Hot Hat Styles to Keep You Warm This Winter post image

Street Style Style

Hot Hat Styles to Keep You Warm This Winter

Photos by Crystal Nicodemus and Kristin Yamada

Not dressing for the weather is never in fashion—after all, shivering is pretty unflattering. And yet, sometimes cold weather accessories cramp our style. Especially when it comes to hats. Finding one that suits us and our attire is a challenge. One we accept!

Taking our cues from the street-style set, we’ve rounded up several hats and caps to keep us warm this winter. They’re all really so chic, we’re calling them this season’s crowning achievement.

CADET CAPEstelle Pigault in a cadet cap

Be it a fisherman, lieutenant, fiddler or cadet cap, these jaunty lids are boyishly sweet while providing protection from the wind and sun. As London-based (but French native) fashion blogger Estelle Pigault shows, the hat’s old-world charms look romantic, but with a enigmatic edge.

Shop our picks :

Genie by Eugenia Kim Jessa bouclé cap | Eric Javits Clia wool felt cadet capTreasure & Bond fisherman cap


Woman in wool fedora in New York City

Protect that pretty face from the elements with a full-brimmed hat. These classic toppers are among the most perennially popular among the fashion set. Soft felts and wools in a variety of hues always look luxe and elegant, while providing the right amount of shade and warmth for mild winter weather.

Shop our picks :

rag & bone Zoe wool fedora | Maison Michel Charles fur felt hat | Eric Javits Camille wool floppy hat


Samantha Angelo in a beret

Le chapeau classique is experiencing yet another modern renaissance thanks to les femmes du monde who understand that simplicity is always chic. A wool beret is always a stunning way to top off a winter look. When the chill really bites, you can pull it over your ears (like Samantha Angelo here), and when it’s more temperate, tilt it on your head.

Shop our picks :

Halogen wool blend beret | Brixton Audrey wool felt beret | Eric Javits Betty water-resistant faux suede beret


Woman in fur hat in New York City

Variations on the ushanka-style hat have been hitting the streets in some of the world’s chilliest cities. As Eva Chen does, channel Lara in Doctor Zhivago with one of these furry numbers. They come in a variety of shades and shapes to suit your noggin. But no matter the style, you’re sure to stay warm.

Shop our picks :

Barbour Ambush waxed cotton hat with faux fur trim | Eric Javits Persian genuine shearling beretTopshop faux fur baseball cap


Woman in stocking cap

As evidenced by Camille Charrière, there’s nothing cuter than a little poof to put a smile on the face of those you meet. Fluffy finishing touches add dimension and texture to your outfit, while keeping your noodle snug. It’s such a winning combo, you might want two pompoms.

Shop our picks :

Fabiana Filippi cable knit cashmere beanie | Eugenia Kim Mimi beanie | Nirvanna Designs chunky knit pompom beanie


Kate Foley in a beanie hat

This simple streetwear staple is a winter style necessity. But don’t feel like you have to stick to the basics—even if Kate Foley does. Experiment with laces, patterns, colors and shapes that send a message while protecting you from the elements.

Shop our picks :

FENTY PUMA by Rihanna lace-up beanie | rag & bone Ace cashmere beanie | Missoni knit alpaca blend hat

SHOP: Hats