Sideways tells the story of Miles (Paul Giamatti), a failed novelist, and his soon-to-be married friend Jack (Thomas Haden Church), a washed-up actor. To salute the remains of their youth, the two men take one last road trip in the week before Jack's wedding. A serious wine enthusiast, Miles is determined to educate his friend on the region's beloved Pinot Noir wines before the week is out. Jack indulges his best friend's passion for the grape but is mainly interested in living his last week of bachelorhood to the hilt. Trouble ensues with wine and women (played by Virginia Madsen and Sandra Oh) and the duo comes to some profound realizations as they come to terms with maturity.

  • 2 hr 7 minRHDSD
  • Oct 22, 2004
  • Comedy

More Trailers and Videos for Sideways

Cast & Crew

  • Paul GiamattiActor

    Paul Giamatti is an American actor who has worked steadily and prominently for over twenty years, and is best known for leading roles in the films American Splendor (2003), Sideways (2004), and Barney's Version (2010) (for which he won a Golden Globe), and supporting roles in the films Cinderella Man (2005), The Illusionist (2006), and San Andreas (2015). Paul Edward Valentine Giamatti was born June 6, 1967 in New Haven, Connecticut, and is the youngest of three children. His mother, the former Toni Marilyn Smith, was an actress before marrying. His father, Bart Giamatti (Angelo Bartlett Giamatti), was a professor of Renaissance Literature at Yale University, and went on to become the university's youngest president (in 1986, Bart was appointed president of baseball's National League. He became Commissioner of Baseball on April 1, 1989 and served for five months until his untimely death on September 1, 1989. He was commissioner at the time Pete Rose was banned from the game). Paul's father also wrote six books. Paul's older brother, Marcus Giamatti, is also an actor. His sister, Elena, designs jewelry. His ancestry is Italian (from his paternal grandfather), German, English, Dutch, Scottish, and Irish. Paul graduated from Choate Rosemary Hall prep school, majored in English at Yale, and obtained his Master's Degree in Fine Arts, with his major in drama from the Yale University School of Drama. His acting roots are in theatre, from his college days at Yale, to regional productions (Seattle, San Diego and Williamstown, Massachusetts), to Broadway.
    More
  • Thomas Haden ChurchActor

    Thomas Haden Church was born Thomas Richard McMillen in Yolo, California, to Maxine (Sanders) and Carlos Richard McMillen, who was a U.S. marine and surveyor. He was raised in Texas. His mother remarried George Quesada, a widowed WWII veteran who served in Guam, in 1969. He adopted this surname Quesada. He changed it to Haden Church after "nobody could pronounce Quesada". Church began his show business career in front of a microphone instead of a camera, first as a radio deejay and then as a voice-over announcer. After landing a role in the independent film, Stolen Moments, Church moved to Los Angeles to pursue his acting career.
    More
  • Virginia MadsenActor

  • Sandra OhActor

  • M.C. GAINEYActor

  • Alexander PayneDirector