35 Movies Like Sideways (2004) On Itunes Canada (Page 2)

Staff & contributors

Chasing the feel of watching Sideways ? Here are the movies we recommend you watch right after.

Best friends Miles and Jack are off to wine country to celebrate Jack's last week of freedom before he gets married. They drop white lies about themselves, with Miles pretending to be a successful writer and Jack not mentioning his impending wedding, and soon meet two beautiful women whom they spend the rest of their stay with. What sounds like a dreamy bachelor's celebration, however, soon unravels into a messy tangle of tall tales. Miles and Jack contemplate their situation in smart, sad, and silly turns, delivering excellent performances and an overall hard-hitting road movie. 

From a 1926 play to the iconic 1975 stage musical to Rob Marshall's 2002 extravaganza, Chicag0 has had a strong hold on popular culture. In a way, it's existed almost as long as cinema itself and its transformation across mediums and modes of expression has been well documented. The film carries all the marks of its theatrical predecessors, the expansive sets, the luscious costumes, the sleek characters whose banter and songs alike testify to their great chemistry — there's a lot to admire in such a self-referential spectacle. A black-comedy-fuelled musical about corruption and deceit set during the Jazz Age, Chicago fulfils all its promises. With a stellar ensemble cast featuring Renée Zellweger, Catherine Zeta-Jones, Richard Gere, and John C. Reily, in tandem with dazzling camerawork and most exquisite chiaroscuro lighting, this one brings the stage to the movies. I mean it in the best possible way!

Genre: Comedy, Crime, Drama

Actor: Bill Corsair, Blake McGrath, Brendan Wall, Brittany Gray, Bruce Beaton, Capathia Jenkins, Catherine Chiarelli, Catherine Zeta-Jones, Chita Rivera, Christine Baranski, Cliff Saunders, Colm Feore, Conrad Dunn, Cynthia Onrubia, Danielle Rueda-Watts, Darren Lee, Deidre Goodwin, Deirdre Goodwin, Denise Faye, Dominic West, Ekaterina Chtchelkanova, Eve Crawford, Faye Rauw, Gregory Mitchell, Jayne Eastwood, Jeff Clarke, Jeff Pustil, John C. Reilly, Jonathan Whittaker, Joseph Scoren, Karen Holness, Karine Plantadit, Kathryn Zenna, Ken Ard, Laura Dean, Lucy Liu, Marty Moreau, Michelle Johnston, Monique Ganderton, Mya, Nicki Richards, Paul Becker, Queen Latifah, Rebecca Leonard, Renée Zellweger, Rhonda Roberts, Richard Gere, Rick Negron, Rob Smith, Robbie Rox, Robert Montano, Roman Podhora, Roxane Barlow, Sara Ramirez, Sean McCann, Sean Palmer, Sebastian La Cause, Sergio Trujillo, Sheri Godfrey, Steve Behal, Susan Misner, Tara Nicole Hughes, Taye Diggs, Timothy Shew, Vicky Lambert

Director: Rob Marshall

Rating: PG-13

We all love Jeff Bridges. We all agree that we shouldn't leave a movie he won an Oscar for unwatched. That's enough reason to watch this movie, but there are so many others. The story is fantastic and based on true events: a country musician living rough and having a shot at happiness after he falls for a journalist who interviews him. The score is composed by T Bone Burnett. The journalist is played by Maggie Gyllenhaal and another musician is played by Colin Farrell. So many reasons to watch.

Genre: Drama, Music, Romance

Actor: Anna Felix, Beth Grant, Brian Gleason, Chad Brummett, Colin Farrell, David Manzanares, Debrianna Mansini, Harry Zinn, J. Michael Oliva, James Keane, Jeff Bridges, Josh Berry, Maggie Gyllenhaal, Paul Herman, Rick Dial, Robert Duvall, Ryan Bingham, Ryil Adamson, Tom Bower, William Marquez, William Sterchi

Director: Scott Cooper

Rating: R

A film written by screenwriter Charlie Kaufman, about screenwriter Charlie Kaufman as he struggles to adapt a book about poaching a rare plant into a successful movie. Through Kaufman's clever writing and Spike Jones' unique style of directing, the film unfolds using "mise en abîme" as the viewer sees the lessons the writer in film comes across to improve his script more or less subtly influence the events he encounters as the narrative advances. Nicolas Cage's performance is also particularly good as a highly intelligent and self-obsessed screen writer with low self-esteem.

