Movies like Cup of Cheer (2020)
The best movies like Cup of Cheer (2020) are The Best Man Holiday (2013), Clear History (2013) and Held Up (1999). If Cup of Cheer hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedRicky Gervais: Humanity (2018)7.6/10 from 547 votes
- NewestSpa Weekend (2026)Released 2026
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
Popcorn FlickMovies like thisClear 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
Popcorn FlickMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisA 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
Popcorn FlickMovies like thisThe 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
Popcorn FlickMovies like thisOnce 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
Worth the HypeMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Walk Your Way Out (2017)
No-nonsense comic Bill Burr takes the stage in Nashville and riffs on fast food, overpopulation, dictators and gorilla sign language.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDie, Mommie, Die! (2003)
Angela Arden is a washed up, has-been singing star who is trapped in a hateful marriage to film producer Sol Sussman. In an attempt to escape her marriage so that she can be with a hunky layabout, she poisons her husband. However, Angela's manipulative daughter, gay son and alcoholic maid are not going to make it easy for her.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this2 Minutes of Fame (2020)
An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSpa Weekend (2026)
Four lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break, the women escape to a luxury spa retreat for an unforgettable weekend dedicated to fun, laughter, and a lot of really bad decisions.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Armageddon (2023)
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDylan Moran: Like, Totally (2006)
Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: Humanity (2018)
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJack Whitehall: I'm Only Joking (2020)
Jack Whitehall hits the stage with hilarious tales about happy couples, life in hotels, human stupidity and his well-traveled father.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Cup of Cheer?
The closest matches to Cup of Cheer are The Best Man Holiday (2013), Clear History (2013) and Held Up (1999). Below are 17 more, each with the reason it matches.
What should I watch after Cup of Cheer?
Start with The Best Man Holiday (2013), the closest match to Cup of Cheer.
What is the highest-rated movie like Cup of Cheer?
Ricky Gervais: Humanity (2018), rated 7.6/10 by 547 TMDB users.
What is the newest movie like Cup of Cheer?
Spa Weekend (2026) is the most recent release on this list.
Are there English movies like Cup of Cheer?
Yes: The Best Man Holiday (2013), Clear History (2013) and Held Up (1999).
How are movies similar to Cup of Cheer chosen?
First come films that Trakt’s viewers watch alongside Cup of Cheer, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.