The Drama Desk, a group of 150 theater critics and reporters, announced the awards.
| Outstanding Play | The Beauty Queen of Leenane |
| Outstanding Musical | Ragtime |
| Outstanding Musical Revival | Cabaret |
| Outstanding Play Revival | A View from the Bridge |
| Outstanding One-Person Show | John Leguizamo, Freak |
| Unique Theatrical Experience | Quidam (Cirque du Soleil) |
| Best Actor in a Play | Anthony La Paglia, A View from the Bridge |
| Best Actress in a Play | Cherry Jones, Pride's Crossing |
| Best Featured Actor in a Play | Alfred Molina, Art |
| Best Featured Actress in a Play | Allison Janney, A View from the Bridge |
| Best Actor in a Musical | Alan Cumming, Cabaret |
| Best Actress in a Musical | Natasha Richardson, Cabaret |
| Best Featured Actor in a Musical | Gregg Edelman, 1776 |
| Best Featured Actress in a Musical | Tsidii Le Loka, The Lion King |
| Best Director of a Play | Michael Mayer, A View from the Bridge |
| Best Director of a Musical | Julie Taymor, The Lion King |
| Best Choreography | Garth Fagan, The Lion King |
| Best Music | Stephen Flaherty, Ragtime |
| Best Lyrics | Lynn Ahrens, Ragtime |
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