237 Best Depressing Movies to Watch (Page 4)

Staff & contributors

Have you got the tissues ready? Some of the most memorable watches are the ones that tug at our heart strings. Here are the best depressing movies to stream right now.

While the film adapts some of Shakespeare’s histories, you don’t need to know Shakespeare to appreciate My Own Private Idaho. In fact, instead of focusing on the Prince Hal character, Scott Favor (Keanu Reeves), the film centers on his narcoleptic friend Mike Waters (River Phoenix). Both of them are young street hustlers in Portland. However, unlike Favor, Waters has no reliable family, inheritance, or support system waiting for him to give up his job. Waters only has his body. Writer-director Gus Van Sant doesn’t really focus on the sex or the narcolepsy - these flash by us only as a state-of-mind experience, with time-lapses and freeze-frames to impart to us Waters’ detachment. Instead, Van Sant cares more about Waters’ seeking connection. It’s why the surreal shots speed by us so fast, and why the natural, lived-in scenes remain in our heads. It’s why Waters’ campfire confession, crackling under Phoenix’s earnest voice, feels so powerful. And it’s also why his later rejection feels so painful.

Genre: Comedy, Drama

Actor: Chiara Caselli, Eric Hull, Flea, Grace Zabriskie, Gus Van Sant, James Russo, Jessica Makinson, Jim Caviezel, Keanu Reeves, Mickey Cottrell, Pao Pei Andreoli, Pat Patterson, River Phoenix, Robert Egon, Rodney Harvey, Scott Patrick Green, Tom Troupe, Udo Kier, Vana O'Brien, William Richert

Director: Gus Van Sant

Rating: R

, 2021

In the first few minutes of Mass, hushed tones, solemn movements, and awkwardly averted eyes hint at an unspoken tragedy that haunts everyone in the film. The four main characters discuss it during a sit-down, but even then it remains unspeakable; such is the dedication of first-time full-length director Fran Kranz in depicting the reality of tragic events. Not much is done in the way of plot twists and shocks, but in place of those, Mass makes clever use of close-up shots and unmoving settings to portray the privacy and paralysis of grief. For this reason, Mass often feels like a masterful play brought to life, but also more than that, a brilliant portrait of healing—or at the very least, coping with the everlasting aftermath of loss. 

Genre: Drama

Actor: Ann Dowd, Breeda Wool, Jason Isaacs, Martha Plimpton, Michelle N. Carter, Reed Birney

Director: Fran Kranz

Done entirely in candid conversation and quiet walks around the city, End of the Century may at first come across like another mumblecore romance, but director Lucio Castro brings such a delicate touch to this story that every idle moment feels like it means the world. An unspoken longing hangs suspended between characters Ocho and Javi, and it's their little dance of disclosing more and more parts of themselves to each other that drives everything forward. And as the film reaches its miraculous third act, where hope and regret are articulated in such a painful—but kind—manner, it transcends its mumblecore inspirations and becomes its own vision of how our relationships change the way we grow.

Genre: Drama, Romance

Actor: Helen Celia Castro-Wood, Juan Barberini, Mariano López Seoane, Mía Maestro, Ramón Pujol

Director: Lucio Castro

The Kings of the World is a surreal coming-of-age movie that follows Rá, Culebro, Sere, Winny, and Nano, street kids who are on their way to claim land that’s rightfully theirs. Their one goal is to finally make a home after living without one for so long, but they’re hindered by the inevitable tragedies that befall kids of their kind: impoverished, alone, and abandoned.

The title is ironic, but it also hints at their state of mind: these boys are unstoppable, rabble-rousers who live like there’s no tomorrow. They tear down private property and invade inns not out of spite, necessarily, but out of a knowledge that whatever they do they’re gonna be put down anyway, so they might as well live without rules.

Tackling powerful themes like land restitution and youth neglect, The Kings of the World is one of the most agonizing movies you'll ever see. It’s also Colombia’s official Best Foreign Language Film entry in the 2022 Academy Awards.

Genre: Adventure, Drama

Actor: Brahian Acevedo, Carlos Andrés Castañeda, Cristian Campaña, Cristian David Duque, Davison Florez

Director: Laura Mora

Rating: TV-MA

Prophet’s Prey is a documentary on the sect known as Fundamentalist Latter-Day Saints and its leader, Warren Jeffs. Claiming to have inherited a direct connection to God, Jeffs has used this pretext to control a closed society of thousands of individuals on a shockingly personal level, as well as marry dozens of underage girls and harvest the community’s financial resources on behalf of “the church.”

The subject is deftly handled by filmmaker Amy Berg (Deliver Us From Evil). Here she presents most of the story via interviews with the people whose tenacity was instrumental in exposing  Jeffs. Woven throughout the film, too, is the haunting, disembodied voice of Jeffs himself, in recorded words to his followers, along with film footage of present-day FLDS communities. What emerges is the picture of a terrifying madman who still wields a disturbing amount of power over thousands of active congregants. Absolutely riveting.

Genre: Crime, Documentary, History

Actor: Nick Cave

Director: Amy J. Berg

Rating: TV-14

It's impossible to describe this incredible movie as one thing or the other. It's an epic three-hour saga that takes you through the Nazi era, the communist era, the rise of capitalism, and the East and West German divide. But more than its historic value, it's a coming-of-age story, one that is based on the experiences of famed German artist Gerhard Richter. It's also a romance, following his experiences finding love and being hit with loss (in no particular order). If you liked the director's other work, the Oscar-winning The Lives of Others, you're sure to love this too.

