2009 Award Winners
| Award | Actor | Production |
|---|---|---|
| Best Cameo | Jake Westphal | How to Succeed... |
| Best Caberet Performance | Michaela Shuchman | The Singin' Bohemians |
| Best Character Development | Allison Boyle | Little Women |
| Best Comedic Performance | David Dimitruk | How to Succeed... |
| Best Comedy Improv Performance | Stephen Kent | This Side Up |
| Best Emerging Performer Youth | Lily Lawrence | |
| Best Emerging Performer Teen | Julia Hopkins | |
| Rising Star Award | Nina DeGori | |
| Best Performance in a Play | Marshall Woodruff | Fully Committed |
| Best Supporting Performance (Musical or Film) | Jenny Ruyman Sarah Schieffelin | Once on This Island How To Succeed... |
| Best Performance in a Musical or Film | Ben Horwitz Isabel Rieser | How to Succeed... Once on This Island |
| Lifetime Achievement | Anna Flynn-Meketon | |
| Best Ensemble | Mischief Manor |