Sideways


Sideways is a 2004 American comedy-drama film directed by Alexander Payne and written by Jim Taylor and Payne. A film adaptation of Rex Pickett's 2004 novel, 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 as women they encounter during their trip.
Sideways premiered at the Toronto International Film Festival on September 13, 2004, and was released in the United States on October 22, 2004 by Fox Searchlight Pictures. It received widespread acclaim from critics and is regarded as one of the greatest films of the 2000s. At the 77th Academy Awards, the film was nominated for Best Picture, Best Director, Best Supporting Actor, Best Supporting Actress, and Best Adapted Screenplay, the last of which it won.

Plot

Miles Raymond picks up his friend Jack Cole at the home of Cole’s fiancée to begin a week together in advance of Cole’s wedding. Miles, a school teacher and unpublished author, starts the trip at his mother’s house, ostensibly to wish her a happy birthday, but Miles steals money before they leave.
Miles wants to spend the week relaxing, playing golf, and enjoying good food and wine. However, Jack is interested in trying to cure Miles’ depression over his professional failures and divorce by finding him a sex partner. Jack is ambivalent over his pending marriage and the prospect of giving up his acting ambitions in favor of a job with his fiancée’s father. In the Santa Ynez valley, Miles, an oenophile, teaches Jack how to taste wine. The pair dine at The Hitching Post II. Jack infers that Maya, a waitress with whom Miles is casually acquainted, is interested in Miles. Jack tells Maya that Miles' manuscript has been accepted for publication, although it is only being considered.
The next morning Jack announces his intention to find sex partners during the trip. That night, he arranges a double date for himself and Miles with a wine pourer named Stephanie, who is also acquainted with Maya.
During the date, Miles gets drunk and telephones Victoria, his ex-wife, after learning from Jack that she has remarried and will be bringing her new husband to Jack's wedding. The couples go to Stephanie's house, where Stephanie and Jack adjourn to Stephanie's bedroom, leaving Miles and Maya alone. The two connect through their mutual interest in wine, and- after hearing Jack and Stephanie having sex through the wall- Miles kisses Maya awkwardly. As they part, Miles gives Maya a copy of his manuscript, which she had earlier expressed interest in reading.
Jack claims to have fallen in love with Stephanie and tells Miles he wants to postpone the wedding and move to the Santa Ynez Valley to be closer to her. After spending time with Jack and Stephanie at wineries and a picnic, Miles and Maya return to Maya's apartment and have sex. The next day, Miles reveals to Maya that Jack is getting married. Disgusted with the men's dishonesty, Maya dumps Miles.
Jack and Miles go to a winery that Miles finds subpar. After hearing from his literary agent that his manuscript has been rejected, an upset Miles pesters the pourer for a full glass of wine. When the server refuses, Miles drinks from the spit bucket, creating a scene. Jack intervenes and drives Miles back to the motel. Upon arrival, Stephanie, who heard from Maya about Jack's marital status, furiously beats Jack with her motorcycle helmet, breaking his nose, while berating him for his dishonesty. Miles takes Jack to the ER and leaves Maya an apologetic voice message, admitting that his book will not be published.
That night, despite Miles' protests, Jack goes home with a waitress named Cammi. Jack returns to the motel naked after Cammi's husband had caught the two having sex. Jack begs Miles to help him retrieve his wallet, which contains custom wedding rings. Miles sneaks into the house, where he finds Cammi and her husband having sex. He grabs the wallet and runs, barely escaping Cammi's nude and furious husband. On the drive back to San Diego, Jack intentionally drives Miles's car into a tree to support his alibi that he broke his nose in a car accident. The pair return to Christine's home, where Jack is warmly received by her family.
Following the wedding ceremony, Miles runs into Victoria and meets her new husband, Ken. Victoria says she is pregnant. Miles absconds before the reception and drives back to his San Diego apartment. Alone, he drinks his prized wine, a 1961 Château Cheval Blanc, from a disposable styrofoam soda cup at a fast-food restaurant. One day, Miles receives a voicemail from Maya, saying she loved his manuscript, encouraging him to keep writing, and inviting him to visit. Miles drives back to wine country and knocks on Maya's door.

