4 Trendy Hat Styles We're Expecting Everyone to Wear This Winter

In a time when many of us are leaning toward more basic and comfortable dressing, accessories are key. Whether it's a fun necklace or a loud pair of socks, any touch of additional flair to an outfit is very much appreciated. While I could talk about all kinds of accessories for a very long time, today's topic of discussion is one of my favorites: hats. And as winter is slowly approaching, there are some styles that have carried their way over from the warmer months and some that have been reinvented for the new season ahead.

This wouldn't be a Who What Wear story if we didn't inform of you the trends you'll be seeing this season, so ahead you'll find four hat styles that we're adding to our wardrobes right now, and we even shopped them out for you so you can add a few to your collection. Keep scrolling to find your new go-to winter accessory.

Faux-Fur Hat

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(Image credit: @thatgirlyusra)

Fuzzy jackets and slippers aren't enough; your winter wardrobe needs a furry hat, too. Not only is the trend extremely cozy, but it adds a fun pop to any outfit.

Pillbox Hat

@elizagracehuber wearing black dress, black heels, and white hat

(Image credit: @elizagracehuber)

We've seen pillbox hats worn throughout history, but brands such as Alaïa and Altuzarra have brought the look back into the fashion zeitgeist.

Shop the trend:

Baseball Cap

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(Image credit: @mariaalia)

Whether it's taking notes from Saint Laurent's latest runway or our desire to copy Princess Diana's iconic favorite casual accessory, we're not letting go of this sporty style anytime soon.

Beanie

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(Image credit: @marthaeelman)

How could we forget beanies? The laid-back hat style is our go-to for keeping warm, and this season we've been seeing a lot more fun colorways to add a bold statement in your winter wear.

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Associate Fashion Editor
Yusra Siddiqui is an editor who resides in New Jersey but bounces between the suburbs and NYC. (She's a Jersey girl at heart.) After interning at Who What Wear in 2019, she found her way to the team after graduating from LIM College in 2022 with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, and Nylon, but she always knew that Who What Wear was where she was meant to be. When she's on the job, she's perusing runway shows, analyzing the latest thing fellow Gen Zers are up to on the internet, and sharing what she can about the modest-fashion market. You can also catch her dabbling in entertainment, talking about the costume choices of the latest Netflix series or diving deeper into how the plotline affects the viewers in a myriad of ways. Lastly, she likes to create content for Who What Wear's TikTok. Her personal time is spent doing similar but also different things—deep diving into almost every new TV show (Bridgerton, Gilmore Girls, and Stranger Things are favorites), planning her next local getaway (whenever that may be), and reading the latest Emily Henry or Sally Rooney novel in one sitting.