Top 25 Valentine’s Day Films for a Romantic Movie Night

Best Valentine's Day MoviesPin

This list includes the most romantic and best Valentine’s Day movies. Many are well-known and have won numerous awards. Valentine’s Day plans should be a little different this year. 

Date night is best spent in the comfort of your home rather than at a restaurant, a spa, or getting cocktails. 

But you can make the most of it: with some imagination and the proper amusement, this could be the best holiday you’ve ever had. 

Additionally, Romantic Movies were practically made for Valentine’s Day because they’re both a diversion from the present and a throwback to a time when people could do things. 

In addition, there’s something for everyone here, whether you’re looking for a true rom-com, a tear-jerker drama, or a brand-new romance to devour. 

Furthermore, these Classic Rom-coms films are perfect for any February 14 plans, from cuddling with your spouse to planning a long-distance Galentine’s Day watch party, when paired with a home-cooked meal, a glass of wine, and a little chocolate.

Continue reading to find your best Valentine’s Day movies. 

1. Valentine’s Day (2010)

Over a dozen Angelenos traverse Valentine’s Day from early morning to midnight. Three couples awaken together, but each one will fizzle out; are any of them worth saving

Additionally, a grade-school boy wants flowers for his first true love; two high school seniors plan first-time sex at noon; and a TV sports reporter is assigned to find romance in Los Angeles. 

A star quarterback mulls over his future; two strangers meet on a plane; grandparents who have been together for years face a crisis, and an “I Hate Valentine’s Day” dinner beckons the lonely and the lied to. 

Will Cupid be able to complete his task by midnight? Some of the top cast include Jessica Alba, Jessica Biel, Bradley Cooper, Kathy Bates, Jamie Foxx, and Anne Hathaway. 

2. The Notebook (2004)

The Notebook is one of the best Valentine’s Day movies ever. In it, Duke, a nursing facility resident, reads a romance novel to an older woman with senile dementia and memory loss. 

Furthermore, Allie Hamilton, a wealthy seventeen-year-old, spends her summer vacation in Seabrook in the late 1930s. Noah Calhoun meets Allie at a fair, and the two quickly fall in love. 

Additionally, Noah takes Allie to an old house that he wants to buy and restore one day, and they try to make love but are interrupted by their friend. 

Allie’s parents disapprove of their relationship because Noah is from a different social class, and they accompany her to New York. 

Allie Hamilton’s mother, Anne Hamilton, does not give her daughter Noah Noah’s 365 letters (A Year). Other cast members include Ryan Gosling, Rachel McAdams, Joan Allen, James Marsden, and Tim Ivey. 

3. The Photograph (2020)

Stella Meghie’s latest film was only released a few weeks before the lockdown; thus, it never received the critical acclaim it deserved. 

In addition, the plot moves slowly, revolving around an unexpected romance between two of Hollywood’s most appealing actors. 

The film’s brilliant soundtrack and beautiful visuals are the icings on the cake. In addition, when renowned photographer Christina Eames passes away unexpectedly, her estranged daughter, Mae, is left sad, resentful, and bereft of answers. 

When Mae discovers a photograph in a safe deposit box, she investigates her mother’s early life, leading to an unexpected romance with a rising journalist.

Some top cast include Issa Rae, Lakeith Stanfield, Kelvin Harrison Jr., and Chanté Adams. 

4. Blue Valentine (2010)

Blue Valentine is also one of the best Valentine’s Day movies. Dean Pereira and Cindy Heller Pereira are a young, working-class couple with a daughter named Frankie. 

Additionally, Dean is a painter, while Cindy is a nurse in a medical clinic. Despite their young years, they’ve both been wounded by the life they’ve carved out for themselves and their experiences leading up to their marriage. 

Furthermore, Dean, a high school dropout, comes from a dysfunctional family with no mother figure. Despite falling in love at first sight with Cindy, he never imagined marrying or starting a family. 

However, he has no professional ambitions beyond his current job. He enjoys it because he believes he can drink a beer at 8 a.m. without impacting his work, despite Cindy’s belief that he has so much more potential in life. 

Some of the top cast members include Ryan Gosling, Michelle Williams, Faith Wladyka, and John Doman.  

5. 50 Shades Of Grey (2015)

50 Shades of Grey is one of the best Valentine’s Day Movies. As a favor to her roommate, Anastasia Steele, an English literature major at Washington State University, agrees to interview Christian Grey’s billionaire for the college newspaper. 

Christian Grey expresses an interest in Anastasia throughout the interview. Soon after, he visits Anastasia’s hardware store and offers her a picture session to complement the story she interviewed him for. 

Additionally, Grey later invites her to a cafe and sends her first edition copies of two Thomas Hardy novels, including Tess of the d’Urbervilles, along with a card that includes a passage from the latter book about the perils of relationships. 

