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Two men reaching middle age with not much to show but disappointment embark on a week-long road trip through California's wine country, just as one is about to take a trip down the aisle.

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Won 1 Oscar. Another 120 wins & 82 nominations. See more awards »

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Cast

Cast overview, first billed only:
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Mrs. Erganian (as Shaké Toukhmanian)
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Mike Erganian (as Duke Moosekian)
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Miles's Building Manager
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Gary the Bartender
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Stephanie's Mother
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Frass Canyon Pourer
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Storyline

A week before his friend Jack is to be married, best man Miles and the prospective groom head off to wine country for a week of fun, relaxation and - of course - wine drinking. Miles is the oenophile and does his best to teach Jack a bit about the art of appreciating great wine. All Jack cares about is drinking and carousing, something he accomplishes when he meets the attractive Stephanie at one of the vineyards. Miles is something of a sad sack, a high school English teacher who is a failed writer at heart. He has yet to get over the fact that his wife has divorced him and that she has remarried and he now faces that nerve racking wait for word from a prospective publisher. Miles has an opportunity to start anew when he meets Stephanie's friend Maya but when he let's slip that Jack is about to be married any hope of a relationship seems to be lost. Written by garykmcd

Plot Summary | Plot Synopsis

Taglines:

In search of wine. In search of women. In search of themselves.


Motion Picture Rating (MPAA)

Rated R for language, some strong sexual content and nudity | See all certifications »

Parents Guide:

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Details

Official Sites:

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Country:

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Release Date:

21 January 2005 (USA)  »

Also Known As:

Entre copas  »

Box Office

Budget:

$12,000,000 (estimated)

Opening Weekend:

$207,042 (USA) (22 October 2004)

Gross:

$71,502,303 (USA) (13 May 2005)
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Company Credits

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Technical Specs

Runtime:

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Aspect Ratio:

1.85 : 1
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Did You Know?

Trivia

Voted movie of the year by Empire magazine in 2005. See more »

Goofs

On Wednesday when Miles and Jack pick up the girls, Miles and Jack are in front with the girls in back. In the next shot, Jack and Maya have switched places (there is a deleted scene that would explain why). See more »

Quotes

[first lines]
Miles Raymond: Fuck.
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Crazy Credits

No California oak trees were harmed during the making of this production. See more »

Connections

Referenced in Merlove (2008) See more »

Soundtracks

NAYYA EE MEZ
Traditional
Performed by Gomidas Vartabed Komitas
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Frequently Asked Questions

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User Reviews

 
If anyone orders Merlot, I'm leaving
14 November 2004 | by (Dallas, Texas) – See all my reviews

Greetings again from the darkness. Writer/Director Alexander Payne was the creative force behind one of my favorite films from the past couple of years with "About Schmidt". With "Sideways" he proves his insight into human nature was no fluke, but instead, an amazing gift. He captures many Hollywood stereotypes such as mid-life crisis, groom-to-be cold feet, post-divorce confidence crunch and the overall desire to be loved, or at least liked. What makes Payne's work so unique is his ability to deliver multiple messages, with brilliant comic twists, using little more than unlikeable lead characters and sizzling dialogue! Moral bankruptcy is at a peak in "Sideways" as one of our leads (the magnificent Paul Giamatti from "American Splendor" and "Man on the Moon") steals cash from his mother and the other (Thomas Haden Church from TV's "Wings") is on a mission to have his bachelor party last an entire week while claiming we just don't understand his plight. Also delivering a wonderful touch to the film is Sandra Oh (Diane Lane's pregnant buddy in "Under the Tuscan Sun"). Oh has very unique looks and mannerisms, but is terrific as one of Church's conquests. The soul and spirit of this film belongs to the drastically underrated Virginia Madsen (if you have never seen "The Hot Spot", make it priority viewing). Madsen (sister to cult favorite Michael Madsen of "Kill Bill" and "Reservoir Dogs" fame) literally jumps off the screen with her eyes and smile. Her character wants so much for a better life, but is strong enough to avoid her past mistakes. She is the one we root for. This is an excellent film and nice character study with a snappy jazz score. Payne has proved he should be considered among the best filmmakers of today - now could someone please help his film obtain better distribution!!!


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One of the most overrated movies of all-time Johnboy1221
Is Maya Too Good For Miles? Onyx12
Why are Miles and Jack even friends? pbaran
Do you think Jack and Miles are losers? This_is_an_outrage
Miles and the cash in the Ajax bottle babybrotherandme
I did not get this movie. LifeMovieFan
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