20 Top Romantic Movies for Valentine’s Day

Are you looking for that perfect romance movie for Valentine’s Day? Look no further!

Romantic dinner, flowers, dancing — these are all a part of the perfect Valentine’s Day. For some people, anyway.

But how about the perfect romantic movie? Yes, that’s good! Here are 20 pretty perfectly romantic movies (listed in order from oldest to newest). How many have you seen? Why not take the others and try to see them by the end of winter?


Gone with the Wind

  • Year: 1939
  • Starring: Clark Gable and Vivien Leigh
  • Why it’s perfect: What’s not to love about this epic? The Washington Times has this to say: “Scarlett O’Hara realizes that the man of her dreams has always been in her hands. Rhett Butler realizes that living a life of charm and grace is more important than a woman who wants someone else.”


  • Year: 1942
  • Starring: Humphrey Bogart, Ingrid Bergman, and Paul Henreid
  • Why it’s perfect: It’s just one of those perfect movies — Set in unoccupied Africa during the early days of World War II, an American expatriate meets a former lover, with unforeseen complications.

Lady and the Tramp

  • Year: 1955
  • Starring: Well, it’s a cartoon. Starring Lady and the Tramp, I guess.
  • Why it’s perfect: I love this movie! I’ve actually been looking for it to watch with the kids on Valentine’s Day! The Washington Times has this to say about it: “ll of us can take lessons in civility and romance from an upper-middle-class pedigree spaniel and a male stray mongrel in this delightful Disney animated movie.”

An Affair to Remember

  • Year: 1957
  • Starring: Cary Grant and Deborah Kerr
  • Why it’s perfect: It’s an emotional remake of Charles Boyer and Irene Dunne’s 1939 “Love Affair,” about a playboy aboard a ship.

The Princess Bride

  • Year: 1987
  • Starring: Cary Elwes, Mandy Patinkin, and Robin Wright
  • Why it’s perfect: It’s silly and romantic and well, just classic. This is a fairy tale with swordplay, giants, and evil prince, a beautiful princess, and some kissing.

When Harry Met Sally

  • Year: 1989
  • Starring: Billy Crystal and Meg Ryan
  • Why it’s perfect: It’s a classic, right? Better Homes and Gardens shares this romantic quote: “I came here tonight because when you realize you want to spend the rest of your life with somebody, you want the rest of your life to start as soon as possible.”


  • Year: 1997
  • Starring: Leonardo DiCaprio and Kate Winslet
  • Why it’s perfect: It took the world by storm! Here’s what FamilyEducation has to say: “James ‘King of the World’ Cameron’s magnum opus charmed billions (literally) of moviegoers around the world. It’s a love story that transcends class, circumstance, and even life – not to mention one really big boat. Be forewarned: At a running time of over three hours, this movie is a commitment in itself.”

You’ve Got Mail

  • Year: 1998
  • Starring: Meg Ryan and Tom Hanks
  • Why it’s perfect: According to YourTango: “Well, what’s a chick-flick holiday without a Meg Ryan and Tom Hanks movie? It just wouldn’t be complete, that’s for sure. We love a little romantic angst, and this movie has plenty. A book tycoon unknowingly falls for a woman online whose enchanting little shop just went out of business—because of him. Watch Meg and Tom try to resist each other’s charms as real-life archenemies and online soul mates.”

Bridget Jones’s Diary

  • Year: 2001
  • Starring: Renée Zellweger, Hugh Grant, and Colin Firth
  • Why it’s perfect: FamilyEducation has this to say: “Based on the best-selling book by the same name, this film will have you laughing your knickers off. British “singleton” Bridget Jones, played by Renée Zellweger, chronicles her unsexy life in a self-depracating diary. Much to her surprise, she ends up in a love triangle with her dashing boss (Hugh Grant) and a seemingly smug lawyer (Colin Firth).”

Sweet Home Alabama

  • Year: 2002
  • Starring: Reese Witherspoon, Patrick Dempsey, Josh Lucas, and Candice Bergen
  • Why it’s perfect: Oh, such a fun, light-hearted romantic comedy. I love this! Imdb description: “A young woman with a Southern background runs away from her husband in Alabama and reinvents herself as a New York socialite.”

