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There’s nothing quite like buying a cute winter hat only to put it on and realize that it just doesn’t work with your hair. Whether you’re planning on rocking a wide-rimmed fedora, a beanie, a beret, or or those baker boy hats that are all over Instagram these days, knowing what to do with your hair underneath is key to feeling confident in the hat itself. And being able to style it in a way that’s not only cute, but quick and easy is almost just as important. No one wants to have to spend hours on your hair only to cover it up with a hat.
In order to figure out the best styles to pair with all our favorite winter hats, I talked to hairstylists who are quite literally experts at suggesting the best ‘do for every occasion and outfit. From the simplicity of wearing your hair straight, to a more complicated low bun or ponytail, there are hair options across the whole spectrum. So next time you’re debating whether or not to give into an Instagram trend and buy that surprising winter hat, don’t let the question of how to wear your hair stop you. Odds are, finding something that works for you is a lot easier than you think. Here are nine hairstyles that are perfect for rocking under your winter hat, so you can go ahead and buy that beret already.
1. Low Ponytail
Hairstylist Anna Cantu, a Farouk Systems Global Artist, suggested a low ponytail as one of the many ways you can style your hair to be worn with a hat. Whether you want to wear your ponytail the side or in the middle is up to you, though. The tutorial above shows options for both center and side-part low, sleek ponytails, giving you options for whichever look you prefer.