Cast

Impact on wine industry

Image:Hitching Post.jpg|thumb|right|100px|The Hitching Post II Restaurant in Buellton where Miles and Jack first encounter Maya.
Wineries and locations in the Santa Ynez Valley are prominently featured in the film, drawing attention and increased tourism to the Sta. Rita Hills AVA wine region in Santa Barbara County and California's Central Coast. During the film, Miles speaks fondly of the red wine varietal Pinot noir while denigrating Merlot. After the film's U.S. release in October 2004, Merlot sales dropped 2% while Pinot noir sales increased 16% in the Western United States. A similar trend occurred in British wine outlets.
A 2009 study by Sonoma State University found that Sideways slowed the growth in Merlot sales volume and caused its price to fall, but the film's main effect on the U.S. wine industry was a rise in the sales volume and price of Pinot noir and in overall wine consumption.
A 2022 study in the Journal of Wine Economics found that Sideways caused a reduction in demand for Merlot and an increase in demand for Pinot noir in the United States, which led California winemakers to grow Pinot noir grapes in unsuitable land and blend those grapes with the grapes grown in high-quality areas just to meet demand, which may have led to worse Pinot noir wines.
Sideways Fest is an annual 3-day event hosted by the Sta. Rita Hills Wine Alliance celebrating the movie's release featuring the local viticulture and scenery.

''Sideways'' Pinot noir

In 2013, Rex Pickett, author of the Sideways novel, released his own Pinot noir named Le Plus Ultra. In 2020, he released a Pinot noir named Sideways.

Soundtrack

The original soundtrack album features 15 jazz instrumentals composed and produced by Rolfe Kent and was orchestrated and arranged for the band by Tony Blondal. The album was nominated for the Globe Award">Golden Globe Award for Best Screenplay">Globe Award for "Best Original Score", and the music proved so popular there was demand for a national tour. Eventually, a few cities were chosen to perform in as the composer was too busy to commit to more. The romantic leitmotif shared by Miles and Maya is excerpted from Symbiosis by Claus Ogerman and Bill Evans.

Reception

On review aggregator Rotten Tomatoes, Sideways has an approval rating of 97% based on 230 reviews, and an average rating of 8.8/10. The website's critical consensus reads: "Charming, thoughtful, and often funny, Sideways is a decidedly mature road trip comedy full of excellent performances." On Metacritic, the film has a weighted average score of 94 out of 100 based on 42 reviews, indicating "universal acclaim". Audiences polled by CinemaScore gave the film an average grade of "B" on an A+ to F scale.
Time Out described the film as "intelligent, funny and moving", and Roger Ebert of the Chicago Sun-Times gave it four stars out of four, writing that "what happens during the seven days adds up to the best human comedy of the year – comedy, because it is funny, and human, because it is surprisingly moving".
With the exception of Giamatti, who had already starred in the critically acclaimed film American Splendor, the film was a career breakthrough for the stars. Church and Madsen were each nominated for the Screen Actors Guild Award, Golden Globe Award, and Academy Award for their performances, winning the Broadcast Film Critics Association Award and Independent Spirit Award for their respective categories. Giamatti was described as "The World's Best Character Actor" by Time magazine. In 2005, Sandra Oh went on to star in the ABC medical drama Grey's Anatomy, for which she won two Screen Actors Guild Awards and one Golden Globe Award.
Sideways was ranked 494th on Empires 2008 list of the 500 greatest movies of all time. Total Film put Sideways on its list of 100 Greatest Movies of All Time. In 2006, the Writers Guild of America also ranked its script as the 90th greatest ever written. The February 2020 issue of New York Magazine lists Sideways as among "The Best Movies That Lost Best Picture at the Oscars." In 2021, members of Writers Guild of America West and Writers Guild of America, East ranked its screenplay 15th in WGA’s 101 Greatest Screenplays of the 21st Century. In 2025, it was one of the films voted for the "Readers' Choice" edition of The New York Times list of "The 100 Best Movies of the 21st Century," finishing at number 173.

