What's It All About?

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.

The film premiered at the Toronto International Film Festival in 2004. It won the Academy Award for Best Adapted Screenplay, and was nominated for Best Picture, Best Director, Best Supporting Actor, and Best Supporting Actress.

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