Furthermore, Anastasia and Grey begin dating because of their persistence. Throughout their tumultuous relationship, Anastasia slowly covers up Grey’s problematic past and realizes that he is unfit for any woman, much less himself. 

Although she adores her bondage sex with Grey, she feels compelled to take a risk that will require all of her strength and courage, as Christian Grey is a hazardous man.

Some top cast include Dakota Johnson, Jamie Dornan, Jennifer Ehle, and Marcia Gay Harden.  

6. 365 Days (2020)

After his father is slain, Massimo Torricelli, a young and attractive boss of a Sicilian Mafia family, has no choice but to take over. Laura works as a sales director in a posh Warsaw hotel. 

Her professional life is booming, but her personal life is uninteresting. She’s giving it her all to save her relationship. She travels to Italy with her knucklehead boyfriend, Martin, and other buddies. 

Furthermore, she does not anticipate Massimo, the island’s most dangerous man, to get in her way, kidnap her, hold her captive for 365 days, and force her to fall in love with him.

7. Crazy Rich Asians (2018)

Rachel Chu, an American-born Chinese NYU professor, travels to Singapore with her boyfriend Nick for the wedding of his closest friend. 

In addition, Nick’s secret is soon revealed: his family is wealthy, and he is regarded as Asia’s most eligible bachelor. Rachel’s every woman is envious of her and wants to pull her down. 

Some of the top cast include Constance Wu, Henry Golding, Gemma Chan, Lisa Lu, Awkwafina, Ken Jeong, and Michelle Yeoh.  

8. After (2019)

After is one of the must-watch Valentine’s Day movies; the film AFTER is based on Anna Todd’s novel and follows Tessa (Langford). 

Anna is a dedicated student, a responsible daughter, and a devoted girlfriend to her high-school boyfriend. As she begins her first semester of college, she has big plans for her future. 

Additionally, when she meets the dark, mysterious Hardin Scott (Tiffin), a seductive, brooding rebel who makes her rethink all she thought she knew about herself and what she wants from life, her guarded world opens up. 

Also, check out the sequels After We Collide and After We Fell. They will be worth your time. Some top c st include Josephine Langford, Hero Fiennes Tiffin, Khadijah Red Thunder, Dylan Arnold, and Selima Blair.

9. The Proposal (2009)

Andrew Paxton has worked as Margaret’s assistant at a New York publishing house for three years. Margaret, a Canadian, sees a ruse to marry Andrew to avoid deportation due to an expired visa; he accepts, provided she promises a promotion. 

On Monday, an INS agent swears to put the pair to the test regarding each other. Margaret joins Andrew on his trip home to Sitka, Alaska, for his grandmother’s 90th birthday celebrations

Additionally, the following few days are dominated by family dynamics: conflicts between Andrew and his father, an ex-girlfriend, Andrew’s disdain for Margaret, and her past color the next few days, with the INS preparing to prosecute Andrew with fraud. 

Some of the top cast of the proposal are Sandra Bullock, Ryan Reynolds, Malin Åkerman, Craig T. Nelson, Mary Steenburgen, and Betty White.  

10. Friends With Benefits (2011)

Friends with Benefits is one of the sexiest and best Valentine’s Day Movies ever. Jamie Rellis is a New York City headhunter attempting to sign Dylan Harper (Justin Timberlake), a Los Angeles-based art director, for her client. 

Additionally, they rapidly became friends after he accepted the job and relocated. Their friendship blossomed into a friendship with benefits.

But given Jamie’s emotionally scarred past and Dylan’s history of emotional aloofness, they must resist falling in love the way Hollywood romantic movies prescribe. 

The top cast includes Justin Timberlake, Mila Kunis, Patricia Clarkson, Jenna Elfman, Bryan Greenberg, Richard Jenkins, and Woody Harrelson. 

11. The Fault In Our Stars (2014)

Hazel and Augustus are two sarcastic youngsters who disdain the conventional and a love that sweeps them away on an adventure

Furthermore, given that Hazel’s other constant companion is an oxygen tank, Gus jokes about his prosthetic limb, and they meet and fall in love at a cancer support group, their romance is all the more impressive.  

The top cast includes Shailene Woodley, Ansel Elgort, Laura Dern, Sam Trammel, Nat Wolff, and Willem Dafoe.  

12. Love And Basketball (2010)

Love and Basketball are among the best Valentine’s Day movies ever. Monica moved in next door to Quincy in Los Angeles in 1981. 

They’re both 11 and want to play like Quincy’s father in the NBA. Except when Quincy’s parents dispute and he climbs through Monica’s window to sleep on the floor, their love-hate connection lasts until high school, with Monica’s edge and Quincy’s top-dog attitude dividing them. 

