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Movies like Checkin' It Twice (2023)

The best movies like Checkin' It Twice (2023) are 'Tis the Season to be Merry (2021), A Kiss Before Christmas (2021) and Picture a Perfect Christmas (2019). If Checkin' It Twice hooked you with its tv movie and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 'Tis the Season to be Merry (2021)

    Looking for a fresh angle to her book on relationships, Merry heads to snow-covered Vermont. She finds a new perspective and Christmas cheer with charismatic aid worker Chris.

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

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  2. A Kiss Before Christmas (2021)

    Ethan, always the nice guy, wakes up in a new reality at Christmas. Initially, he is enthralled with his new life but soon realizes that it's not what he thought it would be.

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

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  3. Picture a Perfect Christmas (2019)

    An extreme-sports photographer returns home for the holiday to take care of her grandmother, only to have a neighbor grab her attention as he needs assistance watching his young nephew.

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

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  4. Christmas at Castle Hart (2021)

    Brooke Bennett goes to Ireland for Christmas to search for her Irish roots. While there, she meets Aiden Hart, Earl of Glaslough. Mistaken for an elite event planner, she’s hired to host his castle’s epic Christmas party.

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

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  5. My Christmas Family Tree (2021)

    When Vanessa receives the results from her Family Tree DNA test, she discovers a family she didn't know existed and travels to their home for Christmas.

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

    Worth the HypeMovies like this
  6. Coyote Creek Christmas (2021)

    While throwing a "Christmas Around the World" party at her family's inn, an event planner discovers Christmas magic with a charming father-son duo whose presence brings about tension and joy.

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

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  7. Ghosts of Christmas Always (2022)

    Katherine is a Ghost of Christmas Present and she must help one soul, Peter, rediscover his Christmas spirit. But this year has something unusual in store.

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

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  8. Haul Out the Holly (2022)

    Emily arrives home, hoping to visit her parents, only to discover that they are leaving on a trip of their own. As she stays at their house for the holidays, their HOA is determined to get Emily to participate in the neighborhood’s many Christmas festivities.

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

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  9. The Nine Kittens of Christmas (2021)

    Cat lovers Zachary and Marilee are thrown back together at Christmas when they're tasked with finding homes for a litter of adorable kittens.

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

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  10. A Maple Valley Christmas (2022)

    Erica is a rancher who has spent her whole life working the family farm with her mother and sister. When Aaron arrives and disrupts her plans, she starts to question what it is she actually wants.

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

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  11. The Royal Nanny (2022)

    Claire is an MI5 agent who goes undercover as the royal nanny. She must overcome the challenges of her assignment, like resisting the charms of Prince Colin, while keeping the family safe at Christmas.

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

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  12. My Christmas Prince (2017)

    Samantha, a dedicated teacher in Manhattan, returns to her home town of Maple Falls, Wyoming every year for Christmas. This year, she’s delighted when her boyfriend Alex, a European diplomat from the tiny country of Madelvia, decides to joins her. Samantha later discovers Alex is actually a prince destined for the throne, turning her entire world upside down. Realizing that staying with Alex means spending her life in the constant glare of publicity and giving up the job opportunity of a lifetime, Samantha must decide if she loves Alex enough to make the transition from teacher to royal – or will it be too big a leap

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

  13. Jingle Bell Princess (2021)

    An actual princess has some mechanical issues and is temporarily grounded. Does she have time for a lobster roll? It is Christmas time in Maine which means snow, quaint scenery, and lots of Christmas lights near the ocean. With the crew distracted attending to the repair, Princess Amelia deplanes to walk through a magical Christmas tree lot near the airport perimeter.

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

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  14. Next Stop, Christmas (2021)

    Angie wonders what her life would be like if she had married a former boyfriend who became a famous sportscaster. She takes the train home to spend Christmas with her family and inexplicably finds herself 10 years in the past. With the advice of the train's enigmatic conductor, Angie has the chance to revisit that Christmas and learn what — and who — is truly important to her.

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

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  15. 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

  16. Three Wise Men and a Baby (2022)

    Three brothers get the surprise of their lives when they are forced to work together to care for a baby over the holidays. As they slowly get the hang of things, they find themselves on unexpected journeys of self-discovery and begin to rebuild their relationships as brothers, as well as the damaged romantic and professional relationships in their respective lives…all while rediscovering their love of Christmas.

