Best movies like I Hate Valentine's Day

Last updated March 2024

Looking for movies related to I Hate Valentine's Day? Offer your familiarity to steer others to tv series and films you've already seen that might appeal to them as well. Support expanding the community of people introducing videos to one another. We encourage your participation!

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

Best tv shows and movies like I Hate Valentine's Day (2009):

Similar in 77%

Cupid (2012)

Plot Summary:

With Valentine’s Day approaching, Eve Lovett, a workaholic TV talk show host with a string of failed relationships, is worried she will never find true love. But when a mysterious stranger named Vernon Gart shows up on the set claiming to work for Cupid, Inc., Eve has no idea her love life is about to get an arrow right through the heart.


IMDB Rating: 5.0

IMDB Votes: 403

Genere: Comedy, Romance

Country: USA

Duration: 80 min

Plot tags: touching, feel good, humorous, light, captivating, realistic, semi serious, independent film, sexual, sexy

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Similar in 81%

Coming & Going (2011)

Plot Summary:

Coming & Going is an irreverent romantic comedy that poses the question: How far would you go to capture the heart of the one you love? Lee (Rhys Darby) is a young, skilled OBGYN who lacks confidence when it comes to talking to women outside his successful medical practice. A minor injury temporarily lands him in a wheelchair and it is at that precise time that he meets his dream girl Alex (Sasha Alexander). Convinced she's only paid attention to him because he's in that chair, he stays in it to win her affections well after his injury has healed. Coming & Going is about love and the extreme things people do for it.


IMDB Rating: 5.3

IMDB Votes: 745

Genere: Comedy, Romance

Country: USA

Duration: 92 min

Plot tags: humorous, touching, light, feel good, realistic, semi serious, independent film

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Similar in 88%

Love, So Divine (2004)

Plot Summary:

Kyu-sik is a seminary student, who one day falls during a church service, dropping a precious, pope-blessed relic. As punishment, he and his comic relief friend Seon-dal are sent away to a small church in rural Korea to work in a sort of priest limbo until they get their act together.


IMDB Rating: 6.3

IMDB Votes: 1000

Genere: Comedy, Romance

Country: South Korea

Duration: 110 min

Plot tags: romantic comedy, sincere, touching, feel good, humorous, sweet, captivating, semi serious, romantic

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Similar in 86%

It Had to Be You (2000)

Plot Summary:

Two strangers meet and fall in love during the weekend that they are planning their respective weddings.


IMDB Rating: 5.6

IMDB Votes: 2000

Genere: Comedy, Romance

Country: USA

Duration: 96 min

Plot tags: touching, feel good, semi serious, humorous, inspirational, cynical, realistic, independent film, romantic drama

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Similar in 85%

Overnight (2012)

Plot Summary:

After breaking up with her boyfriend on Valentine's Day, Jenny (Rachel Blanchard) shares a red-eye flight from Los Angeles to New York with a love-damaged group of passengers-- a pilot with anger management issues (Anthony LaPaglia), some oversexed flight attendants, a hip-hop superstar trying to keep it real in coach and a handsome young professor who's been unlucky in romance (James D'Arcy). Along with a tiny dog named Kaz, these strangers buckle up for love's bumpy ride.


IMDB Rating: 5.2

IMDB Votes: 681

Genere: Comedy, Romance

Country: USA

Duration: 95 min

Plot tags: humorous, light, captivating, sincere, feel good, christian film, realistic, semi serious

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Similar in 75%

Love Jacked (2018)

Plot Summary:

Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.


IMDB Rating: 5.8

IMDB Votes: 2000

Genere: Comedy, Romance

Country: Canada, South Africa

Duration: 100 min

Plot tags: romantic, touching, feel good, humorous, semi serious, romantic comedy

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Similar in 81%

Labor Pains (2009)

Plot Summary:

A young woman pretends to be pregnant in order to avoid being fired from her job. When that gets her a bunch of special treatment by everyone involved in her life, she tries to keep up the lie for nine months.


IMDB Rating: 4.8

IMDB Votes: 12000

Genere: Comedy, Romance

Country: USA

Duration: 90 min

Plot tags: romantic, funny, humorous, cute, light, romantic comedy, teen, realistic, semi serious, teen comedy

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Similar in 85%

Cake (2005)

Plot Summary:

A travel writer improves her love life when she becomes an editor for her father's wedding magazine.


IMDB Rating: 4.9

IMDB Votes: 4000

Genere: Comedy, Romance

Country: Canada, USA

Duration: 94 min

Plot tags: touching, feel good, humorous, semi serious, realistic

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Similar in 82%

The Man On Her Mind (2014)

Plot Summary:

Nellie is a seemingly prim young woman who is conducting a clandestine affair with Jack, a super-suave, fast-talking lawyer. It doesn't matter that the pair seems mismatched because Jack doesn't really exist; he is a figment of Nellie’s imagination--someone she dreamed up out of bits and pieces of Leonard, a somewhat bland man with whom she had a blind date months earlier. Meanwhile, we meet Leonard, and learn that he too has an imaginary lover, whom he has fashioned after the attractive attributes of Nellie. When the two characters come together again, they are forced to compare and contrast their ideal—but, sadly, nonexistent--partners, with their flesh and blood counterparts. The question is, will Nellie choose the man on her mind over the man in her arms?.


