35 Movies Like Sideways (2004) On Itunes Canada (Page 3)

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. 

In this ensemble cast directed by Wes Anderson, we see a very dysfunctional family with three very unique siblings who grow apart from each other due to their father, a charismatic and ever-absent grifter. However, when he announces his immanent death, the whole family is forced to confront each other, themselves and their childhoods as they gather in their patriarchal home together for the first time in years. An absolutely gorgeously filmed movie, the usage of color, pattern and 60's rock music alone makes it worth seeing, and the beautiful story just sweetens the deal.

Genre: Comedy, Drama

Actor: Al Thompson, Alec Baldwin, Amir Raissi, Andrew Wilson, Anjelica Huston, Ben Stiller, Bill Murray, Brian Smiar, Brian Tenenbaum, Danny Glover, Dipak Pallana, Don McKinnon, Donal Lardner Ward, Ebon Moss-Bachrach, Eric Chase Anderson, Frank Wood, Gary Evans, Gene Hackman, Grant Rosenmeyer, Greg Goossen, Guido Venitucci, Gwyneth Paltrow, Irina Gorovaia, Jennifer Wachtell, Jonah Meyerson, Kalani Queypo, Keith Charles, Kumar Pallana, Larry Pine, Liam Craig, Luke Wilson, Max Faugno, Mel Cannon, Nova Landaeus-Skinnar, Owen Wilson, Pawel Wdowczak, Rex Robbins, Roger Shamas, Rony Clanton, Saidah Arrika Ekulona, Sam Hoffman, Seymour Cassel, Sheelagh Tellerday, Sonam Wangmo, Stephen Dignan, Stephen Lea Sheppard, Tatiana Abbey, Tom Lacy, Wes Anderson, 吉恩·哈克曼

Director: Wes Anderson

Rating: R

The late German actor Ulrich Mühe plays Gerd Wiesler, a merciless Stasi officer who has doubts about the loyalty of a famous playwright (Sebastian Koch) and his wife Christa-Maria (Martina Gedeck) to the communist party. To say he spies on the artist couple is an understatement: in true Stasi fashion, he watches them day and night, listens in on their conservations, reads their mail, and watches them have sex. However, it turns out this was a tad too close, because Wiesler becomes increasingly absorbed in them and is forced to question his obedience as a Stasi officer. In his feature film debut, German director Florian Henckel von Donnersmarck delivers a quietly chilling melodrama on a topic that still affects the lives of many East Germans and was deserving of more attention. It is also a telling piece on the inhumane nature of totalitarianism and the humanity of individuals that are forced to live with it. A special film that will stay with you for a long time.

Genre: Drama, Thriller

Actor: Anabelle D. Munro, Bastian Trost, Charly Hubner, Fabian von Klitzing, Gabi Fleming, Gitta Schweighöfer, Hans-Uwe Bauer, Harald Polzin, Herbert Knaup, Hildegard Schroedter, Hinnerk Schönemann, Hubertus Hartmann, Inga Birkenfeld, Jens Wassermann, Kai Ivo Baulitz, Klaus Münster, Ludwig Blochberger, Marie Gruber, Martin Brambach, Martina Gedeck, Matthias Brenner, Michael Gerber, Paul Faßnacht, Paul Maximilian Schüller, Sebastian Koch, Sheri Hagen, Susanna Kraus, Thomas Arnold, Thomas Thieme, Ulrich Mühe, Ulrich Tukur, Volker Michalowski, Volkmar Kleinert, Werner Daehn

Director: Florian Henckel von Donnersmarck

Rating: R

Starring a sad-sack Steve Carrell and an ensemble cast with brilliant timing and real heart, Little Miss Sunshine is a rare understated comedy that brings laughter and tears. As a dysfunctional family's youngest member gets chosen to be in a pageant in California, the family must come together and support her through her journey. Along the path that they take, they learn and cope with each other. A great movie filled with phenomenal acting and writing with a real heart that will leave you breathless.

Genre: Comedy, Drama

Actor: Abigail Breslin, Alan Arkin, Beth Grant, Brenda Canela, Bryan Cranston, Dean Norris, Geoff Meed, Gordon Thomson, Greg Kinnear, Jerry Giles, Jill Talley, Joan Scheckel, John Walcutt, Julio Oscar Mechoso, Justin Shilton, Lauren Shiohama, Marc Turtletaub, Mary Lynn Rajskub, Matt Winston, Mel Rodriguez, Paul Dano, Paula Newsome, Steve Carell, Steven Christopher Parker, Terry Bolo, Toni Collette, Wallace Langham

Director: Jonathan Dayton, Valerie Faris

Rating: R

A documentary about the rise and fall of the Enron Corporation, the energy-trading and utilities conglomerate that gained worldwide attention in 2001 upon its headline-grabbing bankruptcy. Detailing the massive amount of fraud and malfeasance committed by the organization’s top executives, the film delves into the many intricate strategies and "special purpose” entities that were manufactured in order to hide enormous losses and debt from shareholders and the general public. It’s a fascinating and distressing examination of hubris and greed, with so many ethical considerations laid aside in the pursuit of financial gain. The film is as pertinent today as it was when it was released in 2005—perhaps even more so in this post-financial collapse era of increased distrust in corporate agendas.

Genre: Documentary

Actor: Al Kaseweter, Amanda Martin-Brock, Andrew Weissmann, Arnold Schwarzenegger, Barbara Boxer, Bethany McLean, Bill Clinton, Carol Coale, David Freeman, Dick Cheney, Gray Davis, Henry Waxman, Jim Chanos, John Beard, Joseph Dunn, Kevin Phillips, Loretta Lynch, Max Eberts, Peter Coyote, Peter Elkind, Philip Hilder, Reggie Dees II, Tim Belden

Director: Alex Gibney

Rating: Not Rated, R

Shot as a single day, it tells the story of college professor George (Colin Firth) who, unable to cope with the death of his partner months prior, resolves to commit suicide. The movie is not all dark, however, there are moving, deeply human encounters as George moves through his last day. Fashion designer Tom Ford's directorial debut and set in 1960s Los Angeles, it speaks powerfully of the colour-stripping effects of grief and loneliness. Fantastic performance also by Julianne Moore as Charley, an equally lonely and desperate character, but with a markedly different story. A Single Man is a gorgeous film in every sense of the word.

Genre: Drama, Romance

Actor: Aaron Sanders, Adam Shapiro, Colin Firth, Elisabeth Harnois, Erin Daniels, Ginnifer Goodwin, Jenna Gavigan, Jon Hamm, Jon Kortajarena, Julianne Moore, Keri Lynn Pratt, Lee Pace, Matthew Goode, Melissa Goodwin Shepherd, Nicholas Hoult, Nicole Steinwedell, Paul Butler, Paulette Lamori, Ridge Canipe, Ryan Simpkins, Teddy Sears, Tricia Munford

Director: Tom Ford

Rating: R