Best movies like A Rainy Day in New York

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A unique, carefully handpicked, selection of the best movies like A Rainy Day in New York Starring Timothée Chalamet, Elle Fanning, Selena Gomez, Jude Law, and more. If you liked A Rainy Day in New York then you may also like: 27 Dresses, Win a Date with Tad Hamilton!, The Wrong Missy, The Nanny Diaries, The Out-of-Towners 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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27 Dresses

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

Win a Date with Tad Hamilton!

A small-town girl wins a date with a Hollywood star through a contest. When the date goes better than expected, a love triangle forms between the girl, the celebrity, and the girl's best friend.

The Wrong Missy

A guy meets the woman of his dreams and invites her to his company's corporate retreat, but realizes he sent the invite to the wrong person.

The Nanny Diaries

A college graduate goes to work as a nanny for a rich New York family. Ensconced in their home, she has to juggle their dysfunction, a new romance, and the spoiled brat in her charge.

The Out-of-Towners

The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.

Kate & Leopold

When her scientist ex-boyfriend discovers a portal to travel through time -- and brings back a 19th-century nobleman named Leopold to prove it -- a skeptical Kate reluctantly takes responsibility for showing Leopold the 21st century. The more time Kate spends with Leopold, the harder she falls for him. But if he doesn't return to his own time, his absence will forever alter history.

Alex & Emma

Writer Alex Sheldon must finish his novel within a month. If he doesn't, he won't get paid. And, if that happens, angry Mafia types to whom he owes money will come looking for him. In order to expedite things, Alex hires typist Emma Dinsmore and begins dictating his novel. The book is about a doomed love affair between a character similar to Alex and a character named Polina Delacroix. But, as Alex falls for Emma, his work takes a different turn.

America's Sweethearts

In the midst of a nasty public breakup of married movie stars, a studio publicist scrambles to put a cap on the escalating situation as the couple's latest film has found it's only print kidnapped by the director.

Anything Else

Jerry Falk, an aspiring writer in New York, falls in love at first sight with a free-spirited young woman named Amanda. He has heard the phrase that life is like "anything else," but soon he finds that life with the unpredictable Amanda isn't like anything else at all.

Before We Go

A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

Blonde Ambition

A young professional woman (Simpson) unwittingly becomes the pawn of two business executives in their bid to oust the head of a mega-conglomerate.

Broken English

Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children. Nora is in her thirties, alone with job she's outgrown and a mother who constantly reminds her of it all. Not to mention her best friend Audrey's "perfect marriage". But after a series of disastrous dates, Nora unexpectedly meets Julien, a quirky Frenchman who opens her eyes to a lot more than love.

The Barefoot Executive

In the great Disney tradition of wild family fun, a young Kurt Russell stars as Steven Post - an ambitious mailroom clerk at a second-rate TV network. With his eye on the boardroom, and getting nowhere with the studio's top dog, he makes a career-changing discovery. His girlfriend's lovable pet chimp can pick a hit show every time! His secret for success turns into a madcap monkey business when he makes vice president and jealous rivals want in on the act. Ride along with narrow escapes and a classic cast featuring Joe Flynn and Harry Morgan in a comedic climb up the corporate ladder that will leave you howling for more!

The Graduate

Benjamin, a recent college graduate very worried about his future, finds himself in a love triangle with an older woman and her daughter.

5 to 7

A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

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!

Illuminata

It's the start of the 20th century, and Tuccio, resident playwright of a theatre repertory company offers the owners of the company his new play, "Illuminata". They reject it, saying it's not finished, and intrigue starts that involves influential critic Bevalaqua, theatre star Celimene, young lead actors and other theatre residents

Any Wednesday

Ellen Gordon, a New York executive's mistress falls for the executive's young business associate when the young man is accidentally sent to use the apartment where the executive and his mistress get together every Wednesday. More complications arise when the executive's wife shows up with plans to redecorate the apartment.

Down to You

College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

For Love or Money

New York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees to help wealthy Christian Hanover conceal his affair with salesgirl Andy Hart from his wife. Despite his own attraction to Andy, Doug tries to stay focused on getting Christian to invest $3 million in his project.

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.

In Good Company

Dan Foreman is a seasoned advertisement sales executive at a high-ranking publication when a corporate takeover results in him being placed under naive supervisor Carter Duryea, who is half his age. Matters are made worse when Dan's new supervisor becomes romantically involved with his daughter an 18 year-old college student Alex.

Staten Island Summer

Pals Danny and Frank spend the summer after high school working as lifeguards while figuring out their future.

Hands Across the Table

A manicurist and an engaged loafer, both planning to marry money, meet and fall in love.

Heartbreakers

Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.

Hollywood Ending

Woody Allen stars as Val Waxman, a two-time Oscar winner turned washed-up, neurotic director in desperate need of a comeback. When it comes, Waxman finds himself backed into a corner: Work for his ex-wife Ellie or forfeit his last shot. Is Val blinded by love when he opts for the reconnect? Is love blind when it comes to Ellie's staunch support? Literally and figuratively, the proof is the picture.

Interview

After falling out with his editor, a fading political journalist is forced to interview America's most popular soap actress.

