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Movies like My Sweet Holiday (2020)

The best movies like My Sweet Holiday (2020) are A Christmas for Mary (2020), Christmas Together (2020) and Amazing Winter Romance (2020). If My Sweet Holiday hooked you with its romance and tv movie, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Christmas for Mary (2020)

    In search of a story, an up-and-coming journalist goes back to her home town and uncovers a forgotten tale of young love, inspiring her to follow her heart and find her own true love.

    Why it matches: Fans watch both · both romance

  2. Christmas Together (2020)

    A brokenhearted New York painter, Ava, and a West Coast widower, Mason, have their lives collide when Mason’s young daughter, Mia, rents out his guest house to Ava for Christmas, without her dad's knowledge, in an attempt to convince her dad she is responsible enough to earn a dog for Christmas.

    Why it matches: Fans watch both · both romance

  3. Amazing Winter Romance (2020)

    When journalist Julia goes back home to find inspiration, she discovers her childhood friend has built a giant snow maze which prompts her to find her way to true love.

    Why it matches: Fans watch both · both romance

  4. Love, Take Two (2019)

    Lily produces a wedding reality show, but her success driven world is flipped when her ex, Scott, is cast as groom-to-be. Lily must revisit her past if she's to find her own happily ever after.

    Why it matches: Fans watch both · both romance

  5. A Wedding Wonderland (2017)

    When family conflicts arise between happy couple Hallie and Lucas on the week before their big day, their plans for a breezy wedding in the tropics take a turn and their love is tested when they are forced to put on a small town winter wedding in the snow.

    Why it matches: Fans watch both · both romance

  6. Engaged by Christmas (2024)

    When Zoe writes to agony aunt Dear Adora to help save her relationship before the holidays, she puts the advice into practice and it’s disastrous: her boyfriend breaks up with her! When she tracks down Dear Adora to confront her, she discovers it’s actually a man. She tells him she’ll keep his secret if he helps her to repair her life via a series of Christmas themed events publicized by his column. When the interest in their activities gains huge traction, will they also find love?

    Why it matches: Fans watch both · both romance

  7. Love in Winterland (2020)

    Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  8. The Secret Ingredient (2020)

    Small-town baker, Kelly, gets a big surprise when she is invited to compete on a Valentine's Day baking show in New York City - and an even bigger surprise when she runs into her ex-fiance.

    Why it matches: Fans watch both · both romance

  9. Christmas in Louisiana (2019)

    The Winter Family is Christmas royalty in New Iberia, Louisiana, and Sarah Winter, a successful lawyer and former Miss Christmas, is no exception. When she returns home to celebrate the anniversary of the town’s Sugarcane Christmas Festival, she rediscovers the magic of the season—and a little romance—with her former Mister Christmas, Luke.

    Why it matches: Fans watch both · both romance

  10. A Christmas Princess (2019)

    A struggling chef living in a trendy New York borough, Jessica took over a small restaurant where she used to work as a waitress, but it’s growing tough to make ends meet. Prince Jack, who’s in the city for his family’s annual Christmas charity dinner, finds himself in need of a last-minute chef for the royal event when he meets Jessica. As their relationship evolves and a romance blooms, so do the obstacles. But as the event arrives, she decides to go through with the dinner, and may just get the best Christmas present of all… love.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  11. Christmas in Paris (2019)

    A gorgeous, French multi-millionaire comes to Montana to do a deal and photoshoot with a major cosmetics company and meets the woman of his dreams - the beautiful Art Director on his shoot. When the two jet off to Paris on a whirlwind Christmas adventure, they each think that their happiness could last forever. But in the middle of their magical Parisian getaway, she discovers a secret about him that could push them apart forever.

    Why it matches: Fans watch both · both romance

  12. Matching Hearts (2020)

    As Valentine's Day nears, a matchmaker is tasked by her mentor to find a match for an entrepreneur who believes staying single is the key to success.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  13. Romance in the Air (2020)

    After learning her job is on the line, Eden returns to Lake Tahoe where she used to spend her summers growing up. There she’s reunited with her childhood friend Riley and finds that the draw of her past might direct her future to a happiness she’s been missing in her life.

    Why it matches: Fans watch both · both romance

  14. A Very Charming Christmas Town (2020)

    Aubrey Lang, a travel and lifestyle blogger, goes to the little town of Solvang for her next holiday vlog piece after it’s voted Most Christmassy Town in the USA. She soon meets Sawyer Larsen, a local community coordinator and chocolate shop owner assigned to show her around the small town. At first, the unlikely pairing is at odds but soon start to fall for each other amidst the twinkling lights of the romantic little Danish village.

    Why it matches: Fans watch both · both romance

  15. A Sweet Christmas Romance (2019)

    When food stylist Holly returns home for Christmas, she learns that the elderly owner of her favorite childhood bakery is retiring and has started a contest to give the bakery away to whoever can recreate her famous 12 Days of Christmas recipes. When a local baker also enters the contest, the two adversaries end up cooking up something special together for the holidays.

    Why it matches: Fans watch both · both romance

  16. The Story of Us (2019)

    Small town bookstore owner Jamie Vaughn learns that hers and other struggling local businesses face closure by a powerful Portland property developer, led by architect and former flame Sawyer O'Dell. As Valentine's Day approaches and closure seems imminent, Jamie must not only hatch a heartfelt plan to save her beloved bookstore, but she must also sort out her past feelings for Sawyer.