Stage and musical adaptations

In 2019, it was announced that Sideways was scheduled to be adapted for a stage musical. Kathleen Marshall is expected to be the director and choreographer for the musical, which was aiming for a spring or summer 2020 tryout in a regional venue prior to Broadway. The musical will have a book by Rex Pickett and the score by Anthony Leigh Adams.
A play adapted by author Rex Pickett from the Sideways novel was produced at multiple theaters in the United States and the United Kingdom, including at the La Jolla Playhouse.
In addition to the musical, it was reported that Pickett had written screenplays based on his two Sideways sequels already in print, Vertical and Sideways 3 Chile.

Accolades

As of 2022, Payne and Taylor are the only two screenwriters to ever sweep the rarest achievements known as "The Big Four" critics awards, in addition to winning the Oscar, Globe, BAFTA, WGA, and Critic's Choice Awards for the film.
AwardCategoryNameResult
American Film Institute AwardsAFI Movie of the YearWon
77th Academy AwardsBest PictureMichael Londonrowspan="4" Nomitated
77th Academy AwardsBest DirectorAlexander Payne-
77th Academy AwardsBest Supporting ActorThomas Haden Church-
77th Academy AwardsBest Supporting ActressVirginia Madsen-
77th Academy AwardsBest Adapted ScreenplayAlexander Payne and Jim TaylorWon
American Cinema EditorsBest Edited Feature Film – Comedy or MusicalKevin TentNomitated
Argentine Film Critics AssociationBest Foreign Film, Not in Spanish LanguageAlexander PayneWon
Belgian Syndicate of Cinema CriticsGrand PrixNomitated
58th British Academy Film AwardsBest Adapted ScreenplayAlexander Payne and Jim Taylorrowspan="3" Won
Bodil AwardsBest American FilmAlexander Payne-
Boston Society of Film Critics AwardsBest Film-
Boston Society of Film Critics AwardsBest DirectorAlexander Paynerowspan="2"
Boston Society of Film Critics AwardsBest ActorPaul Giamatti-
Boston Society of Film Critics AwardsBest Supporting ActorThomas Haden Churchrowspan="4" Won
Boston Society of Film Critics AwardsBest CastThomas Haden Church, Paul Giamatti, Virginia Madsen, and Sandra Oh-
Boston Society of Film Critics AwardsBest ScreenplayAlexander Payne and Jim Taylor-
Broadcast Film Critics Association AwardsBest Film-
Broadcast Film Critics Association AwardsBest DirectorAlexander Paynerowspan="2" Nomitated
Broadcast Film Critics Association AwardsBest ActorPaul Giamatti-
Broadcast Film Critics Association AwardsBest Supporting ActorThomas Haden Churchrowspan="4" Won
Broadcast Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
Broadcast Film Critics Association AwardsBest CastThomas Haden Church, Paul Giamatti, Virginia Madsen, and Sandra Oh-
Broadcast Film Critics Association AwardsBest ScreenplayAlexander Payne and Jim Taylor-
Broadcast Film Critics Association AwardsBest ComposerRolfe KentNomitated
Casting Society of America AwardsBest Feature Film Casting – ComedyJohn Jackson and Ellen ParksWon
Chicago Film Critics Association AwardsBest Filmrowspan="5" Won
Chicago Film Critics Association AwardsBest ActorPaul Giamatti-
Chicago Film Critics Association AwardsBest Supporting ActorThomas Haden Church-
Chicago Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
Chicago Film Critics Association AwardsBest ScreenplayAlexander Payne and Jim Taylor-
Czech LionBest Foreign Language FilmAlexander PayneNomitated
Dallas-Fort Worth Film Critics Association AwardsBest Film
Dallas-Fort Worth Film Critics Association AwardsTop 10 Filmsrowspan="4" Won
Dallas-Fort Worth Film Critics Association AwardsBest ActorPaul Giamatti-
