1990-1991 37th Drama Desk Awards
| Outstanding Actor - Musical | Keith Carradine (The Will Rogers Follies) | |
| Paul Hipp (Buddy) | ||
| Mandy Patinkin (The Secret Garden) | ||
 |
Jonathan Pryce (Miss Saigon) | |
| Outstanding Actor - Play | Kevin Kline (Hamlet) | |
| Tom McGowan (La Bete) | ||
|
Ron Rifkin (The Substance of Fire) | |
| Sab Shimono (The Wash) | ||
| Outstanding Actress - Musical | June Angela (Shogun) | |
| La Chanze (Once on This Island) | ||
| June Angela (The Secret Garden) | ||
|
Lea Salonga (Miss Saigon) | |
| Outstanding Actress - Play | Stockard Channing (Six Degrees of Separation) | |
| Angela Goethals (The Good Times are Killing Me) | ||
| Audra Lindley (About Time) | ||
|
Mercedes Ruehl (Lost in Yonkers) | |
| Outstanding Book of a Musical | Marsha Norman (The Secret Garden) | |
| John Weidman (Assassins) | ||
| Outstanding Choreography | Richard Hudson (La Bete) | |
| Stephen Kaplin, Barbara Pollitt, Toni Leslie-James (The Caucasian Chalk Circle) | ||
| Santo Loquasto (Lost in Yonkers) | ||
|
Patricia Zipprodt (Shogun) | |
| Outstanding Costume Design | Jennifer Arnold, Robert Locke (The Lady in Question) | |
| Jess Goldstien (When She Danced) | ||
| Florence Klotz (City of Angels) | ||
|
Santo Loquasto (Grand Hotel) | |
| Outstanding Director - Musical | |
Scott Ellis (A Little Night Music / The World Goes Round) |
| Lisa Peterson (AThe Waves) | ||
| Susan H. Schulman (The Secret Garden) | ||
| Jerry Zaks (Assassins) | ||
| Outstanding Director - Play | Michael Grief (Machinal) | |
| Richard Jones (La Bete) | ||
| Kevin Kline (Hamlet) | ||
|
Jerry Zaks (Six Degrees of Separation) | |
| Outstanding Featured Actor - Musical | |
Bruce Adler (Those Were the Days) |
| John Cameron (The Secret Garden) | ||
| John Remme (A Funny Thing Happened on the Way to the Forum) | ||
| Lee Wilkof (Assassins) | ||
| Outstanding Featured Actor - Play | Dylan Baker (La Bete) | |
| Marcus Chong (Stand-Up Tragedy) | ||
| LaLand Gantt (Let Me Live) | ||
| Josef Sommer (Hamlet) | ||
|
Kevin Spacey (Lost in Yonkers) | |
| Outstanding Featured Actress - Musical | Alison Fraser (The Secret Garden) | |
| Rebecca Luker (The Secret Garden) | ||
| Regina Resnik (A Little Night Music) | ||
|
Karen Ziemba (The World Goes Round) | |
| Outstanding Featured Actress - Play | Jane Adams (I Hate Hamlet) | |
| Tracey Ellis (Our Country's Goods) | ||
| Julie Halston (Red Scare on Sunset) | ||
| Deirdre O'Connell (Love and Anger) | ||
|
Irene Worth (Lost in Yonkers) | |
| Outstanding Lighting Design | Jules Fisher (Hamlet) | |
|
David Hersey (Miss Saigon) | |
| Don Holder (The Caucasian Chalk Circle) | ||
| Tharon Musser (The Secret Garden) | ||
| Kenneth Posner (Machinal) | ||
| Outstanding Lyrics | |
William Finn (Falsettoland) |
| Marsha Norman (The Secret Garden) | ||
| Stephen Sondheim (Assassins) | ||
| Outstanding Music | David Bucknam (The Waves) | |
|
Cy Coleman (The Will Rogers Follies) | |
| William Finn (Falsettoland) | ||
| Lucy Simon (The Secret Garden) | ||
| Stephen Sondheim (Assassins) | ||
| Outstanding Musical | Assassins | |
|
The Secret Garden | |
| The Will Rogers Follies | ||
| Outstanding Musical Revue | |
And the World Goes Round |
| Forever Plaid | ||
| Smoke on the Mountain | ||
| Those Were the Days | ||
| Outstanding New Play | La Bete (David Hirson) | |
|
Lost in Yonkers (Neil Simon) | |
| Six Degrees of Separation (John Guare) | ||
| The Wash (Philip Kan Gotanda) | ||
| Outstanding One Person Show | |
Eileen Atkins (A Room of One's Own) |
| Jeffrey Essmann (Artificial Reality) | ||
| Spalding Grey (Monster in a Box) | ||
| Tracey Ullman (The Big Love) | ||
| Outstanding Orchestration | |
William Brohn (Miss Saigon / The Secret Garden) |
| Billy Byers (The Will Rogers Follies) | ||
| David Krane (The World Goes Round) | ||
| Mboni Ngema (Towship Fever) | ||
| Outstanding Revival | Camille | |
| Hamlet | ||
| A Little Night Music | ||
| Machinal | ||
| Outstanding Set Design | David Gallo (Machinal) | |
|
Heidi Handesman (The Secret Garden) | |
| Richard Hudson (La Bete) | ||
| Andrew Jackness (The Road to Nirvana) | ||
| Outstanding Sound Design - Play | Olu Dara (Let Me Live) | |
|
Aural Fixation (Red Scare on Sunset) | |
| John Gromada (Machinal) | ||
| Janet Kalas (The Good Times are Killing Me) | ||
| Special Awards | |
The Brooklyn Academy of Music |
|
Harold Rome | |
|
James McMullan | |
|
New York Dramatists | |
| Unique Theatrical Experience | |
Cirque du Soleil |
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