Beanies! Berets! Balaclavas! The Best Winter Hats to Wear This Season

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Photo: Courtesy of By Malene Birger

Good news for those of us in chilly climates: Staying warm has never looked more chic. The ultimate topper—the winter hat—has the power to transform an outfit entirely, and right now, several beloved brands are paying extra attention to this once-utilitarian accessory. The right piece can make an outfit feel styled rather than just worn, breathing new life into a basic coat. Once you start investing in this underrated adornment, you’ll never go back.

Vogue’s Favorite Winter Hats

The Beanie
Suzie Kondi Lumi ribbed beanie
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The Beret
Eugenia Kim Carter beret
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The Pillbox Hat
Chloé The Chloé toque hat
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Designers have fully embraced the statement hat this season. Khaite leaned into newsboy caps, giving them a modern, downtown ease through clean lines. Loro Piana’s collection introduced an array of silhouettes, from pillboxes to caps to fedoras—even including a leopard option. Altuzarra delivered both structured pillboxes and delicate skullcaps that feel timeless yet current. The consensus is in: A hat is the quickest way to elevate an outfit.

That said, finding the right one isn’t always easy—especially when there are so many fun shapes and styles to experiment with—but the search for the perfect piece that speaks to your exact taste is part of the appeal. Ahead, browse our selection of winter hats for inspiration.

The Beanie

The season’s unsung hero is the beanie, adding just the right amount of coziness and warmth. It can be worn with anything from a tailored peacoat to a puffer coat to an off-duty shearling style; choose a splashy tomato color, like this Suzie Kondi cashmere one, for a hit of brightness to liven up the winter blues.

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Suzie Kondi

Lumi ribbed beanie

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MikiKnits

The Ollie beanie

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Lisa Yang

Martigny beanie

Alex Mill

striped cashmere beanie

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Guest in Residence

Cloud beanie

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Khaite

Avers beanie

The Beret

For a hint of French flair, the beret strikes the balance between classic and cool. A timeless chameleon that can be worn with jeans or a dress, it’s perfect topper for any occasion. (Though it looks best with something equally polished—perhaps a tailored scarf coat?)

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Hermès

Saint-Honore Rocabar beret

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Eugenia Kim

Carter beret

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Kangol

Monty beret

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Eugenia Kim

Carter leather beret

The Pillbox

The most elegant of the bunch, the pillbox hat instantly polishes any look. Channel Jackie O’s classic sophistication with these mod picks from Chloé (the silk fabric is perfect for fancy holiday fêtes), Maison Ola, and Zara.

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Gigi Burns

Laura pillbox hat

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Chloé

The Chloé toque hat

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Zara

skullcap hat

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Maison Ola

Le Pillbox hat

The Balaclava

Nothing beats a balaclava on those unbearably cold days. Offering head-to-neck protection, it’s the most practical choice of all, especially when it comes in cashmere or wool for maximum warmth.

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By Malene Birger

Rema Braid balaclava

Polo Ralph Lauren

cable knit hood

Bally

ribbed wool balaclava

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&Daughter

wool hood

The Soft Touch

Plush, tactile cozy options in faux fur or shearling do a little extra heavy lifting in the warmth department—but they also add dimension to a monochrome or otherwise simple outfit. After all, it’s hard to fly under the radar in a leopard-print Loewe hat.

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Apparis

Margot pillbox hat

Toteme

shearling hat

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Loewe

bucket hat

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By Malene Birger

Rolla hat

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Nour Hammour

blokes Toscana beanie

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The Frankie Shop

Umea hat

The Bucket Hat

The bucket hat is not exclusive to warm weather: It can transition into winter via wool, knit, and lined iterations. Pair yours with a scarf to truly bundle up.

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Loro Piana

Fobello hat

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Cos

bucket hat

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Gobi Cashmere

Elegant bucket hat

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Maison Krasnova

leather bucket hat

The Newsboy Cap

The stand-out silhouette on Khaite’s fall runway, the newsboy cap brings heritage to modern dressing. Done in wool, corduroy, and tweed, these selects add a bit of charm to any look.

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Khaite

Vito hat

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Valentino Garavani

leather-trimmed wool cap

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Gigi Burris

Laurel flat cap

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Prada

corduroy newsboy cap