Written by: Mitch De Guzman
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Valentine’s day is just a few days away, and what could be more romantic than curling up on the sofa with your partner and watching a movie? That said, we’ve put together a list of romantic movies that make you want to fall in love. No matter what kind of love story you’re in the mood for, whether it’s a classic or a more recent release, we’ve got something for you.
To make the evening special, dress up to look your best, just as you would for a date. Then get a bottle of wine, some popcorn, or even a charcuterie board ready, and prepare to be swept off your feet.
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Classic Romantic Comedy Movies
Obviously, you want your date night to be enjoyable. So, here are some classic romantic comedies that will not only make you laugh but will also make you fall in love all over again.
Valentine’s Day (2010)
What better Valentine movie to watch than this New Line Cinema film about Valentine’s Day? This romantic film with the same name as the holiday stars an all-star cast that includes Julia Roberts, Taylor Swift, Jessica Alba, Ashton Kutcher, and many others. It’s a sweet film about people experiencing the peaks and valleys of love all on the same day. Throughout the holiday, you’ll see first dates, long-term relationships, young crushes, and reunions.
When Harry Met Sally (1989)
This classic Columbia Pictures rom-com is ideal for anyone who prefers a high-quality, lighthearted film on Valentine’s Day. Couples who started as friends may relate to this film. It’s about two friends (Meg Ryan and Billy Crystal) who begin dating but have difficulty determining their compatibility. What elevates this movie to legendary status is the scene at Katz’s Delicatessen. You shouldn’t miss it!
[Fun fact] In 2019, the deli paid tribute to the legacy of When Harry Met Sally by hosting a scene reenactment contest called “I’ll have what she’s having.”
My Best Friend’s Wedding (1997)
Here’s another Columbia Pictures classic. The story revolves around a childhood promise made between Julianne and Michael, who agreed to marry if they were still single at 28. Unfortunately, Michael proposed to Kimberly, a stunning 20-year-old played by Cameron Diaz, before her 28th birthday. That’s when she realizes she’s falling in love with him, but things get complicated. For hopeless romantics, this movie is essential to viewing.
Bridget Jones’ Diary (2001)
In this Universal Pictures film, Renée Zellwegger plays the awkward heroine Bridget, who struggles with her age, weight, job, lack of a man, and many flaws. As the New Year begins, she begins keeping a diary to gain control of her life. As a result of writing about her adventures and opinions on every subject, her diary becomes the most provocative, erotic, and hysterical book of her life. The brawl between Colin Firth and Hugh Grant makes this classic rom-com memorable.
Pretty Woman (1990)
Here’s another must-see movie for hopeless romantics. Julia Roberts and Richard Gere star in this romantic film about two people who meet and fall in love, even though they come from very different backgrounds. This film is also inspirational because it demonstrates that anyone can find their prince charming, even if it takes a lot of effort. Julia Roberts’ antics, such as her dental flossing, the phrase “Big, huge,” and divot stomping, bolstered this film’s place in cinema history.
Love Actually (2003)
These interconnected stories about the complexities of love may have inspired Valentine’s Day (the film). Universal Pictures, the studio behind Notting Hill and Four Weddings and a Funeral, brilliantly executes this multifaceted romantic comedy movie. It’s about nine different relationships in London during the Christmas season. It also has an ensemble cast. So, if you enjoy feel-good holiday movies, this is the one for you.
The Princess Bride (1987)
Are you a fan of romantic fairy tales? This film adaptation of William Goldman’s novel could be for you. It is about a beautiful princess who wishes to live happily ever after with a farm boy, but evil forces kidnap her and take her across the lost lands. They must overcome the evils of Florin’s mythical kingdom to be reunited. This action-packed, plot-heavy film never has a dull moment since it’s loaded with satire and other comedic elements that never get old. Besides that, it is full of quote-worthy passages.