Liberal Arts

Newly single, 35, and uninspired by his job, Jesse Fisher worries that his best days are behind him. But no matter how much he buries his head in a book, life keeps pulling Jesse back. When his favorite college professor invites him to campus to speak at his retirement dinner, Jesse jumps at the chance. He is prepared for the nostalgia of the dining halls and dorm rooms, the parties and poetry seminars; what he doesn’t see coming is Zibby – a beautiful, precocious, classical-music-loving sophomore. Zibby awakens scary, exciting, long-dormant feelings of possibility and connection that Jesse thought he had buried forever.

Life or Something Like It

A reporter Lanie Kerrigan interviews a psychic homeless man for a fluff piece about a football game's score. Instead he tells her that her life has no meaning and is going to end in just a few days, which sparks her to action, trying to change the pattern of her life...

Minnie and Moskowitz

Depressed and jaded after being dumped by her married boyfriend, aging beauty Minnie Moore wonders if she'll ever find love. After shaggy-haired parking lot attendant Seymour Moskowitz comes to her defense from an angry and rebuffed blind date, he falls hopelessly in love with her despite their myriad differences. Minnie reluctantly agrees to a date with Moskowitz, and, slowly but surely, an unlikely romance blossoms between the two.

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.

The Proposal

When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.

Set It Up

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

Sidewalks of New York

The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

Sleeping with Other People

Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.

Sparkle

Liverpool chancer Sam moves to London with his aspiring chanteuse mum and begins an affair with a PR boss. But problems arise when he falls for her estranged daughter, too.

That Old Feeling

A bride's divorced parents find their old feelings for each other during the wedding reception and over the course of the next few days upsetting the newlywed's honeymoon.

Broadway Damage

A quirky, romantic comedy about the complexity and frustration of finding a true love in the gay community. Marc is a struggling actor who finds an apartment in NYC by searching the obituaries. He lives with his out-of-work, eccentric fag-hag Cynthia. His best friend, Robert, is secretly in love with Marc, while Marc falls head over heels for flighty studio musician David. Things heat up as Marc's desire for David keeps him waiting by the phone, while Cynthia gets financially cut off from her rich parents and Robert struggles to express his feelings for Marc.

Get a Job

A recent college graduate and his friends are forced to lower life expectations when they leave school for the real world. Life after college graduation is not exactly going as planned for Will and Jillian who find themselves lost in a sea of increasingly strange jobs. But with help from their family, friends and coworkers they soon discover that the most important (and hilarious) adventures are the ones that we don't see coming.

She's Funny That Way

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

Today's Special

Young Manhattan chef Samir rediscovers his heritage and passion for life through the enchanting art of cooking Indian food.

I Really Hate My Job

While anticipating the arrival of a famous Hollywood star, five employees at a mediocre restaurant in London's Soho must deal with rats, arguments and kitchen-based power struggles.

Stella's Last Weekend

Brothers Jack and Oliver reunite to put their beloved dog to sleep. While their zany mother plans a party to celebrate Stella's life, things go awry when the brothers discover they love the same girl.

Sweet Bird of Youth

Tennessee William’s masterful melodrama about an aging movie star who, appalled by her own image on the screen, flees from her movie premiere and goes into seclusion, becoming entangled with a much younger hotel masseur and resident gigolo.

The Matchmaker's Playbook

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....

The Accidental Husband

Emma, a radio host, is about to be married to Richard, her perfect match. But right before her wedding, she learns she's already married to Patrick, a charming but irresponsible fireman. Furthermore, Patrick has a secret: he has arranged this little trick because Emma advised Patrick's ex-fiancée to end their relationship. However, Patrick may find that the trick is on him, for he soon begins to fall in love with his uptight adversary.

A Christmas Kiss

Wendy Walton is the best designer in Boston... but no one knows it yet. Hoping to kick-start her career, Wendy has left work with the local theatre to take a job as an assistant to Priscilla Hall, the most prestigious designer in the city. Ms. Hall works Wendy around the clock, which is how Wendy finds herself trapped in an elevator late one night with an incredibly handsome stranger. Wendy and the mystery man share an impulsive, romantic, life changing kiss before the doors open and Wendy runs out, leaving him behind. The next day at work, Wendy answers the door to find the handsome gentleman standing in front of her.

Christmas Land

Jules has just inherited a quaint magical Christmas-themed village and Christmas tree farm bequeathed her by her grandmother. She plans to sell it and use the profits to buy her dream home in New York City. But the longer Jules stays on the farm and the more she learns how important Christmas Land has been to so many families, the more Jules starts to question her motives to sell.

Puccini for Beginners

When her inability to commit leads to a breakup with her girlfriend, opera-loving writer Allegra winds up in the bed of amiable professor Philip. He is so smitten with Allegra that he dumps his lover, Grace, and convinces Allegra to continue their affair. When Allegra meets Grace, sparks fly, and she begins a parallel romance, unaware that her new lover is the woman Philip left to be with her.

Straight From the Heart

Jordan Donavan, a photographer in New York, is so disappointed when after five years of going steady Edward Morgan offers her not marriage but just to move in with him, that she accepts the match-making arranged via a magazine by her female friend with Tyler Ross, a horse rancher in the West, whose candidacy was actually also posted by his sister. After a bad start they soon grow closer.

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