20 best movies like Winter Break (2003)

Fourteen years after the events of the first film, a series of encounters between people in Britain reminds us that in these different times Love, actually exists.

A hard-partying high school senior's philosophy on life changes when he meets the not-so-typical "nice girl."

Rebellious 16 year old Poppy from Mailibu is sent to an English boarding school. Realising her Father isn't coming back to rescue her she tries to get expelled.

A young girl named Juno gets herself pregnant and tries to stand on her own, but soon learns a few lessons about being grown up.

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

Set in New York City in the sweltering summer, The Wackness tells the story of a troubled teenage drug dealer, who trades pot for therapy sessions with a drug-addled psychiatrist. Things get more complicated when he falls for one of his classmates, who just happens to be the doctors daughter. This is a coming-of-age story about sex, drugs, music and what it takes to be a man.

Drew Baylor is fired after causing his shoe company to lose hundreds of millions of dollars. To make matters worse, he's also dumped by his girlfriend. On the verge of ending it all, Drew gets a new lease on life when he returns to his family's small Kentucky hometown after his father dies. Along the way, he meets a flight attendant with whom he falls in love.

Former prom king and college freshman Scott returns home for Thanksgiving break and gets dumped by his long-term girlfriend. With his world turned upside down, Scott strikes an unlikely friendship with former classmate Tori, an ugly duckling who blossomed in her first semester of college, and they embark on an outrageous adventure through their hometown. But when Scott and Tori start falling in love, they realize that a few months away may have changed them more than they realized.

15-year-old deep-thinking Welsh schoolboy, Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.

When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

Arata Kaizaki (27) quit the job he landed after graduation in only three months. His life did not go well after that. Now his parents are threatening to stop sending money, and want him to come back to the country. He has no friend or girlfriend to share his troubles with...as he hits rock bottom a strange man named Ryou Yoake appears. He invites Arata to join a societal rehabilitation program for NEETs called ReLife. This program uses a mysterious drug to make him look younger, and sends him back to high school for a year...

Everyone deserves a great love story. But for seventeen-year old Simon Spier it's a little more complicated: he's yet to tell his family or friends he's gay and he doesn't know the identity of the anonymous classmate he's fallen for online.

Ryan and Jennifer are opposites who definitely do not attract. At least that's what they always believed. When they met as twelve-year-olds, they disliked one another. When they met again as teenagers, they loathed each other. But when they meet in college, the uptight Ryan and the free-spirited Jennifer find that their differences bind them together and a rare friendship develops.

Ren MacCormack is transplanted from Boston to the small southern town of Bomont where loud music and dancing are prohibited. Not one to bow to the status quo, Ren challenges the ban, revitalizing the town and falling in love with the minister’s troubled daughter Ariel in the process.

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.

Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self discovery and love.

When nerdy high schooler Dani finally attracts the interest of her longtime crush, she lands in the cross hairs of his ex, a social media celebrity.

Eddie and Amber decide to stage a relationship in order to stop everyone speculating about their sexuality. Eddie is keen to follow his dad into the military, while Amber dreams of moving to the liberal hub of London. The plan seems solid, but as their arrangement begins to fall apart, Eddie’s denial gets deeper as Amber realizes that a perilous future awaits her best friend unless she intervenes.

Dylan Schoenfield is the pink princess of the upscale Los Angeles Woodlands Academy. She has the coolest boyfriend, the most popular friends, and a brand-new it bag that everyone covets. But when she accidentally tosses her Serge Sanchez bag into a fountain, this princess comes face-to-face with her own personal frog, self-professed film geek Josh Rosen. In return for rescuing Dylan's bag, Josh convinces Dylan to let him film her for his documentary on high school popularity. Reluctantly, Dylan lets F-list Josh into her A-list world, and is shocked to realize that sometimes nerds can be pretty cool. But when Dylan's so-called prince charming of a boyfriend dumps her flat, her life and her social status comes to a crashing halt. Can Dylan win the Woodlands Academy Fall Formal Blossom Queen crown? Can Josh win the Woodlands Academy 10th Annual Film Festival? Can Dylan, with Josh's help, pull the pieces together to create her own happily-ever-after?

Terri, a pajama-clad, disaffected high school student learns how to engage the world with the help of Mr. Fitzgerald, his assistant principal.

15 minutes of fame destroys the life of a man who works as a clapper in television.

Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out her life. The curriculum gets more challenging when Aaron meets Linda's sarcastic 14 year-old daughter, Beth - who quickly develops a crush on him. The math doesn't work in either direction but the dysfunctional triangle becomes a learning experience for all involved.

