Best Romantic Comedies: The Top 25 List

Best Romantic Comedies

 

Romantic Comedies: Finding the Perfect Date Night Movie

Combining the best of two worlds, rom coms are many people’s go-to movie choice. In this list of the best romantic comedies we have compiled romantic comedies from across the decades.

No matter the decade, however, each of these romantic comedies is sure to tug at your heart strings while making you laugh.

Have your own favorite romantic comedy that did not make this list? Comment below and share your pick!

 

Top 25 Romantic Comedies:

 

 

The Princess Bride

 

The Princess Bride (link)

A cult favorite, The Princess Bride borders on absurd, yet still leaves room for true love, memorable characters, and an action-packed story line. While definitely a different type of romantic comedy, adults and children alike will love Princess Bride.

 

 

 

When Harry Met Sally

 

When Harry Met Sally (link)

For many people When Harry Met Sally is the rom com that revolutionized the genre. And for 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.

 

 

 

Silver Linings Playbook

 

Silver Linings Playbook (link)

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.

 

 

 

The Wedding Singer

 

The Wedding Singer (link)

With classic Sandler and Barrymore humor and chemistry, The Wedding Singer features great music, and a great supporting cast. While definitely more on the comedy side, this romantic comedy still has a classic love story.

 

 

 

Just Friends

 

Just Friends (link)

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 follow Chris on his journey of trying to get out of the dreaded friend zone so that he can steal Jamie’s heart.

 

 

 

10 Things I Hate About You

 

10 Things I Hate About You (link)

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 story line that will keep you waiting to see what happens next.

 

 

 

La La Land

 

La La Land (link)

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.

 

 

 

 

Midnight in Paris

 

Midnight in Paris (link)

Have you ever wanted to time travel back to a more cultured time to hangout with shakers and movers of the time? Midnight in Paris is going to follow screen writer 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 story line, humor, and romance of Midnight in Paris.

 

 

 

 

Pretty Woman

 

Pretty Woman (link)

Not your typical love story, Pretty Woman is going to provide laughs and an inspiring story of how love and attraction starts in all different ways. This classic featuring Julia Roberts and Richard Gere is a must watch if you enjoy a good romantic comedy.

 

 

 

 

Bridget Jones Diary

 

Bridget Jones Diary (link)

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.

 

 

 

 

500 Days of Summer

 

500 Days of Summer (link)

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.

 

 

 

 

Crazy Stupid Love

Crazy Stupid Love (link)

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.

 

 

 

 

50 First Dates

 

50 First Dates (link)

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.

 

 

 

27 Dresses

 

27 Dresses (link)

Always the brides 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.

 

 

 

The Big Sick

 

The Big Sick (link)

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

 

Something’s Gotta Give (link)

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 really bring life to this romantic comedy. Their love story will keep you engaged and laughing throughout the movie.

 

 

 

Sweet Home Alabama

 

Sweet Home Alabama (link)

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 7 years, but things do not go quite as expected when being home brings up old memories.

 

 

 

 

My Big Fat Greek Wedding

 

My Big Fat Greek Wedding (link)

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.

 

 

 

 

There's Something About Mary

 

There’s Something About Mary (link)

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.

 

 

 

 

Notting Hill

 

Notting Hill (link)

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.

 

 

 

Annie Hall

 

Annie Hall (link)

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 great commentary on love that people from all walks of life can identify with.

 

 

 

Roman Holiday

 

Roman Holiday (link)

A 1950s classic, Roman Holiday was the American debut for Audrey Hepburn. With Gregory Peck as the leading man, Hepburn and Peck make a sizzling couple and the movie abounds with laughs and romance.

 

 

 

Groundhog Day

 

Groundhog Day (link)

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.

 

 

 

 

 

Couples Retreat (link)

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.

 

 

 

 

It Happened One Night

 

It Happened One Night (link)

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 really good viewing options for you.

 

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