Best movies like When Harry Met Sally...

Can two friends sleep together and still love each other in the morning?

A unique, carefully handpicked, selection of the best movies like When Harry Met Sally... Starring Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby, and more. If you liked When Harry Met Sally... then you may also like: Two Weeks Notice, 27 Dresses, You've Got Mail, Uptown Girls, The Wedding Date and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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Two Weeks Notice

Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy's guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy's time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.

27 Dresses

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

You've Got Mail

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.

Uptown Girls

Molly Gunn, the freewheeling daughter of a deceased rock legend, is forced to get a job when her manager steals her money. As nanny for precocious Ray, the oft ignored daughter of a music executive she learns what it means to be an adult while teaching Ray how to be a child.

The Wedding Date

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

What If

Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?

Notting Hill

William Thacker is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott appears in his shop. A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together, they struggle to reconcile their radically different lifestyles in the name of love.

Return to Me

It took a lot of cajoling to get Bob, a recently widowed architect, to go on a blind date at a quirky Irish-Italian eatery. Once there, he's smitten instantly not with his date but with the sharp-witted waitress. Everything seems to be going great until an unbelievable truth is revealed, one that could easily break both of their hearts for good.

Just Friends

While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.

Just My Luck

Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

Autumn in New York

Autumn in New York follows the sexual exploits of Will Keane - New York restaurateur, infamous verging-on-50 playboy, master of the no-commitment seduction - until he runs into an unexpected dead end when he meets Charlotte Fielding. Charlotte is half Will's age and twice his match, a 21 year-old free spirit yearning to get out and taste the excitement of adult life.

Baby Boom

The life of super-yuppie J.C. is thrown into turmoil when she inherits a baby from a distant relative.

The Back-Up Plan

When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.

Bride & Prejudice

A Bollywood update of Jane Austen's classic tale, in which Mrs. Bakshi is eager to find suitable husbands for her four unmarried daughters. When the rich single gentlemen Balraj and Darcy come to visit, the Bakshis have high hopes, though circumstance and boorish opinions threaten to get in the way of romance.

Bridget Jones's Diary

A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.

How to Lose a Guy in 10 Days

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) needs to prove he can win a girl in 10 days. Now, the clock is ticking - and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

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 Cutting Edge

Two former Olympians, one a figure skater and the other a hockey player, pin their hopes of one last shot at Olympic glory on one another. That is, of course, if they can keep from killing each other in the process...

Frankie and Johnny

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, Frankie develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

Prelude to a Kiss

A couple fall in love despite the girl's pessimistic outlook. As they struggle to come to terms with their relationship, something supernatural happens that tests it.

Definitely, Maybe

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

P.S. I Love You

A young widow discovers that her late husband has left her 10 messages intended to help ease her pain and start a new life.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

Enough Said

Eva is a divorced soon-to-be empty-nester wondering about her next act. Then she meets Marianne, the embodiment of her perfect self. Armed with a restored outlook on being middle-aged and single, Eva decides to take a chance on her new love interest Albert — a sweet, funny and like-minded man. But things get complicated when Eva discovers that Albert is in fact the dreaded ex–husband of Marianne...

French Kiss

After her fiancee admits to infidelity while on a business trip in France, a woman attempts to get her lover back and marry him by traveling to Paris despite her crippling fear of flying. On the way she unwittingly smuggles something of value that has a charming crook chasing her across France as she chases after her future husband.

Pretty Woman

When a millionaire wheeler-dealer enters a business contract with a Hollywood hooker Vivian Ward, he loses his heart in the bargain.

Sleepless in Seattle

When Sam Baldwin's wife dies, he is left to bring up his eight-year-old son Jonah alone, and decides to move to Seattle to make a new start. On Christmas Eve, Jonah rings a radio phone-in with his Christmas wish to find a new wife for his dad. Meanwhile in Baltimore, journalist Annie Reed, who is having doubts about her own relationship, is listening in.

