Yes! $100 is awarded to each category. Anyone can compete both Friday and Saturday nights and you can compete with the same costume or compete in two distinct costumes each night. Contestants can also enter multiple categories. As an example, an attendee may compete in the “Scariest” category and then also compete in “Most Original” or “Best Couple” categories. This goes for both nights as well. All this is contingent on the judges staffing the sign in table agreeing that a costume fits into particular categories.