Two middle-aged men, Miles, a depressed writer, and Jack, an actor about to get married, take a week-long road trip through California's wine country. Their bachelor trip turns into a journey of self-discovery and unexpected connections.

Awards
Oscar for Best Adapted Screenplay, Academy Awards, 2005; Best Screenplay, Golden Globes Awards, 2005; Best Adapted Screenplay, BAFTA Awards, 2005; Best Picture, Best Supporting Actor, Best Supporting Actress, Best Acting Ensemble, Best Writer, Critics’ Choice Awards, USA, 2005; Special Prize of the Jury, Best Actor, Fantasporto IFF,, Portugal, 2005; Movie of the Year, AFI Awards, 2005;  Best Screenplay, Best Supporting Actor, Best Supporting Actress, National Society of Film Critics’ Awards, USA, 2000

Cast & Crew
Producer: Michael London
Director: Alexander Payne
Script: Alexander Payne, Jim Taylor (based on the novel by Rex Pickett)
Director of Photography: Phedon Papamichael
Production Design: Jane Ann Stewart
Music: Rolfe Kent
Sound: Leslie Shatz
Editor: Kevin Tent
Cast: Paul Giamatti, Thomas Haden Church, Sandra Oh, Virginia Madsen
Production. Fox Searchlight Pictures, Sideways Productions Inc., Michael London Productions

Alexander Payne
The grandson of Greek immigrants, Alexander Payne grew up in Nebraska, USA. He studied at Stanford University before earning a Master's Degree in Film Directing at UCLA. He has made eight feature films, which have been nominated for a total of 24 Oscars, including four times for Best Picture and three times for Best Director. He has won twice for Best Adapted Screenplay, and his latest, The Holdovers, won Best Supporting Actress. 

Filmography
Citizen Ruth (1996), Election (1999), About Schimdt (2002), Sideways (2004), The Descendants (2011), Nebraska (2013), Downsizing (2017), The Holdovers (2023).