Genre: Comedy, Crime, Drama

Actor: Bob Stephenson, Bob Yerkes, Brian Cox, Cara Seymour, Caron Colvett, Catherine Keener, Chris Cooper, Curt Clendenin, Curtis Hanson, David O. Russell, Donald Dowd, Doug Jones, Gary Farmer, Gregory Itzin, Jay Tavare, Jim Beaver, John Cusack, John Malkovich, Judy Greer, Larry Krask, Lisa Love, Litefoot, Maggie Gyllenhaal, Meryl Streep, Nancy Lenehan, Nicolas Cage, Peter Jason, Roger E. Fanter, Roger Willie, Ron Livingston, Sandra Lee Gimpel, Stephen Tobolowsky, Tilda Swinton

Director: Spike Jonze

Rating: R

A young girl is looking for her father while struggling to care for her family. The film is bleak and slow but great performances from the cast, especially the lead, will keep you engaged throughout. The story has a very real, raw, and natural feeling to it, so natural in fact that at times, you will forget it is a movie. And in many ways, it feels that Winter's Bone is to Jennifer Lawrence what The Believer was to Ryan Gosling, as her performance is nothing short of perfect.

Genre: Drama, Mystery

Actor: Ashlee Thompson, Casey MacLaren, Dale Dickey, Garret Dillahunt, Isaiah Stone, Jennifer Lawrence, John Hawkes, Kevin Breznahan, Lauren Sweetser, Ronnie Hall, Shelley Waggener, Sheryl Lee, Tate Taylor

Director: Debra Granik

Rating: R

Ralph Fiennes plays a mild-mannered British diplomat in Kenya who is stunned by the news of his wife Tessa’s (Rachel Weisz) sudden death while in the company of another man. He sets off to investigate the suspicious death––and secret life–-of his late wife, within a tangle of personal betrayals, political threats, and corporate conspiracies. This film presents an exquisite contrast between Justin’s (Fiennes) gentle, contemplative demeanor and the progressively gripping details he uncovers; between rapturous romanticism and darkly corrupting interests. It’s a touching, smart, and suspenseful feast of a movie.

Genre: Drama, Mystery, Thriller

Actor: Anneke Kim Sarnau, Archie Panjabi, Bill Nighy, Danny Huston, Donald Apiyo, Donald Sumpter, Gerard McSorley, Hubert Koundé, Jeffrey Caine, John Keogh, Juliet Aubrey, Nick Reding, Pete Postlethwaite, Peter King Nzioki, Rachel Weisz, Ralph Fiennes, Richard McCabe, Rupert Simonian, Sidede Onyulo, Teresa Harder, Thomas Chemnitz

Director: Fernando Meirelles

Rating: R

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

Genre: Comedy, Drama

Actor: Alan Tudyk, Bingo O'Malley, Charis Michelsen, Elisabeth Granli, Frances McDormand, George Grizzard, James Ellroy, James Kisicki, Jane Adams, John W. Iwanonkiw, Katie Holmes, Kelly Bishop, Michael Cavadias, Michael Douglas, Philip Bosco, Richard Knox, Richard Thomas, Rip Torn, Rob McElhenney, Robert Downey Jr., Sean King, Tobey Maguire, Victor Quinaz, Yusuf Gatewood

Director: Curtis Hanson

Rating: R

Is courage still courage when you have no choices left? What do you do when you're pressed to the wall and have no way to go? Maria, a pretty, modest and hardworking girl living in a small Colombian town, where the only career choice (thus not being a choice, really) is working in a floral plant, packing and distributing flowers - a dead-end job with killer hours and zero-tolerance boss. Yet, it's money. Until the day Maria gets pregnant and her choices become even more limited. By accident, she makes acquaintance with a guy who turns out to be her way out - and the way is out to become a drug mule, transporting drugs in your stomach across the border to the American soil. A job dangerous in many aspects, illegal and potentially deadly, but also paid well. Maria decides to take the only way out, a way that may be a one-way street. Maria Full of Grace is a gut-wrenching story about survival in a seemingly hopeless situation. It's about taking that one chance that has all the potential to go south, and investing in it all the hope you have left, and all the survival instinct you have in your heart and soul. And when everything that could go bad does, and everything turns from bad to worse beyond imagination, it's about standing strong and not giving up, no matter what. Though technically not a documentary, it's real beyond belief, and you can be sure Colombia is full of Marias - just hoping for a decent life, ready to sacrifice the very life itself to obtain it. It's a masterpiece of its genre and it also boasts one of the best posters in the history of the cinema. Highly recommended.

