14 Very Valentines Movies

I love a good romance movie. Whether it be a tears and laughter-filled romantic comedy, a predictable high-school boy-meets-girl tale, or a cringe-worthy sappy love story. They’re all titles that when pulled together, create a perfect list of valentines movies.

Generally speaking, we tend to watch valentines movies as an “easy watch” type of film. Something that requires minimal effort, and is feel-good. Particularly at the end of the week, when you just want to recline on your sofas and relax with a drink and movie.

So I’ve been thinking about my favourite valentines movies. Which movies make me laugh, as well as go ahhh. Also, which make me feel all warm and soppy inside. Some of the valentines movies in my list will probably be high on the obvious list. But there maybe a few in here that you may not have thought of. Have a look through, and see what you think!

1.  Leap Year (2010)
leap year_valentines movie

Starting out with the perfect rom-com valentines movie. Leap Year is about a woman’s quest to marry her perfect guy. Since she failed to get a marriage proposal on her forth year anniversary. Anna travels to Ireland after her boyfriend, with the aim of fulfilling the Irish tradition of a woman being able to propose to men on February 29th (i.e. Leap Year). However fate has other plans. As a result, Anna finds herself stranded on the other side of Ireland, with only handsome, surly local Declan to help her find her way… Whatever shall she do?

This is by far one of my favourite valentines movies! I love the sarcastic, but comical element that Matthew Goode brings to the table. And one of my favourite parts of the film is the “Louis the Suitcase” scene. Google it.

2. The Proposal (2009)

the proposal__valentines movie

Ergomaniac business executive Margaret Tate is on the brink of deportation when she’s suddenly struck with an idea. Marry her loyal and hard-working young assistant Andrew in order to gain a green card to stay in the US. They both get to keep their jobs, and can get a quickie divorce in a few months… Simple right? Of course not. Throw in a trip to meet Andrew’s devoted family in Alaska. Where they meet an old flame, a suspicious father, a crazy grandmother, and a cunning deportation officer to name a few. And you have a must see, fun and entertaining valentines movie!

3. 50 First Dates (2004)

50 first dates_valentines movie

Afraid of commitment, Henry’s relationships tend to be more like endless one-night-stands. That is until he meets the charming and witty Lucy Whitmore. After spending the day together, Henry starts to feel like she’s the person he could finally have a serious relationship with. That is until the next day, when he finds out that Lucy has short-term memory loss, and can’t remember the previous day. Henry then sets himself a challenge to make Lucy fall in love with him all over again. Each and every day.

A delightfully charming and lovable movie, with some fun thrown in too.

4. This Means War (2012)

this means war_valentines movie

Do I need to say anymore than Chris Pine and Tom Hardy? OK, well this is definitely one that should tick all the boxes for your perfect valentines movie night with the other half… Hot guys – Check. Rom Com – Check. Hot woman – Check. Action and explosive storyline in the form of hot guys being secret agents – Check.

If you need a synopsis. Then here’s a quick one-liner for you. Two best-friend secret agents fall for the same woman, and use high-tech gadgets to and surveillance skills to win her heart. Done!

5. 10 Things I Hate About You (1999)

10 things I hate about you_valentines movie

A 90’s high school remake of Shakespeare’s Taming of the Shrew. New starter Cameron falls for beautiful and popular sophomore Bianca. When he finds out that Bianca isn’t allowed to date unless her older, feminist sister Katarina dates too – he sets out on a roundabout mission, tricking the high school pretty-boy along the way, to find Katarina a date. Katarina’s [paid] date comes in the form of bad-boy Patrick – who goes out of his way to win her over in order to get his money. Though he doesn’t expect to fall along the way…

Heath Ledger is fun, energetic and lovable in this coming of age teen rom com!

6. 27 Dresses (2008)

27 dresses_valentines movies

Jane is a hopeless romantic, who is not only in love with her boss, but can never say no to the people she cares about. After planning 27 of her friends weddings, Jane dreams of planning her own wedding – hopefully to her boss George. But when her beautiful model younger sister comes to town, and George falls for her; Jane is left planning her sister’s wedding to the man she loves. Along the way, she means cynical wedding writer Kevin. Who’s after the story of his career, and thinks he can get it in Jane. Will Jane get her happily ever after?

This is another of my favourite valentines movies. In fact, I think we tend to watch it a couple of times a year! A delightfully funny and engaging movie that you can watch over and over!

7. Enchanted

enchanted_valentines movies

Disney meets modern day Manhattan. Princess Giselle finds herself banished from her perfect and magical animated land, and falls into modern day Manhattan. After wandering around aimlessly, scared and bewildered by this strange land. She’s rescued by a straight-laced divorce lawyer who doesn’t believe in true love. And sets out to prove to him that you can have a storybook happily-ever-after no matter where you are.

This a fun and musical film, so if you’re not a sing-song type of person, then it’s not for you. But having said that. My husband actually really enjoyed watching this, as it’s well-written and pretty darn comical.

