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The 12 Warmest Pairs of Boots You Can Wear This Winter

A dozen pairs that will keep your feet warm and dry all season long.

Brunello Cucinelli

As hard as you may work to keep warm during these winter months, it often seems like the weather fights back twice as hard. While there are a variety of different options you can employ to stay warm, many brands have stepped in to give you more of a fighting chance. To wit: boots lined with shearling, fleece and even down will help you beat the chill. Lace up with some of our favorites, listed below.

Aquatalia Christopher Boot

These Aquatalia boots feature a neoprene liner, and considering that it’s been the go-to fabric for surfers aiming to keep warm in the coldest of temperatures, we think it’s a perfect match for a winter boot.

Buy Now: $595

Tod’s Shearling-Lined Suede Chukka Boots

The math here is pretty simple: A traditional suede chukka plus a shearling liner equals a boot that’s warm, but still in the vein of the desert boots you’re already used to wearing.

Buy Now: $TKTK

Brunello Cucinelli Shearling-Lined Leather Boots

Drawing inspiration from retro hiking boots, these Brunello Cucinelli boots have feature a warm shearling lining. The construction of the upper combines of traditional and waxed leathers that give the whole piece an overall vintage feel.

Buy Now: $2,195

Timberland 6″ Premium Waterproof Insulated Boots

Timberland knows better than to mess with a classic. These boots, one of a small handful of pairs you can truly call iconic, feature a layer of PrimaLoft polyester inside for warmth.

Buy Now: $190

Blackstone Shearling-Lined Gull Boot

What Blackstone’s Gull boot lacks in waterproofing, it makes up for with a sharp, smart traditional looking offering that’s sure to go with everything in your wardrobe.

Learn More: Here

Merrell Tremblant Boot

Like a Chelsea boot, Merrell’s Tremblant shoe is easy to slip on and off — so it doesn’t require chaining your feet in like Houdini when you need to venture out into the snow.

Buy Now: $200

Santoni Shearling-Lined Oiled-Suede Chelsea Boot

If you like the idea of a winterized Chelsea boot — but don’t need it to do a lot of heavy lifting — this one from Santoni will do the trick.

Buy Now: $1,130

Ross & Snow Stefano Boot

Ross & Snow’s Stefano boots is a lot like your favorite pop culture tough guy: Rugged on the outside (its suede and leather combination upper has a nice textured look), but with a soft interior (made with shearling).

Buy Now: $449

Ugg Halfstein Boot

Ugg has always made stuff other than the pull-on shearling boots popularized in the late aughts. Case in point: these Halfstein boots use a similar faux-shearling lining that made those other boots so ubiquitous, but nestle it inside a cool contrasting hiker. The blue laces are the cherry on top of this already appealing satrorial sundae.

Buy Now: $190

Want Les Essentiels Stevens Shearling Suede Zip Boot

Just like peanut butter and jelly, Migos and Drake, Rocket and Groot and beer and pizza, shearling and suede are just two great tastes that go really well together — and this zip boot from Want Les is no exception.

Buy Now: $550

Taft Viking Boot

In an absolutely no-brainer move, Taft has taken one of its most popular designs and lined it with a calfskin interior that’s capable of hanging all winter long.

Buy Now: $295

Danner Weatherized Mountain Boots

Lined with Primaloft (read: synthetic down), these Danner Weatherized Mountain boots are easily the warmest boots on this list. Completely waterproof and mounted on rugged Vibram soles, they’ll withstand everything this season throws at them.

Buy Now: $220

We Cut 5 Great Boots in Half to See What Makes a Quality Pair

It’s difficult to picture how a boot is actually put together. So we sourced prime examples and cut them apart to find out. Read the Story

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