20 best movies like Pleasantville (1998)

In this coming-of-age comedy, Tim Dunphy is leading a go-nowhere existence, spending his days smoking pot and hanging out with his best friend, Drugs Delaney. But Tim's lazy days of getting high are jettisoned after a brush with the law convinces his blue-collar dad to send him to a Connecticut prep school. The one saving grace of the new school is Jane, a fellow student Tim falls for immediately.

An abused wife heads to California to become a movie star while her nephew back in Alabama has to deal with a racially-motivated murder involving a corrupt sheriff.

Antoine and Kenny Tyler are NCAA college basketball players, and Antoine is the star. Suddenly Antoine dies of heart attack and Kenny has to fill his shoes as leader of team. Some time later, Antoine returns as a ghost and helps Kenny in game and in life, but Kenny changes in the process and doesn't quite like it.

Based on a true story, the film is set in the summer of 1984 – when Margaret Thatcher is in power and the National Union of Mineworkers (NUM) is on strike. At the Gay Pride March in London, a group of gay and lesbian activists decides to raise money to support the families of the striking miners. But there is a problem - the union seems embarrassed to receive their support. However the activists are not deterred. They decide to ignore the union and go direct to the miners. They identify a mining village of Onllwyn, in the Dulais Valley in Wales, and later set off in a mini bus to make their donation in person. And so begins the extraordinary story of two seemingly alien communities who form a surprising and ultimately triumphant partnership.

Clifford Peach, an easygoing teenager, is finding less than easy to fit in at his new high school, where a tough-talking bully terrorizes his classmates and extorts their lunch money. Refusing to pay up, Clifford enlist the aid of an overgrown misfit whose mere presence intimidates students and teachers alike. But their "business relationship" soon turns personal as Clifford and the troubled loner forge a winning alliance against their intimidators - and a very special friendship with each other.

This tells the story of a strong friendship between a young boy with Morquio's syndrome and an older boy who is always bullied because of his size. Adapted from the novel, Freak the Mighty, the film explores a building of trust and friendship. Kevin, an intelligent guy helps out Maxwell to improve his reading skills. In return, Kevin wants Maxwell to take him out places since he is not allowed out unauthorized. Being the social outcasts of the town, Kevin and Maxwell come to realize that they are similar to each other and accept that they are "freaks" and nothing will stop them.

Will Proudfoot (Bill Milner) is looking for an escape from his family's stifling home life when he encounters Lee Carter (Will Poulter), the school bully. Armed with a video camera and a copy of "Rambo: First Blood", Lee plans to make cinematic history by filming his own action-packed video epic. Together, these two newfound friends-turned-budding-filmmakers quickly discover that their imaginative ― and sometimes mishap-filled ― cinematic adventure has begun to take on a life of its own!

The story of an aspiring young filmmaker's encounter with a grumpy fount of movie lore.

The tale of a ten-year-old boy in a Catholic school who, following the death of his beloved grandfather, embarks on a quest to discover the meaning of life.

Hal, a 15-year-old high-school student with a minor yet socially alienating (and painful) disability: he stutters uncontrollably. Determined to work through the problem, Hal opts for an extreme route he joins the school debating team, which sends him on a headfirst plunge into breakneck speech competitions and offers a much-needed boost toward correcting the problem.

A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.

Waxing nostalgic about the bittersweet passage from childhood to puberty in this tender coming-of-age tale, four childhood girlfriends -- Teeny, Chrissy, Samantha and Roberta -- recall the magical summer of 1970. During their walk down memory lane, they reconcile experiences with boys, secrets, bullies and more.

On the most important day of his young life, a high school senior is forced to relive his failed attempt at losing his virginity over and over again, until he gets it right.

Gary, a musician, is trapped in an unhappy relationship with his live-in lover, Dora. He becomes enthralled with a beautiful seductress who enters his dreams, and tries to control his dream-state so he can spend more and more time with her. When Gary sees his mystery woman's face on a bus billboard, he discovers she is real, and fate brings him an opportunity to meet her.

Mandy Moore stars as Halley, a young hip high school student who's convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

On the brink of a midlife crisis, 30-something Mike O'Donnell wishes he could have a "do-over." And that's exactly what he gets when he wakes up one morning to find he's 17 years old again. With his adult mind stuck inside the body of a teenager, Mike actually has the chance to reverse some decisions he wishes he'd never made. But maybe they weren't so bad after all.

A girl, abandoned by her mother when she was three, moves to a small town in Florida with her father. There, she adopts an orphaned dog she names Winn-Dixie. The bond between the girl and her special companion brings together the people in a small Florida town and heals her own troubled relationship with her father.