David Portnoy, a 15-year-old birding fanatic, thinks that he's made the discovery of a lifetime. So, on the eve of his father's remarriage, he escapes on an epic road trip with his best friends to solidify their place in birding history.

A dark comedy about four self-absorbed twenty-somethings who become entangled in an ominous mystery when a former college acquaintance suddenly disappears.

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

After his wife died a man refuses to go out and doesn't want to talk to his only son. Life has no meaning for him. One day his son finds a baby pelican and decides to leave the bird at home. Pelican helps the boy find his father again and revive him back to life ...

A sweeping multigenerational story set against the backdrop of the raw, roaring New York City of the late 1980s; adoption, teen pregnancy, drugs, hardcore punk rock, the unbridled optimism and reckless stupidity of the young—and old—are all major elements in this heart-aching tale of the son of diehard hippies and his strange odyssey through the extremes of late 20th century youth culture.

A sex therapist goes through puberty after the successful removal of a benign tumor resting against his pituitary gland. He experiences all the changes and effects of puberty over a three-week period.

Four best friends negotiate loss and major life changes during the last two weeks of high school.

Three young women vacationing in Paris find themselves whisked away to Monte Carlo after one of the girls is mistaken for a British heiress.

Stillman, a heartbroken physics student, builds a time machine when his girlfriend breaks up with him. Going back in time, he attempts to save their relationship by fixing every mistake he made—while dragging his best friend along in the process.

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

Punk-rocker turned suburban mom, Kelly, is nostalgic for a life she can no longer have and uncertain of a future she doesn’t yet fit in. Seventeen-year-old Cal is frustrated at his lack of control over the hand he's been dealt. When the two strike up an unlikely friendship, it's the perfect spark needed to thrust them both back to life.

Across a language barrier, a Turkish groom-to-be on an engagement party in Kyev meets a Ukrainian that represents the 'other woman' for a marriage there.

Joe Toy, on the verge of adolescence, finds himself increasingly frustrated by his single father, Frank's attempts to manage his life. Declaring his freedom once and for all, he escapes to a clearing in the woods with his best friend, Patrick, and a strange kid named Biaggio. He announces that they are going to build a house there, free from responsibility and parents. Once their makeshift abode is finished, the three young men find themselves masters of their own destiny, alone in the woods.

Standing on the precipice of adulthood, a group of friends navigate new relationships, while reexamining others, during their final summer before college.

Seven close friends reunite for the wedding of two of their friends. Problems arise because the bride and the maid of honor have had a long rivalry over the groom.

Natalie allows her classmate Jeff, who ran away from home after a fight with his stepfather, to stay at her place while her father is away on a business trip. Natalie soon starts dating Jeff's friend James Casey, who isn't as faithful as she thinks, while her best friend Polly falls in love with baseball player Zoo Knudsen.

What happens when three sets of BFF's become enemies?

When Sam learns his mother cannot afford to send him to another school after he is kicked out, he and his friends start their own escort service for mature women to pay for his tuition.

Follows a variety of New York characters as they navigate personal relationships and unexpected problems over the course of one day.

Eight close friends soak up their last day of summer together on the beach before parting ways for college.

Marianne leaves Abel for Paul, his best friend and the father of her unborn child. Eight years later, Paul dies and Marianne returns to Abel. However, things have changed for the both of them and feelings of jealousy surround their new relationship.

Archie Lee Meighan is a failing cotton gin owner who is married to Baby Doll, a 19-year old childlike beauty whose father arranged the marriage for financial reasons. As Archie awaits the arrival of Baby Doll's 20th birthday, the day that they are supposed to consummate their marriage, he faces interference from business rival Silva Vacarro, who plots to seduce Baby Doll away from Meighan.

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.

High school student Yuki Hase (Kento Yamazaki) wants to become close with classmate Kaori Fujimiya (Haruna Kawaguchi) who is alway by herself. Kaori Fujimiya refuses to become close with Yuki Hase, because she forgets her friends every new Monday. Even though Kaori tells Yuki why she doesn't want to become friends, Yuki still wants to become close to her.

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.

Dorian realizes he is gay in his final year of high school. He meets another gay youth locally, but remains confused. He starts therapy, then resorts to confession in the Church, and finally comes out to his brother. Dorian then decides to come out to his father; he gets kicked out of the house.

Greg is coasting through senior year of high school as anonymously as possible, avoiding social interactions like the plague while secretly making spirited, bizarre films with Earl, his only friend. But both his anonymity and friendship threaten to unravel when his mother forces him to befriend a classmate with leukemia.

The employees of an independent music store learn about each other as they try anything to stop the store being absorbed by a large chain.