Best movies like Harold and Maude

They were meant to be. But exactly what they were meant to be is not quite clear.

A unique, carefully handpicked, selection of the best movies like Harold and Maude Starring Ruth Gordon, Bud Cort, Vivian Pickles, Cyril Cusack, and more. If you liked Harold and Maude then you may also like: The Young Poisoner's Handbook, Used People, White Palace, Wilbur Wants to Kill Himself, The Opposite of Sex and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

The young Harold lives in his own world of suicide-attempts and funeral visits to avoid the misery of his current family and home environment. Harold meets an 80-year-old woman named Maude who also lives in her own world yet one in which she is having the time of her life. When the two opposites meet they realize that their differences don’t matter and they become best friends and love each other.

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The Young Poisoner's Handbook

Graham Young is a teenage misfit living in suburban London in the 1960s. He hates his stepmother but loves chemistry, and the two impulses unite in a wicked plot to slowly poison her. After she dies, he's found guilty and sent to a psychiatric hospital, where an idealistic doctor thinks he can be cured.

Used People

At her husband's funeral, Pearl, Jewish mother of two divorced and antagonistic daughters, meets an old Italian friend of her husband, whose advice years previously had stopped the husband leaving home. For 23 years he, now a widower, has secretly loved Pearl...

White Palace

Max Baron is a Jewish advertising executive in his 20s who's still getting over the death of his wife. Nora Baker is a 40-something diner waitress who enjoys the wilder side of life. Mismatched or not, their attraction is instant and smoldering. With time, however, their class and age differences become an obstacle in their relationship, especially since Max can't keep Nora a secret from his Jewish friends and upper-crust associates forever.

Wilbur Wants to Kill Himself

The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.

The Opposite of Sex

A 16-year-old girl visits her gay half-brother and ends up seducing his boyfriend, thus wreaking havoc on all of their lives.

Room for Rent

Lonely widow Joyce rents out a room in her house and becomes dangerously obsessed with one of her guests.

Rushmore

When a beautiful first-grade teacher arrives at a prep school, she soon attracts the attention of an ambitious teenager named Max, who quickly falls in love with her. Max turns to the father of two of his schoolmates for advice on how to woo the teacher. However, the situation soon gets complicated when Max's new friend becomes involved with her, setting the two pals against one another in a war for her attention.

About a Boy

Will Freeman is a good-looking, smooth-talking bachelor whose primary goal in life is avoiding any kind of responsibility. But when he invents an imaginary son in order to meet attractive single moms, Will gets a hilarious lesson about life from a bright, but hopelessly geeky 12-year-old named Marcus. Now, as Will struggles to teach Marcus the art of being cool, Marcus teaches Will that you're never too old to grow up.

Autumn in New York

Autumn in New York follows the sexual exploits of Will Keane - New York restaurateur, infamous verging-on-50 playboy, master of the no-commitment seduction - until he runs into an unexpected dead end when he meets Charlotte Fielding. Charlotte is half Will's age and twice his match, a 21 year-old free spirit yearning to get out and taste the excitement of adult life.

7.0 / 10 1993 Comedy Drama
suggested by: user836a2xl3n3g

Benny & Joon

A mentally ill young woman finds her love in an eccentric man who models himself after Buster Keaton.

Buffalo '66

Billy is released after five years in prison. In the next moment, he kidnaps teenage student Layla and visits his parents with her, pretending she is his girlfriend and they will soon marry.

6.7 / 10 2007 Comedy Drama
suggested by: user719nkp13mpt

Charlie Bartlett

Awkward teenager Charlie Bartlett has trouble fitting in at a new high school. Charlie needs some friends fast, and decides that the best way to find them is to appoint himself the resident psychiatrist. He becomes one of the most popular guys in school by doling out advice and, occasionally, medication, to the student body.

The Graduate

Benjamin, a recent college graduate very worried about his future, finds himself in a love triangle with an older woman and her daughter.

Crush

Three 40-something women in a small English town meet weekly for a ritual of gin, cigarettes, and sweets -- and swapped stories arguing which of them has the most pathetic love life. Kate is headmistress at the local school; her best friends are the town's police chief and a cynical, thrice-divorced doctor.

Driving Miss Daisy

The story of an old Jewish widow named Daisy Werthan and her relationship with her black chauffeur, Hoke. From an initial mere work relationship grew in 25 years a strong friendship between the two very different characters in a time when those types of relationships where shunned.

Happy Birthday, Gemini

Based on the off-Broadway/Broadway smash of the 1970s; a poor Harvard student's romance with a girl hits a rough spot when he realizes, on his 21st birthday, that he may be in love with her brother.

