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Movies like The Long Weekend (2005)

The best movies like The Long Weekend (2005) are I Love You, Man (2009), The Right Kind of Wrong (2013) and The Break-Up (2006). If The Long Weekend hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. I Love You, Man (2009)

    Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter immediately sets out to rectify the situation, embarking on a series of bizarre and awkward "man-dates."

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  2. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

    Why it matches: Fans watch both · both romance & comedy

  3. The Break-Up (2006)

    Pushed to the breaking-up point after their latest 'why can't you do this one little thing for me?' argument, Brooke calls it quits with her boyfriend Gary. What follows is a hilarious series of remedies, war tactics, overtures and undermining tricks – all encouraged by the former couple's friends and confidantes …and the occasional total stranger! When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.

    Why it matches: Fans watch both · both romance & comedy

  4. About Last Night (2014)

    Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  5. Waking Up in Reno (2002)

    Candy and Lonnie Earl are just crazy about each other. The problem: she's married to Roy and he's married to Darlene. So far it's been a secret affair. But that's about to change, because this foursome is driving cross-country and headed for some big surprises.

    Why it matches: Fans watch both · both comedy & romance

  6. The Reality of Love (2004)

    Ryan Banks's manager and old friend, Todd, comes up with the idea to have Ryan be the bachelor on a reality dating show in order to clean up his image. The only problem is, Todd falls in love with Charlie, the girl Ryan has chosen to propose to.

    Why it matches: Fans watch both · both romance & comedy

  7. Playing It Cool (2014)

    A young man meets and instantly falls in love with an engaged woman.

    Why it matches: Fans watch both · both comedy & romance

  8. You, Me and Dupree (2006)

    After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.

    Why it matches: Fans watch both · both comedy & romance

  9. The 40 Year-Old Virgin (2005)

    Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  10. Sleeping with Other People (2015)

    Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  11. Good Luck Chuck (2007)

    Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.

    Why it matches: Fans watch both · both comedy & romance

  12. Failure to Launch (2006)

    At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to help. In desperation to push Tripp out of the nest once and for all, Al and Sue hatch a plan to hire Paula, an "interventionist," who has a formula in these cases.

    Why it matches: Fans watch both · both romance & comedy

  13. The Ugly Truth (2009)

    A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  14. She's Out of My League (2010)

    When he starts dating drop-dead gorgeous Molly, insecure airport security agent Kirk can't believe it. As his friends and family share their doubts about the relationship lasting, Kirk does everything he can to avoid losing Molly forever.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  15. Friends with Benefits (2011)

    Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but without any emotional attachment.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  16. Two Night Stand (2014)

    After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

    Why it matches: Fans watch both · both romance & comedy

    Popcorn FlickMovies like this
  17. John Apple Jack (2013)

    A playboy learns to love, while a virgin learns to live -- a queer romantic comedy set inside the restaurant industry... 'John Apple Jack' brings East and West together to create one sumptuously heart-warming dish. When John discovers his sister's fiance is Jack, his childhood crush, passions ignite and his life spirals out of control... losing his job, his playboy reputation and his underwear, all while rushing to the altar to finally confess his love!

    Why it matches: Fans watch both · both comedy & romance

  18. Couples Retreat (2009)

    Four couples, all friends, descend on a tropical island resort. Though one husband and wife are there to work on their marriage, the others just want to enjoy some fun in the sun. They soon find, however, that paradise comes at a price: Participation in couples therapy sessions is mandatory. What started out as a cut-rate vacation turns into an examination of the common problems many face.

    Why it matches: Fans watch both · both comedy & romance

  19. That Awkward Moment (2014)

    Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  20. Employee of the Month (2006)

    When he hears that the new female employee digs ambitious men who are the store employee of the month, a slacker gets his act together but finds himself in competition with his rival, an ambitious co-worker.

    Why it matches: Fans watch both · both comedy & romance

  21. Wedding Crashers (2005)

    John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  22. Spread (2009)

    A gigolo must contend with the prospect that he has found true love.

    Why it matches: Fans watch both · both comedy & romance

  23. Group Sex (2010)

    Herman has a weakness for strip clubs. Donny has a thing for condiments and Tiffany is a newly celibate martial artist. These are Andy's new friends after he unsuspectingly follows his dream girl into a sexual addiction recovery group. At first this seems like the best possible news! However, Andy's professional and personal life begins to unravel as he deepens his ties to this lovable, but damaged group.

    Why it matches: Fans watch both · both comedy & romance

  24. Zack and Miri Make a Porno (2008)

    Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.

    Why it matches: Fans watch both · both comedy & romance

    Popcorn FlickMovies like this
  25. Hall Pass (2011)

    When best buds Rick and Fred begin to show signs of restlessness at home, their wives take a bold approach to revitalize their marriages, they grant the guys a 'hall pass'—one week of freedom to do whatever they want. At first, it seems like a dream come true, but they quickly discover that their expectations of the single life—and themselves—are completely and hilariously out of sync with reality.

    Why it matches: Fans watch both · both comedy & romance

  26. Slow Learners (2015)

    High school guidance counselor Jeff and his platonic friend and co-worker Anne are responsible, well intentioned, kind… and boring. They frustratingly watch on as their peers find love and companionship, while they continue to fail in spectacular fashion when it comes to romance. As they reach their loneliness breaking point, they make a pact to forgo their familiar, vanilla personas in exchange for their unexplored, confident alter egos. They wave goodbye to Jeff’s awkward all-male book club and Anne’s flailing attempts to catch the eye of Jeff’s sexy neighbor Max, and say hello to raucous summer nights filled with booze, dancing, and sex. Naturally things don’t exactly go according to plan.

    Why it matches: Fans watch both · both romance & comedy

  27. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

    Why it matches: Fans watch both · both comedy & romance

  28. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

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

    Popcorn FlickMovies like this
  29. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

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

    Popcorn FlickMovies like this
  30. ¿Quieres ser mi hijo? (2023)

    Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

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

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Like The Long Weekend and something else?

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

Frequently asked questions

What are the best movies like The Long Weekend?

The closest matches to The Long Weekend are I Love You, Man (2009), The Right Kind of Wrong (2013) and The Break-Up (2006). Below are 27 more, each with the reason it matches.

What should I watch after The Long Weekend?

People who watched The Long Weekend most often go on to I Love You, Man (2009), The Right Kind of Wrong (2013) and The Break-Up (2006).

What is the highest-rated movie like The Long Weekend?

¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.

What is the newest movie like The Long Weekend?

Players (2024) is the most recent release on this list.

Are there English movies like The Long Weekend?

Yes: I Love You, Man (2009), The Right Kind of Wrong (2013) and The Break-Up (2006).

How are movies similar to The Long Weekend chosen?

First come films that Trakt’s viewers watch alongside The Long Weekend, 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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