The 20 Best Winter Hats For Men

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You can sometimes see it on the horizon or feel it in the air — the impending arrival of winter, and with it, the need to bundle up with nothing but the best men’s gear from head to toe. That’s especially critical no matter what type of guy you are: Maybe you’ve got a brief-but-blustery commute to brave, maybe you’re on your feet outdoors all day, maybe you’ve taken a liking to winter exploration in your favorite park or on the slopes — followed by a round of hearty winter beers. Whatever the case might be, we think you’ll appreciate one (or certainly, more than one) of these winter hats and beanies for your winter gear rotation.

The best winter hats offer uncompromising quality and crucial warmth — none of these picks are flimsy, cheap or garden-variety winter hats. The best winter hats deliver on multiple fronts, from style points to durability, quality and tough-as-nails construction. Yet, as one would expect, there’s also an element of comfort and versatility to these hats, from a classic beanie cap to a waterfront-inspired watch cap and beyond. You’ll see brands you recognize on this list — including plenty of brands who excel at outfitting you for the rest of winter — and you might find some new favorites, too.

The best thing you can do would be to pick up a rugged, classic winter hat that suits your lifestyle (be it hours on a subzero job site or relaxing lakeside winter strolls — or both). The great thing is, there’s practically a one for everyone on this list.

Taylor Stitch The Rib Beanie

Taylor Stitch The Rib Beanie

Keep your head toasty warm this winter with Taylor Stitch’s modern take on the classic beanie. The Rib Beanie is made from pure organic cotton and guaranteed to feel super soft against your scalp, with a ribbed knit construction that traps heat close to your head to maximize warmth. It’s a one-size-fits-most hat that will pair beautifully with just about any outfit. But pay close attention: this is one of a small batch run that uses exclusive materials—i.e. deadstock fabrics. Not only is it available in limited quantities, but it may never be back in stock. Get it now before it’s gone.

Huckberry Beanie

Huckberry Beanie

Just when you thought the lineup of the best winter gear at Huckberry couldn’t get any better, the brand comes through with its own beanie, the perfect encapsulation of what makes Huckberry so great. This classic winter hat is affordably priced, well-suited for winter travel or outdoor excursions, and above all, quite stylish.

Filson Watch Cap Beanie

Filson Watch Cap Beanie

There’s something to be said for consistently turning toward a brand that offers nothing but the best of the best across the board — and as you know, from flannel shirts to tough chore pants, that brand is indeed Filson. The Watch Cap Beanie is a worthy entry on our list and is every bit as reliable as you’d expect from this legendary company.

Banks Journal Primary Beanie

Banks Journal Primary Beanie

When you shop the stylish, perfectly curated digital pages of Bespoke Post, you can expect to find nothing but the best in terms of gear for guys — that goes for big-ticket items (new home bar essentials, anyone?) as well as the smaller cold-weather accessories. In this case, we’re talking about the Banks Journal Primary Beanie, one heck of a well-priced, well-made winter hat to keep you nice and toasty.

Outerknown Reimagine Cashmere Beanie

Outerknown Reimagine Cashmere Beanie

Take your winter style game to the next level with the Outerknown Reimagine Cashmere Beanie. Though it’s mostly recycled cashmere, the fabric has just a touch of extra fine Merino wool blended in to add warmth and durability. It’s definitely one of the softest, most luxurious-feeling hats you’ll ever wear, and cut in a classy style to boot. Whether you pair it with a snow jacket, sweater, or a long-sleeved shirt, it’s a winter hat to match any outfit.

Smartwool Merino 150 Beanie

Smartwool Merino 150 Beanie

When you want a winter hat suited for running, chopping firewood or strolling along the waterfront, you’re going to want the Smartwool Merino 150 Beanie. Smartwool makes some of the most innovative men’s gear using some of the most innovative fabrics out there, and this merino beanie cap is no different. Choose from a range of color options at a very agreeable price.

Faherty Ribbed Cashmere Beanie

Faherty Ribbed Cashmere Beanie

Prepare to experience softness like you’ve never encountered before. Made from hyper-luxurious recycled cashmere with just a hint of Merino wool blended in, the Faherty Ribbed Cashmere Beanie will make your scalp feel like a million bucks in even the coldest weather. The rib stitching offers both durability and maximizes warmth retention, and you’ll love how stylish the turnback cuff looks while also letting you customize the exact fit. It weighs very little, but wears hard and looks amazing all winter long.

Topo Designs Watch Cap

Topo Designs Watch Cap

We seriously appreciate the field-ready nature of every piece of gear produced by Topo Designs, from its durable field shirts to its tough work pants. And now, you can add the handy and utterly functional Topo Designs Watch Cap to your rotation of Topo Designs gear, complete with a range of versatile color options and plenty of warmth — the perfect winter hat, indeed.

Patagonia Brodeo Beanie

Patagonia Brodeo Beanie

The folks at Patagonia tend to put the environment first as they craft the bes men’s gear  (to say the least), and classic pieces like the Brodeo Beanie reflect this approach quite nicely. When it comes time to layer up for winter, a Patagonia puffer jacket is always a wise move, as is this minimal-yet-stylish, functional beanie cap — all those qualities make it an affordable option when it comes to the best men’s winter hats.

