Paul Giamatti
Miles
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An original, in-depth guide to Sideways is being written and fact-checked. In the meantime, all details, cast and streaming options are listed on this page.
Miles
Jack
Maya
Stephanie
Miles's Mother
Victoria
Cammi
Cammi's Husband
Christine Erganian
Mrs. Erganian
Mike Erganian
Miles's Building Manager
Gary the Bartender
Stephanie's Mother
Frass Canyon Pourer
Chris at Stanford
Evelyn Berman-Silverman (voice)
Armenian Priest
Ken Cortland
Leslie Brough
Foxen Winery Pourer
Vacationing Dr. Walt Hendricks
Obnoxious Golfer
Los Olivos Waitress
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