Genre: Crime, Drama, Thriller

Actor: Catalina Sandino Moreno, Charles Albert Patiño, Guilied Lopez, Jaime Osorio Gómez, Jhon Álex Toro, Johanna Andrea Mora, John Álex Toro, Orlando Tobón, Patricia Rae, Selenis Leyva, Victor Macias

Director: Joshua Marston

Rating: R

Somehow an art house film, horror, and romance all in one, Let the Right One In explores the boundaries of its genres with unprecedented finesse, and offers a stunning alternative for those disappointed with recent vampire love stories. From its haunting minimalist imagery to its incredible score, it is persistently beautiful. The film follows twelve-year-old Oskar and Eli, drawing on numerous aspects of traditional undead lore, and still manages an impressive feat in feeling entirely fresh and devoid of cliche. Those in search of a terrifying movie might need to look elsewhere, but if what you're looking for is simply a great watch, don't pass this one up.

Genre: Drama, Horror

Actor: Anders T. Peedu, Henrik Dahl, Ika Nord, Johan Sömnes, Kåre Hedebrant, Karin Bergquist, Karl-Robert Lindgren, Lina Leandersson, Malin Cederblad, Mikael Rahm, Pale Olofsson, Patrik Rydmark, Per Ragnar, Peter Carlberg, Tom Ljungman

Director: Tomas Alfredson

Rating: R

Contemplative English literature professor Vivian leaves New York for Reno, Nevada, to facilitate her divorce from a lifeless marriage. There she meets Cay, a sculptor and free spirit living relatively uncloseted for the time. What starts as an inspiring friendship soon turns to attraction. It is partly the story of Vivian's sexual awakening, partly a transformative love story persuasively depicted through earnest, unadorned dialogue and love scenes, and vulnerable performances. A heartfelt and tender romance, the scenes are delightfully set to a soundtrack of Patsy Cline and Johnny Cash singles and filmed over the expansive horizons of the Nevada desert.

Genre: Drama, Romance

Actor: Alex McArthur, Andra Akers, Antony Ponzini, Audra Lindley, Dean Butler, Denise Crosby, Donna Deitch, Gwen Welles, Helen Shaver, James Staley, Jeffrey Tambor, Katie La Bourdette, Patricia Charbonneau, Tyler Tyhurst

Director: Donna Deitch

This is one of those movies people should watch without any prior knowledge. But if you must, it's about a small town priest (Brendan Gleeson) who is threatened with horrible events by a mysterious member of his perish. Dealing with the threat, the priest is also faced with both the various and never ending problems of his church as well as issues with his own family. Excruciatingly beautiful and extremely well-written.

Genre: Drama

Actor: Aidan Gillen, Anabel Sweeney, Brendan Gleeson, Chris O'Dowd, David McSavage, David Wilmot, Declan Conlon, Domhnall Gleeson, Dylan Moran, Gary Lydon, Isaach De Bankolé, Isaach De Bankolé, Kelly Reilly, Killian Scott, M. Emmet Walsh, Marie-Josée Croze, Marie-Josée Croze, Mark O'Halloran, Mícheál Óg Lane, Orla O'Rourke, Owen Sharpe, Pat Shortt

Director: John Michael McDonagh

Rating: R

Philipp Seymour Hoffman stars in this family drama next to Laura Linney as siblings. They have to unite to support their father who after the death of his girlfriend finds himself alone. The Savages, after the family name, have dynamics that are all too common and easily recognizable. This is a beautiful and real movie.

Genre: Drama

Actor: Cara Seymour, David Zayas, Debra Monk, Erica Berg, Gbenga Akinnagbe, Guy Boyd, Jennifer Lim, Joan Jaffe, Laura Linney, Maddie Corman, Margo Martindale, Michael Blackson, Peter Frechette, Peter Friedman, Philip Bosco, Philip Seymour Hoffman, Rosemary Murphy, Sage Kirkpatrick, Salem Ludwig, Sandra Daley, Sidné Anderson, Tonye Patano, Zoe Kazan

Director: Tamara Jenkins

Rating: R

A residential dispute spirals out of control into full, xenophobia-fueled tragedy in this straightforward and elegantly made film that comes from a now-bygone era of mid-budget dramas for adults. House of Sand and Fog may come off as excessively bleak to viewers today, but it manages to capture a very particular mood of paranoia and distrust common in post-9/11 American cinema. And if nothing else, the film is worth watching for a trio of powerful performances that never resort to overacting: from Iranian actress Shohreh Aghdashloo, English screen legend Ben Kingsley, and an always compelling Jennifer Connelly, who was arguably at the peak of her career in the early 2000s.

