A cult favorite, The Princess Bride, borders on absurd, yet still leaves room for true love, memorable characters, and an action-packed storyline. While definitely a different type of romantic comedy, adults and children alike will love Princess Bride.
For many people When Harry Met Sally is the rom com that revolutionized the genre. And for a good reason – the dialogue and banter between Harry and Sally is thoughtful, entertaining, and captivating. When Harry Met Sally is a must-see for any romantic comedy fan.
With two flawed and unconventional main characters, Silver Linings Playbook is not the traditional rom com. But, with stellar performances from both Jennifer Lawrence and Bradley Cooper Silver Linings Playbook is a romantic comedy for the ages.
With classic Sandler and Barrymore humor and chemistry, The Wedding Singer features great music and a great supporting cast. While more on the comedy side, this romantic comedy still has a classic love story.
Long time childhood friends, it seems that Chris Brander (Ryan Reynolds) will always be stuck in the friend zone with his dream girl Jamie Palamino (Amy Smart). This romantic comedy is going to follow Chris on his journey of trying to get out of the dreaded friend zone so that he can steal Jamie’s heart.
Featuring one of the best actors of his time in Heath Ledger, this rom com is going to focus on what it looks like when polar opposites are attracted to each other. Taking place in a high school setting, 10 Things I Hate About You is sure to come with many laughs and a storyline that will keep you waiting to see what happens next.
If you enjoy a good musical, this needs to be your next movie. Ryan Gosling and Emma Stone come together to make another blockbuster hit. La La Land has 6 Academy Award wins including, best director, best actress, and best original song, so be ready to enjoy possibly your new favorite movie.
Have you ever wanted to time travel back to a more cultured time to hang out with shakers and movers of the time? Midnight in Paris is going to follow screenwriter Gil (Owen Wilson) as he walks the streets of Paris one night and finds himself somehow transported back to the 1920’s and in the company of historical figures. You will enjoy the clever storyline, humor, and romance of Midnight in Paris.
Not your typical love story, Pretty Woman is going to provide laughs and an inspiring story of how love and attraction start in all different ways. This classic featuring Julia Roberts and Richard Gere is a must watch if you enjoy a good romantic comedy.
Nothing gives you a better look into a woman than being able to read her personal diary. This romantic comedy is going to follow Bridget Jones (Renee Zellweger) as she looks for love and keeps every detail of her journey in her personal diary. Full of love and comedy that will leave your sides hurting, Bridget Jones Diary is a great choice for your next date night movie.
This offbeat romantic comedy is going to be focused around a girl who doesn’t believe in love and a young man who falls for her. What could go wrong? Follow this journey through the good times, the bad times, and the growth, all while enjoying a good laugh throughout.
Sometimes love is exactly that, crazy and stupid. This romantic comedy is going to allow you to follow several different love stories and everything that happens in between as they all somehow intertwine. This star-studded rom com is sure to leave you laughing and also appreciating the many aspects of love.
In Adam Sandler fashion, 50 First Dates will keep you laughing throughout as he tries to pursue a girl who keeps forgetting who he is. You will be inspired by this love story and also enjoy all of the different predicaments that the couple ends up in throughout the movie.
Always the bride’s maid and never the bride. This romantic comedy comes from the writer of The Devil Wears Prada and is sure to keep you laughing and engaged in the journey of Jane (Katherine Heigl) as she may have finally met the right guy.
Filled with cultural differences already, when Emily (Zoe Kazan) contracts a mysterious illness, the multi-cultural couple must meet the parents. This modern day love story is going to be filled with laughter, love, and the many sides of life.
Something’s Gotta Give shows us all that there is never an age limit when it comes to falling in love. Jack Nicholson and Diane Keaton come together to bring life to this romantic comedy. Their love story will keep you engaged and laughing throughout the movie.
There is nothing quite like returning home, especially when you come from a small town where everyone knows each other. Melanie Smooter (Reese Witherspoon) returns home from New York City to obtain a divorce from her husband after being separated for seven years, but things do not go quite as expected when being home brings up old memories.
If you have a big family that you might at times consider to be slightly overwhelming, you will definitely identify with this romantic comedy. When Toula Portokalos (Nia Vardalos) falls in love with a man that isn’t Greek, she must win over her Greek family and deal with all the bold personalities in her family along the way. Get ready to laugh from start to end with this rom com.
Possibly Cameron Diaz’s best film. There’s Something About Mary will keep you rolling as everyone that meets Mary (Cameron Diaz) seems to fall in love with her. Ted (Ben Stiller) blew his chance with Mary in high school, but when fate hands him a second chance later in life, he looks to redeem himself with the woman he loves.
With classic romantic genre features like chance encounters and different lifestyles, Notting Hill may not be unique, but Hugh Grant and Julia Robert’s characters make the movie. As you watch, you can’t help but root for love.
A Woody Allen classic, Annie Hall showcases both the talents of Allen and Diane Keaton. While Allen and Keaton can never completely figure out their relationship, Annie Hall is a great commentary on love that people from all walks of life can identify with.
Trapped in a time warp, funny guy Bill Murray must relive the same day over and over until he gets it right in Groundhog Day. Despite this predicament, Murray is still destined to fall for leading lady Andie MacDowell.
With Vince Vaughn as the producer, writer, and star of the movie, you know that Couples Retreat is going to be filled with laugh after laugh. When four couples check into a resort, it all seems perfect, until the resorts couple therapy sessions come around, which are not optional.
Showcasing the best of the 1930s, It Happened One Night is a classic tale of finding love when you are least looking for it. With standout performances by Clark Gable and Claudette Colbert, It Happened One Night has inspired many a modern day rom com.
Best Romantic Comedies Conclusion
Our goal on this list was to provide some romantic comedies that just seemed to never go out of style and some new ones that are worth checking out as well. This list of the best romantic comedies should cover your next movie date nights for a while to come.
If you are looking for something to watch other than a romantic comedy, make sure that you checkout our best TV series list and our list of the best documentaries, both will have some more excellent viewing options for you.
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