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Movies like The Christmas Sitters (2020)

The best movies like The Christmas Sitters (2020) are Never Kiss a Man in a Christmas Sweater (2020), A Merry Christmas Wish (2022) and Christmas on Windmill Way (2023). If The Christmas Sitters 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. Never 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

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  2. A Merry Christmas Wish (2022)

    Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

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

  3. Christmas 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

  4. Catering Christmas (2022)

    A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.

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

    Popcorn FlickMovies like this
  5. Holiday Harmony (2022)

    A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.

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

    Popcorn FlickMovies like this
  6. Christmas at the Drive-In (2022)

    Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.

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

  7. Prom Pact (2023)

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

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

    Worth the HypeMovies like this
  8. A Cookie Cutter Christmas (2014)

    Two longtime rivals and elementary school teachers duke it out during the holidays in a Christmas cookie bake-off, but their real feud ignites over a shared interest in a handsome single dad. With both determined to win the prize and the romance, their competitiveness could jeopardize what matters most this Christmas season.

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

    Popcorn FlickMovies like this
  9. Jingle 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
  10. Her Pen Pal (2021)

    Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

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

    Popcorn FlickMovies like this
  11. Sense, Sensibility & Snowmen (2019)

    Christmas enthusiast party planners Ella and her sister, Marianne, clash with their client, Edward, who is a not-so-jolly toy company CEO.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  12. Christmas 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 this
  13. 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

    Worth the HypeMovies like this
  14. A Christmas Prince: The Royal Baby (2019)

    Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  15. Christmas 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 this
  16. Sharing Christmas (2017)

    A real estate developer is given the opportunity of his career to transform an old shopping complex into a prime location. Unfortunately, there is one tenant who is holding out—the Christmas shop owner he met by happenstance just days ago.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  17. A 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 this
  18. Marry 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 this
  19. Chateau Christmas (2020)

    Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  20. Christmas in Evergreen: Tidings of Joy (2019)

    A skeptical writer shows up in Evergreen to get the scoop on the town's famed passion for Christmas during a search for a long-lost time capsule.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  21. The Princess Switch: Switched Again (2020)

    When Duchess Margaret unexpectedly inherits the throne & hits a rough patch with Kevin, it’s up to Stacy to save the day before a new lookalike — party girl Fiona — foils their plans.

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

    Popcorn FlickMovies like this
  22. Mistletoe & Menorahs (2019)

    When a determined toy company executive, Christy, must learn about Hanukkah in a hurry in order to land a big account, she enlists the help of her co-worker's friend Jonathan, who happens to also be in desperate need of turning his bachelor pad into a Christmas Wonderland to impress his girlfriend's father.

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

  23. Meet Me in St. Louis (1944)

    A year in the life of a turn-of-the-century middle class family, leading up to the opening of the 1904 St. Louis World's Fair.

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

    Worth the HypeMovies like this
  24. While You Were Sleeping (1995)

    A transit worker pulls commuter Peter off railway tracks after he's mugged, but—while he's in a coma—his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

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

    Worth the HypeMovies like this
  25. A Garfield Christmas (1987)

    Garfield, Jon and Odie go to Jon's family farm for Christmas, where Garfield finds a present for Grandma.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  26. A Muppet Family Christmas (1987)

    Fozzie Bear surprises his mother on Christmas Eve by bringing the entire Muppet gang to her farm to celebrate the holidays. Doc and his dog Sprocket, who had planned a quiet Christmas, end up joining the Muppets in their holiday activities and preparations. The Sesame Street and Fraggle Rock regulars join the festivities, but to Kermit's dismay, the only one missing is Miss Piggy, who has been caught in a snowstorm.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  27. Olive, the Other Reindeer (1999)

    After mis-hearing a radio broadcast about Santa canceling his Christmas trip due to an injured reindeer, Olive the dog decides to travel to the North Pole and volunteer to be a replacement. Unfortunately, Olive must deal with an evil postman who's tired of handling all the extra Christmas mail. Will Martini the penguin be able to help Olive realize her dream?

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. Gremlins (1984)

    After receiving an exotic small animal as a Christmas gift, a young man inadvertently breaks three important rules concerning his new pet, which unleashes a horde of malevolently mischievous creatures on a small town.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. Christmas on Mistletoe Farm (2022)

    After inheriting a farm at Christmas time, a widowed father makes a bumpy adjustment to village life — while his kids hatch a plan to stay there forever.

    Why it matches: Similar story and style · both comedy

  30. That Joyous Eve... (1960)

    The story of three torn apart families on the verge of Sinterklaasavond, the Dutch equivalent of Christmas Eve.

    Why it matches: Similar story and style · both comedy

Like The Christmas Sitters and something else?

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

Frequently asked questions

What are the best movies like The Christmas Sitters?

The closest matches to The Christmas Sitters are Never Kiss a Man in a Christmas Sweater (2020), A Merry Christmas Wish (2022) and Christmas on Windmill Way (2023). Below are 27 more, each with the reason it matches.

What should I watch after The Christmas Sitters?

Start with Never Kiss a Man in a Christmas Sweater (2020), the closest match to The Christmas Sitters.

What is the highest-rated movie like The Christmas Sitters?

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

What is the newest movie like The Christmas Sitters?

Christmas on Windmill Way (2023) is the most recent release on this list.

Are there English movies like The Christmas Sitters?

Yes: Never Kiss a Man in a Christmas Sweater (2020), A Merry Christmas Wish (2022) and Christmas on Windmill Way (2023).

How are movies similar to The Christmas Sitters chosen?

First come films that Trakt’s viewers watch alongside The Christmas Sitters, 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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