Are you ready for cold weather? Like, really cold weather? Hopefully so — if not, that’s what we’ll take care of today with a full rundown of the best men’s boots for winter on your favorite #menswear blog (uhh, over here — that would be The Style Guide … right?). If you followed along throughout December, we’ve already got you covered with dressing for snowfall, and the below men’s boots selections follow a similar vein — so unlike leather chukka boots for fall, we’re going a bit more rough-and-tumble. Think stomping through feet of snow as opposed to stepping through slush — looks are still a consideration, but so are functionality and toughness. Hopefully, you’ve also got warm winter accessories on-hand; if not, this here site will be offering a full selection of stylish picks in the coming weeks. OK, ready to bundle up and get to work? Read on below, and follow along on Twitter and Instagram for a daily dose of men’s style.
#1. Woolrich Footwear Squatch Boots — $148.98
See, told you we were going for a bit more function instead of form — right? The tough-as-heck Squatch Boots are fully built for winter weather, starting with the waterproof suede and wool upper and rolling right on through to the comfort footbed and Goodyear welt construction. The Fully Wooly insulation — clever name, yes? — provides warmth down to -25 degrees Fahrenheit. Yes, that low. Throw these on with flannel-lined chinos, a classic chambray shirt and a shawl-collar cardigan when you just don’t feel like stepping outside … but you totally have to get out there.
#2. G.H. Bass Buxton Boots — $425

A handsome, functional and tough pair of leather boots fit for anything.
Tough boots that look fantastic can be a bit tough to find sometimes — that’s not the case with the G.H. Bass Buxton Boots. In short… oh, my. These sturdy moc toe boots are made in Maine with a durable outsole, contrast stitching and the type of rugged construction you’d expect from a domestically made pair of boots. The Chestnut color is rich and should break in nicely, and the rawhide leather laces are a solid, vintage-inspired touch. These boots are fit for a rugged business casual Friday and of course, plenty of weekend coffee outings this winter.
#3. Red Wing Moc Boot in Rough & Tough Leather — $249

Classic Red Wing moc toe boots that are ready for just about anything this season.
If a boot features the words “Rough and Tough” in its title — and if said title refers to the leather used to make that boot — odds are, it’s pretty fit for battling winter weather. With a Goodyear welt and a Traction Tred surface that’s ready to take on slippery surfaces, these are handsome, durable boots that’ll sit just right under everything from slim wool trousers to winter denim (check out the link — winter denim exists!). And while everyone loves a rugged-refined pair of brown leather boots, there’s an argument to be made for black leather boots — especially a casual pair that offers a solid change of pace.
#4. Thursday Boots Commander Boot in Blarney Stone — $249

A combination of sporty hikers and rich Horween leather makes these guys a heck of a pair of winter boots.

With a shearling lining and waterproof construction, these boots could become a multi-day pair every week.
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