

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 One is an unpublished novelist suffering from depression, and the other is only days away from walking down the aisle.
Sideways is a 2004 comedy-drama following two middle-aged friends on a wine-country road trip through California. As one grapples with depression and failed dreams while the other faces imminent marriage, the film explores friendship, romance, and self-discovery against the backdrop of vineyards and small-town charm.
When does Sideways come out?
Where to watch
Streaming availability in United States
Not available on any tracked streaming service in United States right now.
Available in: United Arab Emirates · Albania · Argentina · Austria · Australia · Azerbaijan · +77 more
Sideways is streaming in another region
Available to stream in Argentina Austria Australia Belgium+50 more— but not in United States.
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In cinemas
Theatrical release in United States
Wide release in United States · Rated R
Theatrical dates from TMDB. Cinema chain links go to the official websites for showtimes and bookings — check there for the actual showtimes near you.
Rent or buy
Digital purchase & rental in United States
Where to watch Sideways by country
Top cast
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Paul GiamattiMiles
Thomas Haden ChurchJack
Virginia MadsenMaya
Sandra OhStephanie
Marylouise BurkeMiles's Mother
Jessica HechtVictoria
Missy DotyCammi
M.C. GaineyCammi's Husband
Alysia ReinerChristine Erganian
Shake TukhmanyanMrs. Erganian
Shaun DukeMike Erganian
Robert CovarrubiasMiles's Building Manager
Patrick GallagherGary the Bartender
Stephanie FaracyStephanie's Mother
Joe MarinelliFrass Canyon Pourer

Trailer
Sideways - Trailer
Related & spin-offs
Other titles fans of Sideways tend to follow.
Sideways — frequently asked
When was Sideways released?
Sideways was released on October 22, 2004.
Where can I watch Sideways?
Sideways is available on various streaming platforms and for purchase through digital retailers; check your preferred service for current availability.
What is Sideways about?
The film follows an unpublished novelist dealing with depression and a man on the eve of his wedding as they embark on a spiritual journey through California wine country, exploring themes of friendship, romance, and personal growth.
Is Sideways a comedy or drama?
Sideways blends comedy and drama, mixing humorous moments with deeper emotional exploration of its characters' lives and struggles.














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