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Movies like Gypsy Woman (2002)

The best movies like Gypsy Woman (2002) are Chateau Christmas (2020), A Country Wedding (2015) and The Matchmaker's Playbook (2018). If Gypsy Woman hooked you with its romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Chateau Christmas (2020)

    Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.

    Why it matches: Recommended by TMDB viewers · both romance

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  2. A Country Wedding (2015)

    A famous country singer set to marry a glamorous Hollywood actress returns to his small town roots. When he crosses paths with his childhood sweetheart and finally feels inspired to write songs again he reevaluates his life, his values and his opinion of true love. As his wedding day approaches, he must decide if he has chosen the right woman to be his wife.

    Why it matches: Recommended by TMDB viewers · both romance

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  3. The Matchmaker's Playbook (2018)

    After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  4. The Tourist (2010)

    American tourist Frank meets mysterious British woman Elise on the train to Venice. Romance seems to bud, but there's more to her than meets the eye.

    Why it matches: Recommended by TMDB viewers · both romance

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  5. 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

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  6. Safe Haven (2013)

    A young woman with a mysterious past lands in Southport, North Carolina where her bond with a widower forces her to confront the dark secret that haunts her.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  7. X (2011)

    A veteran call girl and a runaway prostitute witness a murder which sends them on an out-of-control roller coaster ride through the twilight zone of sex-for-sale.

    Why it matches: Recommended by TMDB viewers · both romance

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  8. Gabriel's Rapture: Part I (2021)

    In the fourth instalment of the Gabriel's Inferno series, Professor Gabriel Emerson has embarked on a passionate, yet clandestine affair with his former student Julia Mitchell, but when they return from their romantic holiday in Italy, their happiness is threatened. Will Gabriel succumb to Dante's fate?

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  9. 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

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  10. Marry Me at Christmas (2017)

    Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?

    Why it matches: Recommended by TMDB viewers · both romance

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  11. Sense, Sensibility & Snowmen (2019)

    Christmas enthusiast party planners Ella and her sister, Marianne, clash with their client, Edward, who is a not-so-jolly toy company CEO.

    Why it matches: Recommended by TMDB viewers · both romance

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  12. Petals on the Wind (2014)

    This sequel to Flowers in the Attic picks up 10 years after Cathy, Chris and Carrie managed to escape Foxworth Hall.

    Why it matches: Recommended by TMDB viewers · both romance

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  13. 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: Recommended by TMDB viewers · both romance

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  14. Sharing Christmas (2017)

    A real estate developer is given the opportunity of his career to transform an old shopping complex into a prime location. Unfortunately, there is one tenant who is holding out—the Christmas shop owner he met by happenstance just days ago.

    Why it matches: Recommended by TMDB viewers · both romance

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  15. 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
  16. 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

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  17. Midnight Masquerade (2014)

    Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.

    Why it matches: Recommended by TMDB viewers · both romance

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  18. Five Star Christmas (2020)

    After moving back to her hometown, Lisa (Lenz) plots with her siblings and grandparents to help her father's bed and breakfast get a five-star review from an incognito travel critic (Webster), but ends up falling for him, not knowing he is the real critic.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Wild at Heart (1990)

    Young lovers Sailor and Lula hit the road to start a new life together away from the wrath of Lula’s deranged, disapproving mother, who has hired a team of hitmen to cut the lovers’ surreal honeymoon short.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  20. 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
  21. Wilbur Wants to Kill Himself (2002)

    The strange comedy film of two close brothers; one, Wilbur, who wants to kill himself, and the other, Harbour, who tries to prevent this. When their father dies leaving them his bookstore they meet a woman who makes their lives a bit better yet with a bit more trouble as well.

    Why it matches: Similar story and style · both romance

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  22. Italian for Beginners (2000)

    Several lonely hearts in a semi-provincial suburb of a town in Denmark use a beginner's course in Italian as the platform to meet the romance of their lives. The film, which unspools the connections and family drama shared between the students, complies with several aesthetic principles of Dogme 95 movement.

    Why it matches: Similar story and style · both romance

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  23. Lost in Translation (2003)

    Two lost souls visiting Tokyo -- the young, neglected wife of a photographer and a washed-up movie star shooting a TV commercial -- find an odd solace and pensive freedom to be real in each other's company, away from their lives in America.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  24. My Life Without Me (2003)

    A fatally ill mother with only two months to live creates a list of things she wants to do before she dies without telling her family of her illness.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  25. ANYA (2019)

    A newlywed couple turns to a scientist for help having a baby and find themselves at the center of a genetic puzzle with far reaching implications and an ethically ambiguous solution.

    Why it matches: Similar story and style · both romance

  26. Open Hearts (2002)

    Cecilie and Joachim are about to get married when a freak car accident leaves Joachim disabled, throwing their lives into a spin. The driver of the other car, Marie, and her family don’t get off lightly, either. Her husband Niels works in the hospital where he meets Cecilie and falls madly in love with her.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  27. The Secret Life of Words (2005)

    A solitary nurse bonds with a badly burned patient who survived an accident on an oil rig.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  28. Desert Hearts (1985)

    While waiting for her divorce papers, a repressed literature professor finds herself unexpectedly attracted by a carefree, spirited young woman named Cay.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  29. 36 Fillette (1988)

    A 14-year-old pursues romance with a man while vacationing with her family in Switzerland.

    Why it matches: Similar story and style · both romance

  30. Gitano (1949)

    The story deals with the gaieties and frolics of Gypsies led by Ricardo, shown here dancing with Ramona.

    Why it matches: Similar story and style · both romance

Like Gypsy Woman and something else?

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

Frequently asked questions

What are the best movies like Gypsy Woman?

The closest matches to Gypsy Woman are Chateau Christmas (2020), A Country Wedding (2015) and The Matchmaker's Playbook (2018). Below are 27 more, each with the reason it matches.

What should I watch after Gypsy Woman?

Start with Chateau Christmas (2020), the closest match to Gypsy Woman.

What is the highest-rated movie like Gypsy Woman?

Gabriel's Rapture: Part I (2021), rated 7.8/10 by 200 TMDB users.

What is the newest movie like Gypsy Woman?

Gabriel's Rapture: Part I (2021) is the most recent release on this list.

Are there English movies like Gypsy Woman?

Yes: Chateau Christmas (2020), A Country Wedding (2015) and The Matchmaker's Playbook (2018).

How are movies similar to Gypsy Woman chosen?

First come films that Trakt’s viewers watch alongside Gypsy Woman, 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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