Movies like May (2018)
The best movies like May (2018) are Holiday Date (2019), The Matchmaker's Playbook (2018) and Nostalgic Christmas (2019). If May hooked you with its romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- NewestIt Was Always You (2021)Released 2021
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 thisThe 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 thisNostalgic 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 thisRomance at Reindeer Lodge (2017)
Molly and Jared have both sworn off holiday events. When they find themselves stuck at a Christmas-themed ranch, they have no choice but to allow their cynical hearts to melt.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisA Godwink Christmas: Meant For Love (2019)
Multiple coincidences and a chance meeting bring together Alice and Jack, two strangers from very different family backgrounds, for an unexpected Christmastime courtship filled with personal revelations, misread signals, and a very real health scare that will either destroy or strengthen the budding romance.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisChateau 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 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 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 thisA 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
SnoozefestMovies like thisSailing 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 thisTurkey 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 thisA 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 thisA Gift to Remember (2017)
After colliding with a pedestrian on her bicycle who loses his memory following the accident, Darcy Archer becomes determined to help the handsome guy figure out who he is. In the process, she finds out a lot more about who she is, what she wants from life, and how this too-good-to-be-true guy might just be the man she’s been waiting to bump into all her life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove in the Sun (2019)
When successful dating app creator Alana hesitantly gets engaged, she returns to her hometown in Florida to deliver the news to her dad. Upon returning home, she crosses paths with her former flame, Kai, and finds herself falling in love with the fun and adventurous lifestyle tied to her community. As Alana and Kai work together to help her dad restore his declining property, Alana finds herself conflicted as to whether or not her current way of living makes her happier than the home and community that she always knew and loved.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAttraction (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 thisA Little Christmas Charm (2020)
Holly, a jewelry designer finds a lost charm bracelet and teams up with investigative reporter Greg in hopes of finding the owner and returning it by Christmas Eve.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas 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 thisFive 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 thisOn the 12th Date of Christmas (2020)
Two seemingly incompatible game designers team up to create a romantic, city-wide scavenger hunt themed for the "12 Days of Christmas."
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisA Christmas Princess (2019)
A struggling chef living in a trendy New York borough, Jessica took over a small restaurant where she used to work as a waitress, but it’s growing tough to make ends meet. Prince Jack, who’s in the city for his family’s annual Christmas charity dinner, finds himself in need of a last-minute chef for the royal event when he meets Jessica. As their relationship evolves and a romance blooms, so do the obstacles. But as the event arrives, she decides to go through with the dinner, and may just get the best Christmas present of all… love.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like May?
The closest matches to May are Holiday Date (2019), The Matchmaker's Playbook (2018) and Nostalgic Christmas (2019). Below are 17 more, each with the reason it matches.
What should I watch after May?
Start with Holiday Date (2019), the closest match to May.
What is the newest movie like May?
It Was Always You (2021) is the most recent release on this list.
How are movies similar to May chosen?
First come films that Trakt’s viewers watch alongside May, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.