Best movies like The Longest Week
Last updated March 2024
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Plot Summary:
As he eases into adulthood at the age of forty, Conrad Valmont, the over-educated, under-employed heir to the Valmont Hotel fortune, is cut off from his allowance following his parents abrupt divorce and tossed out into the unforgiving streets of the Upper West Side. Luckily, he is taken in by his old friend Dylan, and returns the favor by immediately falling for Dylan’s girlfriend Beatrice. As Conrad attempts to woo Beatrice while keeping both their relationship and his bank balance secret, Dylan tries to set him up with Jocelyn. Ever committed to the charade that he eventually finds difficult to maintain, Conrad quickly realizes his charm can only extend so far into debt. Now deep into an extensional reflection, will it take losing everything to make Conrad realize what he can truly become?.
IMDB Rating: 5.4
IMDB Votes: 13000
Genere: Comedy, Drama, Romance
Country: USA, India
Duration: 86 min
Plot tags: romantic, sentimental, humorous, light, sweet, entertaining, romantic comedy, realistic, semi serious, independent film
Best tv shows and movies like The Longest Week (2014):
Similar in 83%
If Lucy Fell (1996)
Plot Summary:
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.
IMDB Rating: 4.9
IMDB Votes: 4000
Genere: Comedy, Romance
Country: USA
Duration: 92 min
Plot tags: sentimental, romantic, sweet, melancholic, humorous, realistic, semi serious, independent film, offbeat, funny
Similar in 76%
You Stupid Man (2002)
Plot Summary:
After a man finally gets over his former girlfriend, who has moved to Los Angeles and become a television star, and falls in love with another woman, the former girlfriend's show is canceled and she wants him back.
IMDB Rating: 5.7
IMDB Votes: 3000
Genere: Comedy, Romance
Country: Canada, USA, Germany
Duration: 95 min
Plot tags: humorous, semi serious, captivating, entertaining, independent film
Similar in 83%
This Thing with Sarah (2013)
Plot Summary:
A free-spirited surf instructor volunteers herself as a strictly sexual - or so she thinks - rebound for a heartbroken, down and out writer.
IMDB Rating: 5.7
IMDB Votes: 417
Genere: Comedy, Drama, Romance
Country: USA
Duration: 80 min
Plot tags: touching, humorous, realistic, captivating, psychological, romantic, romantic comedy, indie film, sentimental, offbeat
Similar in 79%
Keeping the Faith (2000)
Plot Summary:
Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now grown into a beautiful corporate executive, suddenly returns to the city, she reenters Jake and Brian's lives and hearts with a vengeance. Sparks fly and an unusual and complicated love triangle ensues.
IMDB Rating: 6.4
IMDB Votes: 53000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 128 min
Plot tags: romantic, humorous, touching, funny, feel good, realistic, talky, semi serious, light, romantic comedy
Similar in 76%
Never Again (2001)
Plot Summary:
A man and a woman who have pledged never to fall in love again meet in a gay bar.
IMDB Rating: 6.2
IMDB Votes: 967
Genere: Comedy, Romance
Country: USA
Duration: 98 min
Plot tags: sentimental, touching, humorous, witty, semi serious, romantic, independent film, romantic comedy, realistic
Similar in 83%
Luke and Brie Are on a First Date (2008)
Plot Summary:
It is the first date of Luke and Brie. They will spend the night together at bars, parties and streets of Los Angeles. The risk of a first encounter, and the relentless pursuit of naturalness, will make their relationship dance between flirting and misunderstandings.
IMDB Rating: 7.0
IMDB Votes: 111
Genere: Comedy, Drama, Romance
Country: USA
Duration: 76 min
Plot tags: mumblecore, humorous, semi serious, light, captivating, touching, realistic, independent film
Similar in 82%
Dorfman in Love (2011)
Plot Summary:
Unknowingly trapped in her role as caretaker of her unappreciative family, a young single woman desperately needs to get her own life. When she volunteers to cat sit at her unrequited love's downtown L.A loft, her world, as she knows it, changes forever.
IMDB Rating: 6.0
IMDB Votes: 2000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 92 min
Plot tags: feel good, touching, humorous, emotional, semi serious, romantic, romantic comedy, realistic, independent film
Similar in 85%
Looking for Maria Sanchez (2013)
Plot Summary:
Raul, a Puerto Rican born in New York, meets Maria, a young Puerto Rican woman visiting NY, one night. Struck by love at first sight, he travels to Puerto Rico in search of this beautiful girl.
IMDB Rating: 6.8
IMDB Votes: 456
Genere: Comedy, Romance
Country: Puerto Rico, USA
Duration: 98 min
Plot tags: humorous, sentimental, captivating, light, feel good, realistic, semi serious, independent film
Similar in 87%
All Relative (2014)
Plot Summary:
Things couldn't be going better for Harry and Grace, a young New York City couple in love, until Grace's mother turns Harry's world upside down.
