards | Performance | Eileen Brennan, John McMartin | Little Mary SunshineSeason 1959–1960 |
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| Theatre World Awards | Performance | Carol Burnett | Once Upon a MattressSeason 1959–1960 |
| Theatre World Awards | Performance | Anita Gillette | Russell Patterson’s SketchbookSeason 1959–1960 |
| Theatre World Awards | Performance | Dick Van Dyke | The Boys Against the GirlsSeason 1959–1960 |
| Theatre World Awards | Performance | Patty Duke | The Miracle WorkerSeason 1959–1960 |
| Theatre World Awards | Performance | Lauri Peters | The Sound of MusicSeason 1959–1960 |
| Theatre World Awards | Performance | George Maharis | The Zoo StorySeason 1959–1960 |
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| Theatre World Awards | Performance | Jane Fonda | There Was a Little GirlSeason 1959–1960 |
| Tony Awards | Best Choreography | Michael Kidd | Destry Rides AgainProduction took place the previous year. |
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| Tony Awards | Best Choreography | Peter Gennaro | Fiorello! |
| Tony Awards | Best Choreography | Joe Layton | Greenwillow |
| Tony Awards | Best Choreography | Lee Scot | Happy Town |
| Tony Awards | Best Choreography | Onna White | Take Me Along |
| Tony Awards | Best Conductor and Musical Director | Hal Hastings | Fiorello! |
| Tony Awards | Best Conductor and Musical Director | Abba Bogin | Greenwillow |
| Tony Awards | Best Conductor and Musical Director | Milton Rosenstick | Gypsy |
| Tony Awards | Best Conductor and Musical Director | Lehman Engel | Take Me Along |
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| Tony Awards | Best Conductor and Musical Director | Frederick Dvonch | The Sound of MusicProduction took place the previous year. |
| Tony Awards | Best Costume Design | Alvin Colt | Greenwillow |
| Tony Awards | Best Costume Design | Raoul Pene Du Bois | Gypsy |
| Tony Awards | Best Costume Design | Cecil Beaton | SaratogaProduction took place the previous year. |
| Tony Awards | Best Costume Design | Miles White | Take Me Along |
| Tony Awards | Best Direction of a Musical | Michael Kidd | Destry Rides Again |
| Tony Awards | Best Direction of a Musical | George Abbott | Fiorello!Production took place the previous year. |
| Tony Awards | Best Direction of a Musical | Jerome Robbins | Gypsy |
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| Tony Awards | Best Direction of a Musical | Peter Glenville | Take Me Along |
| Tony Awards | Best Direction of a Musical | Vincent J. Donehue | The Sound of Music |
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| Tony Awards | Best Direction of a Play | Lloyd Richards | A Raisin in the Sun |
| Tony Awards | Best Direction of a Play | Elia Kazan | Sweet Bird of Youth |
| Tony Awards | Best Direction of a Play | Joseph Anthony | The Best Man |
| Tony Awards | Best Direction of a Play | Arthur Penn | The Miracle WorkerProduction took place the previous year. |
| Tony Awards | Best Direction of a Play | Tyrone Guthrie | The Tenth Man |
| Tony Awards | Best Musical | Jerome Weidman | Fiorello!Production took place the previous year. |
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| Tony Awards | Best Musical | Arthur Laurents | Gypsy |
| Tony Awards | Best Musical | Mary Rodgers | Once Upon a MattressProduction took place the previous year. |
| Tony Awards | Best Musical | Bob Merrill | Take Me AlongProduction took place the previous year. |
| Tony Awards | Best Musical | Howard Lindsay | The Sound of MusicProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Warren Beatty | A Loss of Roses |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Harry Guardino | One More River |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Rip Torn | Sweet Bird of Youth |
| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Roddy McDowell | The Fighting CockProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actor in a Featured Role in a Play | Lawrence Winters | The Long Dream |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Andy Griffith | Destry Rides Again |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Tom Bosley | Fiorello!Production took place the previous year. |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Howard Da Silva | Fiorello!Production took place the previous year. |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Anthony Perkins | Greenwillow |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Jack Klugman | GypsyProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Jackie Gleason | Take Me AlongProduction took place the previous year. |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Walter Pidgeon, Robert Morse | Take Me Along |
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| Tony Awards | Best Performance by an Actor in a Leading Role in a Musical | Theodore Bikel, Kurt Kasznar | The Sound of MusicProduction took place the previous year. |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Sidney Poitier | A Raisin in the Sun |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | George C. Scott | The Andersonville Trial |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Melvyn Douglas | The Best Man |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Lee Tracy | The Best Man |
| Tony Awards | Best Performance by an Actor in a Leading Role in a Play | Jason Robards, Jr. | Toys in the Attic |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Pert Kelton | Greenwillow |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Sandra Church | Gypsy |
