1999 Award Winners
| Award | Actor | Performance |
|---|---|---|
| Best Cameo | Samantha Feeny | The World Goes 'Round |
| Best Character Development | Annamarie Christina | Night of January 16th |
| Best Comedic Performance | Fred Maldonado | Twelfth Night |
| Best Emerging Performer (Youth and Teen) | Sarah Steele | The World Goes 'Round |
| Best Emerging Performer (Youth and Teen) | Sublima Cerase | Night of January 16th |
| Best Foreign Language Performance | Nick O'Neill | The World Goes 'Round (Swedish) |
| Best Hair | Ben Guez | Twelfth Night |
| Best Molestation of an Audience Member | Marisa Branella | Night of January 16th |
| Best Performance in a Musical or Film | Christian Bygott Johanna Dunphy | The World Goes 'Round The World Goes 'Round |
| Best Recovery of a Scene | Courtney Heller and Aliya Williams | The World Goes 'Round |
| Best See-Through Performance | Fred Maldonado | The World Goes 'Round (”Mr. Cellophane”) |
| Best Toby | Adriana Alveario (there were 3 actors who had the part and had to drop) | |
| Tallest Actor | Dana Kaplan-Angle and Aubrey Kelly-Cogdell | Twelfth Night |
| Worst Scene Change | Cast | Twelfth Night |
| Best Supporting Performance (Play) | Ben Guez Bernadette Maurizi | Twelfth Night Night of January 16th |
| Best Performance in a Play | Natalie Cellini Katie Gould | Night of January 16th Twelfth Night |
| Best Ensemble | The World Goes 'Round |