Dallas-Fort Worth Film Critics Association AwardsBest Supporting ActorThomas Haden Church-
Dallas-Fort Worth Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
Directors Guild of America AwardsOutstanding Directorial Achievement in Motion PicturesAlexander PayneNomitated
Florida Film Critics Circle AwardsBest Filmrowspan="5" Won
Florida Film Critics Circle AwardsBest DirectorAlexander Payne-
Florida Film Critics Circle AwardsBest Supporting ActorThomas Haden Church-
Florida Film Critics Circle AwardsBest ScreenplayAlexander Payne and Jim Taylor-
Golden Globe AwardsBest Motion Picture – Musical or Comedy-
Golden Globe AwardsBest Director – Motion PictureAlexander Paynerowspan="4" Nomitated
Golden Globe AwardsBest Actor in a Motion Picture – Musical or ComedyPaul Giamatti-
Golden Globe AwardsBest Supporting Actor – Motion PictureThomas Haden Church-
Golden Globe AwardsBest Supporting Actress – Motion PictureVirginia Madsen-
Golden Globe AwardsBest Screenplay – Motion PictureAlexander Payne and Jim TaylorWon
Golden Globe AwardsBest Original Score – Motion PictureRolfe KentNomitated
Gotham AwardsBest FilmAlexander Paynerowspan="8" Won
Independent Spirit AwardsBest FilmMichael London-
Independent Spirit AwardsBest DirectorAlexander Payne-
Independent Spirit AwardsBest Male LeadPaul Giamatti-
Independent Spirit AwardsBest Supporting MaleThomas Haden Church-
Independent Spirit AwardsBest Supporting FemaleVirginia Madsen-
Independent Spirit AwardsBest ScreenplayAlexander Payne and Jim Taylor-
London Film Critics Circle AwardsFilm of the Year-
London Film Critics Circle AwardsDirector of the YearAlexander Paynerowspan="3" Nomitated
London Film Critics Circle AwardsActor of the YearPaul Giamatti-
London Film Critics Circle AwardsScreenwriter of the YearAlexander Payne and Jim Taylor-
Los Angeles Film Critics Association AwardsBest Filmrowspan="2" Won
Los Angeles Film Critics Association AwardsBest DirectorAlexander Payne-
Los Angeles Film Critics Association AwardsBest ActorPaul Giamatti
Los Angeles Film Critics Association AwardsBest Supporting ActorThomas Haden Churchrowspan="6" Won
Los Angeles Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
Los Angeles Film Critics Association AwardsBest ScreenplayAlexander Payne and Jim Taylor-
National Board of ReviewTop Ten Films-
National Board of ReviewBest Supporting ActorThomas Haden Church-
National Board of ReviewBest Adapted ScreenplayAlexander Payne and Jim Taylor-
National Society of Film Critics AwardsBest Filmrowspan="3"
National Society of Film Critics AwardsBest DirectorAlexander Payne-
National Society of Film Critics AwardsBest ActorPaul Giamatti-
National Society of Film Critics AwardsBest Supporting ActorThomas Haden Churchrowspan="7" Won
National Society of Film Critics AwardsBest Supporting ActressVirginia Madsen-
National Society of Film Critics AwardsBest ScreenplayAlexander Payne and Jim Taylor-
New York Film Critics CircleBest Film-
New York Film Critics CircleBest ActorPaul Giamatti-
New York Film Critics CircleBest Supporting ActressVirginia Madsen-
New York Film Critics CircleBest ScreenplayAlexander Payne and Jim Taylor-
Online Film Critics Society AwardsBest Picturerowspan="2" Nomitated
Online Film Critics Society AwardsBest DirectorAlexander Payne-
Online Film Critics Society AwardsBest ActorPaul Giamattirowspan="2" Won
Online Film Critics Society AwardsBest Supporting ActorThomas Haden Church-
Online Film Critics Society AwardsBest Supporting ActressVirginia MadsenNomitated
Online Film Critics Society AwardsBest Adapted ScreenplayAlexander Payne and Jim TaylorWon
