Movies like Christmas Dilemma (2020)
The best movies like Christmas Dilemma (2020) are Champagne Problems (2025), Never Kiss a Man in a Christmas Sweater (2020) and Jingle Around the Clock (2018). If Christmas Dilemma 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
- Highest ratedThe Holdovers (2023)7.6/10 from 2,778 votes
- NewestChampagne Problems (2025)Released 2025
Champagne Problems (2025)
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisNever Kiss a Man in a Christmas Sweater (2020)
Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisJingle Around the Clock (2018)
Elle decides to reunite her college friends for Christmas, but her plans are thwarted by an opportunity at work to spearhead a Christmas campaign relaunch. She's forced to team up with ad campaign "fixer" Max, who has a completely different take on the holidays. As the two work together, they find themselves falling for each other. With the help of a little Christmas magic, will Elle pull off the perfect Christmas reunion and find the love she’s been searching for?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this'Twas the Text Before Christmas (2023)
Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHot Frosty (2024)
When a young widow's magic scarf brings a dashing snowman to life, can he help her rediscover romance, laughter and holiday cheer before he melts away?
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisFalling for Christmas (2022)
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChristmas on Windmill Way (2023)
Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisHoliday in Handcuffs (2007)
A ne’er-do-well thirty-something attempts to appease her family by kidnapping herself an attractive boyfriend for the family Christmas. Despite unlikely odds and dysfunctional family moments, the two fall in love and share a magical Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Perfect Christmas Present (2017)
Tom Jacobs is Mr Christmas! He's built an entire business around helping clients find the perfect gift. But what happens when he falls for one lucky recipient?
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Glenbrooke Christmas (2020)
As Christmas nears, heiress Jessica Morgan seizes what seems like her last chance to experience a relaxed Christmas and heads off to the small town of Glenbrooke, where she meets a handsome fireman.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas in Evergreen: Letters to Santa (2018)
Lisa's trip home to Evergreen for the holidays finds her shepherding an effort to save the town's beloved general store, fulfilling the wishes of a Christmas past and finding a romance full of Christmas magic.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas Next Door (2017)
Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas on Honeysuckle Lane (2018)
Emma Reynolds returns to Oliver's Well to celebrate Christmas for the last time with her siblings in the home they grew up in. After their parents recently passed, the siblings reluctantly agree to sell the family home on Honeysuckle Lane after the New Year, leaving Emma in charge of its belongings. While antiques expert Morgan Shelby appraises Emma's mother's collection, they find a hidden surprise in an antique desk that takes them on a journey to discover the power of love and family during the holidays.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisA Christmas Kiss II (2014)
At a Christmastime event, Jenna shares an impromptu, unforgettable kiss with the dashing billionaire, Cooper Montgomery. Unaware of his intentions and fearful of getting hurt in another relationship, Jenna vows to resist his charms, but begins to realize his affection is real as the two spend more time together.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisChristmas Under the Stars (2019)
When Nick is fired from his high-powered investment firm at Christmastime, he takes a job at a Christmas tree lot. There, he meets Julie, an astronomy teacher who’s always looked to the stars for hope. As the Christmas spirit washes over him—and he begins falling for Julie—the once self-centered Nick discovers the joy of helping others.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMerry 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
Worth the HypeMovies like thisCheck Inn to Christmas (2019)
Julia Crawley and Ryan Mason must unite their families during Crestridge's Centennial Christmas celebration in order to save their family inns from a chain resort.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisWrite Before Christmas (2019)
A recently single Jessica sends Christmas cards to people who have impacted her life—the aunt who raised her, her younger brother in the military, a popstar who was part of the soundtrack of her life, the music teacher who inspired her, and the best friend who always tells the truth.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMarry Me at Christmas (2017)
Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA December Bride (2016)
Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisLove Bites (2025)
Just out of their teens, young men Liam and Anatole were in the throes of an exciting relationship- until they had fight, and Anatole disappeared. Liam can’t accept breakup. And, since his boyfriend doesn’t reply to his calls and text messages, Liam decides to follow him to a Halloween organized by one of Anatole’s friends to try find him. The wild night that ensues will test boys’ true feelings for each other, as well as force them to confront some hard inner truths once and for all.
Why it matches: Similar story and style · both comedy & romance
Crashing Through the Snow (2021)
Maggie and Sam are crashing Christmas. When he proposes they team up against his sister's perfect Christmas, neither of them are prepared for the blended family challenges that lie ahead.
Why it matches: Similar story and style · both comedy & romance
In July (2000)
Daniel’s drab existence as a physics teacher takes an adventurous turn when he falls in love with a Turkish girl named Melek. He spontaneously decides to follow her to Instanbul by car. On the road across Europe, he picks up his free-spirited friend Juli, who is secretly in love with him.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisJust Friends (2005)
While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Lovers on the Bridge (1991)
Set against Paris' oldest bridge, the Pont Neuf, while it was closed for repairs, this film is a love story between two young vagrants: Alex, a would be circus performer addicted to alcohol and sedatives and Michele, a painter driven to a life on the streets because of a failed relationship and an affliction which is slowly turning her blind.
Why it matches: Similar story and style · both romance
Worth the HypeMovies like thisWings of Christmas (2013)
The film's protagonists get an opportunity to make a wish. Consequently, their lives take the path they themselves ordained. Several "coincidences" bring them everything they wanted and they have the chance to experience their wishes. We are not only responsible in our lives for everything that we do, but also for everything we say, we think and desire.
Why it matches: Similar story and style · both romance
The Cure to Loneliness (2022)
Netty is feeling lost in life following the abrupt end of her relationship with Liam. Luckily, there's a quick fix found in pill marketed as "the cure to loneliness".
Why it matches: Similar story and style · both romance
Ellipsis (2018)
In the middle of a crowded city the paths of two strangers, a man and a woman, collide. This accidental, chance occurrence sets in motion a chain of events that sees the two strangers embark on a night of adventure and connection that challenges their separate lives.
Why it matches: Similar story and style · both romance
Fights (2025)
Two intertwined timelines, past and present, tell the story of how and why Kathrine and Anders's relationship fell apart
Why it matches: Similar story and style · both romance
The Holdovers (2023)
A curmudgeonly instructor at a New England prep school is forced to remain on campus during Christmas break to babysit the handful of students with nowhere to go. Eventually, he forms an unlikely bond with one of them — a damaged, brainy troublemaker — and with the school’s head cook, who has just lost a son in Vietnam.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Christmas Dilemma?
The closest matches to Christmas Dilemma are Champagne Problems (2025), Never Kiss a Man in a Christmas Sweater (2020) and Jingle Around the Clock (2018). Below are 27 more, each with the reason it matches.
What should I watch after Christmas Dilemma?
Start with Champagne Problems (2025), the closest match to Christmas Dilemma.
What is the highest-rated movie like Christmas Dilemma?
The Holdovers (2023), rated 7.6/10 by 2,778 TMDB users.
What is the newest movie like Christmas Dilemma?
Champagne Problems (2025) is the most recent release on this list.
Are there English movies like Christmas Dilemma?
Yes: Champagne Problems (2025), Never Kiss a Man in a Christmas Sweater (2020) and Jingle Around the Clock (2018).
How are movies similar to Christmas Dilemma chosen?
First come films that Trakt’s viewers watch alongside Christmas Dilemma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.