7.52 h 6 min2021X-RayR
A struggling writer invites his engaged best friend on a guys’ trip to wine country, thinking it’ll be a pre-wedding bonding experience. When the groom-to-be decides to have a fling, however, the vacation quickly goes awry.
Alexander Payne
Paul GiamattiThomas Haden ChurchVirginia Madsen
English [CC]
Audio languages
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Supporting actors
Sandra Oh
Michael LondonGeorge Parra
Buena Vista Pay Television
R (Restricted)
Content advisory
Alcohol usefoul languagenuditysexual contentsmokingviolence
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4.6 out of 5 stars

3664 global ratings

  1. 77% of reviews have 5 stars
  2. 13% of reviews have 4 stars
  3. 5% of reviews have 3 stars
  4. 2% of reviews have 2 stars
  5. 3% of reviews have 1 stars
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Top reviews from the United States

Scott RReviewed in the United States on January 16, 2017
5.0 out of 5 stars
Great movie. Definitely one to rent/buy if you've never seen it.
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What a great movie. I saw it a long time ago and I was hankering to watch it again, only none of my subscription services had it for free with my subscription (Netflix, Hulu, Amazon Prime) so I was kinda SOL. I figured I could pay $3.99 to rent it from Amazon Prime for a day or two, or I could pay $3.99 for the DVD and have it forever.

I just love this movie. So many memorable scenes. Paul Giamatti's Miles' frustrations are relatable and, when they come to a head, hilarious and instantly classic. Thomas Haden Church, through his character, Jack, does a great job at eliciting conflicting responses from the viewer throughout the movie. One minute, you just wanna backhand him. The next, you feel sorry for him. And hands down he has the best line in the movie. Sandra Oh's performance as Stephanie is top-notch, my favorite part of which is what would be the final interaction between her & Jack and Miles. And Virginia Madsen (Maya) is captivating thoughout the movie, but especially during her candlelit soliloquy where discusses the life of wine. Overall I give this movie 10/10. Paul G. should have won best actor at the Oscars - not that I give a darn about the Academy awards - but his acting sure came a long way since Private Parts and Big Fat Liar.

I don't even like wine, but this movie is among my favorites.
38 people found this helpful
Corey S. OliverReviewed in the United States on June 14, 2021
5.0 out of 5 stars
What A Gem...
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Like the storied flavors of wine that this film casually visits, for me, it matures with each and every viewing. At its surface, It is refreshingly simple - yet, vicariously complex. I feel like comforting my friend, Miles, because there have been times that I’ve looked back upon situations, in my past, and yearned for a do-over. I’m talking about those helpless, powerless, regretful feelings that one arrives at whenever he or she finally grows a conscious - those epiphanies.

With his witty palette of Bad Luck Schleprockism and prudishness, Giamatti does a fantastic job of mirroring some of our deepest inadequacies. His sidekick, Jack (Church), is the perfect sounding board to frolically annoy the hell out of him, in the process. On the music side of the house, I dig the peppered-in light jazz score that delightfully complements this ‘Odd Couple’-like journey. As a matter of fact, now that I think about it, the music is eerily reminiscent of said show.

Anyway, I really, really enjoy every layer of this film.

One caveat,

I haven’t read them all, but I’ve seen a few reviews crying, “chauvinism,” “sexist,” etc. To those narrow-viewed individuals I would say:

“This film is a fictionalized microsmic depiction of situations in the lives of characters whose essence somehow entered the mind of their author. Those who, internally, conceive ideas, usually, externally, witness their seeds - at some point. In other words; believe it or not, there are actually real-life flesh & blood characters akin to this film’s, walking amongst us, in the world - at this very second. How can you allow such uncontrollable external factors and situations to ruffle your feathers? Not every person or character, in the world or in a movie, is going to readily conform to your particular decorum, upbringing, and/or context. You should really get used to that notion - and simply educate yourself on what’s actually out in the world.”
7 people found this helpful
David BurnsReviewed in the United States on April 28, 2018
5.0 out of 5 stars
Do not miss this gem!
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I absolutely love this movie. A touching, hilarious and frustrating look at our complex lives. The two main characters, Jack and Myles, are perfect. Complete opposites playing off each other. I really enjoy when Myles describes why he loves Pinot wine. He explains why he likes it so much and at the same time is describing his own personality. He does the same thing when he describes Chardonnay, which is his friend's personality.
Fantastic writing! I'm not a wine fan, but it doesn't matter. This is a great movie for anyone with a pulse.
18 people found this helpful
530Reviewed in the United States on December 7, 2020
5.0 out of 5 stars
look beyond the surface for the truth
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i absolutely loved this movie!! it was real and at the same time it was some what sad it also gave me hope for my own love life!! i was disheartening on the surface but the true message was deeper---and i believe it was simply to be honest with people as to who you are because regardless of what you think about yourself the world is full of people and theres some one who will really appreciate everything u have to offer....
7 people found this helpful
Fabulous MonsterReviewed in the United States on August 24, 2021
4.0 out of 5 stars
Sideways Aged Well
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I first saw this movie when I was 17, and now again at the age of 34. I think that overall it has aged well, though there is a lot that it might have done better. For example, why was the scene with the poor fat waitress and her lower-class husband necessary? Why did it exist other than to say "lol look at these two fat poor people"? I think that was just part of the humor landscape of 2004 that completely failed.

