Top 10 Romantic Movies to Watch on Valentine's Day

By Lauren DuBois,

Feeling the love this Valentine’s Day? If your wallet can’t handle the expensive dinner out or you’re just a low-key couple, here’s a list of movies that are perfect for a night in together. Whether you're cuddled under a blanket while eating takeout or having a home-cooked meal, these movies are sure to entertain!

10. Breakfast at Tiffany’s: Starring Audrey Hepburn, George Peppard, and Patricia Neal; Romantic Comedy, 115 min; 1961

The story of a struggling writer named Paul who moves into a New York apartment building and becomes intrigued by his pretty, but extremely quirky neighbor, Holly Golightly. As his friendship and relationship with Holly grows, Paul learns more about Holly and her two different personas: the public socialite with a sexy and sophisticated style, and the vulnerably neurotic person she privately becomes. Hepburn was one of the great romance stars of her day and this classic is no exception.

9. A Walk to Remember: Starring Mandy Moore, Shane West, and Peter Coyote; Romantic Drama, 101 min; 2002

In the small town of Beaufort North Carolina, after a prank on another student goes horribly wrong, a directionless popular student named Landon Carter is forced to participate in several after-school community service projects, including starring in the school play. Also participating in these activities is Jamie Sullivan, an ambitious good girl who also happens to be the reverend’s daughter.

When Landon decides he wants to take things seriously, he asks Jamie for help and starts to develop strong feelings for her. The two start a relationship, much to the chagrin of Landon’s old popular friends and Jamie’s over-protective father. But a heart-breaking secret puts their relationship to the test, and it is then that Landon and Jamie realize the true meaning of love and fate. A poignant tale, one full of love and a few heart-breaking elements, the story of Jamie and Landon’s love manages to outshine any moment that would bring tears to the eyes.

8. Say Anything: Starring John Cusack, Ione Skye, and John Mahoney; Romantic Comedy, 100 min; 1989

The story of a noble underachiever and a beautiful valedictorian who fall in love the summer before she goes off to college, and the struggles they face with her overprotective father. Cusack has had a long career full of interesting roles, but some of his most notable work to this day consists of the movies he did in the 80s, during his late-teens and very early twenties. This specific movie is also home to one of the most iconic scenes showcasing an act of love portrayed by a teen: Cusack’s character Lloyd standing outside of his love Diane’s window, holding a boom-box high above his head, blasting Peter Gabriel’s “In Your Eyes.”

7. Pretty Woman: Starring Richard Gere, Julia Roberts, and Jason Alexander; Romantic Comedy, 119 min; 1990

Edward is a rich and ruthless businessman who needs a companion for a week of business in LA. Enter Vivian, a prostitute who agrees to stay with him for the week for a cool $3,000. Surprise of all surprises, as they start seeing beneath what society thinks they each are, they fall in love. This is the first time Gere and Roberts were paired together, and the chemistry between them is of a light-hearted and fun variety. It speaks volumes of a relationship that would have more companionship and friendship underneath the surface—making it the ideal sort that can last forever.

6. When Harry Met Sally: Starring Billy Crystal, Meg Ryan, and Carrie Fisher; Romantic Comedy, 96 min; 1989

Harry and Sally met when she decided to give him a ride to New York after they graduate from the University of Chicago—and they hate each other. The movie then jumps through a series of chance meetings between the two as their lives go on, until they strike up a great friendship. While both enjoy having a friend of the opposite sex, and clearly have some feelings brewing beneath the surface, they both fear that having sex will ultimately ruin their friendship—and they don’t want to take that risk. But as always, true love does prevail for them.

5. Ever After: A Cinderella Story: Starring Drew Barrymore, Anjelica Huston, and Dougray Scott; Fantasy Drama, 121 min; 1998

Ever After is a re-telling of the classic fairy tale, where Danielle is made to be a servant by her new stepmother after the untimely death of her father. She also has two new stepsisters, one who is kind, but one who is as evil as her mother. Despite it all, Danielle grows up to be a happy and strong-willed woman, and when her path crosses with that of the handsome Prince Henry, who has troubles of his own at home. With a cast of helpful characters including the great Leonardo Da Vinci helping to steer the two lovers together despite their differences, it’s a great story, and a perfect re-telling of a classic fairytale that truly does tell a love story.

4. P.S. I Love You: Starring Hilary Swank, Gerard Butler, and Harry Connick Jr; Romantic Drama, 126 min; 2007

Holly was married to the love of her life, but when Gerry unexpectedly dies of an illness, Holly can’t imagine life without him. The only person who can help her move on with her life is the one person who isn’t there—so Gerry planned ahead. Before his death, Gerry writes Holly a series of letters that will guide her not only through her grief, but in rediscovering herself.

As she goes on the various adventures Gerry sends her on, Holly has to deal with the reality that he is not there, but also learns along the way that no matter where she is in her life, Gerry’s love will always be there for her. It’s a bit morbid to know that you’re receiving communications from someone who is dead, but any man who is willing to write down his feelings at all is a dream, and the chemistry between Swank and Butler really tells the story of their true love romance.

3. The Notebook: Starring Gena Rowlands, James Garner, Rachel McAdams, and Ryan Gosling; Romantic Drama, 123 min; 2004

The movie begins with an old man reading a story to an old woman in a nursing home. The story he reads follows two young lovers named Noah and Allie, who are separated by Allie’s parents. After waiting for Noah to write to her for several years, Allie meets and gets engaged to a handsome young soldier. But after seeing Noah’s picture in the paper in front of a house he restored specifically for her, Allie returns to town and must now choose between her first love and her fiancé. Five words: That kiss in the rain. If that doesn’t inspire some romance while watching movies, nothing else will.

2. Slumdog Millionaire: Starring Dev Patel, Freida Pinto, and Saurabh Shukla; Romantic Drama, 120 min; 2008

An Oscar-winning love story about Jamal Malik, who is about to win 20 million rupees on the Indian version of “Who Wants to Be a Millionaire,” but gets arrested on suspicion of cheating because it’s hard to believe a kid from the streets could possibly know so much. It’s while he is under interrogation that he reveals stories from his life, including the one about Latika, the girl he loved and lost, which helped him learn the answers. Though not a typical romantic movie, the story about Jamal and Latika is beautiful in its own right, and is one that is impossible to not root for.

1.The Princess Bride: Starring Cary Elwes, Mandy Patinkin and Robin Wright; Adventure Comedy, 98 min; 1987

A classic princess and the stable-boy love story, about Princess Buttercup and her Westley, the boy she loved who she feared dead. After she finds he is alive however, she begins to reconsider her impending marriage to Prince Humperdinck, who will stop at nothing to get his bride—if only so he can kill her. What Buttercup and Westley have is true love, but what really catapults this classic to the number one spot of all-time romantic movies, is that it is one which can relate to anybody, because it’s great for non-stop laughs as well. The movie is incredibly funny and can only reinforce the levity of great relationships.



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