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Watch These Films for Valentine’s Day

With Valentine’s Day next week, I’m pulling out all of my favorite romantic movies to enjoy a classic love story with a happy ending. I love to plan a romantic comedy or romantic drama in my holiday. If I go out to dinner, I always come home and watch a classic movie. This has become a tradition and Amazon Prime and Netflix always have my back for it. I pulled a few classic movies, some from the 90’s, early 2000’s and of course, the newer romantic comedies. How are we supposed to make a decision when we have such great actors living fairy tales in so many different romance movies?

Since there are so many, I suggest watching a few this weekend leading up to Valentine’s Day and then the following weekend, since it’s in the middle of the week this year. In my opinion, we get two Valentine’s weekends this year.

Happy almost Valentine’s Day, my friends!

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Valentine’s Day

Let’s start with the movie that has a title named after the holiday! Is it cheesy? Yes, but do I love it? Yes! If you haven’t seen this film, it is an all star cast and follows the story of several people’s lives on Valentine’s Day. Everyone’s paths are woven and somehow they all connect, which I think is really cool when writers do that. This is an all-star cast featuring Anne Hathaway, Julia Roberts, Bradley Cooper, Taylor Swift, Jamie Foxx and so many more! Stream it on a streaming service like Amazon Prime or Apple TV.

Pretty Woman

A classic bizarre Cinderella twist of people who aren’t supposed to be together; a prostitute and businessman fall in love. Starring Julia Roberts and Richard Gere, can these two bridge the gap between the extremely different worlds they live in? This romantic film is a good movie to check out this weekend if you’ve never seen it.

valentine's day films

When Harry Met Sally

Talk about classic films, this is up there! Harry and Sally share a long car ride where they argue about whether or not guys and girls can just be friends. Over 10 years later, they find each other again in a bookstore and once again, they find that just remaining friends is difficult for the two of them. It’s a very well known film with amazing stars, I highly recommend!

Crazy, Stupid, Love

This is a favorite of mine! It’s another movie that has a great cast of actors and when I tell you I can’t get enough of it– I could watch it a million times. It’s all about a few people who fall in and out of love, and like the previous film, everyone’s stories are somehow related, which is always a fun surprise. It’s a great movie with a star-studded cast.

How to Lose a Guy in 10 Days

Kate Hudson and Matthew McConaughey fans, if you haven’t seen this, what are you doing? A girl sets up the story to prove that she can get a guy to leave in 10 days, while the man is trying to prove he can get a girl to fall in love with him in 10 days. Who is right here? Are both wrong?

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Sleepless in Seattle

After the death of his wife, Sam moves to Seattle with his son. One day, his son calls into the local radio station to find a wife for his dad and he is forced to get on the phone and talk. A reporter hears him and falls in love with him over the radio. She is engaged and unsure of what to do, so she writes to him and asks him to meet her at the Empire State Building on Valentine’s Day.

Crazy Rich Asians

This is a favorite film of mine, I can’t get enough of it! Rachel is meeting Nick’s family for a wedding in Singapore. There’s just a few problems beginning with the fact that she had no idea he was loaded and the family doesn’t like her. We’ve seen this type of story before, but this one is hilarious, glamorous and a little heart breaking. It is well done in every single way, and you will want to watch to find out what happens. I think it’s one of the best Valentine’s Day movies because it’s an easy watch yet so entertaining. It’s one I didn’t want to end!

50 First Dates

I have to be honest, I love this film, but I do get emotional over it! That’s not a bad thing, though. Henry falls for Lucy, but she has short-term memory loss, so every single day he has to “meet” her and woo her all over again. It really is such a sweet concept and, obviously the cast is great! I think that goes for all of these movies.

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About Time

I love a good Nicholas Sparks film! This one is all about time travel, which is pretty cool. Tim and his father are both time travelers, which is both awesome and scary. What’s scary about it, is that every time they go back in time, it changes things and not everything works out how it was supposed to. Can Tim figure out the balance between the here and now and the past?

The Notebook

Another one that makes me cry so hard. Based on the Nicholas Sparks book, two people fall in love, but it’s not easy. With the help of the narrator, we watch the story of the lovers unfold as her parents disapprove and he goes off to fight in WWII. Will he return and what will happen? Bring your tissues and chocolates, you’ll need them! Rachel McAdams and Ryan Gosling are perfection in the best way!

The Proposal

A major book editor is getting deported, so she makes her assistant pretend to be her fiance, to keep her in the states a little longer. She must go on a trip with him back home to Alaska from NYC for his Gammy’s birthday. Somewhere along the way, this lie becomes a reality and they now have to prove to everyone, including deportation that they are in love– for real.

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To All the Boys I’ve Loved

If you have teens, this is the movie–I mean, series you need to watch. It’s based off a book series that follows Lara Jean, who wrote her crushes love letters as a kid. But when someone sends them out her sophomore year of high school, she now has to deal with the repercussions of writing them in the first place. A series of events unfold and she has to fake a relationship with one of her crushes. Is there a line and will they cross it?

P.S. I Love You

Holly’s husband passes away, but not without leaving a few surprises for her. On her 30th birthday she wakes up to the first letter in the series he has written for her. She learns how to mourn, deal with grief and return to life again, with the help of her late husband. Another tear jerker, but a classic!

500 Days of Summer

I’ve heard people say this movie is an acquired taste, and I sorta see it, but I do really enjoy it. I think it’s very different from any other rom-com I’ve seen. A greeting-card writer is completely taken back when his girlfriend breaks up with him. He looks back on their 500 days together to try to piece together where they went wrong. Through doing so, he rediscovers his passions.

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Love Actually

Saving the best for last, this movie has all the feels. This is another one with intertwined love stories, but honestly, it’s the very best. If you’ve seen this, you know the scene with the cards and music– just gets to me. I can’t rave about the cast enough and the story gets so complicated, yet it’s very simple. It shows you that you can find love, everywhere.

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2 thoughts on “Watch These Films for Valentine’s Day”

  1. Where is the kids loungewear from in the above pic?? My daughter would LOVE that outfit. So cozy! Would like to purchase for her. 🙂

    1. Hi – thank you for reaching out! They are from @patchedandsewn – I found them through IG, not sure if they are still making but worth reaching out via instagram 😉

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