Sideways

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 at Stanford

Toni Howard

Evelyn Berman-Silverman (voice)

Khoren Babouchian

Armenian Priest

Lee Brooks

Ken Cortland

Peter Dennis

Leslie Brough

Alison Herson

Foxen Winery Pourer

Phil Reeves

Vacationing Dr. Walt Hendricks

Rob Trow

Obnoxious Golfer

Lacey Rae

Los Olivos Waitress

Cesar Ramos

Barista

Daniel Rogers

Reciting Eighth Grader

Natalie Carter

Siena

Simon Kassis

Mini-Mart Owner

Sevag Kendirjian

Armenian Deacon

Jaren Coler

Acoustic Guitarist

Chris Astoyan

Mrs. Erganian's Son (uncredited)

JR Garcia

Little Boy (uncredited)

Gregory Heath

Tasting Room Customer (uncredited)

Alex Kalognomos

Alex (uncredited)

Parker Quinn

Customer in Shoe Store (uncredited)

Mikael Sharafyan

Armenian Wedding Guest (uncredited)