Movies like A Date for Mad Mary (2016)
The best movies like A Date for Mad Mary (2016) are Drive Me Crazy (1999), Love, Rosie (2014) and The Brothers McMullen (1995). If A Date for Mad Mary hooked you with its romance and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedGood Will Hunting (1997)8.2/10 from 14,573 votes
- NewestMaterialists (2025)Released 2025
Drive Me Crazy (1999)
Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of planning a gala centennial celebration, Nicole and Chase find that the one they always wanted was closer than they ever thought.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove, Rosie (2014)
Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions that follow send their lives in completely different directions. As each navigates the complexities of life, love, and everything in between, they always find their way back to each other - but is it just friendship, or something more?
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisThe Brothers McMullen (1995)
Deals with the lives of the three Irish Catholic McMullen brothers from Long Island, New York, over three months, as they grapple with basic ideas and values — love, sex, marriage, religion and family — in the 1990s.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLove & Friendship (2016)
From Jane Austen’s novella, the beautiful and cunning Lady Susan Vernon visits the estate of her in-laws to wait out colorful rumors of her dalliances and to find husbands for herself and her daughter. Two young men, handsome Reginald DeCourcy and wealthy Sir James Martin, severely complicate her plans.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisCrazy, Stupid, Love. (2011)
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSubmarine (2011)
15-year-old deep-thinking Welsh schoolboy Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisBridget Jones: Mad About the Boy (2025)
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisNappily Ever After (2018)
After an accident at the hair salon, Violet realizes she's not living life to the fullest. A soulful barber helps her put the pieces back together.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisCatch and Release (2006)
For a grieving fiancée, learning to love again requires the help of her late love's three best friends.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisMadame (2017)
Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid as a noblewoman to even out the number of guests. When the maid runs off with a wealthy guest, Anne must chase her around Paris to thwart the joyous and unexpected love affair.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMade of Honor (2008)
Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNew Life (2016)
Benjamin Morton's life changed forever the day he met the little girl next door. Ava was and always would be the girl of his dreams. From the innocence of a childhood friendship, through adolescent attraction, their love strengthens and grows. When life takes a turn neither of them expected, their entire future is called into question.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisPurple Hearts (2022)
An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.
Why it matches: Recommended by TMDB viewers · both romance & drama
Absolute CinemaMovies like thisHello, Goodbye, and Everything in Between (2022)
Clare and Aidan make a pact to break up before college — no regrets, no broken hearts. But will one epic goodbye date offer them a last chance at love?
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisDot the I (2003)
A fiery Spanish woman is about to marry a kind British man when she meets a Brazilian actor who ignites in her a flame of lust she can't ignore.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisThe Cable Guy (1996)
When recently single Steven moves into his new apartment, cable guy Chip comes to hook him up—and doesn't let go. Initially, Chip is just overzealous in his desire to be Steven's pal, but when Steven tries to end the 'friendship', Chip shows his dark side. He begins stalking Steven, who's left to fend for himself because no one else can believe Chip's capable of such behaviour.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Object of My Affection (1998)
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
Why it matches: Recommended by TMDB viewers · both drama & romance
SnoozefestMovies like thisMaterialists (2025)
A young, ambitious New York City matchmaker finds herself torn between the perfect match and her imperfect ex.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisHarold and Maude (1971)
A deadpan young man obsessed with death meets an eccentric septuagenarian who teaches him to live life to the fullest.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisMonsoon Wedding (2001)
A stressed father, a bride-to-be with a secret, a smitten event planner, and relatives from around the world create much ado about the preparations for an arranged marriage in India.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisSissi (1955)
The young Bavarian princess Elisabeth, who all call Sissi, goes with her mother and older sister Néné to Austria where Néné will be wed to an emperor named Franz Joseph, Yet unexpectedly Franz runs into Sissi while out fishing and they fall in love.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisPopular Music (2004)
Matti and Niila, growing up in the mid-sixties in the harsh and conservative environment of a Finnish-speaking part of Tornedalen in Swedish Laponia, close to the Finnish border. Their big dream is to become rock stars. In the present the now grown-up Matti feels guilt for the death of his drug-addicted rock star friend Niila.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like this36 Fillette (1988)
A 14-year-old pursues romance with a man while vacationing with her family in Switzerland.
Why it matches: Similar story and style · both drama & romance
SnoozefestMovies like thisA Few Feet Away (2025)
Santiago, a 20 year-old twink shaped by the anonymity of the virtual world, becomes frustrated with gay dating apps and starts obsessively looking for a real experience in the Buenos Aires nightlife.
Why it matches: Similar story and style · both comedy & drama
Bang, Boom, Bang (1999)
Bank robber Kalle Grabowski escapes from prison while his unemployed smalltime crook buddy is sitting around doing nothing after he just lost all their money. A fast paced comedy from German director Peter Thorwarth.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBrute (1997)
Shipped off to a Romanian orphanage to finish his sentence, a British criminal finds romance but also discovers corruption inside the facility.
Why it matches: Similar story and style · both drama
7 Virgins (2005)
It is summertime in a blue-collar, marginal district of a city in the South of Spain. Tano, a teenager currently serving a sentence in a juvenile reform center, is given a 48-hour leave to attend his brother’s wedding.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisGood Will Hunting (1997)
Will Hunting is a headstrong, working-class genius who is failing the lessons of life. After one too many run-ins with the law, Will's last chance is a psychology professor, who might be the only man who can reach him.
Why it matches: Similar story and style · both drama
Absolute CinemaMovies like this
Like A Date for Mad Mary and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like A Date for Mad Mary?
The closest matches to A Date for Mad Mary are Drive Me Crazy (1999), Love, Rosie (2014) and The Brothers McMullen (1995). Below are 27 more, each with the reason it matches.
What should I watch after A Date for Mad Mary?
Start with Drive Me Crazy (1999), the closest match to A Date for Mad Mary.
What is the highest-rated movie like A Date for Mad Mary?
Good Will Hunting (1997), rated 8.2/10 by 14,573 TMDB users.
What is the newest movie like A Date for Mad Mary?
Materialists (2025) is the most recent release on this list.
Are there English movies like A Date for Mad Mary?
Yes: Drive Me Crazy (1999), Love, Rosie (2014) and The Brothers McMullen (1995).
How are movies similar to A Date for Mad Mary chosen?
First come films that Trakt’s viewers watch alongside A Date for Mad Mary, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.