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Movies like Two of Hearts (1999)

The best movies like Two of Hearts (1999) are Her Pen Pal (2021), My Favorite Wedding (2017) and All Things Valentine (2016). If Two of Hearts hooked you with its romance and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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

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  2. My Favorite Wedding (2017)

    Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

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

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  3. 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

  4. The Seven Year Hitch (2012)

    Jennifer and Kevin are childhood best friends who have lived together, platonically, as adults for many years. When Jennifer decides to marry her cheating, manipulative boyfriend, Bryce Kevin has to stop the wedding to protect her from making, what he believes is, a terrible mistake. With a little help from his brother and neighbor Kevin discovers that he and Jennifer are already legally married due to common law, having lived together for seven years and, as such, Jennifer can not marry Bryce.

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

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  5. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

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

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  6. 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
  7. Perfect Match (2015)

    When an engaged couple can’t agree on anything, the mother of the groom hires a wedding planner and an event planner to help put together the wedding of their dreams. The two planners are as different as night and day, but as they too learn to compromise, they discover opposites do indeed attract and can combine to produce incredible results!

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

  8. As Luck Would Have It (2021)

    When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.

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

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  9. My Boyfriends' Dogs (2014)

    The owners of a small diner are surprised one rainy evening when, just after close, a young woman wearing a wedding dress with three dogs in tow begs to come into their restaurant. What follows is the young woman's retelling of how she arrived at this curious junction in her life and how, through the search for the right man, she ended up as a runaway bride with three new dogs.

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

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  10. 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

  11. 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
  12. Surprised by Love (2015)

    The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.

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

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  13. 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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  14. Marrying Mr. Darcy (2018)

    Schoolteacher Elizabeth Scott and businessman/philanthropist Donovan Darcy are blissfully in love and newly engaged. As the weeks fly by and the arrangements for their small autumn wedding grow more elaborate and Donovan, wrapped up in his work, is increasingly unavailable. Reminded yet again of their tremendous differences in background and temperament, Elizabeth can’t help but ask herself: should she marry Mr. Darcy?

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

    Popcorn FlickMovies like this
  15. 'Twas the Text Before Christmas (2023)

    Addie is a New York City chiropractor mistakenly receives a text from “Nana.” The accidental text turns into a loving friendship between the matronly Nana and Addie who now communicate regularly. Nana invites Addie to spend the holiday in Vermont. It is picture-postcard perfect and exactly as Nana described except for one surprise. Nana’s single son, James, a traveling doctor is also home for the holidays. Over three consecutive years, James and Addie are together during the holidays, though it isn’t until they are both single that they begin to see each other in a different light.

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

    Popcorn FlickMovies like this
  16. Love at First Bark (2017)

    Portland interior designer Julia Galvins (Jana Kramer) adopts a dog and seeks the help of expert and handsome dog trainer Owen Michaels (Kevin McGarry). When she is hired to design a nursery and a “puppery,” as well as plan a puppy shower fund-raiser for a pregnant client and her pregnant dog, Julia asks Owen’s advice, and their friendship just might turn into something more.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  17. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

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

    Popcorn FlickMovies like this
  18. Crossfire Trail (2001)

    Rafe Covington is as good as his word, and he's determined to keep his promise to a dying man that he'll look after the man's widow and Wyoming ranch. But the widow doubts the integrity of drifter Covington. And an unscrupulous land grabber and his gunmen are sizing up the ranch the way a spider eyes a fly.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. What's Love Got to Do with It? (2023)

    Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.

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

    Popcorn FlickMovies like this
  20. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

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

    Popcorn FlickMovies like this

Like Two of Hearts and something else?

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

Frequently asked questions

What are the best movies like Two of Hearts?

The closest matches to Two of Hearts are Her Pen Pal (2021), My Favorite Wedding (2017) and All Things Valentine (2016). Below are 17 more, each with the reason it matches.

What should I watch after Two of Hearts?

Start with Her Pen Pal (2021), the closest match to Two of Hearts.

What is the highest-rated movie like Two of Hearts?

The Wrong Paris (2025), rated 6.7/10 by 359 TMDB users.

What is the newest movie like Two of Hearts?

The Wrong Paris (2025) is the most recent release on this list.

Are there English movies like Two of Hearts?

Yes: Her Pen Pal (2021), My Favorite Wedding (2017) and All Things Valentine (2016).

How are movies similar to Two of Hearts chosen?

First come films that Trakt’s viewers watch alongside Two of Hearts, 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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