Sideways

2004 American comedy-drama film by Alexander Payne

Sideways is a 2004 American comedy-drama road film directed by Alexander Payne and written by Jim Taylor and Payne. A film adaptation of Rex Pickett's 2004 novel of the same name, Sideways follows two men in their forties, Miles Raymond, a depressed teacher and unsuccessful writer, and Jack Cole, a past-his-prime actor, who take a week-long road trip to Santa Barbara County wine country to celebrate Jack's upcoming wedding. Sandra Oh and Virginia Madsen also star. The film premiered at the Toronto International Film Festival on September 13, 2004, and was released in the United States on October 22, 2004.

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