
Sideways
- Comedy
- Drama
- Romance
Two middle-aged men embark on a spiritual journey through Californian wine country. One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.
Cast

Paul Giamatti
Miles

Thomas Haden Church
Jack

Virginia Madsen
Maya

Sandra Oh
Stephanie

Marylouise Burke
Miles's Mother

Jessica Hecht
Victoria

Missy Doty
Cammi

M.C. Gainey
Cammi's Husband

Alysia Reiner
Christine Erganian

Shake Tukhmanyan
Mrs. Erganian

Shaun Duke
Mike Erganian

Robert Covarrubias
Miles's Building Manager

Patrick Gallagher
Gary the Bartender

Stephanie Faracy
Stephanie's Mother

Joe Marinelli
Frass Canyon Pourer
- Chris Burroughs
Chris Burroughs
Chris at Stanford
- Toni Howard
Toni Howard
Evelyn Berman-Silverman (voice)
- Khoren Babouchian
Khoren Babouchian
Armenian Priest
- Lee Brooks
Lee Brooks
Ken Cortland

Peter Dennis
Leslie Brough
- Alison Herson
Alison Herson
Foxen Winery Pourer

Phil Reeves
Vacationing Dr. Walt Hendricks
- Rob Trow
Rob Trow
Obnoxious Golfer

Lacey Rae
Los Olivos Waitress

Cesar Ramos
Barista
- Daniel Rogers
Daniel Rogers
Reciting Eighth Grader

Natalie Carter
Siena
- Simon Kassis
Simon Kassis
Mini-Mart Owner
- Sevag Kendirjian
Sevag Kendirjian
Armenian Deacon
- Jaren Coler
Jaren Coler
Acoustic Guitarist
- Chris Astoyan
Chris Astoyan
Mrs. Erganian's Son (uncredited)

JR Garcia
Little Boy (uncredited)
- Gregory Heath
Gregory Heath
Tasting Room Customer (uncredited)
- Alex Kalognomos
Alex Kalognomos
Alex (uncredited)

Parker Quinn
Customer in Shoe Store (uncredited)
- Mikael Sharafyan
Mikael Sharafyan
Armenian Wedding Guest (uncredited)



















