You know those days when it’s pouring rain outside and all you want to do is lay on your couch and watch countless romantic comedies? Whether you’re watching by yourself with a half gallon of ice cream, with your girls living vicariously through the main characters or cuddled up with your significant other,  here’s a list of some of my personal favorites.

Just a few disclaimers…

First, movies like “La La Land” and anything by Nicholas Sparks have been disqualified from this list because — let’s be honest — they make us cry rather than laugh. Second, holiday-specific movies like “Love Actually” and “The Holiday” have been excluded for their inability to be watched year-round.

“Pretty Woman”

Starring: Richard Gere and Julia Roberts

Release Date: 1990

Rated: R

Haven’t seen it? It’s a must. This classic romantic comedy showcases the unexpected relationship between a wealthy business owner and a woman of the night.

“How to Lose a Guy in 10 Days”

Starring: Kate Hudson and Matthew McConaughey

Release Date: 2003

Rated: PG-13

This laughable romance follows two unlikely lovers that after different things in their relationship. Journalist Andie takes on the task of examining what women do wrong in relationships, for a big story in her magazine. Meanwhile, Ben, the leading man, is trying to prove he can make a woman fall in love with him.

“Leap Year”

Starring: Amy Adams and Matthew Goode

Release Date: 2010

Rated: PG

This charming film follows Amy Adams’ character, who is planning on proposing to her boyfriend on “Leap Day,” but learns along the way what a passionate romance looks like. Set mostly in the cinematic Irish countryside, this unexpected story is a must.

“Sleepless in Seattle”

Starring: Tom Hanks and Meg Ryan

Release Date: 1993

Rated: PG

Have never seen this? Hard to believe. This a classic. A young boy tries to help his father find love. This is a sweet story set in the early days of email dating (even that sounds so quaint). Regardless, it’s an enduring family-friendly love story.

“My Best Friend’s Wedding”

Starring: Dermot Mulroney, Julia Roberts and Cameron Diaz

Release Date: 1997

Rated: PG-13

Being in love with your best friend may sound like a dream, but Julia Roberts character quickly learns that it could be too late if you wait to declare your love until the wedding day.


Starring: Alicia Silverstone and Paul Rudd

Release Date: 1995

Rated: PG-13

“AS IF” I could keep this off a rom-com list! Following the life of Beverly Hills teen, Cher, you’ll be constantly laughing as she navigates her relationships with friends and boys. This movie is especially great if you’re planning a girls’ night.

“10 Things I Hate About You”

Starring: Heath Ledger and Julia Stiles

Release Date: 1999

Rated: PG-13

This teen movie, based on William Shakespeare’s “Taming of the Shrew,” follows the unlikely love that occurs when opposites attract.

“Crazy, Stupid, Love”

Starring: Steve Carell, Ryan Gosling, Julianne Moore and Emma Stone

Release Date: 2011

Rated: PG-13

This tale of how to pick up women leaves the audience laughing and wondering how to find a guy like Ryan Gosling. But who isn’t already in love with Ryan Gosling?

“Say Anything…”

Starring: John Cusack and Ione Skye

Release Date: 1989

Rated: PG-13

Even if you’ve never seen this movie, you’ve probably seen the iconic photo of John Cusack standing outside his lover’s window with a boom box. Following the classic storyline of people from different worlds, this young love tugs at the heartstrings. A classic.

“Singin’ in the Rain”

Starring: Gene Kelly and Debbie Reynolds

Release Date: 1952

Rated: Unknown/Approved

This musical is absolutely perfect for rainy days. You could even venture to actually sing in the rain!

Photo Credit:

Cover Photo Credit: Michaela Schirra