2000 Award Winners
| Award | Actor | Performance |
|---|---|---|
| Best Cameo | Alaina Marchio | Museum |
| Best Character Development | Bernadette Maurizi | Little Shop of Horrors |
| Best Comedic Performance | Ian McCafferty | Complete Works... |
| Best Emerging Performer Teen | Annamaria Christina | |
| Best Emerging Performer Youth | Anne Marie Westphal | |
| Best Supporting Performance (Play) | Nikki Santiago Casey Thomasson | Romeo and Juliet Romeo and Juliet |
| Best Performance in a Play | Johanna Dunphy Ben Green | Romeo and Juliet Romeo and Juliet |
| Best Supporting Performance (Musical or Film) | Adriana Alveario Sarah Bonner | Little Shop of Horrors Once on This Island |
| Best Performance in a Musical or Film | Ian Barbella Joseph Katie Gould | Dreamcoat Once on This Island |
| Best Ensemble | The Complete Works of William Shakespeare (Abridged) |