IMDB Rating: 5.4
IMDB Votes: 2000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 85 min
Plot tags: tense, touching, humorous, semi serious, realistic, witty, romantic, romantic comedy, independent film
Similar in 81%
Matchmaker Santa (2012)
Plot Summary:
As a little girl, Melanie Hogan (Lacey Chabert) wished to find her own prince charming just like her parents found true love. Now an adult, Melanie is running her own bakery and dating a handsome CEO, Justin (Thad Luckinbill). Although things seem perfect when Justin asks Melanie to spend the holidays together at his beautiful lake house upstate—and meet his mother. Melanie finds herself spending more time with Justin’s best friend and loyal assistant, Dean (Adam Mayfield), who just might be harboring a secret crush on her. When complications arise that throw Melanie and Dean together over the holiday, will the two realize they're meant to be?.
IMDB Rating: 6.5
IMDB Votes: 3000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 75 min
Plot tags: feel good, humorous, light, sweet, captivating, cute, sentimental, realistic, semi serious, romantic comedy
Similar in 76%
For Love or Money (1993)
Plot Summary:
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.
IMDB Rating: 6.2
IMDB Votes: 15000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 96 min
Plot tags: entertaining, romantic, talky, feel good, humorous, realistic, semi serious, light, light hearted, colorful
Similar in 76%
Griffin & Phoenix (2006)
Plot Summary:
A terminally ill man falls in love with a woman who has a secret that threatens their time spent together.
IMDB Rating: 6.9
IMDB Votes: 8000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 102 min
Plot tags: sentimental, touching, realistic, humorous, romantic, erotic, heartfelt, semi serious, tear jerker, tearjerker
Similar in 79%
Purple Violets (2007)
Plot Summary:
Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's best friend since college; she's a tough-talking schoolteacher who plays therapist to all Patti's problems, while she's got a few of her own.
IMDB Rating: 6.4
IMDB Votes: 3000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 103 min
Plot tags: sentimental, humorous, realistic, semi serious
Similar in 86%
I Hate Valentine's Day (2009)
Plot Summary:
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.
IMDB Rating: 4.7
IMDB Votes: 9000
Genere: Comedy, Romance
Country: USA
Duration: 98 min
Plot tags: romantic, feel good, semi serious, humorous, realistic, sincere, sweet, touching, romantic comedy, exciting
Similar in 86%
How Do You Know (2010)
Plot Summary:
After being cut from the USA softball team and feeling a bit past her prime, Lisa finds herself evaluating her life and in the middle of a love triangle, as a corporate guy in crisis competes with her current, baseball-playing beau.
IMDB Rating: 5.4
IMDB Votes: 54000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 121 min
Plot tags: romantic, light, witty, romantic comedy, sweet, humorous, realistic, semi serious, funny, cute
Similar in 84%
Picture Perfect (1997)
Plot Summary:
A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.
IMDB Rating: 5.5
IMDB Votes: 21000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 101 min
Plot tags: romantic, feel good, sweet, light, talky, sentimental, humorous, realistic, semi serious, romantic comedy
Similar in 80%
The Switch (2010)
Plot Summary:
An unmarried 40-year-old woman turns to a turkey baster in order to become pregnant. Seven years later, she reunites with her best friend, who has been living with a secret: he replaced her preferred sperm sample with his own.
IMDB Rating: 6.1
IMDB Votes: 111000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 101 min
Plot tags: romantic, humorous, feel good, romantic comedy, cute, sweet, sentimental, funny, sincere, light
Similar in 90%
Hope Springs (2003)
Plot Summary:
British artist Colin Ware discovers that his fiancée, Vera, is going to marry another man. Distraught and despondent, he gets on a plane for America and ends up in the tiny town of Hope in New England. At first, Colin is depressed, but he soon finds more than a shoulder to cry on when his innkeepers introduce him to Mandy, a beautiful nurse. All's going well and Colin has almost forgotten his old flame until Vera shows up with a surprise of her own.
IMDB Rating: 5.4
IMDB Votes: 8000
Genere: Comedy, Romance
Country: UK, USA
Duration: 92 min
Plot tags: light, romantic, sweet, funny, feel good, humorous, sentimental, touching, romantic comedy, offbeat
Similar in 85%
The Back-up Plan (2010)
Plot Summary:
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.
IMDB Rating: 5.3
IMDB Votes: 52000
Genere: Comedy, Romance
Country: USA
Duration: 104 min
Plot tags: romantic, light, romantic comedy, sweet, feel good, touching, funny, teen, semi serious, cute
Similar in 76%
I Do...Knot (2009)
Plot Summary:
Sebastian is very lucky with women, going to parties and getting drunk every night. His mother asks him to change his way of life but he refuses to stop partying and meeting new women. One day, after one night of serious partying he wakes up with a beautiful woman named Alexa. He realizes he got married to her, but he can't remember anything about it. And being married is a serious problem for a man like him.
