5 Movies Like Sideways (2004) On Netflix Canada

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. 

Directed by David Cronenberg, Eastern Promises is at times brutal—such is the famous Canadian director's trademark—and operates at a fever pitch of grim violence and revenge. Starring a tattooed, ruthless, and terrifying Viggo Mortensen as a very convincing Russian strong-arm gangster as well as Naomi Watts and Vincent Cassel, it features intense psychological drama and a gritty crime story. Midwife Anna (Watts) delivers the baby of a 14-year-old Russian prostitute, who dies while giving birth, and later learns that she was forced into prostitution by the Mafia. To keep this knowledge from seeping out, she gets entangled deeper into London's criminal underbelly, whose various factions and languages are aptly showcased by Cronenberg. Add to all this a smart script and Mortensen's daring performance and you have yourself an intense auteur thriller in signature Cronenberg style.

Genre: Crime, Drama, Mystery, Thriller

Actor: Aleksandar Mikic, Aleksander Mikic, Alice Henley, Armin Mueller-Stahl, David Papava, Donald Sumpter, Elisa Lasowski, Jerzy Skolimowski, Josef Altin, Mina E. Mina, Naomi Watts, Raza Jaffrey, Sarah-Jeanne Labrosse, Sinead Cusack, Tamer Hassan, Tatiana Maslany, Tereza Srbová, Tony Cook, Viggo Mortensen, Vincent Cassel

Director: David Cronenberg

Rating: R

, 2005

From Steven Spielberg, Munich is the sharp and thrilling depiction of Mossad agents on a mission to avenge the Munich Massacre, the killing of 11 Israeli Olympic team members at the 1972 Summer Olympics. Despite being based on real events, it’s a work of fiction. This allows the film to stand on clear yet nuanced grounds, focusing on the moral dilemmas that may rise for the secret agents and the perpetrators, now targets. The ensemble cast including Daniel Craig and Eric Bana allow Spielberg to deliver the film you can tell he wanted to make. A personal and striking effort.

Genre: Action, Drama, History, Mystery, Thriller

Actor: Abdelhafid Metalsi, Alexander Beyer, Ami Weinberg, Amos Lavi, Amrou Al-Kadhi, Andreas Lust, Ayelet Zurer, Baya Belal, Ben Youcef, Bijan Daneshmand, Brian Goodman, Charley Gilleran, Ciarán Hinds, Daniel Bess, Daniel Craig, David A. Hamade, Dianne Zaremba, Djemel Barek, Eric Bana, Faruk Pruti, Félicité Du Jeu, Geoffrey Rush, Gila Almagor, Guri Weinberg, Guy Amir, Hagit Dasberg, Hanns Zischler, Hiam Abbass, Hicham Nazzal, Hichem Yacoubi, Hisham Suliman, Igal Naor, Jalil Naciri, Jonathan Avigdori, Joram Voelklein, Karim Saidi, Karim Saleh, Lili Bordán, Liron Levo, Lisa Werlinder, Lyes Salem, Lynn Cohen, Mahmoud Zemmouri, María Casal, Marie-Josée Croze, Marie-Josée Croze, Martin Ontrop, Mathieu Amalric, Mathieu Kassovitz, Mehdi Nebbou, Meret Becker, Merik Tadros, Michael Lonsdale, Michael Schenk, Mihalis Giannatos, Moa Khouas, Moritz Bleibtreu, Moshe Ivgy, Mostefa Djadjam, Mouna Soualem, Mousa Kraish, Nasser Memarzia, Ohad Knoller, Omar Metwally, Omar Mostafa, Ori Pfeffer, Ossie Beck, Patrick Kennedy, Rad Lazar, Renana Raz, Richard Brake, Rim Turki, Robert John Burke, Sabi Dorr, Saïda Bekkouche, Sam Feuer, Sami Samir, Sarah Mennell, Sasha Spielberg, Sharon Alexander, Shmuel Edelman, Souad Amidou, Stéphane Freiss, Steven Spielberg, Tom Wlaschiha, Ula Tabari, Valeria Bruni Tedeschi, Valeria Bruni‑Tedeschi, Wojciech Machnicki, Yehuda Levi, Yvan Attal

Director: Steven Spielberg

Rating: R

A thoughtful drama about the financial crisis, Margin Call is gripping. Seriously, even something as convoluted as the 2008 global economic meltdown is not only accessible and understandable, but it's gripping. Margin Call transports you to the heart of Wall Street, both the financial institutions and the street, literally. It is exciting, well-acted and informative. Uh, also: Kevin Spacey.

Genre: Drama, Thriller

Actor: Aasif Mandvi, Al Sapienza, Ashley Williams, Demi Moore, Grace Gummer, Jeremy Irons, Jimmy Palumbo, Kevin Spacey, Maria Dizzia, Mary McDonnell, Oberon K.A. Adjepong, Paul Bettany, Penn Badgley, Peter Y. Kim, Simon Baker, Stanley Tucci, Susan Blackwell, Zachary Quinto

Director: J. C. Chandor

Rating: R

Will Ferrell plays a well organized IRS agent named Harold Crick who seems to have figured out everything in his life to the dot. Little does he know his life is being run by someone else, a nervous and morbid novelist, famous for ending her works with the death of the main character. As the nature of his life and eventual doom, he decides to lay back and enjoy the ride, breaking all his ingrained and boring habits. While this film is recommended for everyone, Will Ferrel fans, especially, need to watch this to see Will's acting variety.

Genre: Comedy, Drama, Fantasy, Romance

Actor: Andrew Rothenberg, Bob Papenbrook, Bruce Jarchow, Celeste Pechous, Cheryl Lynn Bruce, Christian Stolte, Danny McCarthy, Danny Rhodes, Denise Hughes, Dustin Hoffman, Eli Goodman, Emma Thompson, Frank Caeti, Guy Massey, Jarrett Sleeper, John Mohrlein, Keith Kupferer, Kristin Chenoweth, Larry Neumann Jr., Linara Washington, Linda Hunt, Maggie Gyllenhaal, Marc Forster, Martha Espinoza, Nathan Adloff, Ora Jones, Peggy Roeder, Peter Grosz, Queen Latifah, Ray Kurut, Ricky Adams, Sia A. Moody, T.J. Jagodowski, Tab Baker, Tim Krueger, Tom Hulce, Tonray Ho, Tony Hale, Will Clinger, Will Ferrell, William Dick

Director: Marc Forster

Rating: PG-13

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, Matt O'Toole, Melanie Lynskey, Sam Elliott, Steve Eastin, Tamala Jones, Thomas M. Martilotti, Vera Farmiga, Zach Galifianakis

Director: Jason Reitman

Rating: R