| Drama Desk Award for Outstanding Play | |
| Awarded For: | Outstanding Play |
| Presenter: | Drama Desk |
| Location: | New York City |
| Country: | United States |
| Year: | 1955 |
| Holder: | Stereophonic (2024) |
The Drama Desk Award for Outstanding Play is an annual award presented by Drama Desk in recognition of achievements in the theatre across collective Broadway, off-Broadway and off-off-Broadway productions in New York City. The award was initially introduced in 1955 as the Vernon Rice Award for Outstanding Achievement in Theatre, before being removed from the ceremony between 1960 and 1974. The award returned in the 1975 ceremony, with its current title.
| Year | Play | Writer |
|---|---|---|
| 1955 | ||
| Le Bal des Voleurs | Jean Anouilh | |
| The Merchant of Venice | William Shakespeare | |
| Twelfth Night | William Shakespeare | |
| The Way of the World | William Congreve | |
| The White Devil | John Webster | |
| 1956 | ||
| The Iceman Cometh | Eugene O'Neill | |
| 1957–59 | ||
| Year | Play | Writer |
|---|---|---|
| 2020 | ||
| The Inheritance | Matthew Lopez | |
| Cambodian Rock Band | Lauren Yee | |
| Greater Clements | Samuel D. Hunter | |
| Halfway Bitches Go Straight to Heaven | Stephen Adly Guirgis | |
| Heroes of the Fourth Turning | Will Arbery | |
| 2021 | colspan="2" | |
| 2022 | ||
| Prayer for the French Republic | Joshua Harmon | |
| The Chinese Lady | Lloyd Suh | |
| Cullud Wattah | Erika Dickerson-Despenza | |
| English | Sanaz Toossi | |
| Sanctuary City | Martyna Majok | |
| Selling Kabul | Sylvia Khoury | |
| 2023 | ||
| Leopoldstadt | Tom Stoppard | |
| A Case for the Existence of God | Samuel D. Hunter | |
| Fat Ham | James Ijames | |
| Love | Alexander Zeldin | |
| Prima Facie | Suzie Miller | |
| Wish You Were Here | Sanaz Toossi | |
| 2024 | ||
| Stereophonic | David Adjmi | |
| Infinite Life | Annie Baker | |
| Jaja's African Hair Braiding | Jocelyn Bioh | |
| Mother Play | Paula Vogel | |
| Swing State | Rebecca Gilman | |
| The Ally | Itamar Moses | |