IMDB Rating: 4.7

IMDB Votes: 38

Genere: Comedy, Romance

Country: USA

Duration: 97 min

Plot tags: humorous, semi serious, light, feel good, entertaining, offbeat, independent film

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Similar in 78%

The Perfect Date (2010)

Plot Summary:

Michel dreams of a perfect meeting with the woman of his dreams, entirely due to chance, as his parents and grandparents experienced. Vincent, Michel's contrast, is completely different. He is more the man of the direct approach and he follows his...! The two childhood friends Michel and Vincent, with completely opposite views when it comes to women, soon discover the limits of their respective techniques when they meet Angèle and Nathalie.


IMDB Rating: 5.7

IMDB Votes: 2000

Genere: Comedy, Romance

Country: France

Duration: 100 min

Plot tags: touching, humorous, semi serious, realistic

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Similar in 85%

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

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Similar in 89%

New Low (2010)

Plot Summary:

Wendell, a neurotic, aimless twentysomething, struggles to figure out which girl he really belongs with: Joanna, the best girl he's ever known, or Vicky, the worst. His friend, Dave, helps him sort through his thoughts as Wendell discovers not only who he should be with, but who he truly is under all that neuroses.


IMDB Rating: 6.5

IMDB Votes: 216

Genere: Comedy, Romance

Country: USA

Duration: 82 min

Plot tags: humorous, mumblecore, feel good, semi serious, light, captivating, independent film, sentimental, clever, realistic

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Similar in 86%

See You in September (2010)

Plot Summary:

Feeling abandoned by her therapist who's gone on an extended vacation, beautiful Lindsay (Estella Warren) gets help with her fear of commitment from an ad hoc support group formed by other New Yorkers also left high and dry by their shrinks. But when her pals dare her to date fellow group member A.J. (Justin Kirk), Lindsay begins to wonder if she's finally found her match. Tamara Tunie directs this charming romantic comedy.


IMDB Rating: 4.6

IMDB Votes: 812

Genere: Comedy, Romance

Country: USA

Duration: 91 min

Plot tags: sentimental, semi serious, touching, humorous, realistic, sex comedy, independent film, sexual, sexy

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Similar in 83%

BachelorMan (2003)

Plot Summary:

In these times of enlightened sexual politics, Ted Davis is a scoring machine. He's got the rap, the charm and his little black book weighs several pounds. Ted has become a guru to his buddies who can only aspire in awe to his greatness. This is a man's man, a ladies man, a super-hero: He's Ted Davis: "BachelorMan".


IMDB Rating: 4.6

IMDB Votes: 466

Genere: Comedy, Romance

Country: USA

Duration: 90 min

Plot tags: feel good, humorous, realistic, semi serious

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Similar in 90%

Crossing Delancey (1988)

Plot Summary:

Isabelle's life revolves around the New York bookshop she works in and the intellectual friends of both sexes she meets there. Her grandmother remains less than impressed and decides to hire a good old-fashioned Jewish matchmaker to help Isabelle's love-life along. Enter pickle-maker Sam who immediately takes to Isabelle. She however is irritated by the whole business, at least to start with.


IMDB Rating: 6.9

IMDB Votes: 5000

Genere: Comedy, Romance

Country: USA

Duration: 97 min

Plot tags: touching, sentimental, realistic, feel good, humorous, semi serious, clever, offbeat, contemplative, light

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Similar in 75%

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

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Bed & Breakfast: Love is a Happy Accident (2010)

Plot Summary:

Bed and Breakfast is a romantic comedy about a saleswoman from a large department store in Rio who discovers she has inherited property in the wine country of California. She could never expect what she would find in "Webster", a small country town.


IMDB Rating: 5.1

IMDB Votes: 1000

Genere: Comedy, Romance

Country: USA

Duration: 89 min

Plot tags: sentimental, feel good, touching, humorous, realistic, semi serious, sincere, captivating

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Similar in 82%

Pipe Dream (2002)

Plot Summary:

A lonely plumber poses as a movie director to meet women, and the writer whose script he's stolen builds on his ruse to get her movie made.


IMDB Rating: 6.0

IMDB Votes: 1000

Genere: Comedy, Romance

Country: USA

Duration: 91 min

Plot tags: feel good, humorous, realistic, witty, clever, semi serious, independent film

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Similar in 75%

The Break-Up Artist (2009)

Plot Summary:

A woman who gets paid to break people up is forced to become a matchmaker when some new competition muscles her out of the break-up business. Now, in order to save her company (and keep her high-priced wardrobe) she'll have to rely on her old nemesis: love.


