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Movies like The Woman He Loved (1988)

The best movies like The Woman He Loved (1988) are A Valentine's Match (2020), Prescription for Love (2019) and Nora Roberts' Montana Sky (2007). If The Woman He Loved hooked you with its romance and drama, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Valentine's Match (2020)

    Fired from her job as a reality TV host, Natalie returns home for Valentine's Day, only to find herself running the town festival's auction with her ex-fiancé thanks to two scheming mothers.

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

    Worth the HypeMovies like this
  2. Prescription for Love (2019)

    Claire’s life as a nurse in a busy hospital is complicated by a supervisor who is intent on making her miserable with tedious and extra tasks. Claire’s only relief is the patients she treats, and even that is not always a picnic. On a rare night off, she attends a dance performance and gets trapped in an elevator with a charming man. There is an instant connection between them, but as they are “rescued” from the elevator, they are pulled away from each other before they can exchange names and numbers.

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

    Popcorn FlickMovies like this
  3. Nora Roberts' Montana Sky (2007)

    The wealthy stock dealer bequeaths his Montana farm to the three daughters provided they would live there together at least for a year.

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

    Popcorn FlickMovies like this
  4. Borrowed Hearts (1997)

    Single mom Kathleen Russell (Roma Downey) and her daughter Zoey pretend to be Kathleen's boss's "family" so he can close a major business deal with the mysterious Mexican financier Javier Del Campo.

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

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  5. Steel Magnolias (2012)

    In an updated contemporary version of the beloved stage play and 1989 film, "Steel Magnolias" chronicles the lives and friendship of six women in Louisiana. Supporting each other through their triumphs and tragedies, they congregate at Truvy’s beauty shop to ponder the mysteries of life and death, husbands and children - and hair and nails - all the important topics that truly unite and celebrate women.

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

    Popcorn FlickMovies like this
  6. Home by Spring (2018)

    When an ambitious event planner gets an opportunity she can’t refuse, she goes undercover as her boss and returns to her rural hometown. With the help of her family and the man she left behind, she pulls off the perfect spring retreat, but will she discover home is where her heart is?

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

    Popcorn FlickMovies like this
  7. The Magic of Ordinary Days (2005)

    Pregnant out of wedlock, an educated young woman is pressured by her father into an arranged marriage with a lonely farmer in this drama set during WWII.

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

    Worth the HypeMovies like this
  8. Love on Ice (2017)

    Emily James, now 27 years old and considered a relic in the world of figure skating, gets an improbably shot to reclaim skating glory when a young coach sees greatness in her. Together, they find their love of skating goes beyond the ice.

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

    Popcorn FlickMovies like this
  9. Let It Snow (2013)

    A resort executive is sent to a newly purchased lodge in Maine with instructions to turn it in to an ultra-modern resort, and finds a charming, successful lodge loaded with holiday spirit. Will she stick with her boss’s plans to tear everything down or find a way to save what she has come to love? Stars Candace Cameron-Bure and Alan Thicke.

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

    Popcorn FlickMovies like this
  10. Home for Christmas Day (2017)

    Jane is a single mother dead set on protecting her teenage daughter Betsy from the harsh realities of life. When Betsy falls in love with an enlisted man, Jane tries her best to steer Betsy away from heartache. Little does Jane realize she and her daughter are about to learn important lessons of the heart and that taking chances can sometimes lead to the most extraordinary happy endings.

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

  11. The Hunchback (1997)

    Based on Victor Hugo's famed novel, the story of Quasimodo, the deformed bell ringer of Notre Dame, and his unrequited love for the gypsy girl, Esmeralda.

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

  12. Disappearing Acts (2000)

    A struggling construction worker and an aspiring musician find themselves falling in love.

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

    Popcorn FlickMovies like this
  13. Love Finds You in Valentine (2016)

    Kennedy Blaine, a Californian girl, inherits a ranch in the small town of Valentine in Nebraska. Before she sells the property, she decides to spend the summer in her house and learn more about her family.

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

    Popcorn FlickMovies like this
  14. Hello, It's Me (2015)

    Two years after her husband dies in a sudden accident, Annie and her two children are left to cope with the loss. Annie can't imagine falling in love again, until she meets a wealthy bachelor who is drawn to her free spirit. Afraid to love again, she longs for guidance when she starts to develop feelings for this new man. Her prayers are answered when she starts receiving communications from her late husband that encourage her to follow her heart.

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

    Popcorn FlickMovies like this
  15. Love, of Course (2018)

    A helicopter mom follows her daughter to college and lands a job on campus. When she meets a charismatic professor, she learns more about herself and discovers a life of her own.

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

    Popcorn FlickMovies like this
  16. Secret Millionaire (2018)

    When a bored millionaire (Steve Lund) is mistaken for a parking attendant by a beautiful girl (Siobhan Williams) who is protesting against his family’s intention of closing a local park, he uses the misunderstanding to get to know her better.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  17. 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
  18. The Good Witch's Family (2011)

    A young witch visits her cousin in a small town during a heated mayoral election race. Her kind-hearted cousin, the town’s beloved “good witch” and newlywed with two teenage step-kids, is running for office, but must keep her family from falling apart when their visitor uses her magic to put them—and the whole town—under her bitter spell.

    Why it matches: Recommended by TMDB viewers · both drama

    Worth the HypeMovies like this
  19. Not Easily Broken (2009)

    A car accident and shifting affections test the bond between a married couple.

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

    Popcorn FlickMovies like this
  20. Gabriel's Redemption: Part I (2023)

    After leaving his prestigious post at the University of Toronto, Gabriel embarks on a new journey with Julia, and he is eager to become a father. However, Gabriel's idyllic vision is jeopardized when Julia's intensive program becomes all consuming. When Julia is granted a prestigious opportunity to deliver an academic lecture at Oxford, Gabriel challenges her about the subject of her presentation, which clashes with his own research. In Oxford, their past resurfaces, including an old nemesis determined to humiliate Julia and expose one of Gabriel's well-guarded secrets. Emotions run high, alliances are tested, and the couple must confront the shadows of their shared history in a battle for love, truth, and redemption.

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

    Worth the HypeMovies like this

Like The Woman He Loved and something else?

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

Frequently asked questions

What are the best movies like The Woman He Loved?

The closest matches to The Woman He Loved are A Valentine's Match (2020), Prescription for Love (2019) and Nora Roberts' Montana Sky (2007). Below are 17 more, each with the reason it matches.

What should I watch after The Woman He Loved?

Start with A Valentine's Match (2020), the closest match to The Woman He Loved.

What is the newest movie like The Woman He Loved?

Gabriel's Redemption: Part I (2023) is the most recent release on this list.

Are there English movies like The Woman He Loved?

Yes: A Valentine's Match (2020), Prescription for Love (2019) and Nora Roberts' Montana Sky (2007).

How are movies similar to The Woman He Loved chosen?

First come films that Trakt’s viewers watch alongside The Woman He Loved, 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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