Genre: Drama, History, Romance, Thriller

Actor: Andreas Nickl, Anton Rubtsov, Bastian Trost, Ben Becker, Cai Cohrs, Chris Theisinger, David Schütter, Evgeniy Sidikhin, Florian Bartholomäi, Franz Pätzold, Hannes Hellmann, Hanno Koffler, Hans-Uwe Bauer, Hinnerk Schönemann, Ina Weisse, Jörg Schüttauf, Jacob Matschenz, Jeanette Hain, Johanna Gastdorf, Johannes Allmayer, Jonas Dassler, Jorg Schuttauf, Lars Eidinger, Luc Feit, Lutz Blochberger, Manfred Möck, Mark Zak, Martin Bruchman, Martin Bruchmann, Michaela Caspar, Oliver Masucci, Paula Beer, Pit Bukowski, Rainer Bock, Rainer Reiners, Saskia Rosendahl, Sebastian Koch, Stefan Mehren, Tom Schilling, Ulrike C. Tscharre

Director: Florian Henckel von Donnersmarck

Rating: R

Told with grace and maturity without sensationalizing its subject matter, Dead Man Walking expertly walks the line between taking a moral stand and keeping the messy humanity of its characters intact. Though it may seem just like a legal drama or prison film on the surface, writer/director Tim Robbins weaves in commentary on class and the role religion is expected to play in middle class Southern communities—especially in the context of justice and crime. Sean Penn and Susan Sarandon (in the role that won her her Oscar) play every side to this drama with remarkable control, building an unlikely rapport that culminates in a finale that's as moving as any great tear-jerker. It may be tough to watch at times, given the raw emotions that are laid bare, but Dead Man Walking remains relevant even today.

Genre: Drama

Actor: Adam Nelson, Adele Robbins, Anthony Michael Frederick, Arthur Bridgers, Barton Heyman, Celia Weston, Clancy Brown, Codie Scott, Cortez Nance Jr., Dennis Neal, Eva Amurri Martino, Jack Black, Jack Henry Robbins, Jenny Krochmal, Jeremy Knaster, Joan Glover, Jon Abrahams, Kevin Cooney, Larry Pine, Lenore Banks, Lois Smith, Marcus Lyle Brown, Margo Martindale, Michael Cullen, Miles Robbins, Missy Yager, Molly Bryant, Nesbitt Blaisdell, Pamela Garmon, Pete Burris, Peter Sarsgaard, R. Lee Ermey, Ray Aranha, Raymond J. Barry, Robert Prosky, Roberta Maxwell, Scott Sowers, Scott Wilson, Sean Penn, Steve Boles, Steve Carlisle, Susan Sarandon

Director: Tim Robbins

How do you get rid of an irremovable stain? In Lodge Kerrigan’s psychological thriller, characters shave the dirt off in hopes of returning things to their original pristine state. In the process of doing so, however, permanent damage is incurred, which begs the question: is the eradication of filth correspond to cleansing?

Through erratic editing and an unsettling sound design, not only does Clean, Shaven put its audience in the disturbed mind of the protagonist Peter Winter, it also effectively depicts his struggle (and inability) to retain sanity amidst a prejudiced society. The film contrasts post-Cold War paranoia with the nobility of paternal love, and finds tragedy in Peter’s futile attempts to prove his “cleanliness” in a world intent to brand him as dirty.

Genre: Crime, Drama, Thriller

Actor: Eliot Rockett, Ismael Ramirez, J. Dixon Byrne, Jennifer MacDonald, Karen MacDonald, Molly Castelloe, Peter Greene

Director: Lodge Kerrigan

The 400 billion (!) dollar industry of medical devices is director Kirby Dick’s latest fascination (Oscar winner Twist of Faith, Oscar nominated The Invisible War). This is one of those documentaries that will raise your awareness about a topic from 0 to I-should-do-something, as the number of victims and the negative impacts these devices are having are astounding. Of course, just like with any other careless American industries, greed, money, and lobbying are the culprits. This is an important watch that will probably come in very handy when you or a close one needs a medical device.

Genre: Documentary

Actor: Angie Firmalino, Kirby Dick

Director: Kirby Dick

Rating: Not Rated, TV-14

Danish writer-director Lars von Trier concludes his so-called Depression trilogy with the two parts of Nymphomaniac, an elaborate retelling of the life of a young woman (played by Stacy Martin and then, by Charlotte Gainsbourg) lived from one libidinous pleasure to another. The film's elaborate subplots have a life of their own and flashbacks often take center stage in Joe's auto-narration. Nymphomaniac I introduces the audience to adolescence and early adulthood, through disappointments, adultery, death drive, and extreme ambivalence. Joe's process of self-actualization seems contested and inspiring at the same time, and Gainsbourg is really given the screen time to shine; even more so than in Trier's previous psycho-social drama, Antichrist. Typically for the rich treasury of cultural references, Bach, Edgar Allan Poe, and Fibonacci play crucial parts in reconstructing the symbolic planes in Joe's story. Oh, and Part One opens with Rammstein's "Führe mich", which in itself is an perfectly valid reason to give it a go.

Genre: Drama

Actor: Ananya Berg, Anders Hove, Andreas Grötzinger, Charlotte Gainsbourg, Christian Slater, Christoph Jöde, Christoph Schechinger, Clayton Nemrow, Connie Nielsen, Cyron Melville, Hugo Speer, James Northcote, Jamie Bell, Jeff Burrell, Jens Albinus, Jesper Christensen, Jesse Inman, Mia Goth, Michael Pas, Nicolas Bro, Peter Gilbert Cotton, Saskia Reeves, Shia LaBeouf, Simon Böer, Sofie Kasten, Sophie Kennedy Clark, Stacy Martin, Stellan Skarsgård, Tomas Spencer, Uma Thurman, Willem Dafoe

Director: Lars von Trier

Rating: Not Rated, NR