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Movies like Christmas in Boston (2005)

The best movies like Christmas in Boston (2005) are Ghosts of Christmas Always (2022), 'Tis the Season to be Merry (2021) and A Kiss Before Christmas (2021). If Christmas in Boston 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. 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

    Popcorn FlickMovies like this
  2. '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

    Popcorn FlickMovies like this
  3. 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

    Popcorn FlickMovies like this
  4. 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
  5. 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

    Popcorn FlickMovies like this
  6. 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

    Popcorn FlickMovies like this
  7. Big Sky River (2022)

    Tara needs to go back to Parable, Montana, the place that made her the happiest, in order to move forward after a messy divorce. Her handsome neighbor presents an unexpected twist.

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

    Popcorn FlickMovies like this
  8. 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

    Popcorn FlickMovies like this
  9. Love, Classified (2022)

    Romance novelist Emilia is a whirlwind who blows back into the lives of her adult children, Taylor and Zach, under the pretense of a book signing arranged by her hometown's local book shop. As Emilia tries to reconnect, Taylor and Zach explore new and past relationships through an app that boasts old-fashioned human connection by way of the classified ad. Zach is given a chance to heal old wounds while Taylor matches with a woman that changes the way she's always thought about love.

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

    Popcorn FlickMovies like this
  10. 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

    Popcorn FlickMovies like this
  11. 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

    Popcorn FlickMovies like this
  12. Merry Kissmas (2015)

    Unwinding her relationship from a controlling choreographer, Kayla happens to take an elevator ride with lonesome caterer “Dustin”. The lift stalls, and spontaneously, magical kisses follow. Soon the choreographer makes nice, and Dustin retreats. Kayla becomes confused as to which man to love.

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

  13. A Royal Runaway Romance (2022)

    Princess Amelia of Bundbury travels across America to explore a budding romance with an artist, only to fall in love with her bodyguard, Grady.

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

    Worth the HypeMovies like this
  14. 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

    Popcorn FlickMovies like this
  15. 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

  16. The Enchanted Christmas Cake (2021)

    Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.

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

  17. A Kindhearted Christmas (2021)

    Jamie owns a sightseeing and tour company in the small town of Cooperville, New York. Navigating the holidays with enthusiasm is trickier for Jamie since her husband Matt passed. Matt loved Christmas and found unparalleled joy in giving to others. While reminiscing with family, Jamie realizes the town desperately needs someone with Matt’s genius for thinking of the small gestures that bring genuine happiness to the holidays.

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

    Popcorn FlickMovies like this
  18. 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

  19. 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
  20. Christmas Pen Pals (2018)

    Following an unexpected breakup weeks before Christmas, Hannah, tech wiz and creator of the dating app, Perfect One, heads home for the holidays, challenged to save her failing business by re-conceiving a new romantic dating model. Upon her return she runs into her high school boyfriend, Sam, who she has carefully avoided for years and reluctantly makes a deal with her dad to sign up for the town’s Christmas Cupid, an anonymous holiday pen pal service. As the season progresses, Hannah is smitten by each beautifully written letter she receives and starts to believe that her Christmas pen pal could be her soul mate.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  21. All I Didn't Want for Christmas (2022)

    Emily Harris is not doing great. In a desperate attempt to improve her life and make this Christmas not totally suck, Emily writes a letter to Santa. Fortunately, and unfortunately, her wine-soaked wishes start coming true.

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

  22. The Apartment (1960)

    Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

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

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  23. Love Actually (2003)

    Eight very different couples deal with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London.

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

    Worth the HypeMovies like this
  24. Looking for Her (2022)

    Taylor is headed home for the holidays and her family is finally ready to meet her girlfriend "Jess". The only problem is, Jess isn't really her girlfriend. Taylor holds open auditions for someone to play the part for the holidays.

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

  25. Carole's Christmas (2019)

    An overworked businesswoman learns the meaning of "be careful what you wish for" after she off-handedly wishes she had taken another path in life.

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

  26. Silent Night, Lonely Night (1969)

    Over the Christmas holidays in a small New England college town, a man and a woman share a brief interlude. He is there to visit his wife, who is a mental patient at the university, and she is there visiting her son, who is a student, after discovering her husband's infidelity.

    Why it matches: Similar story and style · both drama

  27. Mickey Saves Christmas (2022)

    Mickey, Minnie and their pals attempt to celebrate the perfect Christmas at their snowy cabin. However, when Pluto causes Santa to lose all the presents on his sleigh, the friends travel to the North Pole on a quest to save Christmas.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  28. 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

  29. Holiday in Your Heart (1997)

    LeAnn Rimes plays herself from her childhood in Nashville to her performing around the country as a country-western singer, until she has to make a choice: Does she perform at the Grand Ole Opry, following her dreams? Or does she not go to the concert, and stay at her dying grandmother's bedside? The made-for-tv film is based in part on LeAnn's autobiographical novel.

    Why it matches: Similar story and style · both drama

  30. Unforgettable (2024)

    On Christmas Eve, a burglar is tasked with stealing a necklace from an old lady. Nothing is going to go as planned…

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

Like Christmas in Boston and something else?

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

Frequently asked questions

What are the best movies like Christmas in Boston?

The closest matches to Christmas in Boston are Ghosts of Christmas Always (2022), 'Tis the Season to be Merry (2021) and A Kiss Before Christmas (2021). Below are 27 more, each with the reason it matches.

What should I watch after Christmas in Boston?

Start with Ghosts of Christmas Always (2022), the closest match to Christmas in Boston.

What is the highest-rated movie like Christmas in Boston?

The Apartment (1960), rated 8.2/10 by 2,846 TMDB users.

What is the newest movie like Christmas in Boston?

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

Are there English movies like Christmas in Boston?

Yes: Ghosts of Christmas Always (2022), 'Tis the Season to be Merry (2021) and A Kiss Before Christmas (2021).

How are movies similar to Christmas in Boston chosen?

First come films that Trakt’s viewers watch alongside Christmas in Boston, 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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