There is more good than bad about this movie. For example, the strength, warmth, and motherliness that reliable oozes from Jessica Hecht, who always makes you want to want her and know that you can't have her. There is the stinging, complicated, and confusing magnetism between Maya and Miles; and ostensibly perfect couple who just can't seem to connect at the start. The antics of Jack are shameworthy and horrific, especially dragging Stephanie's child's heart into the matter, but you feel like he really is sorry when he says he is (though he doesn't deserve to be forgiven).

And then there is Miles, right? An egomaniac with an obsession for finery and a penchant for wine. Lilting between aficionado and wino, the audience can tell that Miles has experienced a lot of pain. He does so however without really considering those around him until perhaps Jack cries and Miles realizes that his chud buddy is also a human being. He is like a bunch over-ripening on the vine-- waiting to be picked by a publisher, waiting to be a part of his ex's life again. Waiting to be loved and have a decent life. But as he admits in the movie, he is so fragile and immature that he is hard to love, which rings paradoxical to his obvious yearning and pleading for love.

This has always been one of my favorite films and I'm happy to say that it still is, plus or minus some lack of awareness from the era of emo hipster dramas of the time.
2 people found this helpful
joel wingReviewed in the United States on August 28, 2020
4.0 out of 5 stars
A roadtrip to bring a man out of his doldrums
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Sideways is a road trip film. Two best friends Miles and Jack take a trip from San Diego to Santa Barbara county. Jack is a former movie star who is about to get married. Miles is a junior high school teacher, struggling writer and a wine snob. The film begins like it will be a buddy film but quickly focuses upon Miles’ depression and low self-esteem.

Miles stops all along the way to the north to drink wine and eat. His problem, as Jack likes to point out, is that he seems more interested in drinking than life. For instance, at one stop they run into a waitress named Maya that Miles knows and seems interested in him and yet he turns down the opportunity to spend some time with her preferring to go back to his hotel. The reason turns out to be that he’s still not over his ex-wife even though they’ve been divorced for two years. Jack feels like it is his duty to pull his friend out of the doldrums no matter how hard it might be.

Everything’s not so serious. There’s some comedy along the way like when they try to crash Miles’ car into a tree to make a cover story for Jack breaking his nose. Jack puts a brick on the gas pedal, the car goes right by the tree and into a ditch instead.

Overall it’s a quality drama.
2 people found this helpful
David VincentReviewed in the United States on December 1, 2021
5.0 out of 5 stars
A relatively unknown gem...
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This is a movie that didn't win any awards (that I'm aware of) but is worthy of at least one: the performance of Paul Giamatti as Miles, a divorced Junior High teacher and wine connoisseur who travels with his best friend, Jack, to California's wine country for a "let it all loose" vacation before Jack's wedding the following week. It's hilarious at times, but it's not really a comedy. I guess you could call it a "comedic tragedy." You can't help but feel sorry for Miles, who is recently divorced but still in love with his ex-wife, and receives more bad news during the vacation that a book he wrote has been rejected by all the publishers. He drowns his sorrows with wine and antidepressants. Paul Giamatti is very convincing playing the part of Miles: a frustrated, melancholy, neurotic, depressed, pill-popping alcoholic who is a prime candidate for suicide. The DVD played flawlessly and is recorded in full-screen format. Rated R for some vulgar language and a couple of explicit sex scenes.
OkemosReviewed in the United States on October 12, 2016
5.0 out of 5 stars
An amazing cast and and amazing movie
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I first became aware of Sideways by seeing the film of the same name, starring Paul Giamatti, Thomas Haden Church, Virginia Madsen and Sandra Oh. An amazing cast and and amazing movie. I rank the film among my Top 10. So I bought the book to see exactly what was the inspiration for the film, and I was not disappointed. It turns out they copied the book almost word for word. Much of the dialogue in the novel can be found in the film, and I was actually pleased by this. The novel is very funny, just like the film. Author Rex Pickett knows how to keep you riveted to the page. The relationships between the main characters seems plausible and entertaining. I particularly liked the bond between Miles and Jack, even though their world views clashed at times. Their devotion to their friendship and the sympathy they had for one another is rewarding. On their weeklong trip to the California wine country cross paths with two beautiful women, which throws a monkey wrench into their holiday plans.
13 people found this helpful
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