Curls and hats – how to wear a hat with curly hair

Usually you won’t be able to take off a hat once you’ve put it on, because if you do your top will be totally flat, making it difficult to wear a hat with curly hair.

I totally love the combination of curls and hats, but after dressing up as a pirate (and thus wearing a hat) for a past halloween party I decided not to ever wear a hat again and this is why: After a few hours at the halloween party it was getting pretty hot and I therefore wanted to take off my hat. But I couldn’t! Taking it off left me looking like I still wore an imaginary hat: the top of my curls was totally flat and pressed against my scalp while my ends still were perfectly curly.

Being inspired by last week’s fashion week photos (hats are going to be a key piece this fall) I was rethinking my decision never to wear a hat again and started thinking about how I could style my curls and still be able to take off a hat. Like all of my hairstyle ideas this one is quite simple and you won’t need anyone’s help styling your curls.

I took the pictures with a summer hat, but a nice looking hat for colder weather is on my wish-list (like this one from Accessorize).

You’ll need:

  • 4-6 bobby pins
  • any kind of hat
1. Take a section from your hair and twist it.

1. Take a section from your hair and twist it.

2. Fix it with 2-3 bobby pins

2. Fix it with 2-3 bobby pins and repeat the same on the other side

3. And you're ready to put on a hat

3. And you’re ready to put on a hat

That's already it, you're ready to go out and you'll still be able to take off you hat whenever you feel like it

That’s already it, you’re ready to go out and you’ll still be able to take off your hat whenever you feel like it

You basically style your curls to any kind of half-updo, just keep in mind to chose a hairstyle that separates the top (the top will get flat from wearing a hat) of your curls from the ends with either a twist as shown here or if you prefer a braid (the braided second day hairstyle for curls is also perfect for styling a hat). I think the curls and hats combination looks best with a half-updo instead of putting all your curls back into a ponytail or bun. Have fun trying this hairstyle!

  • DZilla
    September 24, 2014

    What a great post! I also avoid hats like the plague because of the curly hat head factor, but I’m going to try this.

    I also wanted to thank you for your response to my question about shorter hair on the pineapple post. I’ve been avoiding a satin sleeping cap forever because I’m lazy, but have resolved to get one this week. My kids will think it’s hysterical, so at the very least, we’ll have some fun with it!

  • Vera
    September 26, 2014

    I love wearing hat during winter season but It’s always a problem 🙁 Either they become flat and greasy, or they acquire a sort of super power that repels my hat LOL
    I will try your cute hairstyle for sure 🙂

  • linda
    January 31, 2016

    Thank you for this blog. I too avoid hats with my curly hair for the reasons you described. I like your idea. Could you show us what your hair looked like after you took off your hat? Did you just take out bobby pins and “refresh” your curls that way?
    I need to wear a hat when in the intense Arizona sun but have resisted because I cannot take my hat off without it being totally flat on top.

    Thanks in advance for your response.



    • Sandra
      February 1, 2016

      Hi Linda, I just left the bobby pins in and wore my curls in this half-updo (taking them out would have left me with little messy hair). I really like to wear my curls in any kinds of half-updos 😊 You could also combine this with any kind of braids!

  • Lois-Anna
    February 2, 2016

    Sandra, I just found this blog post and it may have changed my life! I’m a curly-haired lady who loves hats and can never wear them — but I just tried this trick and it worked beautifully. Such a simple thing, but I wouldn’t have thought of it. Thanks for sharing your wisdom. 🙂

    • Sandra
      February 2, 2016

      Thank you so much for your comment! 🙂

  • Cindy
    January 10, 2017

    Thank you, Sandra! I’ve bought so many hats over the years, and then never wear them. I’m going to try this, and maybe a smaller Fedora like yours that I can wear with lots of different outfits.

    I’m going to try some of your other hairstyles as well, because I never know what to do with my hair now I’ve grown it long…

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