15 Cute Winter Hats for Every Cozy Outfit

Lauren Caruso
Cute Hats
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Photo: Getty Images

Last week, I was walking around in Soho, the see-and-be-seen capital of the world, when it hit me: It’s not the boots, or the coat, or even the bag that makes any single winter outfit so damn cool. It’s not even the carefully chosen layers, even though they’re a close second. Turns out, after a careful study of the dozens of bloggers that walked past me standing outside the Zara on Broadway while I people-watched, it’s all in the hat.

MORE: 18 Sleek Ankle-Length Coats You’re Definitely Going to Want

Think about it: A beanie can turn the vibe of a too-stuffy outfit into something that looks laid-back—even insouciant. Or a pom can make a look playful. And a wide-brim hat can transform a shleppy, I-just-woke-up-and-ran-out-the-door look into something that’s socially acceptable to wear to Whole Foods.

MORE: What You Should Wear to a Winter Wedding

I’m even guilty of wearing mine during the entirety of the workday, halfway because our office is pretty casual, and halfway because it quells a bad hair day quicker than throwing it up into a ponytail. Dry shampoo has nothing on a good hat. If you’re of a similar mindset (and I’m pretty sure you are) click below to find 15 cute winter hats to shop all season long.


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Weitas Floppy Hat, $88 at Anthropologie

Photo: Urban Outfitters

Glacia Knit Beret, $58 at Anthropologie

Photo: Madewell

Slouch Beanie, $32 at Madewell

Photo: Everlane

Starry Pom-Pom Beanie, $42 at Madewell

Photo: Inverni

Stripe Pom Pom Beanie, $40 at Madewell

Photo: Janessa Leone

Stripe Cable-Knit Hat, $20 at Gap

Photo: Athleta

Marled Pom Hat, $15 at Gap

Photo: Club Monaco

Floppy Wool Hat, $20 at Forever21

Photo: Free People

Marled Beanie, $20 at Gap

Photo: Mango

Rib Knit Hat, $13 at H&M

Photo: Gap

The Wool-Cashmere Rib Chunky Beanie, $38 at Everlane

Photo: Zara

Fuzzy Furry Beanie, $12 at Urban Outfitters

Photo: Rebecca Minkoff

Sequin Pom Pom Beanie Hat, $30 at TopShop

Photo: Topshop

'Wonder' Slogan Fisherman Beanie Hat, $15 at TopShop

Photo: Alice + Olivia

Grosgrain Bow Knit Beanie, $48 at Nordstrom

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