9 Movies Like Sideways (2004) On Amazon Prime Germany

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 2008, legendary and controversial director Darren Aronofsky delivered yet another unforgettable allegory, starring Mickey Rourke as Randy "The Ram" Robinson, an aging professional wrestler long past his prime, who is struggling to retain a sense of identity, purpose, and dignity later in life. Rourke, who worked as a professional boxer in his 90s and, like his protagonist, almost hung his hat at the time the movie was shot, delivers a once-in-a-lifetime performance that rightly earned him a Golden Globe. Everybody talked about this movie when it came out! Marisa Tomei's performance, who plays the mid-40s stripper The Ram pursues a serious relationship with, was also deemed iconic by some critics. Shot on 16mm film, The Wrestler's cinematography, like its acting, feels incredibly raw, intimate, and realistic. It is essentially about bouncing back, making amends, and growing old and features acting performances that will be remembered for a long time. One for the books!

Genre: Drama, Romance

Actor: Abraham Aronofsky, Ajay Naidu, Alex Whybrow, Alyssa Bresnahan, Andrea Langi, Armin Amiri, Ben Van Bergen, Bernadette Penotti, Bill Walters, Brandon DiCamillo, Brian Heffron, Charlotte Aronofsky, Claudio Castagnoli, Cobian, Daniel Healy Solwold Jr., Daniel Solwold Jr., Darnell Kittrell, Donnetta Lavinia Grays, Douglas Crosby, Dustin Howard, Dylan Keith Summers, Dylan Summers, E.J. Carroll, Emmanuel Yarborough, Erika Smith, Ernest Miller, Evan Rachel Wood, Giovanni Roselli, Gregg Bello, Jamar Shipman, Jeff Chena, Jess Liaudin, John D'Leo, John Zandig, Judah Friedlander, Lloyd Anoa'i, Marcia Jean Kurtz, Marisa Tomei, Mark Margolis, Michael Drayer, Mickey Rourke, Mike Miller, Nate Hatred, Nicholas K. Berk, Olivia Baseman, Paul E. Normous, Paul Thornton, Peter Conboy, Rebecca Darke, Robert D. Siegel, Robert Oppel, Ron Killings, Ryan Lynn, Sakinah Bingham, Scott Franklin, Steven Haworth, Sylvia Kauders, Todd Barry, Tommy Farra, Vernon Campbell, Wass Stevens

Director: Darren Aronofsky

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

The self destructive, substance abusing history teacher Dan (Ryan Gosling) works in a Brooklyn middle-school and is constantly at odds with the curriculum, preferring to teach 13 year old kids Marxist theory in class. Meanwhile, his student Drey (Shareeka Epps) has to go through struggles of her own, her brother being in jail on drug charges and her single mother having to work long hours to make ends meet. Slowly, an unlikely and tender friendship between teacher and student evolves, in which it becomes less and less clear who of them is the adult part. Steering away from cliches, Half Neslon is not your typical social drama. Its intelligent plot twists, great cast (with outstanding performances by both Gossling and Epps) and slow, non dramatic storytelling makes this a highly underestimated movie that, although treating depressive topics without any easy relief for the viewer, will leave with an inner smile, albeit a sad one.

Genre: Drama

Actor: Adepero Oduye, Anthony Mackie, Collins Pennie, Deborah Rush, Deidre Goodwin, Denis O'Hare, Eleanor Hutchins, Jay O. Sanders, Jeff Lima, Karen Chilton, Katie Nehra, Leslie Eva Glaser, Matt Kerr, Monique Gabriela Curnen, Nathan Corbett, Nicole Vicius, Raymond Anthony Thomas, Ron Cephas Jones, Ryan Gosling, Sebastian Sozzi, Shareeka Epps, Sharon Washington, Starla Benford, Stephanie Bast, Thaddeus Daniels, Tina Holmes, Tristan Mack Wilds

