Sideways
2004-10-22Two 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 One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.

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 One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.

Miles
Paul Giamatti

Jack
Thomas Haden Church

Maya
Virginia Madsen

Stephanie
Sandra Oh

Miles's Mother
Marylouise Burke

Victoria
Jessica Hecht

Cammi
Missy Doty

Cammi's Husband
M.C. Gainey

Christine Erganian
Alysia Reiner

Mrs. Erganian
Shake Tukhmanyan

Mike Erganian
Shaun Duke

Miles's Building Manager
Robert Covarrubias

Gary the Bartender
Patrick Gallagher

Stephanie's Mother
Stephanie Faracy

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

Leslie Brough
Peter Dennis
Foxen Winery Pourer
Alison Herson

Vacationing Dr. Walt Hendricks
Phil Reeves
Obnoxious Golfer
Rob Trow

Los Olivos Waitress
Lacey Rae

Barista
Cesar Ramos
Reciting Eighth Grader
Daniel Rogers

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

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

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