IMDB Rating: 5.8
IMDB Votes: 690
Genere: Comedy, Drama, Romance
Country: Mexico
Duration: 110 min
Plot tags: semi serious, feel good, humorous, captivating, entertaining, sentimental, realistic, witty
Similar in 88%
Carolina (2003)
Plot Summary:
Carolina is a 2003 romantic comedy film directed by Marleen Gorris, starring Julia Stiles, Shirley MacLaine, Alessandro Nivola, Mika Boorem, Randy Quaid, and Jennifer Coolidge. Lisa Sheridan has a cameo role in the film, and Barbara Eden has the uncredited part of Daphne. It is set in Los Angeles, California. Shot in 2003, the film failed to find a distributor and was released direct-to-video in 2005.
IMDB Rating: 6.1
IMDB Votes: 4000
Genere: Comedy, Drama, Romance
Country: Germany, USA
Duration: 96 min
Plot tags: feel good, sentimental, realistic, humorous, semi serious
Similar in 85%
Fools Rush In (1997)
Plot Summary:
Alex Whitman (Matthew Perry) is a designer from New York City who is sent to Las Vegas to supervise the construction of a nightclub that his firm has been hired to build. Alex is a straight-laced WASP-ish type who, while enjoying a night on the town, meets Isabel Fuentes (Salma Hayek), a free-spirited Mexican-American photographer. Alex and Isabel are overtaken by lust at first sight and end up sp.
IMDB Rating: 6.1
IMDB Votes: 39000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 109 min
Plot tags: entertaining, humorous, sentimental, touching, romantic, romantic comedy, sweet, light, feel good, realistic
Similar in 86%
The Mirror Has Two Faces (1996)
Plot Summary:
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.
IMDB Rating: 6.6
IMDB Votes: 21000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 126 min
Plot tags: feel good, light, humorous, sweet, sentimental, touching, romantic, emotional, intense, inspirational
Similar in 81%
Aisha (2010)
Plot Summary:
Aisha is a girl with a simple diktat - everyone's business is her business. Arjun is a boy with even a simpler set of beliefs - Aisha should mind her own business. Caught in the Delhi upper class world with its own set of social rules, Aisha navigates her world with a great sense of style and even greater optimism. Caught in her web are her best friend Pinky, the small town girl Shefali, the west Delhi boy Randhir and the hunk Dhruv. Aisha will make sure everyone dances to her tune. And all Arjun wants to do is disentangle that web and get Aisha out of an impending sticky mess. Who will succeed and who will succumb? Welcome to Aisha's fabulous world where playing cupid is as easy as 123...if only that Arjun would stay out of her way!.
IMDB Rating: 5.1
IMDB Votes: 4000
Genere: Comedy, Drama, Romance
Country: India
Duration: 126 min
Plot tags: sentimental, feel good, humorous, semi serious, romantic, entertaining, light, captivating, touching, realistic
Similar in 84%
Something Borrowed (2011)
Plot Summary:
Though Rachel (Ginnifer Goodwin) 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 (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.
IMDB Rating: 5.8
IMDB Votes: 65000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 112 min
Plot tags: romantic, sweet, feel good, sexy, light, entertaining, funny, semi serious, sentimental, humorous
Similar in 75%
Before We Go (2014)
Plot Summary:
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.
IMDB Rating: 6.8
IMDB Votes: 63000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 95 min
Plot tags: touching, romantic, sweet, light, witty, romantic comedy, cute, emotional, talky, humorous
Similar in 89%
Maid in Manhattan (2002)
Plot Summary:
Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa's true identity is revealed, issues of class and social status threaten to separate them. Can two people from very different worlds overcome their differences and live happily ever after?.
IMDB Rating: 5.4
IMDB Votes: 95000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 105 min
Plot tags: romantic, light, sweet, sentimental, feel good, romantic comedy, fairy tale, teen, cute, political
Similar in 79%
27 Dresses (2008)
Plot Summary:
Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.
IMDB Rating: 6.1
IMDB Votes: 172000
Genere: Comedy, Romance
Country: USA
Duration: 111 min
Plot tags: romantic, feel good, light, romantic comedy, sweet, cute, sentimental, funny, teen, humorous
Similar in 76%
You've Got Mail (1998)
Plot Summary:
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 putting her out of business.
IMDB Rating: 6.7
IMDB Votes: 226000
Genere: Comedy, Drama, Romance
Country: USA
Duration: 119 min
Plot tags: feel good, sweet, touching, sentimental, light, romantic, entertaining, humorous, cute, inspirational
Similar in 88%
Love Breakups Zindagi (2011)
Plot Summary:
Love Breakups Zindagi is a movie which tries to answer the question related to love, breakups and life. A couple and many of their friends experience changes and challenges in their respective lives after attending a wedding.
IMDB Rating: 5.8
IMDB Votes: 1000
Genere: Comedy, Drama, Romance
Country: India
Duration: 156 min
Plot tags: feel good, semi serious, sentimental, humorous, realistic, romantic, light