Director: Ryan Fleck

Rating: R

In this comedy/drama, Bill Murray plays an aged, dispirited war veteran named Vincent who openly disdains most people and gives little attention to anything beyond alcohol and horse racing. Living a life of solitude in Brooklyn, everything takes a turn when a young single mother (Melissa McCarthy) and her son Oliver move in next door. Vincent eventually takes on the responsibility of watching over Oliver when Maggie is at work. Murray is perfectly unpleasant in his darkly comedic role, as his relationship with Oliver evolves despite his own misgivings, providing young Oliver (Jaeden Lieberher) with the fatherly/grandfatherly presence he desperately needs. Though somewhat formulaic, St. Vincent rises above expectations by way of great dialogue, favourable performances from all of the leads, and an unbelievably touching finale that will melt your heart. Much better than you probably expect—definitely check this one out.

Genre: Comedy, Drama

Actor: Alexandra Fong, Amber Clayton, Ann Dowd, Bill Murray, Brenda Wehle, Brian Berrebbi, Chris O'Dowd, Chris O'Dowd, Dario Barosso, David Iacono, Deirdre OConnell, Donna Mitchell, Elliot Santiago, Frank Wood, Greta Lee, Jaeden Lieberher, Jaeden Martell, James Andrew O'Connor, Jeff Bowser, Josh Elliott Pickel, Katharina Damm, Kerry Flanagan, Kimberly Quinn, Lenny Venito, Maria Elena Ramirez, Maria-Christina Oliveras, Melanie Nicholls-King, Melissa McCarthy, Naomi Watts, Nate Corddry, Niles Fitch, Orlagh Cassidy, Portia, Ray Iannicelli, Reg E. Cathey, Ron McLarty, Scott Adsit, Terrence Howard, Tim Wilson

Director: Theodore Melfi

Rating: PG-13

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

Monster is a biographical depiction of Aileen Wuornos (Charlize Theron), a prostitute and serial killer who murdered seven men in Florida between 1989 and 1990. The film follows the burgeoning relationship between Wuornos and young Selby Wall (Christina Ricci, in a role based on Wuornos' real-life girlfriend Tyria Moore), as she grows increasingly desperate to provide for her young companion financially. Her desperation and her rage against men, brought on by years of both childhood and adult abuse, leads her down a dark path of murder and theft, even as she struggles to shield Selby from the horror of her crimes. The overwhelming highlight of the film is Theron’s mesmerizing performance as Wuornos—a role that won her a well-deserved Academy Award for Best Actress in 2004. She’s almost unrecognizable and altogether phenomenal as the volatile and increasingly unstable Wuornos, whose ferocity is interwoven with surprising affection for young Selby. This unexpected tenderness lends the film an air of tragic poignancy, and provides a bittersweet portrayal of a severely troubled woman. Very much intended for mature audiences only, Monster is a fascinating recreation of a disturbing yet compelling chapter in the annals of true crime in America.

Genre: Crime, Drama

Actor: Al, Annie Corley, Brett Rice, Bruce Dern, Bubba Baker, Catherine Mangan, Charlize Theron, Christian Stokes, Christina Ricci, Cree Ivey, Glenn R. Wilder, Jesse Stern, Jim R. Coleman, Kaitlin Riley, Kane Hodder, Lee Tergesen, Lyllian Barcaski, Magdalena Manville, Marc Macaulay, Marco St. John, Pruitt Taylor Vince, Romonda Shaver, Rus Blackwell, Scott Wilson, Stephan Jones, Tim Ware

Director: Patty Jenkins

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

An extraordinary documentary full of drama, comedy and heartbreak. It follows two penguins, a couple, for a year as they migrate, give birth and face hardships and tragedy. It captures never seen before moments that stand as a perfect illustration of survival in particular and life in general. All in a very well crafted documentary that you will find both instructive and deeply moving. Won the Oscar for Best Documentary Feature.

Genre: Documentary, Family

Actor: Charles Berling, Fiorello, Jules Sitruk, Morgan Freeman, Romane Bohringer

Director: Luc Jacquet

Rating: G