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Movies like Winter Break (2003)

The best movies like Winter Break (2003) are CQ (2001), Peggy Sue Got Married (1986) and Dìdi (弟弟) (2024). If Winter Break hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. CQ (2001)

    A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi film's starlet.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  2. Peggy Sue Got Married (1986)

    At her 25th high school reunion, Peggy Sue faints and awakens in 1960—back in her senior year, before her marriage and all her regrets. Given a second chance to relive her youth, she must decide whether to change the choices that shaped her life or embrace the past that made her who she is.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  3. Dìdi (弟弟) (2024)

    In 2008, during the last month of summer before high school begins, an impressionable 13-year-old Taiwanese American boy learns what his family can't teach him: how to skate, how to flirt, and how to love your mom.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Worth the HypeMovies like this
  4. Class (1983)

    Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  5. The Edge of Seventeen (2016)

    Two high school girls are best friends until one dates the other's older brother, who is totally his sister's nemesis.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Worth the HypeMovies like this
  6. About Alex (2014)

    When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to the brink.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  7. Snack Shack (2024)

    Inseparable best friends AJ and Moose decide to run the local pool's snack shack after their plan to sell home-brewed beer goes down the drain. Things take a turn when they meet Brooke, an effortlessly cool lifeguard who puts their big plans, and friendship, at risk.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Worth the HypeMovies like this
  8. mid90s (2018)

    In 1990s Los Angeles, a 13-year-old spends his summer navigating between a troubled home life and a crew of new friends he meets at a skate shop.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Worth the HypeMovies like this
  9. Almost Friends (2017)

    A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

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  10. SLC Punk (1998)

    Two former geeks become 1980s punks, then party and go to concerts while deciding what to do with their lives.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Worth the HypeMovies like this
  11. Real Women Have Curves (2002)

    In East Los Angeles, an 18-year-old struggles between her ambitions of going to college and the desires of her domineering mother for her to get married, have children, and oversee the small, rundown family-owned textile factory.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  12. House of D (2004)

    In the present, artist Tom Warshaw recalls his traumatic coming of age. As a 13-year-old growing up in New York City in 1973, Tom hangs out with Pappass, a mentally disabled man. With Tom's mother battling depression after the death of her husband, the young boy is left to his own devices. When Tom develops a crush on schoolmate Melissa, Pappass feels abandoned and begins behaving erratically.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

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  13. Hot Tub Time Machine (2010)

    Four pals are stuck in a rut in adulthood: Adam has just been dumped, Lou is a hopeless party animal, Nick is a henpecked husband, and Jacob does nothing but play video games in his basement. But they get a chance to brighten their future by changing their past after a night of heavy drinking in a ski-resort hot tub results in their waking up in 1986.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  14. Booksmart (2019)

    Two academic teenage superstars realize, on the eve of their high school graduation, that they should have worked less and played more. Determined to never fall short of their peers, the girls set out on a mission to cram four years of fun into one night.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  15. Downhill Racer (1969)

    An ambitious young skier, determined to break all existing records, is contemptuous of the teamwork advocated by the US coach when they go to Europe for the Olympics.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  16. Pizza Movie (2026)

    A group of college students go downstairs to their dorm lobby to get a delivery pizza. There's only one issue: They're insanely high on a homemade drug, turning their simple journey down two sets of stairs into a mind-bendingly transformative quest.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  17. Life of the Party (2018)

    When her husband suddenly dumps her, longtime dedicated housewife Deanna turns regret into re-set by going back to college... landing in the same class and school as her daughter, who's not entirely sold on the idea. Plunging headlong into the campus experience, the increasingly outspoken Deanna – now Dee Rock – embraces freedom, fun, and frat boys on her own terms, finding her true self in a senior year no one ever expected.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. Incoming (2024)

    Their first week of high school. The biggest party of the year. Mistakes will be made as four teenage boys navigate a night of mayhem and debauchery.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Wet Hot American Summer (2001)

    It's the last day of Camp Firewood's season, but there's still time for the big talent show, a little romance… and for everyone to be wiped out by the piece of NASA's Skylab that's hurtling toward Earth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Tyler Perry's Finding Joy (2025)

    Joy, a successful designer, seeks a proposal at Christmas. In Wyoming's mountains, she finds what she truly needs when the man she loves sees her as just a friend.