Notting Hill (1999)
This unusual love story between a struggling bookshop owner and a movie star is a modern-day fairytale. The plot begins with a chance meeting over spilled orange juice, which leads to a kiss that blossoms into a full-fledged affair. Given their radically different lifestyles, their relationship suffers. But true love wins in the end. Interestingly, this is where this famous line comes from: “I’m also just a girl standing in front of a boy, begging him to love her.“
You’ve Got Mail (1998)
The technology in this late-’90s standard may be charmingly old-school, but the message is timeless. After exchanging emails, the quaint bookshop owner falls in love with a chain store owner, a competitor to her business. The magical chemistry between Meg Ryan and Tom Hanks heightens the romance in this film. Anyone who likes a good love story with a little bit of humor will enjoy this movie.
The Wedding Singer (1998)
Adam Sandler portrays a heartbroken wedding singer smitten by Julia (Drew Barrymore), a young woman who enlists his assistance in planning her wedding. This New Cinema movie stands out because of the ’80s-theme, a catchy soundtrack, nostalgic pop culture references, and outrageous fashion that adds to the already entertaining plot.
The Big Sick (2017)
Adapted from a true story, this award-winning film tells the story of an inter-ethnic couple (Emily and Kumail) who must deal with the difficulties of cultural differences. While it may seem unlikely that such a story could result in a laugh-out-loud comedy, this film does. It extracts jokes specific to Nanjiani’s own experience but is universally funny. Click here to watch the trailer.
Four Weddings and a Funeral (1994)
The story revolves around close friends who learn to be more committed in their relationships. One of them is Charles (Hugh Grant), a perennial guest at weddings but never a groom. Then he meets a lovely American named Carrie (Andie McDowell), and his fortunes change. But after a passionate evening, Carrie returns to the United States, putting an end to what might have been. Nonetheless, their paths cross so frequently that he starts to believe that they were meant to be together, even tho their schedules are constantly clashing.
Princess Diaries 2: The Royal Engagement (2004)
With this sequel, Pretty Woman and Runaway Bride director Garry Marshall returns to the Princess Diaries franchise. Mia (Anne Hathaway), still adjusting to life as a princess, graduates from Princeton this time around. Upon returning to Genovia, she learns that she cannot become queen unless she marries within 30 days. So they began vetting her suitors. In particular, Nicholas (Chris Pine) stands out to Mia, but he’s more interested in the throne than she is until he realizes he has feelings for her.
Hitch (Will Smith) is a date doctor who helps a blundering client (Albert) win the heart of a celebrity (Allegra). While his client advances, Hitch suffers romantic setbacks when his tried-and-true techniques fail to work on Sara, a tabloid correspondent out to snoop on Allegra’s love life. Consequently, if she learns of Hitch’s relationship with Albert, Allegra’s professional life will be devastated. Will Smith’s wit and sense of humor will have you laughing out loud.
Crazy Rich Asians (2018)
Based on Kevin Kwan’s best-selling novel, this film tells the story of a happily engaged couple who are about to meet the guy’s family for the first time. Rachel Chu, a New Yorker, and her boyfriend travel to Singapore for a wedding, but things don’t go as planned when they finally meet. Rachel was thrust into the spotlight, and she now has to contend with her boyfriend’s envious friends and family, as well as her eccentric relatives. What makes matters worse is her future mother-in-law’s disapproval of her every move.
To All the Boys I’ve Loved Before (2018)
This rom-com depicts every girl’s worst nightmare. Lara Jean secretly writes soul-baring love letters to her five crushes, but she never sends them. Then, as she and her younger sister, Kitty, hang out, Lara Jean falls asleep on the couch. That’s when Kitty sneaks into her room and finds her letters. Before Lara knew it, her letters were making her life a mess. You’ll laugh and cringe along with her as she tries to make things work.
If you get tired of rom-com movies, and you love watching heart-wrenching love stories, check out these picks.
The Notebook (2004)
Watching this film will leave you in tears of laughter and swoons of desire. As the senile man continues to read a notebook to his fellow Alzheimer’s patient, the film will keep you engrossed. The Notebook, starring Ryan Gosling and Rachel McAdams, is a moving story about the enduring power of love and miracles. It’s an evocative, romantic film from New Line Cinema about two lovers separated by World War II but still in love despite the odds.
