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With unseasonably warm temps keeping cold weather at bay — New York City, for instance, sat at a balmy 64 degrees yesterday — you might think that there’s no possible way that the winter boots (or jackets) you’ll most certainly need come two-weeks time could possibly be on sale. Welp, read that big, bold, beautiful headline and weep. That’s right: because we’re always hounding for a deal and because we’re also going to need a pair soon enough, we’ve spent copious hours researching, tracking down, and compiling a load (22, to be exact) pairs of the best winter boots currently on sale.
We’d be remiss not to point out that it’s not just snow shoes and duck boots we’re talking about here: all this sick winterized footwear comes in many shapes and sizes. Sleek Chelseas for the weekday warrior, hefty work boots for the blue-collar chap, technical hikers for the Gorpcore-obsessed, even cozy slippers for the indoor enthusiasts. No matter what tribe of winter boots you prescribe to, chances are you, you can find a quality pair below, on sale no less.
Don’t be dissuaded by your current lack of need — we can all but guarantee that dreary, slushy weather will indeed reveal itself, and these deals won’t last forever, so better safe than sorry, eh? (Hint: a solid pair of kicks make for a very good way to spend that hard-earned holiday cash.) From Blundstone to Salomon to UGG and beyond, the best on-sale winter boots for men.
You know them, you love them and if you don’t already have them (or just need a new pair) Blundstone’s ultra-versatile Original 500 Boot is currently 22% off at Amazon.
Salomon makes some of the best technical boots money can buy, and regardless of whether you’re hitting the trails or flexing with your Arc’teryx, these X Ultra Pioneer’s will crush winter’s worst.
Not ready to give up your sneakers just yet? Hoka’s maxed-out Kaha has a Gore-Tex coating and yards of cloud-esque foam for that perfect cushioned feel.
Need to look you best, but the weather isn’t cooperating? Allen Edmonds to the rescue, with a dressy Chelsea that’ll power you through inclement weather and board meetings alike.
We thought UGG was inventive when they Frankensteined the classic Chukka and the cozy slipper into one sweet bootie, but freaking it in an electric blue is another level entirely.
Although Cole Haan’s styles are a dime a dozen at most corperate offices, we’ll admit that there’s some appeal to the waterproofing ZeroGrand tech that these Chukkas sport.
It’s never been easier to cosplay as a cowboy in the dead of Montana’s winter than with some beat up denim, sherpa-line trucker jacket and these bad boys.
The Merrell Moab is universally considered some of the best winter footwear around, and for good reason — precociously calculated tech, an impenetrable seal and Vibram TC5+ sole make sure you stay stable and dry when you need it most.
Adidas’ second iteration of the Terrex Hiker improves on the already excellent design, with a lockdown collar and added protection from virtually all the elements.
We’ve said it before and we’ll say it again — with Goodyear welt, premium leather and a Vibram sole, the value-to-cost ratio on Eddie Bauer’s K-6 Boot is virtually unbeatable.
We've put in the work researching, reviewing and rounding up all the shirts, jackets, shoes and accessories you'll need this season, whether it's for yourself of for gifting purposes. Sign up here for weekly style inspo direct to your inbox.