The Sideways Trilogy is a series of three comedic wine themed novels by

Rex Pickett Rex Pickett (born July 9, 1952) is an American novelist and filmmaker best known for his novel ''Sideways'', which was adapted into a 2004 movie of the same name directed by Alexander Payne. Career Education and early career Pickett was born ...

which include ''

Sideways ''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 Raymo ...

'', which was the basis of a

2004 film 2004 in film is an overview of events, including the highest-grossing films, award ceremonies, festivals, a list of country-specific lists of films released, notable deaths and film debuts. ''Shrek 2'' was the year's top-grossing film, and ''Mil ...

directed by

Alexander Payne Constantine Alexander Payne (; born February 10, 1961) is an American film director, screenwriter and producer. He is best known for the films ''Citizen Ruth'' (1996), ''Election'' (1999), ''About Schmidt'' (2002), ''Sideways'' (2004), ''The Desc ...

, ''

Vertical Vertical is a geometric term of location which may refer to: * Vertical direction, the direction aligned with the direction of the force of gravity, up or down * Vertical (angles), a pair of angles opposite each other, formed by two intersecting s ...

'' and ''

Sideways 3 Chile ''Sideways 3 Chile'' is a 2015 novel by Rex Pickett. It is a sequel to his two previous novels ''Sideways'' (2004) and ''Vertical'' (2010) and the third novel in the '' Sideways Trilogy''. ''Sideways 3 Chile'' continues the story of novelist Mi ...

''.

Overview

The trilogy spans approximately eight years in the life of its main protagonist, a writer named Miles. At the beginning of ''Sideways'', Miles is a mostly unsuccessful screenwriter and functioning alcoholic who is taking his best friend Jack, a successful TV director, on a trip to California's wine country the week before the latter's wedding. ''Vertical'' takes place seven years later, during which time Miles has found literary success with the publication of a novel based on the adventures he and Jack experienced in the trilogy's preceding installment. Jack, on the other hand, has seen his fortunes decline following a divorce and an increasing alcohol problem. ''Sideways 3 Chile'' picks up about one year later, and features Miles taking a trip to Chile to research an article for a wine magazine.

Novels

* ''

'' (2004) * ''

'' (2010) * ''

'' (2015)

Stage and musical adaptions

In 2019 it was announced that ''Sideways'' was scheduled to be adapted for a Broadway musical. A play adapted by author

from the ''Sideways'' novel was produced at multiple theaters in the United States and the United Kingdom, including at the

La Jolla Playhouse La Jolla Playhouse is a not-for-profit, professional theatre on the campus of the University of California, San Diego. History La Jolla Playhouse was founded in 1947 by Gregory Peck, Dorothy McGuire, and Mel Ferrer. In 1983, it was revived under ...

. In addition to the musical, it was reported that Rex Pickett had written screenplays based on his two ''Sideways'' sequels already in print, ''Vertical'' and ''Sideways 3 Chile''.

References

{{reflist Literary trilogies American novels adapted into films American novel series Books about wine English-language novels St. Martin's Press books