Movies Like When Harry Met Sally...
If you loved When Harry Met Sally...'s Comedy and Romance storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

Sex and the City
A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.

Something Borrowed
Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

The Apartment
Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.

Hello, My Name Is Doris
A self-help seminar inspires a sixty-something woman to romantically pursue her younger co-worker.

Someone Great
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.

Friends with Kids
In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.

About Fate
Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve.

Threesome
At a sizable public college, high-minded student Eddy is forced to room with the slovenly Stuart, but the pair strike up a surprising friendship. When attractive co-ed Alex is assigned to live with the two male students because of her gender-neutral name, a roundabout love triangle ensues. Eddy secretly yearns for Stuart, who wants Alex, but she prefers Eddy. The complex situation leads to sexual experimentation and strained relationships.
More Movies Like When Harry Met Sally...

The Night Before
In New York City for their annual tradition of Christmas Eve debauchery, three lifelong best friends set out to find the Holy Grail of Christmas parties since their yearly reunion might be coming to an end.

Anora
A young sex worker from Brooklyn gets her chance at a Cinderella story when she meets and impulsively marries the son of an oligarch. Once the news reaches Russia, her fairytale is threatened as his parents set out to get the marriage annulled.

Paper Man
A coming-of-middle-age comedy that chronicles the unlikely friendship between failed author Richard Dunne and a Long Island teen who teaches him a thing or two about growing up, all under the disapproving eye of his long-suffering wife and his imaginary Superhero friend.

Two Lovers
A depressed man moves back in with his parents following a recent heartbreak and finds himself with two women.

Two Night Stand
After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Love, Rosie
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?

Café Society
The story of a young man who arrives in Hollywood during the 1930s hoping to work in the film industry, falls in love, and finds himself swept up in the vibrant café society that defined the spirit of the age.

Alfie
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

Isn't It Romantic
For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.

With This Ring
After attending their friend Elise's wedding to Nate on New Year's Eve, Trista, a career-driven talent agent, Viviane, a successful gossip columnist, and Amaya, a struggling actress, make a pact to get married within the year to either a new love or a man waiting in the wings. But the close friends face their own set of challenges - Trista has not gotten over her commitment-phobic ex-boyfriend Damon, Viviane is secretly in love with Sean, the father of her son, and Amaya is desperate to break up her boyfriend Keith's unhappy marriage so they can live happily ever after. Each woman starts the year with high hopes and dreams of what will happen over the next 12 months... but will they all make it to the altar?

Ruby Sparks
Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.
Why These Movies Are Similar
These recommendations share core qualities with When Harry Met Sally... (1989): Comedy and Romance themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of When Harry Met Sally....
See full details for When Harry Met Sally... (1989)