    Why it matches: Fans watch both · both romance

  17. A Novel Christmas (2024)

    Chloe Anderson, a beloved children’s book author, has always drawn inspiration from her cherished childhood memories. During her final book signing at the Noelleville bookstore, Chloe encounters Ethan, a devoted single father, and his book-loving, aspiring writer daughter, Alex. Their shared passion for literature sparks an immediate connection. Just when Chloe believes she’s on the brink of embracing her future, her publisher extends a dazzling opportunity for a high-profile New Year’s Eve appearance on a major network show. Now, she must decide whether to stand firm in her resolve to focus on her novel and personal life, or succumb to the allure of her demanding career.

    Why it matches: Fans watch both · both romance

  18. Rome in Love (2019)

    An unknown actress lands the role of a lifetime in Rome. Paired with an American journalist writing a profile, she will discover surprises about love and life in the eternal city.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  19. Holiday Date (2019)

    When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  20. Love on the Rise (2020)

    A baker mistakes a wealthy bachelor for a waiter and the two quickly fall in love, not realizing his company is trying to evict her bakery.

    Why it matches: Fans watch both · both romance

  21. Rediscovering Christmas (2019)

    A talented department store window designer helps her sister design the decor for the annual Snowflake Festival Christmas Eve dance and clashes with the stubborn grandson of the founders of the festival.

    Why it matches: Fans watch both · both romance

  22. Pearl in Paradise (2018)

    Magazine photographer Alex Anderson and author Colin Page head to Fiji in search of the illusive blue pearl that Colin wrote about in his bestselling novel Pearl in Paradise. Alex stands to land the creative director position if she can photograph the pearl for the magazine’s 30th anniversary issue, and Colin hopes that by writing a guest article about the long-lost gem he can boost sales of his failing other books and not lose his publisher. As the two head off to their search, neither is aware yet that finding love could be the rarest adventure of all.

    Why it matches: Fans watch both · both romance

    Popcorn FlickMovies like this
  23. Advance & Retreat (2016)

    Life is good for marketing professional Allison, she’s well on her way to earning a stellar promotion all while dating equally successful co-worker Bryce. Her biggest rival for the position, Vanessa, has the boss’ eye, but Allison has a plan. To win the promotion, she needs to impress her boss, Nathan, at their annual company retreat. Of course, she has a head start since she used to be a camp counselor. The only caveat, this year’s trip happens to be the site of Allison’s first heartbreak: her old camp. And who should still be working there but the handsome as ever ex-boyfriend who broke that teenage heart, Cody. But was it all a misunderstanding? Allison’s tasked with navigating not only the obstacle course but her relationships…past and present.

    Why it matches: Fans watch both · both romance

  24. A Novel Noel (2024)

    A successful New York book editor is chosen to run a bookstore in the small town of Saint Ives for the month of December.

    Why it matches: Fans watch both · both romance

  25. Hot Chocolate Holiday (2021)

    Colette runs a coffee shop that is known for her secret and famous hot chocolate. When Marcus, a new dessert shop owner, starts to draw in Colette's customers with his very own specialty hot chocolate that tastes exactly like the recipe from her beloved grandmother, she is determined to expose him. But as she gets to know Marcus, sparks fly between the cocoa connoisseurs.

    Why it matches: Fans watch both · both romance

  26. Turkey Drop (2019)

    Lucy Jacobs, a freshman university student, returns home to her small town for Thanksgiving break and suspects she's about to get turkey dropped— aka dumped by her high school sweetheart. To avoid a Turkey Day travesty, Lucy gets out of her comfort zone, proving she's not the same play-it-safe girl she once was.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  27. Paris, Wine & Romance (2019)

    Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in Paris. Upon arrival, Isabella meets her biggest competitor, Jacques, from one of the world’s foremost winemaking families. Impressed by Isabella and her expertise in wine, a budding romance develops between them.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  28. 5lbs of Pressure (2024)

    Fresh out of prison after serving time for murder, Adam returns to his old stomping grounds to seek out a son who doesn't know him. Eli, the brother of the man he killed is looking for revenge. Mike, is trying to escape a life of crime living under the thumb of his gangster Uncle.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  29. Attraction (2001)

    A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  30. Curious George: A Very Monkey Christmas (2009)

    George and The Man In The Yellow Hat are having a merry time counting down to Christmas. But neither can decide what to give each other. Will they find the answers before Christmas morning?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like My Sweet Holiday and something else?

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

Frequently asked questions

What are the best movies like My Sweet Holiday?

The closest matches to My Sweet Holiday are A Christmas for Mary (2020), Christmas Together (2020) and Amazing Winter Romance (2020). Below are 27 more, each with the reason it matches.

What should I watch after My Sweet Holiday?

People who watched My Sweet Holiday most often go on to A Christmas for Mary (2020), Christmas Together (2020) and Amazing Winter Romance (2020).

What is the newest movie like My Sweet Holiday?

Engaged by Christmas (2024) is the most recent release on this list.

Are there English movies like My Sweet Holiday?

Yes: A Christmas for Mary (2020), Christmas Together (2020) and Amazing Winter Romance (2020).

How are movies similar to My Sweet Holiday chosen?

First come films that Trakt’s viewers watch alongside My Sweet Holiday, 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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