How to Lose a Guy in 10 Days

  • Year: 2003
  • Starring: Kate Hudson, Matthew McConaughey, Adam Goldberg, and Kathryn Hahn
  • Why it’s perfect: Oh, I love this movie! It’s so funny! Here’s what imdb user melfol2001 has to say: “The how-to girl of an agency has an assignment to start a relationship then commits all the things which would usually end a relationship but little does she know that her guy is competing in a bet to make a girl fall in love with him. She tries to drive him away while he tries to make it work, at all costs.”

Love Actually

  • Year: 2003
  • Starring: Lots of big names in this one! Hugh Grant, Liam Neeson, Colin Firth, Laura Linney, Emma Thompson, Alan Rickeman, and Keira Knightley
  • Why it’s perfect: Another great movie quote, shared by Better Homes and Gardens: “Whenever I get gloomy with the state of the world, I think about the arrivals gate at Heathrow Airport. General opinion’s starting to make out that we live in a world of hatred and greed, but I don’t see that. It seems to me that love is everywhere. Often, it’s not particularly dignified or newsworthy, but it’s always there — fathers and sons, mothers and daughters, husbands and wives, boyfriends, girlfriends, old friends.”

The Notebook

  • Year: 2004
  • Starring: Ryan Gosling, Rachel McAdams, Gena Rowland, and James Garner
  • Why it’s perfect: It’s guaranteed to make you cry! Better Homes and Gardens shares this quote: “So it’s not gonna be easy. It’s going to be really hard; we’re gonna have to work at this everyday, but I want to do that because I want you. I want all of you, forever, everyday. You and me … everyday.”

13 Going on 30

  • Year: 2004
  • Starring: Jennifer Garner and Mark Ruffalo
  • Why it’s perfect: One of my all-time favorites! Here’s why Glamour loves it: “Jennifer Garner perfectly captures the wide-eyed enthusiasm of a 13-year-old getting to live the big girl life of a fabulous 30-year-old New York woman. Clothes! Boys! Makeup! Whee!”

Pride & Prejudice

  • Year: 2005
  • Starring: Keira Knightley, Matthew Macfadyen, and Brenda Blethyn
  • Why it’s perfect: According to YourTango: “It’s the ultimate chick flick. And even if guys can’t exactly appreciate it like girls can, they need to understand the fascination with a rich, handsome, misunderstood hottie like Mr. Darcy, and the fact that he’s willing to toss family expectations out the window to be with Elizabeth. That’s totally swoon-worthy, and women love it. So men just have to suck it up.”


  • Year: 2008
  • Starring: Kristen Stewert, Robert Pattison, Billy Burke, and Sarah Clarke
  • Why it’s perfect: I know there are a lot of haters out there, but it does have to be included on any modern-day list, simply by numbers alone! Basically, a teenage girl risks everything when she falls in love with a vampire.

27 Dresses

  • Year: 2008
  • Starring: Katherine Heigl and James Marsden
  • Why it’s perfect: According to Glamour: “I’ll watch this movie solely for the montage where Katherine Heigl tries on all 27 of her bridesmaids dresses, though James Marsden ain’t so bad to look at either.”

The Time Traveler’s Wife

  • Year: 2009
  • Starring: Eric Bana, Rachel McAdams, Ron Livingston, and Michelle Nolden
  • Why it’s perfect: I loved this book, and the movie was almost as good. Here’s the imdb description: “A romantic drama about a Chicago librarian with a gene that causes him to involuntarily time travel, and the complications it creates for his marriage.”

Valentine’s Day

  • Year: 2010
  • Starring: Julia Roberts, Jamie Foxx, Anne Hathaway, and Jessica Alba
  • Why it’s perfect: I have to admit, I haven’t actually seen this movie. But with this cast, how can it go wrong? imdb description: “Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine’s Day.”

Crazy, Stupid Love

  • Year: 2011
  • Starring: Steve Carell, Ryan Gosling, and Julianne Moore
  • Why it’s perfect: FamilyEducation has this to say: “This witty comedy for a new era reminds us that love is a journey, not a destination. Emily (Julianne Moore) abruptly announces that she’s had an affair and wants a divorce from her sweet, unsuspecting husband, Cal (Steve Carell). Reeling from the shock, Cal turns to a young player, Jacob (Ryan Gosling), to learn to up his “game” to woo his wife back.”
About Kendra