Best movies like The Matchmaker

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A unique, carefully handpicked, selection of the best movies like The Matchmaker Starring Shirley Booth, Anthony Perkins, Shirley MacLaine, Paul Ford, and more. If you liked The Matchmaker then you may also like: You and Me, Owl and the Sparrow, Rebound, Rhinoceros, The Roman Spring of Mrs. Stone 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.

Thornton Wilder's tale of a matchmaker who desires the man she's supposed to be pairing with another woman.

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Know any good movies to watch like The Matchmaker 1958. With a similar plot or stoyline. Suggest it.

You and Me

Mr. Morris, the owner of a large metropolitan department store, gives jobs to paroled ex-convicts in an effort to help them reform and go straight. Among his 'employed-prison-graduates' are Helen Roberts and Joe Dennis, working as sales clerks. Joe is in love with Helen and asks her to marry him, but she is forbidden to marry as she is still on parole, but she says yes and they are married. In spite of their poverty-level life, their marriage is a happy one until Joe discovers she has lied about her past, in order to marry him. Disillusioned, he leaves, goes back to his old gang and plans to rob the department store.

Owl and the Sparrow

In modern-day Saigon, three lonely strangers form a unique family as a ten-year old orphan plays matchmaker to a zookeeper and a beautiful flight attendant.

Rebound

A woman struggles to rekindle the affection of her husband.

Rhinoceros

A boozing young man in love with his co-worker finds that everyone around him, even his pompous and condescending best friend, is changing into a rhinoceros.

The Roman Spring of Mrs. Stone

Critics and the public say Karen Stone is too old -- as she approaches 50 -- for her role in a play she is about to take to Broadway. Her businessman husband, 20 years her senior, has been the angel for the play and gives her a way out: They are off to a holiday in Rome for his health. He suffers a fatal heart attack on the plane. Mrs. Stone stays in Rome. She leases a magnificent apartment with a view of the seven hills from the terrace. Then the contessa comes calling to introduce a young man named Paolo to her. The contessa knows many presentable young men and lonely American widows.

Anna Christie

Old sailor Chris Christofferson eagerly awaits the arrival of his grown daughter Anna, whom he sent at five years old to live with relatives in Minnesota. He has not seen her since, but believes her to be a decent and respectably employed young woman. When Anna arrives, however, it is clear that she has lived a hard life in the dregs of society, and that much of spirit has been extinguished. She falls in love with a young sailor rescued at sea by her father, but dreads to reveal to him the truth of her past. Both father and young man are deluded about her background, yet Anna cannot quite bring herself to allow them to remain deluded.

Baby Doll

Archie Lee Meighan is a failing cotton gin owner who is married to Baby Doll, a 19-year old childlike beauty whose father arranged the marriage for financial reasons. As Archie awaits the arrival of Baby Doll's 20th birthday, the day that they are supposed to consummate their marriage, he faces interference from business rival Silva Vacarro, who plots to seduce Baby Doll away from Meighan.

Barefoot in the Park

In this film based on a Neil Simon play, newlyweds Corie, a free spirit, and Paul Bratter, an uptight lawyer, share a sixth-floor apartment in Greenwich Village. Soon after their marriage, Corie tries to find a companion for mother, Ethel, who is now alone, and sets up Ethel with neighbor Victor. Inappropriate behavior on a double date causes conflict, and the young couple considers divorce.

Breaking Up

An aloof, struggling food photographer thinks he has found true love with a fiery grade-school teacher. At first, the relationship is all wine and roses, but as they realize they have little in common besides great sex, the romance wanes, and they struggle through a succession of break-ups and reunions as they try to work things out.

Cast a Dark Shadow

Edward "Teddy" Bare is a ruthless schemer who thinks he's hit the big time when he kills his older wife, believing he will inherit a fortune. When things don't go according to plan, Teddy sets his sights on a new victim: wealthy widow Freda Jeffries. Unfortunately for the unscrupulous criminal, Freda is much more guarded and sassy than his last wife, making separating her from her money considerably more challenging.