Mark wants to lose his virginity, but his girlfriend wants to wait. Unfortunately for both of them, a 400-year-old vampire Countess needs to turn a virgin into a vampire before Halloween in order to preserve her own youthful appearance, and when she finds Mark, she turns his life upside-down.

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

Henry and Nicky are small town pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-town Caddie Winger, believing her to be wealthy. Mischievious and irresponsible, Nicky gets into trouble which forces the other two to become involved, testing their relationship, as well as the friendship between the boys.

An overlooked middle child finds himself in the unexpected spotlight when he realizes his family's terrible Christmas day keeps repeating. As the only one experiencing the day over and over, he decides to use his unique gift to give the holidays a makeover and his family a Christmas they will never forget.

A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex boyfriend's apartment building.

A gay teenager finds out who he is and what he wants, who his friends are, and who loves him, in this autobiographical tale set in middle U.S. in the 1980s. Growing up, learning about life, love, sex, friends, and lovers.

Adolf Hitler wakes up in a vacant lot in Berlin, with no knowledge of anything that happened after 1945. Homeless and destitute. Although everyone recognizes him, nobody believes that he is Hitler; instead, they think he is either a comedian, or a method actor.

Two troubled men face their terrible destinies and events of their past as they join together on a mission to find the Holy Grail and thus to save themselves.

A tribe of cats called the Jellicles must decide yearly which one will ascend to the Heaviside Layer and come back to a new Jellicle life.

A story centered around an Indian family who moves to France and opens a restaurant across the street from a Michelin-starred French restaurant.

During the summer of 1999, a group of teenagers, through interconnected narratives, live through their last day of high school and prepare for the future. Holly, once the new girl in school, does whatever it takes to remain popular. Dawn, who is secretly a lesbian, battles drugs. Tori is the valedictorian of her class, but, on the eve of graduation, she decides to experiment with drugs for the first time.

Sara Shaw is the type of woman who prefers to sit on the sidelines at work, but when her big idea for a Christmas initiative is stolen, she makes a wish to Santa that she'll finally have the courage to stand up for herself. Santa grants her wish, but only gives her 48 hours. As the clock ticks, Sara will discover how to channel the Christmas magic and speak her mind all on her own.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

Four young people navigate the suburban wonderland of metro-Detroit looking for love and adventure on the last weekend of summer.

A woman named Kit moves back to her parent's house, where she receives a mysterious invitation that would fulfill her childhood dreams.

The night after another unsatisfactory New Year party, Tim's father tells his son that the men in his family have always had the ability to travel through time. Tim can't change history, but he can change what happens and has happened in his own life – so he decides to make his world a better place... by getting a girlfriend. Sadly, that turns out not to be as easy as he thinks.

Hannah Stern, an American-born Jewish adolescent, is uninterested in the culture, faith and customs of her relatives; however, Hannah begins to revaluate her heritage when she has a supernatural experience that transports her back to a Nazi death camp in 1941. There, she meets a young girl named Rivkah, a fellow captive in the camp. As Rivkah and Hannah struggle to survive in the face of daily atrocities, they form an unbreakable bond.

Nemo Nobody leads an ordinary existence with his wife and 3 children; one day, he wakes up as a mortal centenarian in the year 2092.

After his impetuous musician girlfriend, Samantha, dies in an accident shortly after they had a fight (and nearly broke up), a grief-stricken British businessman, Ian Wyndham, living in London gets a chance to relive the day all over again, in the hope of changing the events that led up to her getting killed.

A 14 year old genius gets rejected by Harvard and ends up at a much lower ranked school where he makes friends with a mature student.

Movie star Roxy Carmichael is abandoning the bright lights of Hollywood, Calif. and returning to her small Ohio hometown -- at least long enough to dedicate a city building. And now the whole town of Clyde is bracing for Carmichael's return, most of all her now-married old flame Denton Webb and troubled teen Dinky Bossetti. An orphan with few friends, Dinky is convinced that Carmichael is her birth mother, and that the actress will reclaim her when she returns.

While on Christmas break, college student Michael journeys to Quebec City to spend time with his attractive girlfriend, Gabriella. Not long after he arrives, Gabriella breaks up with him, but her two equally gorgeous sisters waste no time showing romantic interest. In the meantime, Michael is left to deal with Gabriella's eccentric grandmother and offbeat father, an academic who spends most of his time naked.

The film tells the story of quick-witted teen Mark, contentedly living the same day in an endless loop whose world is turned upside-down when he meets mysterious Margaret also stuck in the time loop. Mark and Margaret form a magnetic partnership, setting out to find all the tiny things that make that one day perfect. What follows is a love story with a fantastical twist, as the two struggle to figure out how -- and whether -- to escape their never-ending day.