It's Kind of a Funny Story

A clinically depressed teenager gets a new start after he checks himself into an adult psychiatric ward.

The End

Wendell Lawson has only six months to live. Not wanting to endure his last few months of life waiting for the end, he decides to take matters into his own hands and enlists the help of a delusional mental patient to help him commit suicide.

Little Miss Sunshine

A family loaded with quirky, colorful characters piles into an old van and road trips to California for little Olive to compete in a beauty pageant.

Moonrise Kingdom

Set on an island off the coast of New England in the summer of 1965, Moonrise Kingdom tells the story of two twelve-year-olds who fall in love, make a secret pact, and run away together into the wilderness. As various authorities try to hunt them down, a violent storm is brewing off-shore – and the peaceful island community is turned upside down in more ways than anyone can handle.

Simon Birch

Simon Birch and Joe Wenteworth are boys who have a reputation for being oddballs. Joe never knew his father, and his mother, Rebecca, is keeping her lips sealed no matter how much he protests. Simon, meanwhile, is an 11-year-old dwarf whose outsize personality belies his small stature. Indeed, he often assails the local reverend with thorny theological questions and joins Joe on his quest to find his biological father.

Copenhagen

After weeks of traveling through Europe, the immature William finds himself in Copenhagen, the place of his father’s birth. He befriends the youthful Effy, who works in William’s hotel as part of an internship program, and they set off to find William’s last living relative. Effy’s mix of youthful exuberance and wisdom challenges William unlike any woman ever has. As the attraction builds, he must come to grips with destabilizing elements of his family’s sordid past.

The Inkwell

The Inkwell is about a 16-year-old boy coming of age on Martha's Vineyard in the summer of 1976.

The Greatest

Teenagers Rose and Bennett were in love, and then a car crash claimed Bennett's life. He left behind a grieving mother, father and younger brother, and Rose was left all alone. She has no family to turn to for support, so when she finds out she's pregnant, she winds up at the Brewer's door. She needs their help, and although they can't quite admit it, they each need her so they can begin to heal.

Guinevere

A young girl from an affluent family rebels and becomes involved with a much older photographer.

Here on Earth

Three lives of three young people intersect over the course of one summer. A rich student and a young working-class man accidentally destroy a diner when their impromptu road race takes a disastrous turn. Ordered by a judge to spend the summer repairing the building, they find themselves becoming rivals for the affections of the owner's daughter.

Intimate Relations

In 1950s England, sailor Harold Guppy arrives in a small seaside town looking for his estranged brother. After a brief reunion, Harold finds a room for rent in the house of Mrs. Beasley, her meek husband and their teenage daughter, Joyce. It's clear that Harold has a troubled past, but his future is about to get more perilous yet. Despite the rosy surface, Harold soon finds himself in a tawdry sexual tug-of-war that won't end well.

Mr. Morgan's Last Love

A widowed professor living in Paris develops a special relationship with a younger French woman.

My First Mister

Leelee Sobieski is brash, abrasive and vulnerable as a teenage child of divorce who hides her pain behind a mask of hard-edged gothic rebellion. Albert Brooks plays a man who is her total opposite, a precise and well-ordered menswear store owner of forty-nine who manages limited expectations and protects lonely secrets with pleasant ritual and quiet, ironic reserve. These two total opposites collide in conflict then come together in a surprising alliance, changing each other's lives forever.

suggested by: user947602orwxd

Trust

After being thrown away from home, pregnant high school dropout Maria meets Matthew, a highly educated and extremely moody electronics repairman. The two begin an unusual romance built on their sense of mutual admiration and trust.

Louise by the Shore

On the last day of summer in a small seaside resort town, an older woman named Louise realizes that the last train has departed without her. She finds herself alone in the town, abandoned by everyone. As the weather turns for the worse and with no one to keep her company, louise must rely on her past to help her survive the present.

Mental

A charismatic, crazy hothead transforms a family's life when she becomes the nanny of five girls.

Roommates

An elderly, yet young-at-heart man, moves in with his grandson, and both their lives turn upside-down.

Losing Chase

An intimate and turbulent relationship develops between Chase, a woman recovering from a nervous breakdown and Elizabeth, the caretaker employed to look after her.

See You On Venus

Mia and Kyle, two misfit American teens, travel to Spain searching for Mia's birth mother. As the pair road trip through the picturesque cities of Andalusia and fall in love, they discover that the most important question isn't who gave you life, but what you decide to do with it.

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