1986-1987 33rd Drama Desk Awards
| Outstanding Actor - Musical | Ed Dixon (Shylock) | |
| Robert Lindsay (Me and My Girl) | ||
| Mandy Patinkin (The Knife) | ||
| Colm Wilkinson (Les Miserables) | ||
| Outstanding Actor - Play | Don Bloomfield (Lily Dale) | |
| Morgan Freeman (Driving Miss Daisy) | ||
| Victor Garber (You Never Can Tell) | ||
| James Earl Jones (Fences) | ||
| Ian McKellen (Wild Honey) | ||
| Alan Rickman (Les Liaisons Dangereuses) | ||
| Outstanding Actress - Musical | Mary Elizabeth Mastrantonio (The Knife) | |
| Lonette McKee (Lady Day at Emerson's Bar & Grill) | ||
| Maryann Plunkett (Me and My Girl) | ||
| Teresa Stratas (Rags) | ||
| Outstanding Actress - Play | Robin Bartlett (The Early Girl) | |
| Lindsay Duncan (Les Liaisons Dangereuses) | ||
| Dana Ivey (Driving Miss Daisy) | ||
| Linda Lavin (Broadway Bound) | ||
| Amy Madigan (The Lucky Spot) | ||
| Dianne Wiest (Hunting Cockroaches) | ||
| Outstanding Book of a Musical | Barry Harman (Olympus on My Mind) | |
| L. Arthur Rose (Me and My Girl) | ||
| Outstanding Costume Design | Bob Crowley (Les Liaisons Dangereuses) | |
| Ann Curtis (Me and My Girl) | ||
| William Ivey Long (Smile) | ||
| John Napier (Starlight Express) | ||
| Outstanding Director - Musical | Barry Harman (Olympus on My Mind) | |
| Mike Ockrent (Me and My Girl) | ||
| Outstanding Director - Play | Howard Davies (Les Liaisons Dangereuses) | |
| Ron Lagomarsino (Driving Miss Daisy) | ||
| Michael McGuire, Simon Gray (The Common Pursuit) | ||
| Lloyd Richards (Fences) | ||
| Carole Rothman (Coastal Disturbances) | ||
| Gene Saks (Broadway Bound) | ||
| Outstanding Featured Actor - Musical | Timothy Jerome (Me and My Girl) | |
| Michael Maguire (Les Miserables) | ||
| Michael O'Gorman (Smile) | ||
| Joaquin Romaguera (Gay Divorce) | ||
| Outstanding Featured Actor - Play | Michael Countryman (The Common Pursuit) | |
| Frankie Faison (Fences) | ||
| Peter Friedman (The Common Pursuit) | ||
| Ray Gill (Driving Miss Daisy) | ||
| Tony Jay (Nicholas Nickleby) | ||
| John Randolph (Broadway Bound) | ||
| Outstanding Featured Actress - Musical | Michele Bautier (Stardust) | |
| Sandra Chinn (Funny Feet) | ||
| Janet Eilber (Stepping Out) | ||
| Judy Kuhn (Rags / Les Miserables) | ||
| Marcia Lewis (Rags) | ||
| Jane Summerhays (Me and My Girl) | ||
| Outstanding Featured Actress - Play | Mary Alice (Fences) | |
| Suzanne Burden (Les Liaisons Dangereuses) | ||
| Jane Carr (Nicholas Nickleby) | ||
| Christine Estabrook (North Shore Fish) | ||
| Vickilyn Reynolds (Colored Museum) | ||
| Outstanding Lighting Design | Martin Aronstein (Wild Honey) | |
| Chris Parry, David Hersey (Les Liaisons Dangereuses) | ||
| Dennis Parichy (Coastal Disturbances) | ||
| Jennifer Tipton (Worstward Ho) | ||
| Outstanding Music | Nick Bicat (The Knife) | |
| Stephen Fry, Noel Gay, Mike Ockrent, Douglas Furber (Me and My Girl) | ||
| Claude-Michel Schonberg (Les Miserables) | ||
| Charles Strouse (Rags) | ||
| Andrew Lloyd Webber (Starlight Express) | ||
| Outstanding Musical | Les Miserables | |
| Me and My Girl | ||
| Olympus on My Mind | ||
| Starlight Express | ||
| Outstanding New Play | Broadway Bound (Neil Simon) | |
| The Common Pursuit (Simon Gray) | ||
| Driving Miss Daisy (Alfred Uhry) | ||
| Fences (August Wilson) | ||
| Les Liaisons Dangereuses (Christopher Hampton) | ||
| Wild Honey (Michael Frayn) | ||
| North Shore Fish (Israel Horovitz) | ||
| Outstanding One Person Show | Barbara Cook (A Concert for the Theatre) | |
| Outstanding Orchestration | John Cameron (Les Miserables) | |
| Wally Harper (A Concert for the Theatre) | ||
| Michael Starobin (Rags) | ||
| Chris Walker (Me and My Girl) | ||
| Outstanding Set Design | Bob Crowley (Les Liaisons Dangereuses) | |
| Edward Gianfrancesco (North Shore Fish) | ||
| John Gunter (Wild Honey) | ||
| Martin Johns (Me and My Girl) | ||
| John Napier (Starlight Express / Les Miserables) | ||
| Tony Walton (The Front Page) | ||
| Special Awards | Stanley Lebowsky | |
| Donald Rose | ||
| Frank Verlizzo | ||
| Henry Cohen | ||
| Paul Davis | ||
| Robert Kimball |
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