Hello, Dolly!

Dolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's intended, and Horace's two clerks to travel to New York City.

Same Time, Next Year

A man and woman meet by chance at a romantic inn over dinner and, although both are married to others, they find themselves in the same bed the next morning questioning how this could have happened. They agree to meet on the same weekend each year—in the same hotel room—and the years pass each has some personal crisis that the other helps them through, often without both of them understanding what is going on.

I Never Sang for My Father

Hackman plays a New York professor who wants a change in his life, and plans to get married to his girlfriend and move to California. His mother understands his need to get away, but warns him that moving so far away could be hard on his father. Just before the wedding, the mother dies. Hackman's sister (who has been disowned by their father for marrying a Jewish man) advises him to live his own life, and not let himself be controlled by their father.

Middle of the Night

Jerry Kingsley is a wealthy garment manufacturer left lonely in his 60s when his wife dies. Despite the difference in their ages, he strikes up a romance with divorced 24-year-old receptionist Betty. The relationship is dismissed by his daughter, Lillian, discouraged by his sister, Evelyn, and denounced by Betty's mother. But when Jerry begins to mention marriage, even Betty is forced to confront her ambivalence.

Gal Young 'Un

Mattie, a widow living in the backwoods of Florida during Prohibition, meets Trax, a charming man much younger that herself. Trax is a womanizing, lying bootlegger who needs money and he sets his sights on Mattie who can support him. After energetically courting her, Mattie marries Trax, who before long brings home a young woman to be their housekeeper, but it is obvious that she is to be his mistress. When Trax leaves on business, the two women each contemplate how they are being exploited and Mattie comes up with a plan of her own.

French Exit

“My plan was to die before the money ran out,” says 60-year-old penniless Manhattan socialite Frances Price, but things didn’t go as planned. Her husband Franklin has been dead for 12 years and with his vast inheritance gone, she cashes in the last of her possessions and resolves to live out her twilight days anonymously in a borrowed apartment in Paris, accompanied by her directionless son Malcolm and a cat named Small Frank—who may or may not embody the spirit of Frances’s dead husband.

George Washington Slept Here

New Yorkers Bill and Connie Fuller have to move from their apartment. Without Bill's knowledge, Connie purchases a delapidated old farmhouse in Pennsylvania, where George Washington was supposed to have actually slept during the American Revolution.

Gold Diggers of 1935

Romance strikes when a vacationing millionairess and her daughter and son spend their vacation at a posh New England resort.

Milk Money

Three young boys pool their money and pay V, a kindhearted prostitute, to strip for them. Afterward, she drives them home to the suburbs -- but then her car breaks down. It's just as well, though, because a mobster named Waltzer is after her, and V realizes the suburbs are the perfect place to hide. But things get a lot more complicated when V falls in love with Tom, a single father who is unaware of her real profession.

Hands Across the Table

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

Menashe

Within Brooklyn’s ultra-orthodox Jewish community, a widower battles for custody of his son.

The Merry Widow

When Prince Danilo falls in love with American dancer Sally O'Hara, his uncle, King Nikita I of Monteblanco, forbids him to marry her because Sally is a commoner. Thinking she has been jilted by her prince, Sally marries wealthy Baron Sadoja. When the elderly man dies suddenly, Sally must be wooed all over again by Danilo.

The Merry Widow

Marshovia, a small European kingdom, is on the brink of bankruptcy but the country may be saved if the wealthy American Crystal Radek, widow of a Marshovian, can be convinced to part with her money and marry the king's nephew count Danilo. Arriving to Marshovia on a visit, Crystal Radek change places with her secretary Kitty. Following them to Paris, Danilo has a hard time wooing the widow after meeting an attractive young woman at a nightclub, the same Crystal Radek who presents herself as Fifi the chorus girl. Plot by Mattias Thuresson.