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

    Worth the HypeMovies like this
  17. 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
  18. A Merry Christmas Match (2019)

    Corey Calvin lives in a ski village where she works at her late father's local antique shop, having sidelined her her big city dreams of becoming a theater director. When Los Angeles hunk Ryder Donnelly comes into her shop, sparks fly and she starts to wonder what could be.

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

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  19. 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

  20. Check 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

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  21. Falling in Love at Christmas (2021)

    Miranda and Paul, two business rivals who playfully despise each other, work together on a holiday gift-giving app, and unexpected feelings develop for one another.

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

  22. Christmas Cupcakes (2018)

    When their family bakery may have to close its doors right before Christmas, rival sisters Kim and Gina must team up in a national baking competition to win the grand prize. Thrown into a world of fierce competitors and a ticking clock, it will take a Christmas miracle to save the bakery, though they may discover a prize much larger than they had hoped for.

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

  23. 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

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  24. Drink and Be Merry (2025)

    At a struggling New York dive bar in the days leading up to Christmas 2019, Chet, a beleaguered bartender in a state of extended arrested development, must balance caring for his misanthropic, aging regulars — who have nowhere else to go, and rely on him for far more than pouring drinks — with his naive desires to muster some Christmas spirit.

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

  25. The Holiday (2006)

    Two women, one American and one British, swap homes at Christmastime following bad breakups. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

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

    Worth the HypeMovies like this
  26. Small Change (1976)

    The lives of a motherless young man, who's just starting to find interest in women, and his physically abused, poverty stricken friend, are mixed with more or less innocent childhood experiences and challenges most their age experience.

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

    Worth the HypeMovies like this
  27. A Christmas Movie Christmas (2019)

    Eve is a Christmas movie fanatic and dreams of having a movie-perfect Christmas with a movie-perfect boyfriend. On Christmas Eve, when Eve and her cynical sister Lacy make wishes to Santa, they wake up in Christmas Town and find themselves trapped inside a Christmas movie where they are the stars. But when things start to go wrong, and Eve's knowledge of all things Christmas movie fails to fix things, Eve and Lacy try to find a way out of the picture-perfect Christmas and back to reality.

    Why it matches: Similar story and style · both romance

  28. Christmas with a Prince: Becoming Royal (2019)

    One year after Dr. Tasha and Prince Alec met and fell in love, Tasha is on her way to spend the holidays in San Saverre and get a taste of royal life. When Alex surprises her with a royal engagement, she spends her first magical days there trying to stay grounded while managing the task of planning a royal wedding. But when Miranda starts scheming to break the two up, it will take a big sacrifice and a Christmas miracle to make sure they get the holiday royal wedding of their dreams.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  29. Święta inaczej (2022)

    Fed up with forced cheer, twelve-dish feasts and predictable gifts, one person rejects the usual Christmas ritual and flees to the unknown, finally doing what they truly desire instead of what they must. This holiday, nothing will be the same: the world turns upside down and even the wildest dreams may come true.

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

  30. A Christmas Recipe for Romance (2019)

    The owner of a historic inn decides to enter a prestigious cooking contest to win funds for renovations and get free publicity, but she is a horrible cook. She recruits a renowned chef to help but the kitchen isn't the only thing heating up.

    Why it matches: Similar story and style · both romance

Like Checkin' It Twice and something else?

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

Frequently asked questions

What are the best movies like Checkin' It Twice?

The closest matches to Checkin' It Twice are 'Tis the Season to be Merry (2021), A Kiss Before Christmas (2021) and Picture a Perfect Christmas (2019). Below are 27 more, each with the reason it matches.

What should I watch after Checkin' It Twice?

Start with 'Tis the Season to be Merry (2021), the closest match to Checkin' It Twice.

What is the highest-rated movie like Checkin' It Twice?

The Holiday (2006), rated 7.1/10 by 5,835 TMDB users.

What is the newest movie like Checkin' It Twice?

Drink and Be Merry (2025) is the most recent release on this list.

Are there English movies like Checkin' It Twice?

Yes: 'Tis the Season to be Merry (2021), A Kiss Before Christmas (2021) and Picture a Perfect Christmas (2019).

How are movies similar to Checkin' It Twice chosen?

First come films that Trakt’s viewers watch alongside Checkin' It Twice, 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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