    Why it matches: Recommended by TMDB viewers · both drama

    Popcorn FlickMovies like this
  21. Beautiful Girls (1996)

    During a snowy winter in the small fictional town of Knight's Ridge, Massachusetts, a group of lifelong buddies hang out, drink and struggle to connect with the women who affect their decisions, dreams and desires.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  22. Free!: Timeless Medley - The Promise (2017)

    The second Timeless Medley film mainly recaps Eternal Summer and a little bit of the first season. It focuses on Rin and Samezuka. It also includes new scenes and characters from High Speed.

    Why it matches: Similar story and style · both comedy & drama

  23. 10 (1979)

    A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.

    Why it matches: Similar story and style · both comedy

  24. DRAWN OUT (2025)

    On the eve of leaving for college, Randy discovers that the childhood drawings she's long forgotten are not quite ready to let her go. When her imaginary friends come to life, they pull her into a surreal final adventure through her own home, one that forces her to confront buried memories, unresolved guilt, and the fear she's been avoiding. As fantasy and reality collide, Randy must decide whether to run from her past or face it head-on, learning that growing up doesn't mean leaving every part of yourself behind.

    Why it matches: Similar story and style · both drama

  25. About You I Don't Know (2022)

    One day, college student Keiko, who is looking for a job, learns that the person she had feelings for has committed suicide. Keiko wonders if she was the cause of this. Classmate Mami, through her boyfriend Takuya, tries to introduce Keiko to Kazuo, a member of Takuya's theater company. However, Keiko, who met Takuya, has a special feeling for him. Miyata, a young man who seems to be hiding in the darkness of everyday life, meets Keiko one day.

    Why it matches: Similar story and style · both drama

  26. Eagle Rock (2019)

    In the early 1970s, a young woman in prison for murder reflects on what led her to the crime, the cult she was a part of, and her relationship with its leader.

    Why it matches: Similar story and style · both drama

  27. Dying Young (1991)

    After she discovers that her boyfriend has betrayed her, Hilary O'Neil is looking for a new start and a new job. She begins to work as a private nurse for a young man suffering from blood cancer. Slowly, they fall in love, but they always know their love cannot last because he is destined to die.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  28. EXAMSTRESS (2026)

    Examstress is a short student film created for college, year 2/2. This film is about the stress of exams and typical student mental health during this time. It follows Penn, a procrastinating student, as they work towards their final major project.

    Why it matches: Similar story and style · both comedy

  29. Posso Perder Os Beijos Mais Tristes Esta Noite (2026)

    Why it matches: Similar story and style · both drama

  30. See You (2024)

    After his suicide, a teen ghost contacts his classmate through sign language, revealing the queer love and pain they were never allowed to voice.

    Why it matches: Similar story and style · both drama

Like Winter Break and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Winter Break?

The closest matches to Winter Break are CQ (2001), Peggy Sue Got Married (1986) and Dìdi (弟弟) (2024). Below are 27 more, each with the reason it matches.

What should I watch after Winter Break?

Start with CQ (2001), the closest match to Winter Break.

What is the highest-rated movie like Winter Break?

mid90s (2018), rated 7.5/10 by 1,899 TMDB users.

What is the newest movie like Winter Break?

EXAMSTRESS (2026) is the most recent release on this list.

Are there English movies like Winter Break?

Yes: CQ (2001), Peggy Sue Got Married (1986) and Dìdi (弟弟) (2024).

How are movies similar to Winter Break chosen?

First come films that Trakt’s viewers watch alongside Winter Break, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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