Directed by Randal Kleiser   Written by Paul Reubens   George McGrath   Cast Paul Reubens ... Pee-wee Herman (as Pee-wee Herman) Penelope Ann Miller ... Winnie Kris Kristofferson ... Mace Montana Valeria Golino ... Gina Piccolapupula Wayne White ... Vance the Pig (voice) Susan Tyrrell ... Midge Montana Albert Henderson ... Mr. Ryan Jack Murdock ... Otis David Byrd ... Deke Mary Jackson ... Mrs. Dill Frances Bay ... Mrs. Haynes Leo Gordon ... Joe - Blacksmith (as Leo V. Gordon) Anne Seymour ... Pearl Kenneth Tobey ... Sheriff Jay Robinson ... Cook Eve Smith ... Bunny Andrew Shalat ... Paolo Piccolapupula Mihaly 'Michu' Meszaros ... Andy Franco Columbu ... Otto - Strongman (as Franco Columbo) Terrence Mann ... Snowball - Clown (as Terrence V. Mann) Vance Colvig Jr. ... Clownie (as Vance Colvig) Matthias Hues ... Oscar - Lion Tamer Benicio Del Toro ... Duke the Dog-Faced Boy Kevin Peter Hall ... Big John Lynne Marie Stewart ... Zelda - Bearded Lady John Sherrod ... Dell - Human Cannonball Joey Arias ... Shim - Half Man-Half Woman Helen Siff ... Ruth (as Helen Infield Siff) Carol Infield Sender ... Dot Bunny Summers ... Costume Woman Kevin B. Kaplowitz ... Child - Mr. Ryan Jeffrey R. Shaw ... Child - Otis Dustin Diamond ... Child - Deke Savannah Prue ... Child - Mrs. Haynes (as Savanah Prue) Lisa M. Ball ... Child - Mrs. Dill Shea Joachim ... Child - Sheriff Marie Hawkins ... Child - Pearl Molly Ann Carter ... School Child Myka Peck ... School Child Dustin Berkovitz ... School Child Kit MacKenzie ... School Child Jered Aspenson ... School Child Shelly Rudolph ... Teenager Cheryl Treibitz ... Teenager Judy Rubenfeld ... Honey Milton Rubenfeld ... Herman Diane C. Valentine ... Web Girl Gainer Johnson ... Web Girl (as Gainer C. Johnson) Alison Logsden ... Web Girl Patricia M. Peters ... Web Girl Lynn Marie Polke ... Web Girl Lita Villacana ... Web Girl Stephanie Hodge ... Mermaid April Tatro ... Human Pretzel (as April Tetro) Carla Drake ... Fire Eater Joe Gibb ... Roustabout Clown Uncredited Cast Chris Herpin ... Bearded lady Jillian Jourdan ... Bobby-Sox Dancer Randal Kleiser ... Popcorn Vendor Stan Rodarte ... Circus Crew Sudan ... Circus Lion Tai ... Elephant Produced by Richard Gilbert Abramson   Debra Hill   William E. McEuen   Paul Reubens   Original Music by Danny Elfman

Additional Info Premiere: July 22, 1988 DVD Release: July 06, 2004 Country: Distributor: Paramount Studios Websites: Production Companies Paramount Pictures Distributors Paramount Pictures   (1988) (United States) (theatrical) Home Box Office (HBO)   (1989) (United States) (TV) Showtime Networks   (1989) (United States) (TV) HBO Family   (1998) (United States) (TV) HBO Max   (2020) (United States) (VOD) (video) Paramount Home Entertainment   (United States) (VHS) Rating Stats Overall Rating 5.1 / 10 Our Rating -- / 10 Your Friends -- / 10 Male Users -- / 10 Female Users -- / 10 Site Ranking #4,641 / 21,260 Site Ranking #4,637 Mortal Kombat: Legacy: Season 2 (2013) #4,638 Hatchet III (2013) #4,639 Jack Frost (1997) #4,640 Ravenous (2017) #4,641 Big Top Pee-Wee (1988) #4,642 Doom: Annihilation (2019) #4,643 The Dentist (1996) #4,644 Lawnmower Man 2: Jobe's War (1996) #4,645 The In Between (2022)