In addition, they become a pair as high school ends, but within a year, with both of them playing baseball at USC, Quincy’s relationship with his father deteriorates, and he breaks up with Monica. 

They meet again a few years later, their professional careers at a fork in the road. It’s time for a high-stakes final one-on-one game. Some of the top cast include Omar Epps, Sanaa Lathan, Alfre Woodard, and Dennis Haysbert.  

13. 50 First Dates (2004)

Henry Roth lives in a Hawaiian paradise with an inexhaustible supply of free-spirited ladies. Henry and Lucy enjoy each other’s company and sense the beginnings of a serious relationship. 

Additionally, Henry is perplexed when Lucy fails to recognize him when he approaches her the next day. Henry suffers from short-term memory loss and cannot recall each day. 

However, Henry doesn’t let this stop him from his plans to make her fall in love with him all over again every day. 

Some of the top cast include Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin, Blake Clark, and Dan Aykroyd.  

14. Falling Inn Love (2019)

Falling Inn Love is also one of the best Valentine’s Day movies. Gabriela Diaz’s design firm in San Francisco closes the week after her breakup. 

She enters a contest to “Win an Inn” overlooking New Zealand’s countryside after being inspired by a potent concoction of wine and Wi-Fi

However, she discovers The Bellbird Valley Farm, a deteriorating exterior, a floorboard-treading goat, and an interfering neighbor who covets the place thousands of airline miles later. 

In addition, she teams up with Jake Taylor, a Kiwi contractor and volunteer firefighter. The latter observes much of her city-girl culture shock to refurbish and sell the property quickly. 

Meanwhile, once the last fittings are hung, she’s hesitant to leave him, the inn, and the kind community that nurtured her creative side. The top cast includes Christina Milian, Adam Demos, Jeffrey Bowyer-Chapman, Anne Julienne, and Blair Strang.  

15. Call Me By Your Name (2017)

Call me by your name. Luca Guadagnino’s new film is a sensual and beautiful tale of first love based on andré Aciman’s bestselling novel. 

However, in the summer of 1983, in northern Italy. Elio Perlman, a precocious 17-year-old, spends his days transcribing and playing classical music, reading, and flirting with his companion Marzia in his family’s 17th-century villa. 

Elio has a tight relationship with his father, a renowned professor of Greco-Roman culture, and his mother, Annella, a translator, who lavish him with the riches of high culture in a setting awash in natural wonders.  

In addition, the movie’s top cast includes Armie Hammer, Timothée Chalamet, Michael Stuhlbarg, Amira Casar, Esther Garrel, and Victoire Du Bois.  

16. To All The Boys I’ve Loved Before (2018)

To All the Boys I’ve Loved Before is also one of the best Valentine’s Day movies. In it, Lara Jean Covey sends letters to her previous loves, but they are intended for her eyes only. 

Until one day, all of her prior loves receive their love letters. Additionally, when her previous s loves face her one by one, her life is quickly turned upside down. 

Some of the top cast members include Lana Condor, Noah Centineo, Janel Parrish, Anna Cathcart, and Andrew Bachelor.

17. Crazy, Stupid, Love (2011)

Cal and Emily live the American dream together until Emily requests a divorce. Cal, Mr. Husband, now has to negotiate the single scene with the help of his professional bachelor pal, Jacob Palmer.

That’s a lot of assistance. Some of the top cast members include Steve Carell, Julianne Moore, Ryan Gosling, Emma Stone, and Lio Tipton.  

18. Holidate (2020)

Holidate is also one of the best Valentine’s Day movies ever. On the spur of the moment, Sloane meets Jackson at a store return counter. 

They are both tired of nightmare dates (him) and meddling family (her) during the holidays, so they make an arrangement whereby they will only meet as a couple to create life, at the very least, tolerable. 

Slowly, steadily, and despite their scoffing at romance tropes (and to their surprise), their relationship develops into something more. 

Some of the top cast members include Emma Roberts, Luke Bracey, Kristin Chenoweth, Frances Fisher, and Andrew Bachelor.  

19. Pride & Prejudice (2005)

Jane, Elizabeth, Mary, Kitty, and Lydia Bennet are five sisters in Georgian England, and the tale is based on Jane Austen’s novel. 

Meanwhile, when wealthy young Mr. Bingley and his best friend, Mr. Darcy, arrive in their neighborhood, their lives are turned upside down. 

The top cast includes Rosamund Pike, Keira Knightley, Talulah Riley, Carey Mulligan, Jena Malone, Simon Woods, and Matthew Macfadyen. 

20. Before Sunset (2004)

Before Sunset is next on our list of best Valentine’s Day Movies to watch, it follows the story of Jesse Wallace, an American woman in her early thirties.

