The cast is headed by Skylar Astin as The Baker, Sierra Boggess as Cinderella, Chris Carmack as Rapunzel’s Prince, Tony winner Anthony Crivello as The Mysterious Man, Tony winner Sutton Foster as The Baker’s Wife, Edward Hibbert as The Narrator, Cheyenne Jackson as Cinderella’s Prince/the Wolf, Hailey Kilgore as Rapunzel, Gaten Matarazzo as Jack, Tony winner Patina Miller as The Witch, Rebecca Spencer as Jack's Mother, Shanice Williams as Little Red Riding Hood, Tamyra Gray as Granny/Cinderella’s Mother, Stella Kim as Lucinda, Daniel López as Prince’s Steward, Gregory North as Cinderella’s Father, Edelyn Okano as Cinderella’s Stepmother, and Grace Yoo as Florinda with Claire Adams as Snow White, Richard Biglia as Woodsman, Devinn Harris as Woodsman, Rees James as Woodsman, Monica Ricketts as Sleeping Beauty, and Karl Warden as Woodsman.
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EGOT winner Whoopi Goldberg lends her talent to the production as the voice of the Giant.
Tony nominee Robert Longbottom (Flower Drum Song, Side Show) directs and choreographs the limited engagement with musical direction by conductor Kevin Stites. Casting is by Binder Casting/Chad Eric Murnane.
Recent musicals at the Hollywood Bowl include Annie, starring Ana Gasteyer, David Alan Grier, Megan Hilty, and Lea Salonga, directed by Michael Arden; Mamma Mia!, starring Jennifer Nettles, Jamie Camil, Dove Cameron, and Corbin Bleu, directed and choreographed by Kathleen Marshall; and A Chorus Line, starring Mario Lopez, Krysta Rodriguez, and Ross Lynch, directed and choreographed by Baayork Lee.