Mr. & Mrs. Smith

Happily married for three years, Ann and David Smith live in New York. One morning Ann asks David if he had to do it over again, would he marry her? To her shock, he answers, "No". Later that day, they separately discover that, due to a legal complication, they are not legally married.

Pushing Hands

Mr. Chu is an elderly widower who teaches tai chi chuan in Beijing. He moves to America to live with his son's family, but finds the cultural adjustment difficult. Since his daughter-in-law is a white woman who does not speak Chinese, Mr. Chu's son, Alex, must mediate.

Sin Takes a Holiday

Dowdy Sylvia accepts her boss' marriage proposal, even though he only asked her to avoid marriage to another woman. As a wealthy wife, Sylvia changes from ugly duckling to uninhibited swan and even contemplates having an affair with a man she meets during a trip to Paris.

Summertime

Middle-aged Ohio secretary Jane Hudson has never found love and has nearly resigned herself to spending the rest of her life alone. But before she does, she uses her savings to finance a summer in romantic Venice, where she finally meets the man of her dreams, the elegant Renato Di Rossi.

Step Lively

Fly-by-night producers dodge bill collectors while trying for one big hit.

This Beautiful Fantastic

Set against the backdrop of a beautiful garden in the heart of London, this contemporary fairy tale revolves around the unlikely friendship between a reclusive young woman and a cantankerous old widower. Bella Brown is a beautifully quirky young woman who dreams of writing and illustrating a successful children’s book. After she is forced by her landlord to deal with her neglected garden or face eviction, she meets her match, nemesis, and unlikely mentor in Alfie Stephenson, a grumpy, loveless, old man who lives next door who happens to be an amazing horticulturalist.

Claire Dolan

A high-priced call girl, shocked by her mother's death, decides to get out of the business and have a baby.

Fanny

Almost 19-year-old Marius feels himself in a rut in Marseille, his life planned for him by his cafe'-owning father, and he longs for the sea. The night before he is to leave on a 5-year voyage, Fanny, a girl he grew up with, reveals that she is in love with him, and he discovers that he is in love with her. He must choose between an exciting life at sea, and a boring life with the woman he loves. And Fanny must choose between keeping the man she loves, and letting him live the life he seems to want.

Gun Glory

An ex-gunslinger shunned by townsfolk is the only one who knows how to stop a ruthless cattleman.

Bill Cunningham New York

Doubling as a cartography of the ever-changing city, Bill Cunningham New York portrays the secluded pioneer of street fashion with grace and heart.

Falling in Love Again

Harry and Sue Lewis met in the 40s as teenagers living in the Bronx. He was an aspiring architect, she was the most beautiful girl in school, and both had a fondness for bran muffins. They fell in love, got married, moved to Los Angeles, and had two kids. While struggling with his midlife crisis, Harry receives an invitation for his high school's reunion back so he takes Sue and their teenage kids on a cross-country car trip back to the Big Apple. Will they see in the Bronx what they expected? Will the good memories from their past help rekindle their fading love? Is it too late to dream?

A Stranger to Love

In this Hallmark story, Allan is a normal middleaged man with a wife and two kids. When Alan is suddenly attacked one night, he loses his memory, leading his family to believe that he is dead.

Dulcima

Dulcima, treated as a drudge by her family, becomes a housekeeper to Parker, a curmudgeonly widower living in drunken disarray on a neighbouring farm. When she sees the amount of money he has stashed around the place, Dulcima is happy enough to indulge his growing desire for her, and a strange, yet mutually beneficial, relationship develops. But a handsome young gamekeeper, newly arrived on a nearby estate, also catches Dulcima's eye...

