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Movies like 24 Nights (1999)

The best movies like 24 Nights (1999) are The Baltimorons (2025), Sidewalks of New York (2001) and Mumford (1999). If 24 Nights 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. The Baltimorons (2025)

    A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.

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

    Popcorn FlickMovies like this
  2. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

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

    Popcorn FlickMovies like this
  3. Mumford (1999)

    When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!

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

    Popcorn FlickMovies like this
  4. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

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

    Popcorn FlickMovies like this
  5. Camille (2008)

    A twisted honeymoon adventure about a young couple on their way to Niagara Falls.

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

    Popcorn FlickMovies like this
  6. Sitting in Bars with Cake (2023)

    Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces a challenge unlike anything they've experienced before.

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

    Worth the HypeMovies like this
  7. Peace, Love & Misunderstanding (2011)

    A conservative lawyer named Diane takes her two teenage children Jake and Zoe to meet their estranged, hippie grandmother in Woodstock after her husband asks for a divorce.

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

  8. Numb (2007)

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel, lesbian exercise classes and a dizzying variety of pills get him through the day, but don't quite solve his problem. His writing partner tries everything to get him back to normal, but it's not until Hudson meets Sara that he finds a real motivation to get better and to actually start feeling again. From the writer of Deuce Bigalow, comes NUMB, a romantic comedy following an unusual man looking for strange love.

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

  9. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

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

    Worth the HypeMovies like this
  10. A California Christmas: City Lights (2021)

    Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.

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

    Popcorn FlickMovies like this
  11. You Will Meet a Tall Dark Stranger (2010)

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

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

  12. Edges of the Lord (2001)

    A 12-year-old Jewish boy hides with a family of Catholic peasant farmers to escape the Nazis.

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

    Popcorn FlickMovies like this
  13. Delirious (2007)

    Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved with K'Harma Leeds, the hottest pop star of the moment, Les grows jealous and plots revenge.

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

    Popcorn FlickMovies like this
  14. A California Christmas (2020)

    With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.

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

    Popcorn FlickMovies like this
  15. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

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

    Popcorn FlickMovies like this
  16. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

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

  17. Jack Goes Boating (2010)

    A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples.

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

    Popcorn FlickMovies like this
  18. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

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

  19. Chéri (2009)

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

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

    Popcorn FlickMovies like this
  20. Cherry (2010)

    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.

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

    Popcorn FlickMovies like this
  21. As Good as It Gets (1997)

    A misanthropic author, a single mother and waitress, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.

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

    Worth the HypeMovies like this
  22. In a Heartbeat (2017)

    A closeted boy runs the risk of being outed by his own heart after it pops out of his chest to chase down the boy of his dreams.

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

    Absolute CinemaMovies like this
  23. Félix and the Fish (2011)

    Félix finds a young man lying unconscious on the beach and realizes he has scales on his back. Félix takes him home and takes care of him.

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

  24. 54 (1998)

    When the mastermind behind New York's infamous Studio 54 disco plucks young Shane from the sea of faces clamoring to get inside his club, he not only gets his foot in the door, but lands a coveted job behind the bar — and a front-row ticket to the most legendary party on the planet!

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

  25. Velvet Goldmine (1998)

    Almost a decade since larger-than-life glam-rock enigma Brian Slade disappeared from public eye, an investigative journalist is on assignment to uncover the truth behind his former idol.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  26. Love in Thoughts (2004)

    A posthumous look at the last days of Guenther's life as he, his best friend, and his sister let loose on a four-day binge of alcohol, drugs, and sex.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  27. Alexander (2004)

    Alexander, the King of Macedonia, leads his legions against the giant Persian Empire. After defeating the Persians, he leads his army across the then known world, venturing farther than any westerner had ever gone, all the way to India.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  28. Game Over, Man! (2018)

    Three friends are on the verge of getting their video game financed when their benefactor is taken hostage by terrorists.

    Why it matches: Similar story and style · both comedy

  29. Darker Than Midnight (2014)

    Davide is different from the other teenagers. Something makes him look like a girl. Davide is fourteen when he runs away from home. His intuition leads him to choose Villa Bellini, a park in Catania, as a refuge. The park is a world in itself, a world of the marginalized, to which the rest of the city turns a blind eye. But one day the past catches up and Davide has to face the most difficult choice, this time alone.

    Why it matches: Similar story and style · both drama

  30. Time to Leave (2005)

    Romain, 31, a fashion photographer with terminal cancer, elects to die alone, preparing others to live past him rather than prolong the inevitable with chemotherapy or be smothered in sympathy by those who know him.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this

Like 24 Nights and something else?

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

Frequently asked questions

What are the best movies like 24 Nights?

The closest matches to 24 Nights are The Baltimorons (2025), Sidewalks of New York (2001) and Mumford (1999). Below are 27 more, each with the reason it matches.

What should I watch after 24 Nights?

Start with The Baltimorons (2025), the closest match to 24 Nights.

What is the highest-rated movie like 24 Nights?

In a Heartbeat (2017), rated 8.0/10 by 1,040 TMDB users.

What is the newest movie like 24 Nights?

The Baltimorons (2025) is the most recent release on this list.

Are there English movies like 24 Nights?

Yes: The Baltimorons (2025), Sidewalks of New York (2001) and Mumford (1999).

How are movies similar to 24 Nights chosen?

First come films that Trakt’s viewers watch alongside 24 Nights, 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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