Originally built as a cinema in 1970, the Stuart Street Playhouse was converted into a live performance space called the 57 Theater in the summer of 1996. Early productions included The Male Intellect: An Oxymoron, Hedwig and the Angry Inch, and Eddie Izzard. Throughout 1999 and 2000, the theater was redesigned by noted Boston theater architect Thomas Bakalars complete with a new outer lobby designed by Prellwitz/Chilinsky Architects.

In the fall of 2000, Producing Director Nick Paleologos inaugurated the newly renamed Stuart Street Playhouse with the long running hit I Love You, You're Perfect, Now Change. Subsequent productions include Back From Broadway, Stomp, Jacques Brel is Alive and Well and Living in Paris, Momologues, Forever Plaid, Menopause The Musical, Broad Comedy , Respect, A Musical Journey, and RFK, A Portrait of Robert F. Kennedy.

And now, after a number of years playing to audiences around the world the Broadway smash Defending the Caveman returns for a limited run of 12 performances from December 26 to January 5!  This is not to be missed!