IMDB Rating: 4.8

IMDB Votes: 2000

Genere: Comedy, Romance

Country: USA

Duration: 105 min

Plot tags: feel good, humorous, realistic, semi serious, romantic, romantic comedy, teen, romantic drama

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Similar in 88%

Love Is in the Air (2013)

Plot Summary:

Antoine is a lawyer living in New York. On his way back to France for the final round of a job interview, Antoine finds himself sitting right next to his ex-girlfriend Julie. With a seven-hour flight ahead of them, they are going to have to speak to each other.


IMDB Rating: 6.3

IMDB Votes: 5000

Genere: Comedy, Romance

Country: France

Duration: 96 min

Plot tags: feel good, romantic, humorous, semi serious, sexy, sweet, uplifting, art house, touching, realistic

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Similar in 82%

Love, Guaranteed (2020)

Plot Summary:

A lawyer takes on a new client that wants to sue a dating website because it guarantees love.


IMDB Rating: 5.6

IMDB Votes: 19000

Genere: Comedy, Romance

Country: USA

Duration: 90 min

Plot tags: romantic, funny, light, feel good, humorous, entertaining, romantic comedy

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My Life in Ruins (2009)

Plot Summary:

A Greek tour guide named Georgia attempts to recapture her kefi (Greek for mojo) by guiding a ragtag group of tourists around Greece and showing them the beauty of her native land. Along the way, she manages to open their eyes to the wonders of an exotic foreign land while beginning to see the world through a new set of eyes in the process.


IMDB Rating: 5.9

IMDB Votes: 21000

Genere: Comedy, Romance

Country: USA, Spain

Duration: 98 min

Plot tags: romantic, funny, light, humorous, sweet, entertaining, romantic comedy, inspirational, sentimental, teen

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Similar in 82%

A Couch in New York (1996)

Plot Summary:

Dr. Henry Harriston is a successful psychoanalyst in New York City. When he is near a nervous breakdown, he arranges to change his flat with Beatrice Saulnier from France for a while. Both don't know each other and both find themselves deeply involved into the social settings of the other, because the decision to change their flats is made overnight. Could be the perfect amusement, but suddenly Henry finds himself beaten up by Beatrice' lover and Beatrice is considered to be Dr. Harriston's substitute by his clients.


IMDB Rating: 5.9

IMDB Votes: 2000

Genere: Comedy, Romance

Country: France, Germany, Belgium

Duration: 108 min

Plot tags: sweet, melancholic, light, feel good, humorous, clever, witty, offbeat, realistic, semi serious

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Similar in 78%

My Big Fat Greek Wedding 2 (2016)

Plot Summary:

The continuing adventures of the Portokalos family. A follow-up to the 2002 comedy, "My Big Fat Greek Wedding.".


IMDB Rating: 6.0

IMDB Votes: 35000

Genere: Comedy, Romance

Country: USA, Canada

Duration: 94 min

Plot tags: funny, romantic, entertaining, feel good, sweet, captivating, disturbing, parody, humorous, melancholic

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Similar in 89%

The Wish List (2010)

Plot Summary:

Sarah Fisher, an overly organized, by-the-numbers kind of woman, makes a "wish list" of all the qualities and traits her future husband should have. After finding the perfect man, she falls for a guy who meets none of her criteria and discovers that life and love don't always work out according to the master plan.


IMDB Rating: 6.2

IMDB Votes: 1000

Genere: Comedy, Drama, Romance

Country: USA

Duration: 88 min

Plot tags: feel good, humorous, semi serious, light, sincere, captivating, entertaining, cute, teen, touching

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The Longest Week (2014)

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

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Similar in 86%

Valentine's Day (2010)

Plot Summary:

More than a dozen Angelenos navigate Valentine's Day from early morning until midnight. Three couples awake together, but each relationship will sputter; are any worth saving? A grade-school boy wants flowers for his first true love; two high school seniors plan first-time sex at noon; a TV sports reporter gets the assignment to find romance in LA; a star quarterback contemplates his future; two strangers meet on a plane; grandparents, together for years, face a crisis; and, an "I Hate Valentine's Day" dinner beckons the lonely and the lied to. Can Cupid finish his work by midnight?.


IMDB Rating: 5.7

IMDB Votes: 124000

Genere: Comedy, Romance

Country: USA

Duration: 125 min

Plot tags: feel good, romantic, sweet, romantic comedy, sentimental, light, funny, entertaining, teen, semi serious

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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

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Similar in 79%

The Ugly Truth (2009)

Plot Summary:

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.


IMDB Rating: 6.4

IMDB Votes: 228000

Genere: Comedy, Romance

Country: USA

Duration: 96 min

Plot tags: romantic, feel good, sexy, funny, sweet, witty, romantic comedy, humorous, entertaining, teen

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How to Lose a Guy in 10 Days (2003)

Plot Summary:

An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe Neuwirth), loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry (Matthew McConaughey), who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.


IMDB Rating: 6.5

IMDB Votes: 262000

Genere: Comedy, Romance

Country: USA, Germany

Duration: 116 min

Plot tags: romantic, feel good, light, humorous, romantic comedy, entertaining, sweet, cute, teen, funny

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