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.

If you’re a fan of the Beach Boys’ legacy, or you want to find out more about Wilson, the person, this movie will give you what you need. It has been widely praised as being true to the facts – even by Bryan Wilson himself. But thanks, in part, to the incredible writing by Oscar-nominated Oren Moverman and the work of director Bill Pohlad, this is much more than a fact-based fictionalization of a famous musician’s biography. It is a singularly convincing account of the artistic process and the effects of mental illness.

Love and Mercy tells the tale of two Bryan Wilsons: the first of a young and slightly square-looking musical pioneer in the 1960s, when Wilson was working on Pet Sounds, the Beach Boys’ most ambitious and ground-breaking album. Paul Dano’s performance here is nothing short of perfect. And, second, the tale of the tormented, middle-aged Bryan Wilson, played by John Cusack, during a time when he was under treatment for his deteriorating mental health in the late 1980s. The juxtaposition of these two very different people and the brilliant performances of Cusack and Dano will completely absorb you and change the way you look at things. A unique and beautiful film!

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.

It has become increasingly rare to find films made in Afghanistan, so when a movie like Osama comes along, it becomes nothing short of essential viewing. This is a profoundly depressing but beautifully crafted story of a young girl made to look like a boy so as to go unnoticed by Taliban forces while trying to help her family. It’s a simple film wherein this character’s budding awareness of her girlhood is set against a terrifying backdrop of violence, abuse, and fundamentalist extremism—all of which director Siddiq Barmak keeps off the screen.

Barmak knows exactly what to point his camera at, covering multiple angles of life in Taliban-controlled Afghanistan without calling attention to himself, and still finding ways to show the smallest shreds of sympathy and support hiding within this society. And in the lead role, a teenage Marina Golbahari delivers a towering, heartbreaking performance that never registers as anything but authentic. The fear that she embodies is almost too real to watch without becoming afraid yourself. Osama is incredibly difficult viewing, but it’s a truly valuable work of art that deserves to be preserved.

You’ve probably watched and heard about enough Holocaust films to expect a formula, but you might want to put all that aside going into The Boy in Striped Pajamas. Bruno, the son of a WWII Nazi commandant forms an unlikely friendship with a Jewish kid his age in his father’s concentration camp. The film is World War II told through Bruno’s eyes, and while you might not get why this movie is so highly praised in its first scenes, the twisting and profound second half will have you recommending it to everyone in need of a moving story well executed, or quite simply a good cry.

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.