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Movies like How to Marry a Billionaire: A Christmas Tale (2000)

The best movies like How to Marry a Billionaire: A Christmas Tale (2000) are The Trailer Park Boys Xmas Special (2004), Merry Christmas, Drake & Josh (2008) and Who Killed Santa? A Murderville Murder Mystery (2022). If How to Marry a Billionaire: A Christmas Tale hooked you with its comedy and tv movie, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Trailer Park Boys Xmas Special (2004)

    In this holiday prequel, it’s 1997 and Sunnyvale Trailer Park is getting ready for the holiday season. Julian’s got a great idea to make money this Christmas, Ricky gets confused between God and Santa, and Bubbles tries to get the Boys together for an annual Christmas bonfire. Meanwhile, Mr. Lahey is thrilled because Christmas is the only day of the year that his wife Barb allows him to have a few drinks. Directed by series creator Mike Clattenburg, this hour-long special takes place before Jamie was J-Roc, before Randy and Lahey were a couple, and before the Shitmobile was missing a door.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Merry Christmas, Drake & Josh (2008)

    Step brothers Drake and Josh must give a foster family the best Christmas ever or face years in jail for a Christmas party gone wrong.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Who Killed Santa? A Murderville Murder Mystery (2022)

    A holiday-hating detective is forced to solve a murder — and save Christmas — with help from famous trainees who must improv their way through the case.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. The 12 Days of Christmas Eve (2022)

    When Brian Conway, a successful businessman whose family relationships have suffered, gets in a car accident on Christmas Eve, Santa gives him twelve chances to redo the day and repair the relationships in his life, including with his daughter Michelle.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Clear History (2013)

    Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Psych: The Movie (2017)

    The ambitious friends come together during the holidays after a mystery assailant targets one of their own. A comedic thrill-ride follows, as the wild and unpredictable Psych team pursues the bad guys, justice … and, of course, food!

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Click & Collect (2018)

    To save his daughter's Christmas, Andrew goes on a road trip with Dev, his neighbour from hell, to buy an elusive Sparklehoof the Unicorn Princess.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. Psych 3: This Is Gus (2021)

    In preparation for a shotgun wedding before the birth of Baby Guster, Shawn and Gus go rogue in an attempt to track down Selene’s estranged husband, as Lassiter grapples with the future of his career.

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. Dolly Parton's Christmas on the Square (2020)

    A rich and nasty woman returns to her hometown to evict everyone but discovers the true meaning of Christmas thanks to the local townsfolk – and an actual angel. Features 14 original songs with music and lyrics by Dolly Parton!

    Why it matches: Recommended by TMDB viewers · both comedy

  10. Kristin's Christmas Past (2013)

    Kristin, a cynical 34-year-old, drinks a mysterious champagne on Christmas Eve and wakes up seventeen years in the past, sharing a room with her 17-year-old self. Given the chance to change the worst Christmas of her life, she attempts to fix past mistakes, only to discover surprising truths about her family that may help her mend her present-day relationships.

    Why it matches: Recommended by TMDB viewers · both comedy

  11. Under Wraps (2021)

    Three friends try to save their mummified friend, Harold, from greedy criminals by returning him to his resting place before midnight on Halloween.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. To Grandmother's House We Go (1992)

    When precocious twins Sarah and Julie feel like Mom is tired of them, they take off on an exciting adventure to their grandmother's house and encounter a pair of villains along the way.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Pee-wee's Playhouse Christmas Special (1988)

    Pee-wee Herman and pals are celebrating Christmas in the Playhouse in their own creative ways: Pee-wee makes a list for Santa Claus 1.5 miles long, teaches Little Richard how to ice skate, goes for a sleigh ride with Magic Johnson, enslaves Frankie Avalon and Annette Funicello into making Christmas cards, receives a long phone call from Dinah Shore, even has more musical fun with k.d. lang, the Del Rubio Triplettes and Charo! Finally, Big Red arrives and announces that Pee-wee's Christmas list was so big, he didn't have enough presents for all the children of the world. Will Pee-wee follow his own advice and help others?

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Comedy Central Roast of William Shatner (2006)

    It's William Shatner's turn to step in to the celebrity hot seat for the latest installment of The Comedy Central Roast. A parade of Shatner's friends have gotten together to boldly go ...

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Mickey and Minnie Wish Upon a Christmas (2021)

    After a series of mishaps, Mickey, Minnie and the gang are separated all over the world and must try to get back to Hot Dog Hills by Christmas Eve. A mysterious and jolly stranger shows up to tell them about The Wishing Star, which could be the secret to bringing everybody home in time to celebrate together.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. Once Upon a Deadpool (2018)

    A kidnapped Fred Savage is forced to endure Deadpool's PG-13 rendition of Deadpool 2, as a Princess Bride-esque story full of magic, wonder, and zero Fs.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. A Christmas Story Christmas (2022)

    Follows Ralphie, now adult, who returns to the house on Cleveland Street to give his kids a magical Christmas like the one he had as a child, reconnecting with childhood friends, and reconciling the passing of his Old Man.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. The Best Man Holiday (2013)

    When college friends reunite after 15 years over the Christmas holidays, they discover just how easy it is for long-forgotten rivalries and romances to be reignited.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. A Bad Moms Christmas (2017)

    Amy, Kiki and Carla – three under-appreciated and over-burdened women – rebel against the challenges and expectations of the Super Bowl for mothers: Christmas. And if creating a more perfect holiday for their families wasn’t hard enough, they have to do all of that while hosting and entertaining their own mothers.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Beethoven's Christmas Adventure (2011)

    A Christmas elf accidentally takes off in Santa's sleigh, crash lands in a small town, and loses the magic toy bag. Beethoven must rescue the elf, recover the bag from greedy crooks, and return the sleigh to Santa in time to save Christmas.

