- Primetime Emmy Awards - Reubens has received multiple nominations at the Primetime Emmy Awards. His show "The Pee-Wee Herman Show on Broadway" was nominated for Outstanding Variety, Music or Comedy Special in 2011. He also received a nomination for Outstanding Guest Actor In A Comedy Series in 1995.
- TV Land Pop Culture Award - Reubens won this award in 2012, adding to his list of recognitions.
- Grammy Award Nomination - Reubens was nominated for the Grammy Award for Best Spoken Word Album in 2003.
- Daytime Emmy Awards - Reubens' work on "Pee-Wee's Playhouse" garnered him further acclaim and recognition.