If you fell in love with Pretty Woman, perhaps you are the hopeless romantic type like Vivian Ward. You might wake up every day to Taylor Swift’s Love Story and still waiting for a Prince Charming to arrive on a white horse. You would rather fall in love with fictional characters than dating someone who doesn’t meet all of your expectations.
That may explain why you are still single. Lol, just kidding.
If you fell in love with New Girls episodes, there is also a chance that you have a luxurious sense of fashion. Your clothes choices are unique and classy, which helps you stand out from the crowd. So does your taste in books and movies.
You always crave stories about love and romance, stories that are sweet and bitter at the same time but leave warmth for your heart in the end. And you like stories that prove true loves do exist. You may not admit it, but you lowkey do (just like I do).
In that case, you might want to check out these 7 movies like Pretty Woman. This article from Jobandedu is dedicated to someone like you!
Table of Contents
List Of Movies Like Pretty Woman
Here are our recommendations for movies like Pretty Woman in chronological order. From 90s ones like Groundhog Day to relatively new movies like Someone Great, all of them will satisfy your dreamy lovesick soul!
- Groundhog Day (1993)
- Notting Hill (1999)
- P.S. I Love You (2007)
- Wild Child (2008)
- The Ugly Truth (2009)
- The Art Of Getting By (2011)
- Someone Great (2019)
I bet, if you get there, perhaps you also have a soft spot for amusing comedy like Office Christmas and She’s The Man, or others lookalike. Off we go!
Groundhog Day (1993)
There is a traditional belief among the Pennsylvania Dutch that on Groundhog Day if a groundhog emerges from his burrow and sees his shadow due to clear weather, he will retreat to his den. When that happens, winter will last six more weeks. Otherwise, if the groundhog cannot see his shadow due to cloudiness, spring will arrive early.
Based on that superstition, the movie surrounds a cynical TV weatherman who arrives in Punxsutawney, Pennsylvania, to film a report about their annual Groundhog Day. There, he finds himself reliving the same day over and over again. At first, the situation almost drives him nuts, but he soon discovers a way to turn it to his advantage.
Any fan of Pretty Woman will fall in love with Groundhog Day due to the 90s aesthetic both movies share. Though delivering a charming love story, Bill Murray and his extraordinary talent as a comedian adding a touch of humor into the plot, making it both entertaining and heart-touching at the same time.
There is no surprise that it won the British Comedy Award For The Best Comedy Film in 1993 and BAFTA Award For Best Original Screenplay in 1994. Even after 28 years, Groundhog Day still receives a rating of 8.0/10 on IMDb. Just as a user on Reddit said, once you watch it, you will want to replay it over and over.
Movies Like Pretty Woman – The Notting Hill (1999)
Directed by Roger Mitchell, The Notting Hill tells the story of William Thacker (Hugh Grant) – a bookstore owner living in the heart of London. His life is turned upside down when the gorgeous actress Anna Scott (Julia Robert) arrives at his store. Everything started with an orange juice accident, which led to a kiss, then turned into a full-blown relationship. As the ordinary shop owner and the glamorous movie star fall in love, they struggle to balance their radically different lifestyle to be with each other.
Many Reddit users admitted that they watched The Notting Hill for Julia Robert, not the synopsis. Well, just by looking at the summary, it sounds like nothing but a mediocre melodramatic romcom. However, the story is much more than that. It is fun, sweet, entertaining, and meaningful.
Notting Hill Official Trailer
The characters are so real: You can see a typical British guy with authentic British humor in Hugh Grant. Julia Robert did full justice for a famous yet vulnerable actress. Although both Pretty Woman and The Notting Hill are amazing, I personally prefer Julia’s performance in the latter more. From 1990 to 1993, her way of acting got a lot more mature and delicate.
Notting Hill certainly deserves the BAFTA Orange Film Of The Year Award. It also receives a rating of 83% on Rotten Tomatoes and 7.1/10 on IMDb. This fairy tale about the love between people of unequal social standing will never get old.
Movies Like Pretty Woman – P.S. I Love You (2007)
When Holly Kennedy’s husband, Gerry, passed away due to cancer, she was devastated. Understanding how hard it is for Holly to accept his death, Gerry planned ahead. On her 30th birthday, she receives a letter written by him. It was the first in the series of letters that were meant to soothe her grief and encourage her to keep moving forward.
Though not a successful movie by numbers, P.S I Love You still receives a relatively high rating of 7/10 on IMDb and has become a well-known tale of love and grief. We thank Gerald Butler and Hilary Swank for that; they accomplished whole-heartedly acting jobs. Before the premiere, some critics assumed Hilary couldn’t pull off romance. However, she did a great job portraying Holly, from the whiny yet loving wife to the lonely widow.
