To us, it’s pretty simple: Tough winter weather calls for tough winter boots. Not just any old pair will do, though. No, you surely need a pair of the best winter boots. From brands big and small, expected and unexpected, we’ve got you covered.
The right winter boots often blend handsome, classic style with the snow-fighting capabilities that the season calls for. Some even look great with a navy flannel suit (trust us). When it comes to the best winter boots, the right style is out there for you, you’ve just got to seek it out.
The Best Winter Boots for Men to Shop Now
The best men’s winter boots often do more than one thing well. In the case of the sturdy-yet-lightweight Cheyanne Duck Boots from Sorel, that duality comes in the form of a waterproof, full-grain leather upper and a vulcanized rubber shell to go along with design details that are a touch more stylish than your average duck boots. That makes this pair a relatively easy choice for any list of the best winter boots for men.
We always appreciate a great pair of stylish leather boots, particularly from the Northwest-based style purveyors at Danner. But y’know what we appreciate even more? A pair of stylish leather boots that outperform the rest, like the Raptor 650. Featuring Primaloft insulation and Danner Dry waterproof technology, these are adventure-tested, yet they wouldn’t look out of place when worn with navy chinos and a shawl cardigan to your favorite brewery.
As Nisolo so fittingly says, the Mateo is a modern take on the classic moc toe, with a slim silhouette and a handsome brandy colorway to prove it. We’d wear these with broken-in blue jeans, a thermal henley, and a navy bomber jacket for straightforward-yet-cool style this fall and winter.
To put it simply, the Iron Ranger Boots are a stone-cold classic, and the rich black color here is badass enough to wear with slim black jeans and a moto jacket, or else as an edgy way to cap off a grey flannel suit. Yes, you heard that right.
What is it we love so much about these gorgeous, handcrafted boots? Is it the timeless attention to detail or the American-made quality? Maybe it’s the outstanding Horween vegetable-tanned leather? Or perhaps it’s the fact that these classic boots were made for winter weekends aplenty? OK, let’s be honest — it’s a little bit of all of those.
Thursday Boots knows how to make rugged hiking boots as well as it does sharp, dressy Chelsea boots and chukkas. The fact that these classically inspired hiking boots are made with Colorado Rugged and Resilient Leather tells you all you need to know.
Take a page out of the playbooks of our neighbors across the pond with these refined hiking boots. A worthwhile investment at more than $300, the Zolla gets all the details of the classic hiking boot right, with none of the chunky silhouette. To us, that means you should wear them with everything from faded denim and a classic crewneck sweater to a tan herringbone suit.
Looking for a winter boot with a little more flair? Check out the Clarks and Pendelton Ottowa Peak Boot.
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