Skip to content

Movies like This Is How It Went (2025)

The best movies like This Is How It Went (2025) are Holiday Date (2019), Paris, Wine & Romance (2019) and Not Cinderella's Type (2018). If This Is How It Went hooked you with its romance, these 20 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

    Popcorn FlickMovies like this
  2. 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
  3. Not Cinderella's Type (2018)

    Indy lives with her aunt and uncle and believes her life is fine until an accident brings a new guy into her life. Bryant Bailey is not Indy's type - she's never been into guys like him. But then again, she's never really known anyone so stubborn and caring that can also help her discover who she is and what she's worth. A modern telling of Cinderella, based on the novel by Jenni James.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies 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

    Popcorn FlickMovies like this
  5. 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
  6. 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
  7. Frequencies (2013)

    The story of the forbidden relationship between a 'low born' boy and a 'high born' girl in an alternate reality where every person's relationships and life worth are determined by their innate 'frequencies'.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  8. A Christmas Prince (2017)

    When a reporter goes undercover as a nanny to get the inside scoop on a playboy prince, she gets tangled in some royal intrigue and ends up finding love - but will she be able to keep up her lie?

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  9. Forever in My Heart (2019)

    Jenna and Charlie found love in Ireland but their dreams drove them apart. Five years later, they reunite and Jenna has to decide where her heart belongs—back home or in the Emerald Isle.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  10. The Sweetest Christmas (2017)

    After breaking up with her long-term boyfriend just before the holidays, passionate baker Kylie reconnects with her high school sweetheart, Nick. Thanks to their newly rekindled friendship, Kylie uses Nick’s restaurant to prepare for a gingerbread baking competition with a large cash prize that would help her open her own bakery.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  11. Press Play (2022)

    Laura and Harrison have the picture-perfect romance built on the foundation of a shared love of music. After a deadly accident, Laura gets the chance to save the love of her life when she discovers that their mixtape can transport her back in time.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  12. A Royal Winter (2017)

    While on a last-minute European holiday, a young woman finds herself in the middle of a real-life fairy tale when a chance meeting with a handsome local leads to something more. However, things get complicated when she learns that the "local" is actually a prince who is about to be crowned King, and whose mother is dead-set against her royal son's romance with the tourist.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  13. Valentine Ever After (2016)

    Big city girls Julia and her best friend Sydney take a trip to a dude ranch in Wyoming for a fun weekend getaway, but after a brawl at the local bar, the girls are sentenced to stay in town and perform community service. Along the way, Julia finds love and her true calling in life.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  14. Free Rein: Valentine's Day (2019)

    Love is in the air as Zoe and friends go on a quest to find a fabled Maid's Stone. But when rivalry blinds them to danger, it's Raven to the rescue!

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  15. Blush (2021)

    When a horticulturalist-astronaut crashes onto a desolate planet, he encounters an ethereal visitor and discovers the joy of building a new life—realizing the universe has delivered something astonishing.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  16. Taking a Shot at Love (2021)

    Former professional ballet dancer Jenna works with NHL star Ryan Cooper to help him recover from an injury using ballet as therapy, and as they grow close, he helps her mend her injured heart. But when it’s time for Ryan to return to the ice and leave Jenna and her small, Connecticut town, they both must consider the paths they want to take and just maybe, love will find its way.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this
  17. A Christmas Kiss II (2014)

    At a Christmastime event, Jenna shares an impromptu, unforgettable kiss with the dashing billionaire, Cooper Montgomery. Unaware of his intentions and fearful of getting hurt in another relationship, Jenna vows to resist his charms, but begins to realize his affection is real as the two spend more time together.

    Why it matches: Recommended by TMDB viewers · both romance

  18. Cross Country Christmas (2020)

    Former classmates Lina and Max are traveling home for the holidays, until a storm hits and they have to work together to make it home in time, no matter the mode of transportation.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  19. Royal Hearts (2018)

    Kelly, a hopeless romantic in Montana eager to finish her dissertation, and her father, Hank, a rancher, receive news that he has inherited an estate from a faraway land. When they travel there, they discover that Hank has not only inherited the estate, but the title that goes along with it – KING!

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  20. Nostalgic Christmas (2019)

    When Anne helps her father close the family's toy store, what she finds will help inspire an entire town that is need of some Christmas cheer.

    Why it matches: Recommended by TMDB viewers · both romance

    Worth the HypeMovies like this

Like This Is How It Went and something else?

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

Frequently asked questions

What are the best movies like This Is How It Went?

The closest matches to This Is How It Went are Holiday Date (2019), Paris, Wine & Romance (2019) and Not Cinderella's Type (2018). Below are 17 more, each with the reason it matches.

What should I watch after This Is How It Went?

Start with Holiday Date (2019), the closest match to This Is How It Went.

What is the highest-rated movie like This Is How It Went?

A Royal Winter (2017), rated 7.1/10 by 201 TMDB users.

What is the newest movie like This Is How It Went?

Press Play (2022) is the most recent release on this list.

Are there English movies like This Is How It Went?

Yes: Holiday Date (2019), Paris, Wine & Romance (2019) and Not Cinderella's Type (2018).

How are movies similar to This Is How It Went chosen?

First come films that Trakt’s viewers watch alongside This Is How It Went, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page