Producers Guild of America AwardsDarryl F. Zanuck Award for Best Theatrical Motion PictureMichael LondonNomitated
San Diego Film Critics Society AwardsBest Adapted ScreenplayAlexander Payne and Jim TaylorWon
San Francisco Film Critics Circle AwardsBest Filmrowspan="5" Won
San Francisco Film Critics Circle AwardsBest DirectorAlexander Payne-
San Francisco Film Critics Circle AwardsBest ActorPaul Giamatti-
San Francisco Film Critics Circle AwardsBest Supporting ActorThomas Haden Church-
San Francisco Film Critics Circle AwardsBest Supporting ActressVirginia Madsen-
Satellite AwardsBest Film – Musical or ComedyWon
Satellite AwardsBest Director – Motion PictureAlexander Paynerowspan="2" Nomitated
Satellite AwardsBest Actor in a Motion Picture – Musical or ComedyPaul Giamatti-
Satellite AwardsBest Supporting Actor in a Motion Picture – Musical or ComedyThomas Haden ChurchWon
Satellite AwardsBest Supporting Actress – Motion Picture Musical or ComedyVirginia MadsenNomitated
Satellite AwardsBest Cast – Motion PictureThomas Haden Church, Paul Giamatti, Virginia Madsen, and Sandra OhWon
Satellite AwardsBest Adapted ScreenplayAlexander Payne and Jim TaylorNomitated
11th [Screen Actors Guild Awards|Screen Actors Guild Awards]Outstanding Performance by a Cast in a Motion PictureThomas Haden Church, Paul Giamatti, Virginia Madsen, and Sandra OhWon
Screen Actors Guild AwardsOutstanding Performance by a Male Actor in a Leading RolePaul Giamattirowspan="3" Nomitated
Screen Actors Guild AwardsOutstanding Performance by a Male Actor in a Supporting RoleThomas Haden Church-
Screen Actors Guild AwardsOutstanding Performance by a Female Actor in a Supporting RoleVirginia Madsen-
Toronto Film Critics Association AwardsBest Filmrowspan="3" Won
Toronto Film Critics Association AwardsBest ActorPaul Giamatti-
Toronto Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
USC Scripter AwardBest ScreenplayAlexander Payne and Jim TaylorNomitated
Vancouver Film Critics CircleBest FilmWon
Vancouver Film Critics CircleBest DirectorAlexander Paynerowspan="3" Nomitated
Vancouver Film Critics CircleBest ActorPaul Giamatti-
Vancouver Film Critics CircleBest Supporting ActorThomas Haden Church-
Vancouver Film Critics CircleBest Supporting ActressVirginia MadsenWon
Washington D.C. Area Film Critics Association AwardsBest Supporting ActorThomas Haden Churchrowspan="2" Nomitated
Washington D.C. Area Film Critics Association AwardsBest Supporting ActressVirginia Madsen-
Washington D.C. Area Film Critics Association AwardsBest Adapted Screenplayrowspan="2" Won
Writers Guild of America AwardsBest Adapted ScreenplayAlexander Payne and Jim Taylor-

Remake

Fox International Productions and Fuji Television released a Japanese-language remake of the film in October 2009, also titled ''Sideways. The film is directed by Cellin Gluck and stars Katsuhisa Namase, Fumiyo Kohinata, Kyōka Suzuki, and Rinko Kikuchi, and has a soundtrack composed and performed by Hawaiian-born ukulele virtuoso Jake Shimabukuro.
The remake shifts the setting of the film to Napa Valley. Although listed as an executive producer, Payne was not involved with the remake, although he gave it his blessing. Giamatti declined an invitation to make an unspecified cameo appearance in the film.

Possible sequel

Pickett has written three sequel books to Sideways, the second of which being Vertical which follows Miles and Jack on a road trip to Oregon with Miles' mother. Fox Searchlight retains the film rights to the characters, but Payne has expressed disinterest in directing a sequel to Sideways, and no further adaptations have been made.