Love on the Vines

When overworked lawyer Diana’s (Margo Harshman) uncle, Hugh, passes away she’s called back to his vineyard to settle his estate. Hugh has left half of his Golden Range Winery & Vineyard to Diana and half to Seth (Steve Talley), his right hand man and Diana’s ex-boyfriend. Hugh’s final request is that the two work the next harvest together, set to begin in a few weeks. Neither is happy at the arrangement but they begrudgingly agree. Furthermore, neighboring competitor Grant Garritson (Jack Wagner) threatens to drive a wedge into Diana and Seth’s already shaky relationship. They have a short window to figure it all out so that they both get what they ultimately want.

Hats Off to Christmas!

Mia, the loyal and hard-working manager of a quaint neighborhood Christmas hat shop, is blindsided when her boss asks her to train his son Nick for a vacant upper-management position that Mia had her eyes set on.

Love 'Em and Leave 'Em

Mame Walsh promised their mother on her deathbed to look after little sister Janie. But Janie helps herself to everything of her sister's, be it her clothes or her men - even the money entrusted to her by fellow employees at the store they work at. Regardless, Mame can't break her promise. So when it comes to getting Janie out of trouble, big sister comes to the rescue.

They Call It Sin

An innocent, young, small town church organist is thrown out of her home, told she was adopted and that her mother was an evil woman. She follows a crush to the big-city and left fending for herself.

Like Cats & Dogs

Spencer is a cat person. Laura is a dog person. Spencer is headed to a beach town to work on his thesis. Laura is coming to the same beach town to escape the shambles of her life. Their personalities couldn’t be more different, but when a reservation screw up lands them – and their pets – in the same vacation rental house, they all have to figure out how to get along with each other.

Loose Ankles

A grandmother's will leaves her fortune to a few, mostly to her great-niece Ann. Ann will only receive her inheritance once she marries, with the approval of three of her stuffed-shirt relatives and without scandal. Otherwise the estate goes to the cat and dog hospital. Ann, not needing the money, rebels by seeking scandal with a gigolo.

Modern Persuasion

A single woman focused on her career in New York is forced to deal with the aftermath of a failed relationship when an ex-boyfriend is hired by her company.

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.

I'll Be Yours

A small-town girl tells a small fib to a wealthy businessman; complications ensue.

It's All Yours

Jimmy Barnes arrives from Europe to be educated by his multi-millionaire uncle, Edward J. Barnes and in five years the extravagant escapes of Jimmy, now a lawyer, are the talk of San Francisco. Linda Gray is a mouse-like secretary to the elder Barnes who has fallen in love with Jimmy, but he favors actress Constance "Connie" Marlowe. Mr. Barnes dies and leaves everything to Linda but he has urged his partner, Alexander Duncan, to plan things so that Jimmy and Linda will get married. Coached by Duncan, Linda accepts the inheritance and announces that she is departing for New York on a wild spending spree. He tells Jimmy that the will can be broken but only after many months and he suggests that Jimmy follow Linda and curb her spending or there won't be any money left. In New York, Linda hires Jimmy as her private secretary. Connie also arrives in New York, as does the ingenious Baron Rene de Montigny with the intention of marrying the wealthy Miss Gray.

Together Again

Anne Crandall is the mayor of a small town in Vermont. Her deceased husband had been the mayor for years and when he died, she was left to carry on and to raise his daughter from his first marriage. She lives with the daughter, her father-in-law and a housekeeper. In the town square, there was a statue of her late husband and every year since his death, they have an anniversary celebration there. This year during a thunderstorm, the statue is hit by lightning and the head falls off. The daughter insists that a new statue be erected instead of patching the old one. Mayor Crandall is sent to New York to interview the prospective sculptor, George Corday.

Sound of Christmas

Lizzie is a young piano teacher working at a music school while trying to save enough money for a Steinway piano. The school is gearing up for their major Christmas fundraiser and she has committed much of her time to plan the event. One afternoon, she meets Brad who takes an interest in her playing and asks if she will teach his uninterested teenage daughter. She begins to break through to the young girl, and sparks begin to fly with Brad, but she is shocked to find out that his interest is not solely in her playing, but in the property that houses the music school. She sets out to save the school and the event, but can she work things out with Brad?

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