9 Classic Romcoms To Watch This Valentine's Day

The information in this post might be outdated

It doesn't matter if you're with an S.O., by yourself, or spending the evening in with your cat and a glass of wine. You can never go wrong with classic movies, and classic romcom movies to boot! Here's a list of our favourite Hollywood romcoms you can watch this Valentines Day.

Notting Hill

Notting Hill

Notting Hill

One of the best and most recognisable romcoms, Notting Hill lives in our hearts and minds rent free. The plot revolves around William, played by Hugh Grant, a British bookseller who meets and falls head over heels for a high-profile American actress Anna, played by Julia Roberts. But, of course, things get complicated with their social status coming in the way. This movie is beyond wholesome, makes you cry and leaves you with a tinge of hope that everything is possible. And has given us some iconic dialogues that fills are hopeless romantic heart. 

How To Lose A Guy In 10 Days

How To Lose A Guy In 10 Days

How To Lose A Guy In 10 Days

Starring Kate Hudson and Mathew McConaughey, How To Lose A Guy In 10 Days revolves around the lives of Benjamin, who is challenged by his friends to fall in love with a woman in 10 days, and Andie, who vows to lose a guy in 10 days. The movie is fun, charming and follows the classic romcom tropes, which we love and keep going back for. 

The Holiday

The Holiday

The Holiday

Kate Winslet and Cameron Diaz light up the screen in this romcom where both of them are feeling bogged down and troubled with relationship issues and decide to swap homes, where they meet local men and end up falling in love. This is undoubtedly a movie that can be rewatched time and again because of how wholesome it is! The story is engaging, with great actors, and up there with the best of the best romantic comedies. Bonus: Jude Law being the perfect example of men written by women, absolutely dazzling in amazing cardigans.  

10 Things I Hate About You

10 Things I Hate About You

10 Things I Hate About You

One of our favourite movies of all time, 10 Things I Hate About You is a classic high-school romance movie starring Julia Stiles and the late Heath Ledger. The story revolves around a high schooler Cameron, who is not allowed to date till her reclusive elder sister Kat has a boyfriend. She takes matters into her own hands by paying a mysterious boy Patrick to woo her elder sister. Will this Sylvia Plath-loving high schooler fall for her sister's love trap or is she smarter than that? 

My Best Friend's Wedding

My Best Friend's Wedding

My Best Friend's Wedding

We cannot have an OG romantic comedy list and not have at least two Julia Roberts movies. This classic revolves around Julianne who is shocked to find out that her best friend Micheal is engaged, and even more shocked to come to the realisation that she loves him. Determined to set things right, Julianne decides to tell him days before the wedding. 

Confessions Of A Shopaholic

Confessions Of A Shopaholic

Confessions Of A Shopaholic

Confessions Of A Shopaholic revolves around Rebecca Bloomwood, played by Isla Fisher, who is addicted to shopping, is burried in debt and then accidently stumbles into a job as a finance columnist to pay it off. Amidst all this, she finds herself falling in love with a wealthy entrepreneur and her editor, Luke, played by Hugh Dancy. 

The Proposal

The Proposal

The Proposal

This movie brings together to our two favorites—Ryan Reynolds and Sandra Bullocks. A cute romcom, where workaholic and powerful Sandra finds a new purpose in her life when she visits her assistant's (Ryan's) home town. The chemistry between the two is off the charts! 

Sleepless In Seatle

Sleepless In Seattle

Sleepless In Seattle

Another 90s classic, which brings together two complete strangers together via a radio talk show. Complete with a series of unfortunate events, a cute kid and the OG proposal scene, this one is a Tom Hanks, Meg Ryan sap fest, and we love it! 

Sweet Home Alabama

Sweet Home Alabama

Sweet Home Alabama

She's a socialite and engaged to the most eligible bachelor in town. She's on cloud 9. But her past keeps haunting her and makes her return to her husband, who she was married to during her teens. And he refuses to divorce her. A great mix of drama, emotions and romance—this movie makes us fall in love with Reese Witherspoon all over again. Added bonus: Patrick Dempsey!  

Pro-Tip

Watched most of these? Well, we've got more suggestions for you. Scroll through our streaming section and pick something to watch.