Movies like An Unexpected Valentine (2025)
The best movies like An Unexpected Valentine (2025) are The 27-Hour Day (2021), Love Under the Stars (2015) and How to Fall in Love (2012). If An Unexpected Valentine hooked you with its tv movie and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedIn My Dreams (2015)6.4/10 from 237 votes
- NewestLove's Secret Ingredient (2023)Released 2023
The 27-Hour Day (2021)
An entrepreneur takes a necessary break from developing her wellness brand empire and discovers that the work-life balance she needs won’t be easy. Will a new romance and relaxing retreat change her life forever?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisLove Under the Stars (2015)
Young at heart graduate student Becca strikes up an unlikely friendship with Emily, a quiet girl who recently lost her mother. With every passing play date chaperoned by Emily's father, Becca helps Emily come out of her shell and cope with her loss, and Emily teaches Becca to take on adult responsibilities. When a romance develops between Becca and Nate, though, the two must learn to balance their new relationship with Nate's responsibility to Emily, and with Becca's responsibility to finish her education.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHow to Fall in Love (2012)
An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRomance in Style (2022)
Ella's unique designs inspire publishing mogul Derek to include plussized fashion in his magazine. It's not long before Derek realizes that Ella's influence reaches far beyond the catwalk.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWinter Castle (2019)
When Jenny attends her sister’s winter wedding at an ice hotel, her heart melts over the best man, the problem is he unexpectedly brings a “plus one,” seemingly dashing her hopes for a wintery romance.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove on the Slopes (2018)
NYC-based copy editor, Alex, is sent to Ridgeline Resort, an extreme sports outpost, to write a story for a travel writing competition. At first, she fails at everything – much to the chagrin of Cole, an extreme sports enthusiast who thinks this city girl should head back to New York. But when Alex offers to assist Cole with his local arts festival, he reluctantly obliges to be her guide as she faces her fears doing one extreme sport after the next.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA 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
SnoozefestMovies like thisAs 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
Popcorn FlickMovies like thisSurprised 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
Popcorn FlickMovies like thisCatering Christmas (2022)
A fledgling caterer, Molly Frost, is hired by Jean Harrison, the perfectionistic director of the renowned Harrison Foundation, to cater this year’s annual Christmas Gala dinner. Things get complicated when Molly falls for Jean’s nephew, Carson, 30s, a travel photographer with no desire to take over the family’s foundation… until his aunt assigns him to the task of making sure the catered dinner goes perfectly.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisChristmas at the Drive-In (2022)
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisOctober Kiss (2015)
Poppy Summerall is hired near Halloween as a temporary nanny by Ryan Lawson, a widowed, work-obsessed executive. Through a series of adventures, the eternally optimistic Poppy sets out to teach Ryan and his two young children what is important in life - unconditional love, family and the joy of everyday occurrences. Poppy and Ryan soon find they are drawn to each other. Could it become more than temporary?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSister of the Bride (2019)
After only 6 months of dating, Stephanie and Ben get engaged and are delighted to share the news. However, they hit a road bump when Stephanie’s parents show concern that the couple has moved too fast.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisBeauty and the Billionaire (2022)
Addison travels with a picky billionaire as an assistant in her brother's place so he doesn't lose his job. She clashes with the billionaire until both start to see more in each other than they thought.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisCooking with Love (2018)
Optimistic and cheerful TV producer, Kelly, doesn’t have time for love. Bad boy celebrity chef, Stephen, doesn’t have time for anything besides cooking. Fun with a side of love ensues as Kelly and Stephen are paired on a children's cooking show.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisParis, 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 thisAll of My Heart: Inn Love (2017)
Brian and Jenny are preparing for the grand opening of their bed and breakfast, Emily's Country Inn, when a big storm hits Buck County. Brian agrees to go back to Wall Street to boost their funds, while Jenny scrambles to keep the opening on track.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisIt 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 thisLove in Winterland (2020)
Ally, a final contestant on a dating show, must face her high school sweetheart when she is chosen for the Hometown Date.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAll of My Heart: The Wedding (2018)
Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to save their beloved Inn or risk having to sell.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisWinter in Vail (2020)
Chelsea inherits a house in Vail. She meets Owen and gets a much needed break. Together, they put on Strudelfest to highlight the charm of Old Vail.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisCupids on Beacon Street (2021)
Romance book editor Eve agrees to housesit for her bestselling novelists, sharing the home with Jake, a self-help coach who needs the space to host romantically themed workshops for Valentine's Day.
Why it matches: Similar story and style · both comedy & romance
Love's Secret Ingredient (2023)
Leah and Jonas come from two different worlds: Leah owns a small organic market and Jonas is a huge celebrity chef and reality star. When they both come to a crossroads in their careers, they find a unique opportunity to help each other professionally. What they don't see coming is the way they affect each other personally. Can they both get past their pride and workaholic tendencies to find work-life balance together?
Why it matches: Similar story and style · both comedy & romance
Roadhouse Romance (2021)
When Callie returns home, she finds her hometown has changed - her first love has a new girl and her family's BBQ restaurant has hit hard times. She clashes with a marooned bigshot director who might hold the key to saving the restaurant.
Why it matches: Similar story and style · both comedy & romance
A Little Daytime Drama (2021)
In order to save her daytime soap drama from cancellation, head writer Maggie must convince Darin, fan favorite actor and her real-life ex-boyfriend, to return to the show.
Why it matches: Similar story and style · both comedy & romance
Harvest Love (2017)
A young widow and her nine year-old son spend a week at her family’s pear farm in Washington state, where they both fall in love with small town farm life, and she falls for the guy who has been managing the farm.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisLove Knots (2021)
Jodie Carpenter is the owner of 'The Loft', her family's sail-making company located near quaint Redmond's Bay Marina. When luxury developer Charles Prescott purchases the port looking to carry out a lavish expansion, Jodie fears that her business and heritage will be torn down and replaced.
Why it matches: Similar story and style · both comedy & romance
Holly and the Hot Chocolate (2022)
A big city food critic finds herself stuck in a small town for Christmas where she discovers a life-changing hot chocolate recipe.
Why it matches: Similar story and style · both romance & comedy
August Creek (2017)
A young widow returns home for the first time in three years to help prepare her sister’s wedding. She is forced to confront her past, including the man she never expected to fall for.
Why it matches: Similar story and style · both romance
In My Dreams (2015)
Natalie and Nick are frustrated with their luck in romance. After tossing coins into a fountain, the two then begin dreaming about each other. But, according to fountain mythology, they only have a week to turn those dreams into reality.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like An Unexpected Valentine?
The closest matches to An Unexpected Valentine are The 27-Hour Day (2021), Love Under the Stars (2015) and How to Fall in Love (2012). Below are 27 more, each with the reason it matches.
What should I watch after An Unexpected Valentine?
Start with The 27-Hour Day (2021), the closest match to An Unexpected Valentine.
What is the highest-rated movie like An Unexpected Valentine?
In My Dreams (2015), rated 6.4/10 by 237 TMDB users.
What is the newest movie like An Unexpected Valentine?
Love's Secret Ingredient (2023) is the most recent release on this list.
Are there English movies like An Unexpected Valentine?
Yes: The 27-Hour Day (2021), Love Under the Stars (2015) and How to Fall in Love (2012).
How are movies similar to An Unexpected Valentine chosen?
First come films that Trakt’s viewers watch alongside An Unexpected Valentine, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.