Jesse was in a bookstore in Paris, where he made his final stop on a promotional tour for his best-selling book, This Time. 

Although he is coy with reporters about the book’s source material, it is about his unexpected meeting with a Parisienne named Celine on June 15-16, 1994, and the unforgettable and beautiful day and evening they spent together in Vienna. 

However, at the end of their rendezvous at the Vienna train station, where the book ends, they swore to meet again in six months at the exact location without exchanging contact information. 

The principal cast includes Ethan Hawke, Julie Delpy, Vernon Dobtcheff, Diabolo, and Louise Lemoine Torres.  

21. P.S. I Love You

Holly Kennedy is attractive, intelligent, and married to the love of her life, Gerry, a passionate, witty, and rash Irishman. As a result, Holly is also accepted when Gerry’s life is taken by disease. 

The person who is no longer present is the only one who can assist her. Gerry is the only one who truly understands Holly. It’s a good thing he prepared ahead of time. 

Additionally, Gerry wrote Holly letters before he died to help her overcome her loss and rediscover herself. 

The first message arrives as a cake on Holly’s 30th birthday, along with a tape recording from Gerry, who tells her to get out and “enjoy yourself.” 

Over the next few weeks and months, more letters from Gerry arrive unexpectedly, each sending her on a new journey and signing off with the exact phrase: “P.S. I Love You.” 

Furthermore, Holly’s mother and best friends worry that Gerry’s letters tie her to the past, but each letter propels her into a new future. 

In addition, Holly embarks on a journey of rediscovery with Gerry’s words as her guide in this narrative about marriage, friendship, and how strong love can turn death’s finality into a fresh beginning for life. 

Some of the top cast members include Hilary Swank, Gerard Butler, Lisa Kudrow, Harry Connick Jr., Gina Gershon, Jeffrey Dean Morgan, and Kathy Bates.  

22. Hitch (2005)

Hitch is also one of the best Valentine’s Day movies to watch. In this film about the endless game of love, Alex “Hitch” Hitchens, a sophisticated matchmaker and New York City’s best date doctor guarantees that any guy may obtain the girl of his dreams if he overcomes his worries and follows expert advice. 

Additionally, Hitch meets his exact match when the shy accountant, Albert Brenn, helps him attract the attention of the affluent and gorgeous heiress Allegra Cole: Sara Melas, an inquisitive gossip reporter. 

In addition, the self-assured charmer now desperately needs his services to salvage his relationship.

But can the silver-tongued romance specialist withstand the subtle complexities of love? Will Smith, Kevin James, Amber Valletta, Michael Rapaport, and Adam Arkin are some of the top cast.  

23. Princess Diaries (2001)

Except for her mother, best friend Lilly, and older brother Michael, Mia Thermopolis is an average teenager—sweet, a little geeky, and mostly invisible to everyone except her mother, Lilly’s best friend Lilly, and Michael.  

Furthermore, it’s difficult enough for Mia to get through high school without puking. So it’s not exactly welcome news when her est and grandmother, Queen Clarisse Renaldi, appears out of nowhere and calmly informs her that she is the heir to the throne of a European country called Genovia. 

Meanwhile, Mia’s life is suddenly thrown into chaos. Some top cast members Include Heather Matarazzo, Anne Hathaway, Robert Schwartzman, Dame Julie Andrews, and Mandy Moore. 

24. Howl’s Moving Castle (2004)

Howl’s Moving Castle is next on our list of best Valentine’s Day movies. It is a love story between Sophie, an 18-year-old girl cursed by a witch to live in an older woman’s body, and Howl, a magician. 

Additionally, Sophie sets out to find her riches under the curse, which leads her to Howl’s bizarre shifting castle. In the castle, Sophie meets Howl’s fire demon, Karishifâ. 

However, when the demon realizes Sophie is cursed, he bargains with her. If she breaches the contract with Howl, Karus ifâ will lift the curse, and Sophie will revert to her 18-year-old form. 

Some of the top cast voices are Chieko Baisho, Takuya Kimura, Akihiro Miwa, Tatsuya Gashuin, and Mitsunori Isaki.  

25. La La Land (2016)

Last on our list of best Valentine’s movies to watch on Valentine’s Day is La-la Land. An aspiring actress delivers lattes to movie stars between auditions, and jazz musician Sebastian scrapes by doing cocktail-party gigs in seedy clubs. 

However, as their success grows, they are forced to make decisions that shred the delicate fabric of their relationship. And also, the dreams they worked so hard to maintain n each other threaten to tear them apart. 

Some of the top cast in La La Land are Ryan Gosling, Emma Stone, John Legend, Rosemarie DeWitt, Finn Wittrock, and J. K. Simmons. 

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