Genre: Drama

Actor: Aaron Frazier, Aki Aleong, Al Rodrigo, Ashley Edner, Ben Kingsley, Bonita Friedericy, Brian Reed Garvin, Carlos Gómez, Cooper Thornton, David Carrera, Dennison Samaroo, Frances Fisher, Frank Gallegos, Izabella St. James, Jennifer Connelly, Joe Howard, Jonathan Ahdout, Joyce Kurtz, Karl Makinen, Ken Kerman, Kia Jam, Kim Dickens, Marco Rodriguez, Mark Chaet, Max Jansen Weinstein, Michael Papajohn, Nasser Faris, Navi Rawat, Pamela Shaddock, Ray Abruzzo, Ron Eldard, Scott Kinworthy, Scott N. Stevens, Shani Rigsbee, Shohreh Aghdashloo, Spencer Garrett, Tom Reynolds, Zoran Radanovich

Director: Vadim Perelman

Madeleine (Embeth Davidtz) runs a high-brow art gallery in Chicago and has to take a trip to North Carolina to meet with an artist she wants to sign. She uses this opportunity to also meet her husband’s family, who is originally from there.

She is introduced into the small world of rural North Carolina, personified in Ashley (Amy Adams), the wife of her husband’s brother. Ashley is a wide-eyed but good-hearted person who has never left her town and who is in a bad relationship but pregnant with her first child. 

Ashley is the true main character of this movie (even if all Adams accolades were for ‘best supporting’ awards). Her joyfulness, her pregnancy, and her interactions with Madeliene are studied closely in this subtle but touching family drama.

Genre: Comedy, Drama

Actor: Alessandro Nivola, Alicia Van Couvering, Amy Adams, Ben McKenzie, Bobby Tisdale, Celia Weston, David Kuhn, Embeth Davidtz, Frank Hoyt Taylor, Jerry Minor, Jill Wagner, Joanne Pankow, Matt Besser, R. Keith Harris, Scott Wilson, Will Oldham

Director: Phil Morrison

Rating: R

Ryan Bingham (George Clooney) is a corporate axman, he comes in a fires people when the managers are too afraid to do it themselves. The nature of his work requires a lot of flying, short lived meetings in transit zones and he absolutely loves it, and he has a certain goal in mind. When the company tries a new approach to corporate downsizing he has to change his way and view of life. It's full of cynicism and warmth. If you are familiar with Jason Reitman's previous work, you'll feel right at home, if you don't : Get to it!

Genre: Comedy, Drama, Romance

Actor: Adam Rose, Adhir Kalyan, Adrienne Lamping, Amy Morton, Anna Kendrick, Chris Lowell, ​Christopher Lowell, Cut Chemist, Danny McBride, Dave Engfer, George Clooney, J.K. Simmons, Jason Bateman, Jeff Witzke, Jerry Vogel, Matt O'Toole, Melanie Lynskey, Sam Elliott, Steve Eastin, Tamala Jones, Thomas M. Martilotti, Vera Farmiga, Zach Galifianakis

Director: Jason Reitman

Rating: R

The Sessions is drama about Mark O’Brien (John Hawkes), a quadriplegic who is forced to live in an iron lung due to complications from childhood Polio. A poet by trade, Mark longs to experience the touch of a woman, and despite his condition, to ultimately lose his virginity at the age of 38. After consultation with his parish priest (William H. Macy), Mark begins to see a professional sex surrogate (Helen Hunt), who slowly opens his mind and his body to the pleasures of sexuality. A very frank depiction of sex and sensuality, The Sessions is unflinching yet utterly tender storytelling. Hawkes and Hunt are both wonderfully real and honest in their performances. It’s the type of film that will surprise you by the ending at how much it has moved you.

Genre: Comedy, Drama, Romance

Actor: Adam Arkin, Annika Marks, B.J. Clinkscales, Blake Lindsley, Daniel Quinn, Helen Hunt, J. Teddy Garces, James Martinez, Jarrod Bailey, Jennifer Kumiyama, John Hawkes, Jonathan Hanrahan, Ming Lo, Moon Bloodgood, RayVeness, Rhea Perlman, Robin Weigert, Rusty Schwimmer, Tobias Forrest, W. Earl Brown, William H. Macy, Мун Бладгуд

Director: Ben Lewin

Rating: R