The Vow (2012)
We are all aware that a vow is a sacred part of a marriage. It’s the glue that holds your relationship together. But what if one of the spouses loses her memory? This film demonstrates how to keep your vows and reestablish your relationship and marriage no matter how difficult it is.
La La Land (2016)
In this Oscar-winning musical masterpiece, Ryan Gosling and Emma Stone play struggling artists seeking fame and love. Then, as their careers progress, they encounter problems that rip the delicate fabric of their relationship. And their dreams, which they have worked so hard to achieve, threaten to tear them apart.
Love Affair (1994)
Here’s a remake of the 1939 film of the same name from Warner Bros, starring the dashing Warren Beatty and the stunning Annette Benning as star-crossed lovers. They fall in love during an emergency landing on their plane, even tho they are already engaged to others. So, three months after their trip, they agreed to meet at the observation deck of the Empire State Building. But tragedy intervenes, and they are unable to meet. Keep an eye on it to see if they end up together. The beautiful movie theme adds to the poignancy.
Here’s another masterpiece from Paramount Pictures. James Cameron’s epic, action-packed romance film chronicles the tragic maiden voyage of the RMS Titanic, the world’s largest moving object. Kate Winslet and Leonardo Di Caprio play characters from different social classes who meet on the ship and fall in love. However, an unwritten rule prohibits a wealthy girl from dating a poor boy. Prepare to have your heart shattered by the Titanic’s sinking scene.
This top-grossing Paramount Pictures film from the 1990s is iconic. Seeing it makes you believe in the existence of true romance, even after death. Patrick Swayze plays an investment counselor killed by a mugger but remains on the scene in his spirit form to observe as his lover (Demi Moore) weeps and mourns and then attempts to piece her life together.
The Fault in Our Stars (2014)
Hazel and Gus are two teenagers who fall in love after meeting at a cancer support group. Their story is both heartbreaking and inspiring, and it will leave you believing in the power of love.
A Walk To Remember (2002)
In this sweet film about teen romantic love, Shane West stars as Landon Carter, a bad boy who falls for Jamie Sullivan (Mandy Moore). This film will make you believe that true love can overcome all obstacles as the two discover truths that most people don’t learn until later in life.
Message in a Bottle (1999)
The story revolves around a message in a bottle discovered by journalist Theresa Osborne, containing a heartbreaking, anonymous love letter. After publishing it in their newspaper, she sets out to find the letter’s reclusive author, world-weary widower Garret Blake (Kevin Costner). As she falls hopelessly in love with Blake, Osborne is plagued by guilt about the real reason for her visit.
Brokeback Mountain (2005)
It is a heartbreaking story about two cowboys who fall in love but can’t be together because their families are against it. This motion picture is ideal for those who want to spend Valentine’s Day with their partner watching something with profound emotional depth and drama. Additionally, it will acquaint you with the reality of same-sex romance.
Crazy Stupid Love (2011)
This romance movie from Warner Bros. is Emma Stone and Ryan Gosling’s first leading role collaboration. It’s about a middle-aged husband whose life is turned upside down when his wife files for divorce. As he seeks to rediscover himself, his life becomes entwined with a self-proclaimed date doctor who teaches him how to be a hit with the ladies. This movie is perfect for anyone who likes funny love stories mixed with drama.
We hope that this recommendation prompts you to say the three little words and rekindle your relationship. In reality, there are a thousand more romance films to watch if we could just put them all here. But the list goes on and on. However, there’s a trusted page to help users find films of any genre, not just romance. It’s the Pioneer Woman, an affiliate site that provides a wide range of products and services, including entertainment news, cooking, shopping, movies, and more. In turn, they get paid commissions for links to retailer sites that lead customers to selected products. Additionally, the site is part of Hearst Digital Media, a top global media, information, and services company.
As a bonus, here’s a list of websites where you can watch movies online for free and learn about new romantic film releases.
Make your Valentine’s date extra special!
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Now, you can add as many “movies to watch” to your list as you want and watch them all in one sitting. Whether you wish to watch When Harry Met Sally, Pretty Woman, or Crazy Rich Asians a hundred times or discover some new romance films, we’ve got you covered.
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