    Why it matches: Recommended by TMDB viewers · both comedy

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  21. Alex Edelman: Just for Us (2024)

    In the wake of a string of anti-Semitic threats pointed in his direction online, Edelman decides to go straight to the source; specifically, Queens, where he covertly attends a meeting of White Nationalists and comes face-to-face with the people behind the keyboards.

    Why it matches: Similar story and style · both comedy

  22. A Boyfriend for Christmas (2004)

    Holly Grant has learned a long time ago not to rely on Santa Claus leaving Mr. Right in her Christmas stocking. But Holly is in for a surprise when a handsome man arrives on her doorstep with a twinkle in his eye and Yuletide tree in tow.

    Why it matches: Similar story and style · both comedy

  23. Curl Aberdeen Christmas Special (2024)

    A recreation of the iconic dance from 'Love Actually' (2003) originally performed by Hugh Grant, now by Andrew Lyon.

    Why it matches: Similar story and style · both comedy

  24. 2001 Maniacs (2005)

    On their way to Spring Break, college kids take a detour through an old Southern town. The people of Pleasant Valley insist the kids stay for their annual barbecue celebration... but instead of getting a taste of the old South, the old South gets a taste of them!

    Why it matches: Similar story and style · both comedy

  25. Cheaper by the Dozen (2003)

    The Baker brood moves to Chicago after patriarch Tom gets a job coaching football at Northwestern University, forcing his writer wife, Kate, and the couple's 12 children to make a major adjustment. The transition works well until work demands pull the parents away from home, leaving the kids bored -- and increasingly mischievous.

    Why it matches: Similar story and style · both comedy

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  26. Brewster's Millions (1985)

    Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A task that's a lot harder than it sounds!

    Why it matches: Similar story and style · both comedy

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  27. Christmas Vacation 2: Cousin Eddie's Island Adventure (2003)

    Though Eddie's fired right at Christmastime, his boss sends him and his family on a South Pacific vacation, hoping Eddie won't sue him after being bitten by a lab monkey. When the Tuttle family winds up trapped on a tropical island, however, Eddie manages to provide for everyone and prove himself a real man.

    Why it matches: Similar story and style · both comedy

  28. Head Above Water (1996)

    Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her ex, Kent. When Kent ends up dead the next morning, Nathalie tries to hide the evidence before her husband gets home. After the body is found, the events of the previous night unravel, with unexpected revelations.

    Why it matches: Similar story and style · both comedy

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  29. Kerstappels (2022)

    Among the 'Oogappels' families, things get pretty stressful this Christmas and it is a feast of recognition. Erik and Chris actually want to skip the holidays for a year. Fabie faces a major disappointment and Carola and Marcel are rocked by a shocking event during Christmas dinner. Tim and Dina's mood also leaves something to be desired, after a Christmas party at Tim's work gets out of hand. The grandparents know exactly what is going on and, as always, make razor-sharp comments: the more we do our best to push away anything complicated or negative, the greater the chances of violent explosions.

    Why it matches: Similar story and style

  30. The Man Who Came to Dinner (1941)

    An acerbic critic wreaks havoc when a hip injury forces him to move in indefinitely with a Midwestern family.

    Why it matches: Similar story and style · both comedy

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Like How to Marry a Billionaire: A Christmas Tale and something else?

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

Frequently asked questions

What are the best movies like How to Marry a Billionaire: A Christmas Tale?

The closest matches to How to Marry a Billionaire: A Christmas Tale are The Trailer Park Boys Xmas Special (2004), Merry Christmas, Drake & Josh (2008) and Who Killed Santa? A Murderville Murder Mystery (2022). Below are 27 more, each with the reason it matches.

What should I watch after How to Marry a Billionaire: A Christmas Tale?

Start with The Trailer Park Boys Xmas Special (2004), the closest match to How to Marry a Billionaire: A Christmas Tale.

What is the highest-rated movie like How to Marry a Billionaire: A Christmas Tale?

Merry Christmas, Drake & Josh (2008), rated 7.3/10 by 241 TMDB users.

What is the newest movie like How to Marry a Billionaire: A Christmas Tale?

Curl Aberdeen Christmas Special (2024) is the most recent release on this list.

Are there English movies like How to Marry a Billionaire: A Christmas Tale?

Yes: The Trailer Park Boys Xmas Special (2004), Merry Christmas, Drake & Josh (2008) and Who Killed Santa? A Murderville Murder Mystery (2022).

How are movies similar to How to Marry a Billionaire: A Christmas Tale chosen?

First come films that Trakt’s viewers watch alongside How to Marry a Billionaire: A Christmas Tale, 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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