Sideways (2004)



Critic Consensus: Charming, thoughtful, and often funny, Sideways is a decidedly mature road trip comedy full of excellent performances.

Movie Info

A wine tasting road trip to salute Jack's final days as a bachelor careens woefully sideways as he and Miles hit the gas en route to mid-life crises. The comically mismatched pair, who share little more than their history and a heady blend of failed potential and fading youth, soon find themselves drowning in wine and women. Emerging from a haze of pinot noir, wistful yearnings and trepidation about the future, the two inevitably collide with reality.

Rating: R (for language, some strong sexual content and nudity)
Genre: Drama, Romance, Comedy
Directed By:
Written By: Alexander Payne, Jim Taylor
In Theaters:
On DVD: Apr 5, 2005
Box Office: $71.4M
Fox Searchlight Pictures - Official Site


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Critic Reviews for Sideways

All Critics (223) | Top Critics (48)

Payne does know how to capture two kinds of male menopause. But I can't say he ever surprised me.

Full Review… | February 13, 2012
Chicago Reader
Top Critic

Sideways stays resolutely life-size. And that, in this age of hype and hyperventilation, may be the most radical thing about it.

Full Review… | November 1, 2007
Top Critic

Intelligent, funny and moving.

Full Review… | May 21, 2005
Time Out
Top Critic

Payne's most enjoyable movie since Election

Full Review… | May 24, 2013
Old School Reviews

Excellent but explicit movie is not for kids.

Full Review… | December 28, 2010
Common Sense Media

"Sideways" is about wine aged to perfection sipped by men who've aged to mediocrity - softer, hornier versions of Walter and The Dude. But Miles's brutal honesty is its soul. He's annoyingly, depressingly out there, but never fraudulent.

Full Review… | October 1, 2010

Audience Reviews for Sideways



Directors Cat
Directors Cat

Super Reviewer

Engaging, well-paced, and ultimately satisfying, Sideways is an enjoyable, well-acted comedy that features tender moments, strong writing, and subtle humor.

Matthew Samuel Mirliani
Matthew Samuel Mirliani

Super Reviewer


Humanistic, comedic, dark and bittersweet, Sideways is a film that is temporarily moving, and has certain staying power. It creates a fracas, as two best friends see the underbelly of the middle of their lives, while preparing for marriage, the beginnings of a life after divorce, and despairing over the evils of old age. Buddies Miles and Jack road trip to wine country, which ferments the rest of the film in a drunken regard. Between showing drunk Miles pitching away his life again and again, at the bottom of a wine glass, and Jack throwing himself at every woman who moves, it's a nice contrast between two pathetic men showing their true colors in different ways. Giamatti is certainly one of the best character actors of his generation and shows his resolute grace in a role that was made for a sad sack with a penchant for the dramatic. The two friends seem unevenly matched, as Jack wants to be a wild child in the heart of California country, while Miles wants to golf, taste the wine, and bask in sophisticated luxury. They bicker as an old married couple and each gets stranded along the way in their own self-pity and gluttony. Once their female companions (Virginia Madsen and Sandra Oh) enter the fray it becomes a love story, one that is awkward and slow, but real and heartbreaking. Between Giamatti and Madsen is the greatest friction and watchability. I couldn't quite get behind Jack (Thomas Hayden Church) who flees from his infidelities with such pathetic irony that it's hard to keep listening. Giamatti comes out the victor of the film, the only one to gain any pride or closure from the trip, or his plight for self-discovery. It's a film about the chances we take and the decisions that bring us happiness rather than self-implosion.

Spencer S.

Super Reviewer

Sideways Quotes

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– Submitted by Chris P (4 years ago)

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