The Best Winter Hats for Every Type of Man

Nothing is worse than cold ears

December 19, 2022 10:57 am
a collage of the best winter hats for men on an icy blue background
The best winter hats for men don't just keep your dome warm, they keep you proper fitted.

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Okay there, tough guy. Think you’re too good for a beanie? In this weather? Come on, buddy — buck up and cover your damn dome already. There’s no shame in staying warm, and you don’t have to telegram total goofballs, as long as you select one of the best winter hats for men.

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We’re not just talking about your classic beanie here, although they certainly have their merits — from steezy Arc’teryx toques to hefty Filson caps and a wind-proof running hat from Ciele, there’s a style for every type of guy out there, each with its own special design to keep your ears warm and ‘fits even hotter. Even better, there are fabrics galore to choose from, including cozy french terry, hearty flannel, luxurious cashmere and even chill-proof fleece. Plus, the mix of headgear makes for a pretty good stocking stuffer or last-minute gift.

We’ve taken the liberty of compiling some of our favorite winter headgear below, with a variety of cold-weather options from brands like Huckberry, Todd Snyder, UGG and more. Below, the best winter hats for men to help you survive — nay, thrive — this winter season.

For the Everyman: Huckberry Beanie

Huckberry’s beanie is middle of the road, straight down the line — a ribbed cotton joint that’s warm, cozy, and will look good on virtually anyone.

For the Beanie Roller: Heimat Deck Hat

Do you feel a compulsion to roll your beanie up a couple of extra inches? And maybe make sure that everyone knows you rolled your beanie up a couple inches, too? If so, Heimat’s Toasty Deck hat is for you. Made from 100% virgin wool and modeled after traditional fisherman caps, it’s the perfect modern-day artsy guy accessory.

For the NYC King: Todd Snyder x New Era Yankees Nubby Cap

‘Eyyyy, me and my Todd Snyder x New Era’s Nubby Yankee Cap are walkin’ here!

For the Athleisure-Pilled: Reigning Champ Watch Cap Beanie

Reigning Champ has the athleisure game on lock, and this sleek watch cap beanie is no exception.

For the Park Ranger: L.L. Bean Maine Guide Primaloft Wool Cap

L.L. Bean’s Maine Guide Cap might steal it’s design from classic hunting garb, but don’t be fooled — the Primaloft insulation is as modern as it gets.

For a Wavy Winter: Nike Naomi Osaka Apex Bucket Hat

This isn’t just any bucket hat — no, this is a fuzzy, cozy, tennis star-endorsed bucket hat.

For the Outdoorsman: Filson Mackinaw Wool Cap

Hunting rifle not included.

For the Casual Dude: Buck Mason Redwood Seafarer Cotton Beanie

Nothing to see here — just a cool guy hat in a cool guy color.

For the Anti-Beanie Bro: Ralph Lauren Plaid Wool Tweed Baseball Cap

Add a flair of sophistication to your topcoat-hoodie combo with this sleek RL tweed cap.

For the Runner: Ciele Sherpa GOCap

Winter miles never looked so warm.

For the ‘Fit God: Arc’teryx Bird Head Toque Beanie

Scroll TikTok for any amount of time, and you’re bound to stumble across a groped-up 20-aught with an objectively sexy mustache and objectively sexier Arc’teryx hat.

For the No Frills Guys: Uniqlo HEATTECH Ribbed Beanie

Uniqlo’s hat incorporates proprietary HEATTECH technology, a shocking reality if you consider it’s $15 price tag.

For the Stand Out: Carhartt Knit Cuffed Beanie

Well, that’s one way to stand out.

For the Wind-Tussled Hair: UGG Shearling Earmuffs

Why mess up your curly locks when you can just earmuff instead?

For the Adventurer: Parks Project Yellowstone Eagle Peak Flap Cap

Not only does this Parks Project flat brim incorporate crunchy corduroy and a Yellowstone-branded label, but it’ll actually keep you warm.

For the Vintage-Loving Guy: J.Crew Lambswool-Blend Pom Beanie

Like back to the future, but a hat.

For the Mask-On Man: Market Fauxtree Balaclava

It’s not a Yeet mask. But it’s not not a Yeet mask.

For the Golden Retriever Boyfriend: Ralph Lauren Golden Retriever Beanie

Self-explanatory: if you self-identify as a golden retriever boyfriend, you are obligated to buy this hat.

For a Liason of Luxe: Burberry Cashmere Giant Check Bucket Hat

For the luxe-iest among you, Burberry’s cashmere bucket should scratch that flexy itch.

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