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Movies like Cupids on Beacon Street (2021)

The best movies like Cupids on Beacon Street (2021) are The 27-Hour Day (2021), Your Love Never Fails (2011) and 12 Gifts of Christmas (2015). If Cupids on Beacon Street 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. The 27-Hour Day (2021)

    An entrepreneur takes a necessary break from developing her wellness brand empire and discovers that the work-life balance she needs won’t be easy. Will a new romance and relaxing retreat change her life forever?

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

    Worth the HypeMovies like this
  2. Your Love Never Fails (2011)

    Your Love Never Fails is the story of Laura (Elisa Donovan), a working mother who just wants to spend more time with her daughter Kelsey, 9. Unfortunately, her demanding boss Paul (Fred Willard) has other ideas. When Kelsey’s father, Dylan (Brad Rowe) files for joint custody, Laura is forced to take Kelsey to Texas, where she confronts the lifestyle, church and father (Tom Skerritt) that she left behind. With the help of the local church Pastor, Frank (John Schneider), Laura and Dylan will find their way back to the commitment they made to each other and to Kelsey.

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

  3. 12 Gifts of Christmas (2015)

    When Anna Parisi, an unemployed fine arts painter, is unable to make ends meet, she is hired to become a personal Christmas shopper for Marc, an uptight corporate exec. As they begin working together, Marc learns that Christmas giving has less to do with the amount of money spent and more to do with the importance of the gift, while Anna discovers she might find success as an artist in a way she never expected. The best gift of all of course is the love they discover with one another.

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

    Popcorn FlickMovies like this
  4. All Things Valentine (2016)

    Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.

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

  5. Cooking with Love (2018)

    Optimistic and cheerful TV producer, Kelly, doesn’t have time for love. Bad boy celebrity chef, Stephen, doesn’t have time for anything besides cooking. Fun with a side of love ensues as Kelly and Stephen are paired on a children's cooking show.

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

    Popcorn FlickMovies like this
  6. 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

    Popcorn FlickMovies like this
  7. Winter Castle (2019)

    When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.

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

    Popcorn FlickMovies like this
  8. 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

  9. Love on the Slopes (2018)

    NYC-based copy editor, Alex, is sent to Ridgeline Resort, an extreme sports outpost, to write a story for a travel writing competition. At first, she fails at everything – much to the chagrin of Cole, an extreme sports enthusiast who thinks this city girl should head back to New York. But when Alex offers to assist Cole with his local arts festival, he reluctantly obliges to be her guide as she faces her fears doing one extreme sport after the next.

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

    Popcorn FlickMovies like this
  10. Falling 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 this
  11. 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

  12. 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
  13. 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
  14. Sister of the Bride (2019)

    After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the couple has moved too fast.

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

    Popcorn FlickMovies like this
  15. 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
  16. My Secret Valentine (2018)

    A young woman takes advice from the chalkboard notes that her mysterious house rental tenant leaves when a slick sales rep arrives with plans to buy her family’s prized winery.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  17. It Was Always You (2021)

    Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  18. 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: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Christmas with You (2022)

    Feeling career burnout, pop star Angelina escapes to grant a young fan's wish in small-town New York, where she not only finds the inspiration to revitalize her career but also a shot at true love.

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

  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. Love's Secret Ingredient (2023)

    Leah and Jonas come from two different worlds: Leah owns a small organic market and Jonas is a huge celebrity chef and reality star. When they both come to a crossroads in their careers, they find a unique opportunity to help each other professionally. What they don't see coming is the way they affect each other personally. Can they both get past their pride and workaholic tendencies to find work-life balance together?

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

  22. Be My Valentine, Charlie Brown (1975)

    It's Valentine's Day again and Charlie Brown dreams the seemingly hopeless dream to receiving a valentine from anyone. All the while, the rest of the gang have their own trials whether it be Linus' struggle to get the biggest card he can for his beloved teacher, or Lucy trying to get some token from Schroeder while Snoopy and Woodstock are having fun spearing valentines on each other's nose.

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

    Popcorn FlickMovies like this
  23. Pretty Woman (1990)

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!

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

    Worth the HypeMovies like this
  24. Some Like It Hot (1959)

    In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.

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

    Absolute CinemaMovies like this
  25. In My Dreams (2015)

    Natalie and Nick are frustrated with their luck in romance. After tossing coins into a fountain, the two then begin dreaming about each other. But, according to fountain mythology, they only have a week to turn those dreams into reality.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  26. Walentynki z M jak miłość (2026)

    Why it matches: Similar story and style · both romance

  27. 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
  28. Notting Hill (1999)

    London bookstore owner William Thacker's quiet life turns upside down when a chance encounter with famous actress Anna Scott sparks an unlikely romance challenged by their vastly different worlds.

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

    Worth the HypeMovies like this
  29. F Valentine's Day (2026)

    Gina hates her Valentine's Day birthday and travels to Greece to prevent her boyfriend's proposal. With help from vacationers Johnny and his sister Mickey, she schemes to delay it – while questioning her relationship.

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

    Popcorn FlickMovies like this
  30. The Memory Book (2014)

    Budding photographer Chloe (Ory) comes from a family of failed romances. At a local flea market, she stumbles upon an old photo album from the 1970s, chronicling the ideal romance of a happy couple (Hindle and Barbeau). Unable to find her own "true love," she sets out to find the couple in the album and prove that true love exists. Along the way, she meets Gabe Sinclair (Macfarlane), a mysterious, but charming bartender, who seizes the opportunity to join Chloe's mission and soon finds himself falling in love with her. With limited resources, the two go on an adventure, searching for clues that will lead them to the couple, and hopefully to true love. As the search continues, Chloe begins taking an interest in Gabe, but won't let these feelings distract her from her mission to find the couple. Will Chloe learn to give up her fear of falling in love and finally find true happiness?

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this

Like Cupids on Beacon Street and something else?

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

Frequently asked questions

What are the best movies like Cupids on Beacon Street?

The closest matches to Cupids on Beacon Street are The 27-Hour Day (2021), Your Love Never Fails (2011) and 12 Gifts of Christmas (2015). Below are 27 more, each with the reason it matches.

What should I watch after Cupids on Beacon Street?

Start with The 27-Hour Day (2021), the closest match to Cupids on Beacon Street.

What is the highest-rated movie like Cupids on Beacon Street?

Some Like It Hot (1959), rated 8.1/10 by 4,061 TMDB users.

What is the newest movie like Cupids on Beacon Street?

F Valentine's Day (2026) is the most recent release on this list.

Are there English movies like Cupids on Beacon Street?

Yes: The 27-Hour Day (2021), Your Love Never Fails (2011) and 12 Gifts of Christmas (2015).

How are movies similar to Cupids on Beacon Street chosen?

First come films that Trakt’s viewers watch alongside Cupids on Beacon Street, 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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