Online Shopping Picks: The Best Men’s Boots for Winter

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

Sturdy, tough, well-built boots for winter. Oh, and they're under $150 -- crazy, right??
Sturdy, tough, well-built boots for winter. Oh, and they’re under $150 — crazy, right??

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.
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.

NOV CAMPAIGN: Photo of pair of tan shoes on white background with logo (border)

#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.
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.
Paul Fredrick MenStyle
#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.
A combination of sporty hikers and rich Horween leather makes these guys a heck of a pair of winter boots.
In keeping with a blend of fashion and function, the Commander Boot is about as good as it gets for the price. We (and by we, I mean me) love Thursday Boots on the blog, and this particular boot is a fine addition to that list. It’s got the same sporty construction as the lauded Color No. 8 Diplomat Boots, starting with the Vibram Christy sole for a bit of a sneaker boot-inspired look. The hiker silhouette is classed up with beautiful Horween leather, and the full glove leather interior liner provides an easy transition for slipping into and out of these boots. Pair ’em with chinos, pair ’em with slim dark denim and try them out with a wool blazer at the office — seriously.

With a shearling lining and waterproof construction, these boots could become a multi-day pair every week.
With a shearling lining and waterproof construction, these boots could become a multi-day pair every week.
It seems with Johnston and Murphy, you really can get the best of both worlds. That is, waterproof functionality and seam-sealed construction, plus a combo sheepskin-and-mesh lining for performance and comfort. And it all comes wrapped in a classic brown leather plain toe boot that should stylishly complement tough denim or Donegal trousers with ease. The lugged rubber sole finishes these things off with a bit more durability, too.
Alright, did you add a few more boots to your style wish list? Perhaps? Or, did you pick up a pair right away? Dealing with tough winter weather is that much easier when you’ve got the right gear for it — whether you pick up something more functional like the Woolrich Squatch Boots via Huckberry, or you stick with rugged and refined boots like those G.H. Bass Buxton Boots, the right pair of footwear is going to make a huge difference in your commute and your winter adventures. Any additions to this list? Let me know on The Style Guide’s Facebook page — and stay tuned for more picks covering all things winter style in the coming weeks on the blog.

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