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| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Patricia Neway | The Sound of MusicProduction took place the previous year. |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Musical | Lauri Peters | The Sound of Music |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Juliet Mills | Five Finger Exercise |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Sarah Marshall | Goodbye, Charlie |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Leora Dana | The Best Man |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Jane Fonda | There Was a Little Girl |
| Tony Awards | Best Performance by an Actress in a Featured Role in a Play | Anne Revere | Toys in the Attic |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Dolores Gray | Destry Rides Again |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Ethel Merman | Gypsy |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Carol Burnett | Once Upon a Mattress |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Eileen Herlie | Take Me Along |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Musical | Mary Martin | The Sound of MusicProduction took place the previous year. |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Claudia McNeil | A Raisin in the SunProduction took place the previous year. |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Margaret Leighton | Much Ado About NothingProduction took place the previous year. |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Geraldine Page | Sweet Bird of Youth |
| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Anne Bancroft | The Miracle WorkerProduction took place the previous year. |
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| Tony Awards | Best Performance by an Actress in a Leading Role in a Play | Maureen Stapleton, Irene Worth | Toys in the Attic |
| Tony Awards | Best Play | Lorraine Hansberry | A Raisin in the Sun |
| Tony Awards | Best Play | Gore Vidal | The Best Man |
| Tony Awards | Best Play | William Gibson | The Miracle WorkerProduction took place the previous year. |
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| Tony Awards | Best Play | Paddy Chayefsky | The Tenth Man |
| Tony Awards | Best Play | Lillian Hellman | Toys in the Attic |
| Tony Awards | Best Scenic Design of a Musical | William and Jean Eckart | Fiorello! |
| Tony Awards | Best Scenic Design of a Musical | Peter Larkin | Greenwillow |
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| Tony Awards | Best Scenic Design of a Musical | Jo Mielziner | Gypsy |
| Tony Awards | Best Scenic Design of a Musical | Cecil Beaton | Saratoga |
| Tony Awards | Best Scenic Design of a Musical | Oliver Smith | The Sound of MusicProduction took place the previous year. |
| Tony Awards | Best Scenic Design of a Play | Will Steven Armstrong | Caligula |
| Tony Awards | Best Scenic Design of a Play | Jo Mielziner | The Best Man |
| Tony Awards | Best Scenic Design of a Play | George Jenkins | The Miracle Worker |
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| Tony Awards | Best Scenic Design of a Play | David Hays | The Tenth Man |
| Tony Awards | Best Scenic Design of a Play | Howard Bay | Toys in the Attic |
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| Tony Awards | Best Stage Technician | James Orr | Greenwillow |
| Tony Awards | Best Stage Technician | Al Alloy | Take Me AlongProduction took place the previous year. |
| Tony Awards | Best Stage Technician | John Walters | The Miracle WorkerProduction took place the previous year. |
| Tony Awards | Special Tony Award | John D. Rockefeller III | Winner for vision and leadership in creating the Lincoln Center, a landmark of theatre encompassing the performing arts. |
| Tony Awards | Special Tony Award | Burgess Meredith, James Thurber | A Thurber Carnival |
| Village Voice Obie Awards | Best Actor | Warren Finnerty | The Connection |
| Village Voice Obie Awards | Best Actress | Eileen Brennan | Little Mary Sunshine |
| Village Voice Obie Awards | Best All-Around Production | Julian Beck, Judith Malina | The Connection |
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| Village Voice Obie Awards | Best Director | Gene Frankel | Machinal |
| Village Voice Obie Awards | Best Foreign Play | Jean Genet | The Balcony |
| Village Voice Obie Awards | Best New Play | Jack Gelber | The Connection |
| Village Voice Obie Awards | Distinguished Performance (Actor) | John Heffernan | Henry IV, Part 2 |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Donald Davis | Kapp's Last Tape |
| Village Voice Obie Awards | Distinguished Performance (Actor) | Vincent Gardenia | Machinal |
| Village Voice Obie Awards | Distinguished Performance (Actor) | William Daniels | The Zoo Story |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Elisa Loti | Come Share My House |
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| Village Voice Obie Awards | Distinguished Performance (Actress) | Patricia Falkenheim | Henry IV |
| Village Voice Obie Awards | Distinguished Performance (Actress) | Patricia Falkenheim | Peer Gynt |
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| Village Voice Obie Awards | Distinguished Performance (Actress) | Nancy Marchand | The Balcony |
| Village Voice Obie Awards | Distinguished Play | Samuel Beckett | Krapp's Last Tape |
| Village Voice Obie Awards | Distinguished Play | Jack Richardson | The Prodigal |
| Village Voice Obie Awards | Distinguished Play | Edward Albee | The Zoo Story |
| Village Voice Obie Awards | Sets | David Hays | The Balcony |
| Village Voice Obie Awards | Special Citation | Brooks Atkinson | New York Times |
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