Pretty Woman Movies Like – The Ultimate List Of Romantic Comedies


Who doesn't love a good romantic comedy? There's nothing quite like curling up on the couch with a glass of wine and a feel-good movie. And if you're a fan of Pretty Woman, you're in luck – there are plenty of other movies out there that are just as charming and heartwarming. In this article, we'll be taking a look at some of the best Pretty Woman movies like that you can watch in 2023.

1. Notting Hill

Notting Hill is a classic romantic comedy that follows the unlikely love story between a humble bookstore owner (Hugh Grant) and a famous Hollywood actress (Julia Roberts). Like Pretty Woman, it's a story about two people from very different worlds finding each other and falling in love. With a charming script and fantastic performances, Notting Hill is a must-watch for rom-com fans.

2. The Proposal

The Proposal stars Sandra Bullock as a demanding boss who forces her assistant (Ryan Reynolds) to marry her in order to avoid deportation. What follows is a hilarious and heartwarming story about two people who initially can't stand each other, but eventually realize they're perfect for each other. The chemistry between Bullock and Reynolds is undeniable, and the supporting cast (including Betty White) is fantastic.

3. My Best Friend's Wedding

My Best Friend's Wedding is a romantic comedy with a bit of a twist. Julia Roberts stars as a woman who realizes she's in love with her best friend (Dermot Mulroney) just as he's about to marry someone else. With a fantastic soundtrack and some truly memorable moments (including a sing-along to “I Say a Little Prayer”), My Best Friend's Wedding is a classic rom-com that still holds up today.

4. How to Lose a Guy in 10 Days

How to Lose a Guy in 10 Days stars Kate Hudson and Matthew McConaughey as a couple who enter into a bet – Hudson has to make McConaughey fall in love with her, and then break his heart, all within 10 days. Of course, things don't go quite as planned, and the two end up falling for each other for real. With a great cast and some genuinely funny moments, How to Lose a Guy in 10 Days is a rom-com that's perfect for a lazy Sunday afternoon.

5. 27 Dresses

27 Dresses stars Katherine Heigl as a perpetual bridesmaid who's always the one helping other people find love, but can't seem to find it herself. When her sister starts dating the man of her dreams, things get complicated – especially when she realizes she might have feelings for the same guy. With some great performances (including James Marsden as the love interest) and a sweet, uplifting message, 27 Dresses is a perfect pick-me-up when you're feeling down.

6. Crazy, Stupid, Love.

Crazy, Stupid, Love. is a romantic comedy with a bit of a twist – it's also a bit of a family drama. Steve Carell stars as a man whose wife (Julianne Moore) asks him for a divorce, sending him into a bit of a tailspin. He ends up meeting a young playboy (Ryan Gosling) who takes him under his wing and helps him get his groove back. With a fantastic cast (including Emma Stone) and some unexpected plot twists, Crazy, Stupid, Love. is a rom-com that's anything but predictable.

7. The Holiday

The Holiday stars Cameron Diaz and Kate Winslet as two women who swap houses for the holidays – Diaz goes to Winslet's cozy English cottage, while Winslet heads to Diaz's glitzy LA mansion. While there, they both meet charming men (Jude Law and Jack Black) and start to question whether they're really happy with their current lives. With some stunning scenery and some truly lovely performances, The Holiday is a romantic comedy that's perfect for the holiday season.

8. Bridget Jones's Diary

Bridget Jones's Diary stars Renee Zellweger as a single woman in her thirties who's determined to turn her life around. She starts keeping a diary, which leads her on a hilarious and sometimes cringe-worthy journey of self-discovery. Along the way, she meets two very different men (Hugh Grant and Colin Firth) and has to decide which one is right for her. With some fantastic performances and a great sense of humor, Bridget Jones's Diary is a rom-com that's both relatable and entertaining.

9. When Harry Met Sally

When Harry Met Sally is a classic romantic comedy that's still just as charming today as it was when it was released in 1989. Billy Crystal and Meg Ryan star as two friends who keep running into each other over the course of several years. They both insist that men and women can't be friends without sex getting in the way, but eventually realize that they might have feelings for each other. With a fantastic script by Nora Ephron and some truly iconic scenes (including Ryan's fake orgasm in a deli), When Harry Met Sally is a must-watch for any rom-com fan.

10. Sleepless in Seattle

Sleepless in Seattle stars Tom Hanks and Meg Ryan (in their second romantic comedy together) as two people who fall in love without ever having met in person. Hanks plays a widower who's struggling to raise his young son, while Ryan plays a woman who's engaged to be married but can't stop thinking about the man she heard on a radio show talking about his lost wife. With a fantastic supporting cast (including Rosie O'Donnell and Bill Pullman) and some truly emotional moments, Sleepless in Seattle is a romantic comedy that's both funny and heartwarming.


So there you have it – our ultimate list of Pretty Woman movies like that are perfect for a cozy night in. Whether you're in the mood for a classic rom-com or something a bit more modern, there's something on this list for everyone. So grab some popcorn, pour yourself a glass of wine, and settle in for a night of love, laughter, and happily-ever-afters.