Orvis Cashmere Watch Cap

Orvis Cashmere Watch Cap

You’re well-aware of the fact that Orvis makes some of the toughest, most dependable gear on Earth when it comes to getting outfitted for the field or your next hunt — it should come as no surprise that they also deliver all the accessories you need for those pursuits, too. Take the well-crafted Orvis Cashmere Watch Cap, a supremely comfortable and even luxurious watch cap to add some comfort to your next dawn excursion.

American Trench Cashmere Watch Cap

American Trench Cashmere Watch Cap

American Trench delivers yet another high-quality, made-in-the-States product with this beautiful, refined and luxurious watch cap. Crafted from the finest cashmere, it’s a prime example of why you need

Black Diamond Pom Beanie

Black Diamond Pom Beanie

While your typical pom beanie might conjure up images to teh sort of winter hats you wore as a kid, there’s a critical difference here — the winter hat you wore years ago wasn’t made by Black Diamond, and it likely wasn’t geared to withstand chilly temperatures on the slopes and beyond. Use this chance to stock up on other Huckberry favorites, then get ready to fly down the mountain.

The North Face Bones Recycled Beanie

The North Face Bones Recycled Beanie

The North Face is a brand best-suited to wearing out in nature: on the mountains, ski slopes, or even when hiking a glacier. As you can imagine, the Bones Recycled Beanie lives up to the North Face’s high standards of quality and warmth, making it an excellent choice to keep your head warm no matter how far sub-zero the day gets. Made entirely from post-consumer recycled fabric, it’s a beanie that looks good and stays firmly in place even on active days. Plus, there’s an integrated fleece band to make sure your ears never get cold. Now that’s a winter hat you can love.

KUHL Merino Skull Cap

KUHL Merino Skull Cap

Need a winter hat to wear for snowboarding or skiing? The KUHL Merino Skull Cap isn’t ideal for everyday wear because it’s designed specifically to fit under your helmet. The skullcap-style hat is sleek and slim, compact enough that it won’t impact the fit of your helmet while still offering excellent warmth and extra padding for your skull. Thanks to the anatomical patterning, it will cling to your head and keep you toasty warm all day long, no matter how far the temperatures drop. The blend of Merino wool, nylon, and spandex make for technical fabric perfect for all-day sport use.

Stio Mizpah Beanie

Stio Mizpah Beanie

Take the Stio Mizpah Beanie with you for any skiing, snowboarding, or snowshoeing trip, and you’ll be both warm and stylish all day long. Made from a blend of acrylic fabrics with just a hint of super-soft and super-warm Merino wool, this beanie keeps the design simple and classic, with a tight rib construction that offers excellent durability. Weighing in at just three ounces, it’s a beautifully lightweight hat that fits under your ski helmet or wears wonderfully on its own.

REI Co-op Logo Beanie

REI Co-op Logo Beanie

Whether you’re lounging at home, walking around town, or dressing up for a day on the slopes, take the REI Co-op Logo Beanie with you to ensure you always look your best and stay your warmest. The blended wool-acrylic fabric won’t cause your scalp to itch, no matter how much you sweat, and it’s both moisture-wicking and highly breathable to maximize your comfort. It’s perfect for snow sports but looks stylish enough for casual use. Plus, it’s as durable as you’d expect from any REI product and well-priced to match.

Filson Lined Ragg Wool Beanie

Filson Lined Ragg Wool Beanie

Nothing can match the warmth-retaining properties of wool, which is exactly why Filson selected it as the material of choice for its Lined Ragg Wool Beanie. The fabric is half super-warm wool and half-moisture wicking acrylic fabric that is non-itch, offers an extra layer of insulation even when wet, and protects your head from cold, rain, and snow. The cuff design lets you adjust your coverage, and it’s great even for guys with larger-than-average heads. If you’re looking for US-made products that meet high standards of both durability and eco-friendliness, this is your top pick.

Club Monaco Kensington Cashmere Beanie

Club Monaco Kensington Cashmere Beanie

Club Monaco has a knack for making super-refined menswear, from topcoats to suiting to henleys that manage to feel luxurious and essential for your winter wardrobe. That being said, it would appear they’ve taken that same approach to crafting one of the best men’s winter hats, a suitably sharp option when you want to add some extra luxury to your outfit on a cold evening out on the town. Add in a camel topcoat, then hit your favorite bar for an Old Fashioned.

Carhartt Knit Beanie

Carhartt Knit Beanie

Carhartt is a brand famous for making high-quality, super-tough work gear—everything from coveralls to winter coats to hardcore gloves. It’s no surprise, then, that their Knit Beanie stands up well to both the cold and the rigors of any pipeline camp or job site. Made from pure acrylic fabric, it’s both extremely warm and surprisingly wind- and weather-proof. The rib knit just maximizes warmth and gives it the classic beanie look you know and love. Soft, stretchy, and super cozy, it’s the winter hat you definitely want to have handy when the weather turns chilly.

Upstate Stock Navy Upcycled Cotton Watchcap

Upstate Stock Navy Upcycled Cotton Watchcap

Upstate Stock delivers something truly “green” in the Navy Upcycled Cotton Watchcap, a beanie made from pure eco-cotton—cotton fibers derived from discarded table cutting scraps and reclaimed garments. The hat is made without the use of chemicals or dyes, and they contain recycled PET bottles to maximize durability. Plus, it’s all locally made, knit in New Jersey and finished in Brooklyn, making it an all-American, all-eco product you can definitely get behind.

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