This therapeutic movie is suitable to enjoy with your partner. Watch it, and you will realize the missing or incompetent part in the relationship. There is only one warning: P.S I Love You is a total tearjerker.
Movies Like Pretty Woman – Wild Child (2008)
If you are keen on a more rebellious love story, then Wild Child is exactly your cup of tea. Owning an unlimited credit card at the age of 16, there is nothing Poppy – our spoiled brat – cannot get. Inevitably, she holds an arrogant attitude toward everything. After Poppy’s frustrated father discovered her final stupid frank, he sent her off to England’s boarding school. She quickly realizes that the school’s headmistress and other girls in the class will not stand her selfishness.
Wild Child is the right choice for those who expect a “just sit back and have some good grin” film. The plot is realistic to a certain point (you cannot expect a teen rom-com to be 100% realistic!), and there are enough dramas to keep viewers entertained. Big kudos to 17-year-old Emma Robert and the cast, who were mostly 15 – 17. They did a good job portraying teenage friendships, and although there wasn’t much room for character development, each managed to stand out in their own ways.
Of course, you shouldn’t expect a deep and meaningful piece of drama. However, Wild Child is a great movie for families or girls’ night out. This light-hearted teen comedy isn’t going to win any big award, but it delivers positive messages about friendships and the attitude toward life. Indeed, these teenagers full of passion, love, and high spirit will recall your favorite movies like 13 going on 30.
Movies Like Pretty Woman – The Ugly Truth (2009)
So you say you love Pretty Woman, but wanna find something raunchier? I got ya! The Ugly Truth tells the story of Abby Richter, a hopelessly romantic TV producer. She has been searching nonstop for her other half throughout her life, yet no one seems to meet her expectations.
Things start to heat up when her co-workers team her up with Mike Chadway. This assertive star attempts to put Abby through the wringer to confirm his theory about what makes men and women tick.
The Ugly Truth Official Trailer
Many are addicted to the “enemies to lovers” concept (I’m not saying I’m one of them), and The Ugly Truth is the one to put a hilarious twist to the genre. Katherine Heigl and Gerald Butler will keep you laughing throughout the movie with the countless pranks they play on each other. This romantic comedy is perfect for both men and women, so grab your significant other and enjoy a movie night!
The Art Of Getting By (2011)
Also starring Emma Robert, The Art Of Getting By is especially for those looking for movies like Wild Child. The movie focuses on George and Sally, two high-school seniors. George, with his burning passion for art, often isolates himself from the crowd and skips classes. When George’s parents are on the brink of divorce, he seeks refuge with Sally – a fellow senior. As George and Sally grow closer, he eventually finds his motivation to study.
The most intriguing thing about The Art Of Getting By is we witness plenty of changes in George after Sally comes into his life. It triggers various actions and revelations that are irreversible, which is very close to love in real life. It proves that love can change one’s life for the better, even in the strangest way.
The movie isn’t meant to be shocking. There is no blockbuster, no real Hollywood production, no intense action, no mind-blowing twist. This slice-of-life movie aims to deliver a message, as shown right in the first second. Starting a movie with a quote is tricky, but in this case, it sets the tone perfectly. If you like deep and meaningful movies that require you to enjoy slowly, think, and reflect, I would highly recommend The Art Of Getting By.
Movies Like Pretty Woman – Someone Great (2019)
Netflix’s Someone Great mainly targets women, and yes, it is clearly a movie for women to enjoy. However, if you expect a drama about female friendship only, you will have to change your mind. For an hour and a half, it digs deeper into love, heartbreak, life, career, and flings.
The movie surrounds a music journalist who just got dumped by her boyfriend and decided to move to San Francisco. Before that, though, she recruits her two closest friends for an outrageous adventure in New York City.
Someone Great Official Trailer
According to a user on IMDb, “the movie really captures the emotional turmoil of both break-ups and the transition from the 20s to 30s”. One thing I highly value about Someone Great is the chemistry between actors and actresses. Regardless of being romantic or platonic, all the relationships in the movie seem to be true to life. It isn’t your typical happy-ending film, but Someone Great is a gift to anyone who has gone through major life changes.
Final Thoughts
Love stories never get old. Regardless of which era we are living in, as human beings, we all crave love. It gives us an assurance that we are not alone in this world and motivates us to become better versions of ourselves. That’s the reason why people go crazy for movies like Pretty Woman.
So grab your popcorn, cover yourself with a blanket, and fill yourself with sweet romance from these movies! It’s also a great way to enjoy life while waiting for your knight in shining armor, isn’t it?
Wanna keep up with the latest news about other genres of movies like The Witch Part 2. The Subversion and Godzilla vs. Kong? Lucky you, our Entertainment section on many more thrilling blockbusters for your taste!