My Best Friend's Wedding

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

Moonstruck

No sooner does Italian-American widow Loretta accept a marriage proposal from her doltish boyfriend, Johnny, than she finds herself falling for his younger brother, Ronny. She tries to resist, but Ronny lost his hand in an accident he blames on his brother, and has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls deeper in love, she comes to learn that she's not the only one in her family with a secret romance.

Letters to Juliet

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

If Lucy Fell

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.

Serendipity

Although strangers Sara and Jonathan are both already in relationships, they realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.

Love & Basketball

Monica Wright and Quincy McCall grew up in the same neighborhood and have known each other since childhood. As they grow into adulthood, they fall in love, but they also share another all-consuming passion: basketball. As Quincy and Monica struggle to make their relationship work, they follow separate career paths though high school and college basketball and, they hope, into stardom in big-league professional ball.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

A Lot Like Love

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to ... lovers?

The Mirror Has Two Faces

Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships and longs for a sexless union based on friendship and respect.

Someone Like You...

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

The Holiday

Two women, one from the United States and one from the United Kingdom, swap homes at Christmas time after bad breakups with their boyfriends. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.

The Mistletoe Promise

A chance meeting between two strangers who share a disdain for Christmas results in The Mistletoe Promise, a pact to help them navigate their holiday complications - together. But as they spend more time with each other and experience the magic of Christmas the phony couple discovers there may be more to their contract than business.

Wedding Bells

Nick and Molly, commitment-phobic and busy professionals with little in common, are asked to be the best man and maid of honor at the wedding of their mutual friends, Amy and Jamie.

A December Bride

Aspiring interior designer Layla is dreading the Christmastime wedding of her cousin who’s marrying Layla’s ex-fiancé. Although Seth is the one responsible for introducing the bride and groom, she begrudgingly accepts his offer to be her date as she’s out of options. Seth gets carried away at the reception and announces they’re engaged, forcing a mortified Layla to keep up the pretense.

A Christmas Detour

A bubbly bride-to-be’s Christmas plans take an unexpected turn when her holiday flight to New York is detoured and she encounters a cynical bar manager who has lost his faith in love. As she scrambles to make it back east for Christmas—and plan her upcoming wedding—she begins wondering if she’s marrying the right man, and learns a surprising lesson about love.

The Sweeter Side of Life

Pampered Manhattan housewife Desiree Harper has it all. That is until her husband unexpectedly dumps her for his acupuncturist. Faced with an airtight prenup, Desiree reluctantly lands a job making cupcakes at her father's bakery in Flemington, NJ. She soon discovers there's more to life than 5th Avenue and true love can be even sweeter in small town America.

A Merry Christmas Match

Corey Calvin lives in a ski village where she works at her late father's local antique shop, having sidelined her her big city dreams of becoming a theater director. When Los Angeles hunk Ryder Donnelly comes into her shop, sparks fly and she starts to wonder what could be.

Love at the Christmas Table

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one... but he's afraid that the past will get in the way.

A Christmas Wedding Date

After being fired, Rebecca hours back to her old home town to attend her friends wedding on Christmas Eve and visit her mother. But when she tries to return home she finds she must relive Christmas Eve over and over until she gets it right.

Love You Like Christmas

Maddie, a high-powered marketing executive, is on her way to a client’s wedding but her plans are derailed by car trouble. When a fork in the road leads her to Christmas Valley, a town in love with Christmas, an unexpected encounter and a group of strangers that start to feel like family will have her questioning what she’s really been missing in life.

Angels and Ornaments

Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.

Angel Falls: A Novel Holiday

Hannah is a book editor and she must work with her former rival Ryan to help a potential writer find her way. However, life seems to have other plans for Hannah as Angel Anthony reminds the duo about the miracle of Christmas and the value of community.

The Last Bridesmaid

Becca is always a bridesmaid, but at her cousin's wedding she bonds with Kyle, the videographer covering every stage of the planning. Perhaps she won't be the last woman standing for long.

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