The 10 Saddest Movies to Watch on Amazon Prime

Understated in budget but lavished with praise, this semi-autobiographical drama by Daniel Destin Cretton flings its audience into the chaotic lives and personal crises of at-risk youths and the passionate social workers that aid them. In his first feature film, the young director draws the viewers into the storm of events and the emotional ups-and-downs of social work in America, going from uplifting to depressing and back – and every emotion in-between.

Set in the real-life and eponymous group home Short Term 12, devoted but troubled foster-care worker Grace is played by Brie Larson, whose shining performance in her first leading role was lauded by critics. Fans will also recognize the supporting actors Lakeith Stanfield and Rami Malek, who broke out in this movie. Short Term 12 is now considered one of the most important movies of 2013 – some say of the decade – owing to its immaculate writing, intimate camerawork, and gripping performances.

Legend has it that director Derek Cianfrance had the co-stars and co-executive producers Michelle Williams and Ryan Gosling live together in the same house for a month in preparation of their roles. The fictional couple they play in Blue Valentine lived in the same house. True or not, this created the harsh proximity, intensity, and claustrophobia that is a hallmark of this production. Blue Valentine brings us painfully close to the couple’s attraction as well as their agony.

In this way, Blue Valentine is a heart-breaking examination of the decaying shell of a once-bright marriage. As sad as it is sexy, it mixes intense flashbacks of past desire with the grim reality of married life’s monotony. It boasts an electrifying performance from Michelle Williams and Ryan Gosling, who seamlessly combine tenderness and lust, rage and sadness. This is a guaranteed tear-jerker, so make sure you’ve brought your Kleenexes!

While barely 90 minutes long, Cold War is epic in scope and a modern testament to what cinema can be. Whether we are feasting our eyes on the decaying post-war landscape of Poland, the patinated streets of East Berlin, or the delicate magic of a historic Paris, Cold War offers its viewers meticulously staged black-and-white beauty, conceived by Polish wunderkind director Paweł Pawlikowski and his trusted cinematographer Łukasz Ża. Winner of a slew of prestigious awards, this is a film made for the silver screen, so we recommend leaving your iPhone on the table and getting your hands on the biggest screen you can muster for watching this. The plot is essentially about the obsessive attraction between musician Wiktor (Tomasz Kot) and the young singer Zula (Joanna Kulig), who is recruited as the newest member of the former’s state-sponsored folk music band. Cold War follows their impossible love for fourteen years and across many European countries on each side of the Iron Curtain. It is a statement on how far artists go for their art, especially when they become constrained not only by dictatorship but also love. A poetic, sexy, and gorgeous movie without a wasted moment. A work of art.

From the producers of The Kids Are Alright comes another excellent family drama starring Juliane Moore. She plays a hot-headed rock singer who battles her divorced husband, a narcissistic art dealer, expertly played by the unlikely Steeve Coogan, for custody of her daughter Maisie. When one of them marries the girl’s nanny, the other rushes into marriage as well. Based on Henry James’ titular novel from 1897, it tells the story of a quiet, sensitive young girl coping with being used as a pawn by egotistical parents who spite each other. It is sometimes hard to watch the girl get caught up in all this but the young actress playing Maisie, Onata Aprile, plays the part brilliantly. The screenplay adaption of the ahead-of-its-time material of the book by Nancy Doyne and Carroll Cartwright also hits every note with passion. A harrowing but powerful film.

Winning him Best Director at the Academy Awards, Kenneth Lonergan’s drama Manchester By the Sea is a delicate and profound study of loss and grief—and a true triumph. Its focus on characters, well-paced unfolding as well as world-class acting are only equal to the very best of European dramas. This type of quiet exploration of the possibility that grief cannot be overcome has rarely been successful in American cinema, if ever. The last best attempt was probably You Can Count on Me. Originally a playwright, this is Lonergan’s third film and Manchester by the Sea is where he unveils his full potential. It follows a depressed handyman, Lee Chandler (Casey Affleck), who leads a quiet but angry life. After his brother dies, he returns to his hometown only to discover that he is the only left to take care of his teenage nephew. There, he is confronted with his past and the blue-collar community from which he was raised. Co-produced by Matt Damon, it grossed around $80 million on a budget of $8.5 million. One of the most noted films of 2016.

Putting the inherent eeriness of stop motion animation to perfect use, Charlie Kaufman and Duke Johnson’s Anomalisa create a legitimately disturbing experience of a man’s paranoid delusions, as he tries desperately to make a real human connection while perceiving everyone around him as the same person. It’s that (unfortunately) rare animated film that understands that this medium can tell complex, even terrifying, stories for grown-ups while respecting their intelligence. And it’s still gorgeously put together, with seamless movements from the character puppets and evocative lighting and cinematography that puts the film firmly in the uncanny valley. It’s a tougher watch than it looks, but the depth of feeling it captures is nothing short of totally human.

Steve Carrell delivers an amazing performance here. Beautiful Boy is a movie that is based on a true story that first appeared as a best-selling serialized memoir.
It’s about a son’s journey through drug abuse and how his relationship with his father evolves. The son is played by Timothée Chalamet (Call Me By Your Name), Carrell is the dad.
As you can probably guess, the themes of drug addiction and family are made to induce tears, which this movie manages to do in a lot of ways. It can come across as somewhat emotionally manipulative at times. In those moments, it helps to remind oneself that it is based on a true story.
The performances and the exploration of the limits of the father-son relationship remain the reasons why you should consider watching this movie.

Grounded by Lesley Manville and Timothy Spall’s powerhouse performances, this gut-wrenching family drama from Mike Leigh is an acting juggernaut. Penny and Phil are a working-class couple whose marriage is rapidly deteriorating and pushed to the brink when their son, played by a young James Corden, is hospitalized. 

While Manville and Spall are centered as the leads, Leigh draws a staggering amount of depth from Corden as well as a young Sally Hawkins who plays a neighbor. Despite being one of Leigh’s grimmest films, there is still a profound sweetness lingering at the edges as the story teeters between despondency and hope.

Herself tells the story of Sandra (Clare Dunne), a single mother who runs away from her abusive husband to start a new life with her children. When welfare and charity prove to be insufficient with their help, she takes things into her hands by building a house of her own.

This Irish movie, co-written by star Clare Dunne, may be small in scale and budget, but it is affecting in big and powerful ways. Despite what girlbosses might tell you, chasing full independence isn’t always as easy or even empowering as it looks, especially when you’re stuck in the lower rungs of society like Sandra; Herself takes the honest approach by showing us the unglamorous side of making it on your own. It also has meaningful things to say about marriage and divorce, so if you were moved by Marriage Story or Kramer vs Kramer, you may feel the same about Herself, which references the latter two’s iconic courtroom scenes.

Mystery, domestic horror, and urgent true crime investigation rolled into one, Rewind sees filmmaker Sasha Joseph Neulinger revisiting his own abuse at the hands of a family member while remembering to let his case amplify into a call to action to protect children everywhere. His personal testimony would have been powerful enough, but he dares to put numerous members of his family in front of the camera, too, who begin to unravel a history of neglect and trauma rotting the core of this family over generations. Innocent home video footage turns sinister and seemingly inconsequential memories become warning signs that every adult should be on the lookout for, no excuses.