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Movies like How to Say Goodbye (2018)

The best movies like How to Say Goodbye (2018) are Holiday Date (2019), Gabriel's Rapture: Part I (2021) and The Matchmaker's Playbook (2018). If How to Say Goodbye hooked you with its romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. 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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  2. 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
  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. 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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  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

    Popcorn FlickMovies like this
  6. 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
  7. Sisters of the Groom (2017)

    When Sarah needs to impress a corporate bigwig in order to help her sister's catering business, she finds herself agreeing to be his son’s pretend date to a family wedding

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  8. Sailing Into Love (2019)

    A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town of Willow Bay.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  9. 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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  10. Winter Love Story (2019)

    When new author Cassie is paired with successful author Elliot on a promotional book tour, she learns to believe in her talent. She also finds truth in the old adage “you can’t judge a book by its cover” as she falls for the guy she once thought to be pompous and full of himself.

    Why it matches: Recommended by TMDB viewers · both romance

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  11. 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
  12. A Glenbrooke Christmas (2020)

    As Christmas nears, heiress Jessica Morgan seizes what seems like her last chance to experience a relaxed Christmas and heads off to the small town of Glenbrooke, where she meets a handsome fireman.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  13. 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
  14. 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
  15. 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
  16. 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

    Popcorn FlickMovies like this
  17. Christmas Next Door (2017)

    Eric Randall, an author of bachelor lifestyle books, is left in charge of his young niece and nephew for the holidays. Eric turns to his neighbor April, a lover of all things Christmas, for help.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  18. Merry & Bright (2019)

    Cate, CEO of the Merry and Bright Candy Cane Company, meets Gabe during the busy Christmas season. She assumes Gabe is the suitor her well-meaning mother is trying to set her up with when in reality, he works for Empire Corporate Recovery, which has been hired to take a closer look at Merry and Bright's operation and find ways to make the company more profitable. As Cate and Gabe begin to work together, they find ways to elevate the business and find that they have more in common than savvy business sense.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Gabriel's Rapture: Part II (2022)

    In the fifth installment of the Gabriel's Inferno series, Gabriel and Julia’s happiness is threatened by a conspiring student and academic politics. When Gabriel is confronted by the university administration, will he succumb to Dante's fate? Or will he fight to keep Julia, his Beatrice, forever?

    Why it matches: Recommended by TMDB viewers · both romance

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  20. 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

    Popcorn FlickMovies like this
  21. 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: Similar story and style · both romance

    Worth the HypeMovies like this
  22. Tabu: A Story of the South Seas (1931)

    On the South Pacific island of Bora Bora, a young couple's love is threatened when the tribal chief declares the girl a sacred virgin.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  23. In The Form of Love (2023)

    Iran in the early 1960s: The world is still a big dream of freedom, exuberance and Technicolor, at least in the eyes of sixteen-year-old Atieh (Saina Rohanie in an impressive debut). Together with her mother, she visits Rassoul, a longtime friend of her late father, in his small village and, upon her arrival, meets his fourteen-year-old son Kamran (new discovery Mahdiar Shahmohammadi). Kamran is immediately enraptured by Atieh's charisma, and it doesn't take long for the two teens to become close. Kamran takes Atieh into the previously unknown world of cinema, whose heroes, villains and adventures he is already passionately addicted to. A magical summer takes its course - at the end of which waits a shattering decision that will change both of them forever.

    Why it matches: Similar story and style · both romance

  24. The Cure to Loneliness (2022)

    Netty is feeling lost in life following the abrupt end of her relationship with Liam. Luckily, there's a quick fix found in pill marketed as "the cure to loneliness".

    Why it matches: Similar story and style · both romance

  25. Lucid Love (2024)

    Juno, an ordinary man, always feels insecure because he has a beautiful girlfriend, while Trish, a beautiful woman, is always played by men. They never expected to meet in a place full of wonders, a place that would determine their love lives, in a lucid dream.

    Why it matches: Similar story and style · both romance

  26. The Brainrotter (2026)

    Why it matches: Similar story and style · both romance

  27. Querido Theo (2024)

    Why it matches: Similar story and style · both romance

  28. Herbstromanze (1981)

    A short vacation should let the 17-year-old, deaf-mute Veronika forget the death of her beloved father, so the plan of her mother Christina. The place of recreation, however, is not chosen happily, due to lack of money: Gut Vorwald in the Sauerland region belongs to the mature nobleman Benno von Caldern, to whom Christina once pledged herself in her youth before meeting her future husband and renouncing Benno. Under the golden roof of autumnal oak crowns, the feelings of the past return, not without dramatic consequences.

    Why it matches: Similar story and style · both romance

  29. I'm in Love With My Little Sister (2005)

    Yori and his twin sister Iku used to be very close as children but lately Yori has grown colder toward Iku and is always eager to stay away from her. Iku was confused by Yori's attitude. Actually Yori is in love with Iku and that forbidden love is causing Yori sleepless nights since Yori and Iku are sharing the same room with bunk beds. Yori tried to ease his intense desire for Iku by bedding Iku's best friend. He had even applied to attend a boarding school in another city to take him far away from Iku. Yori lost his resolve to stay quiet about his feelings when Iku started to talk about having a boyfriend and going on dates. Now Yori want to have his little sister and he confessed. Iku loves her big brother and wanted them to stay together, so Iku is willing to anything to keep them together. But Yori wanted to have Iku as a lover, not as a sister loyal to her twin.

    Why it matches: Similar story and style · both romance

  30. The Perfect Man (2005)

    Holly is tired of moving every time her mom Jean breaks up with yet another second-rate guy. To distract her mother from her latest bad choice, Holly conceives the perfect plan for the perfect man, an imaginary secret admirer who will romance Jean and boost her self-esteem.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this

Like How to Say Goodbye and something else?

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

Frequently asked questions

What are the best movies like How to Say Goodbye?

The closest matches to How to Say Goodbye are Holiday Date (2019), Gabriel's Rapture: Part I (2021) and The Matchmaker's Playbook (2018). Below are 27 more, each with the reason it matches.

What should I watch after How to Say Goodbye?

Start with Holiday Date (2019), the closest match to How to Say Goodbye.

What is the highest-rated movie like How to Say Goodbye?

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

What is the newest movie like How to Say Goodbye?

The Brainrotter (2026) is the most recent release on this list.

Are there English movies like How to Say Goodbye?

Yes: Holiday Date (2019), Gabriel's Rapture: Part I (2021) and The Matchmaker's Playbook (2018).

How are movies similar to How to Say Goodbye chosen?

First come films that Trakt’s viewers watch alongside How to Say Goodbye, 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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