7 Types of Winter Hats Women Who Love Fashion Will Adore

last updated 7 December 2018

Out of all the garments and accessories on offer, none seem to be so divisive as the humble hat. Ask anyone what their stance on them is and we guarantee they’ll sit in one of three camps: They’re a die-hard wearer who will try any style; they’ll wear one on occasion when the weather calls for it; or they’ve outright refused to wear them for years because they’re just “not a hat person.”

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However, we’re of the opinion that people are too quick to brand themselves as such. In fact, with so many types of hats to be had, we promise there’s one to suit you whatever your style, face shape, budget or any other possible factor you think might be standing in the way. The big question: Which hats are best equipped for tackling the winter months? We’re glad you asked…

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Of course, we can always rely on the default beanie, though there’s so much more accessory goodness to be had that will not only ensure you’re left looking chic but will also keep you cosy.

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Keep scrolling to discover the types of winter hats women who appreciate fashion wear on repeat. Trust us—once you go hat, you’ll never go back…

BEANIES

Beanies have been back on the fashion map for several seasons now, but instead of the veiled styles that dominated the street style scene back in 2014, look for natty striped iterations or opt for a sweet pastel hue.

Acne Studios

Wool Beanie

Missoni

Chunky Knit Hat

Arket

Wool Beanie

BERETS

Berets are a favourite hat style amongst the fash pack, mainly because of their chic French-style connotations. For 2018, tartan seems to be trending, as are embellished styles, but you can never go wrong with a plain woollen style. I have a black style dotted with pearls that I wear when I want a little extra something.

Clyde

Rohmer Wool-Felt Beret

Topshop

Tartan Beret

Benoît Missolin

Crystal-Embellished Wool Beret

FEDORAS

Considering the ’70s has severed as major inspiration for the autumn/winter 2018 season, it’s no wonder the fedora’s popularity continues to climb. The key to making this hat work is by wearing it with wardrobe classics—think checked over-coats, straight-leg jeans and loafers. Anything fussy just won’t look right.

Reinhard Plank Hats

Norma Fedora Hat

Christys’ London

Witan Bordeaux Fedora

Rag & Bone

Grosgrain-Trimmed Wool Fedora

BAKER BOY

Hot on the heels of the beret is the baker boy hat. With a casual peak much like that of a baseball cap, they’re less daunting to wear than a fedora but arguably more directional than a simple beanie.

Federica Moretti

Faux-Shearling Baker Boy Cap

Tagliatore

Baker Boy Hat

Monsoon

Cord Baker Boy Hat

COSSAK

There’s no denying that this year has seen some of the most fabulous fur coats emerge, and it seems the trend is sneaking into hat territory, too. Loved by screen sirens in the ’40s, wear a Cossack hat with a camel coat and elegant heels to mimic the classic style.

Pieces

Faux Fur Hat

Gucci

Leopard-Print Faux Fur Hat

Anthropologie

Faux Fur Hat

BUCKET

Usually associated with summer, bucket hats are ideal for the winter months too, as their flared shape helps shield you in chilly downpours. Look for patent or nylon finishes to ensure they’re actually weather-proof.

Topshop

Snake Print Bucket Hat

COS

Waxed-Cotton Bucket Hat

Prada

Linea Rossa-Logo Bucket Hat

TRAPPER

If you’re one of those types who’s perpetually cold, the trapper hat is for you. Often shearling lined and with flaps that cover your ears and the back of your neck. It’ll also keep the rain at bay.

Eugenia Kim

Sammy Trapper Hat

Maje

Shearling-Lined Trapper Hat

Maison Michel

Bibiana Leather and Faux Shearling Hat

Now ensure your feet also stay cosy throughout winter with this clever fashion-editor hack…

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Maxine Eggenberger is Who What Wear UK’s deputy editor and has over thirteen years of experience in fashion journalism. She been creating engaging and elevated style content specifically for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their SEO strategy and keyword planning, works closely with the beauty team on content initiatives, represents the brand at industry events, and regularly contributes to social media, including her own Who What Wear UK TikTok franchise, French Style Fridays. Previously, Maxine appeared on ITV's This Morning in her own fashion segment and has interviewed countless celebrities—everyone from Victoria Beckham to Oscar winner Lupita Nyong’o.

Prior to Who What Wear UK, Maxine’s career began when, after completing her first-ever internship at Look magazine, she was offered a position on the brand's fashion desk. She accepted, leaving university a year early in the process. Her passion and natural talent for writing and styling meant she swiftly rose through the ranks to become the title's fashion news and commercial content editor, with a stint as InStyle.co.uk’s fashion and beauty writer along the way. She later served as Look’s acting Editor in Chief, overseeing both print and digital, before embarking on a successful freelance career, working with Grazia, The Pool, and Marie Claire amongst others.

Maxine is based remotely from her countryside home near Edinburgh where she spends her downtime renovating her house, walking her dogs, hosting friends and trying to master the art of making Old Fashioned cocktails.