8. Notting Hill (1998)

notting hill_valentines movies

Every person’s dream come true romance story. The most famous film star in the world falls in love with the ordinary guy next door. This is what happens to William Thacker – owner of a small and unsuccessful Notting Hill bookstore. Who’s life changes when beautiful movie star Anna Scott walks into his store one day.

A traditional love story starring two of the most iconic romance film actors we have today. Hugh Grant’s lovable character, and Julia Roberts classical charm make them the perfect pairing for this quintessentially English movie.

9. You’ve Got Mail (1998)

youvegotmail_valentines movies

There’s a whole host of amazing Tom Hanks films out there, and this is certainly one that ranks highly in my list of favourites. Furthermore, being a classic 90’s film, with a classic 90’s storyline ensures it makes an appearance in my valentines movies list! Romance, fun, and charm in the form of Tom Hanks and Meg Ryan. Who could want more?

Two book-loving business rivals hate each other in real life, but unknowingly fall for each other over the internet. Complete with the iconic melody to go with the movies namesake “You’ve got Mail” – This film is sure to offer you laughs and love on valentines day!

10. Letters to Juliet (2010)

letters to juliett_valentines movies

Whilst on vacation with her fiance in romantic Verona, Sophie befriends the secretaries of Juliet – a group who diligently answer romantic letters left in the Juliet Capulet Courtyard every day. Whilst there, she discovers a decades old unanswered letter, and goes on a romantic quest to find the author and her long-lost love. Finding herself swept up in the adventure along the way. Another heart-warming tale of finding true love in the most unlikely of places.

11. Pretty Woman (1990)

pretty woman_valentines movies

Rich and powerful Edward could have any woman he wants. But the women in his life always end up leaving him when they come second to his work. So in order to maintain the charade of having a committed significant other on his arm at his big charity events, Edward hires a professional hooker for the week. Someone to be 100% faithful, and look good on his arm. But also, who won’t feel neglected when the week is over and he leaves. What he didn’t expect though, was to fall for her.

An all-time classic romance film – And a perfectly sappy valentines movie for all the traditional romantics out there!

12. Definitely, Maybe (2008)

definitely maybe_valentines movies

A 30-something father in the middle of a divorce, tells his 10 year old daughter about his life before he was married. Set in a flashback style; he tells the story of the three loves of his life – changing their names so that his daughter has to guess which one he ended up marrying. Is her mother his college sweetheart, long-time best friend, or maybe the free-spirited journalist he met?

A witty and comical storyline, with just the perfect amount of romance to get it into our valentines movie list.


13. Hitch (2005)

hitch_valentines movies

This has got to be the funniest valentines movie on this list. Professional “Date Doctor” Alex helps hopeless men to get dates with the women of their dreams. Alex meets Sara, an outgoing gossip columnist for a big New York City tabloid. Things start to hit off well between them, until Alex finds out that Sara’s latest scoop is one of his clients.

Will Smith plays the perfect dating consultant. As a result, we get to see the witty and comical side of him we all know and love.

14. Valentines Day (2010)

valentines day_valentines movies

How could we have a valentines movie list without mentioning Valentine’s Day?

This star-studded film shows the lives of various couples and singles in Los Angeles go about their own valentine’s days. Some propose, some break-up, some make-up – and others face a miserable and lonely 24hrs of “I hate Valentines’s” themed events. Since it’s Valentine’s Day, what do you think cupid has in store for each of these people? Find out by watching this intertwining combination of Valentine’s magic!


So, do any of these make your favourites too? Maybe I missed a perfect valentines movie? Let me know in the comments below!

The best part, is that all of these movies are available for under £5* each on Amazon right now! Perfect for a budget-friendly Valentine’s night at home!

Want to save this list for later? Follow my board on Pinterest for a quick and easy reference for all of these great Valentines movies!

Disclaimer: All movie prices under £5 at time of posting. In addition, this page contains affiliate links.

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22 thoughts on “14 Very Valentines Movies

    1. Notting Hill is such a classic isn’t it? But then I generally have a soft spot for Hugh Grant movies. Especially from the time this and some of his other great romcoms came out! I also loved Two Week’s Notice for the same reason

  1. Oh my, the ONLY one of these that I’ve seen is Pretty Woman!! Have to admit I’m not really a RomCom type of person, give me a good thriller or scifi anyday, but I would like to see Notting Hill 🙂 #DreamandSparkle

    1. Oh that’s one of my favourites in this list! I’ve seen it maybe a million times! Haha 😀 I did originally have another Meg Ryan film in here, but it was Sleepless in Seattle! I don’t think I’ve seen City of Angels before – I’ll have to take a look! 🙂

  2. You’ve got quite a few of my favourite movies here!!! 10 thing I hate about you, 50 First Dates, Leap Year!! I’ve never heard of Letters to Juliet. Hoping Netflix has it!! Thanks for sharing. #KCACOLS

    1. I’m pretty sure Netflix has it! Either that or Prime, as I watched it on one of them recently! 😀 I like 10 Things I Hate About You! I think it’s one of those films that will forever stay in the classics list that you have to have in your watch list!

  3. It’s so handy to have a list like this as a go to! I agree with all of your suggestions, although I’d add Bridget jones- the first and the most recent one ! #KCACOLS

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