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There's really no need to beat around the bush here. It's December, it's getting colder by the day, and footwear must accommodate. As pretty as they are, those suede Dries sneakers just ain't gonna cut it this time of year, unfortunately. So, what now?

The obvious answer is to buy a pair of boots. But just because it's obvious, doesn't mean the execution of it is as simple. Because boots are a dime a dozen. Not all of them are nice to look at, comfortable to wear, both or either. Not all boots, it turns out, are created equal.

So here, after painstakingly rummaging through a bunch of retailers I love and trust, big and small, and curating a sensible list of favorite pairs, I'm now giving you the boot. Literally. The good kind.

These boots really are made for walking, and that is, indeed, what they will do. They might also get you gushing though. They did me at least.

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Shop the Best Winter Boots Below

Carhartt Carter Rugged Flex S3

CarharttCarter Rugged Flex™ S3 Chelsea Safety Boot
€180
Buy at Carhartt

Starting off with an absolute gem, the OG heavyweight workwear boot that inspired countless fashion brands, yet still insists on its humble cause of being a mere utility shoe; a boot so handsome you won't believe it's not Prada: the Carhartt Rugged Flex. Its design is of the kind that goes with carpenter pants just as nicely as it would some pleated slacks.

LOEWE Bobby Cut-Out Mid Calf

With proper handles to strap into them, the LOEWE frontrunner leans into some of the Spanish house's signature daring quirkiness to round out what is an otherwise very solid boot, in every sense of the word.

Timberland Premium Waterproof

TimberlandTan 'Timberland Premium' 6-Inch Waterproof Boot
$200
Buy at ssense

Not much to say here, really, as the Timberland Premium 6inch boot is an icon in and of itself, and will never go out of style.

Prada Brixxen

Now circling back to our opener, do you see what we mean? This isn't a matter of picking one above the other, and more so of completing a family. The Prada Brixen has been around for quite a while, and will undoubtedly continue to be, timeless and sharp as it is.

Arpenteur Bergy Paraboot

The latest lovechild to come of French brand Arpenteur and shoemaker Paraboot's on-off marriage is a grainy, polished and monochrome hiker the likes of which you rarely see in such a luxurious yet functionality-first form.

Dr. Martens Mono Smooth Leather Chelsea

There is no guide on boots without somewhere name-dropping the M.D. of the category himself, Dr. Martens. Having since retired those of our concert-going teens years, we're growing increasingly interested, curiously, in the many new (and comfort-improved) models that ditch the yellow stitching for more a minimalist charm.

Loro Piana Suilven Walk Shearling-Lined Suede & Leather

Loro PianaSuilven Walk Shearling-Lined Suede and Leather Boots
$1,210
Buy at Mr Porter

More of a biker's than a Chelsea boot, Loro Piana's is as gorgeous as its price is high. Oh, the masochism.

Ludwig Reiter Russian Leather

The limit to good black leather boots doesn't exist. Much less so when pairs like these Ludwig Reiters come with extra cozy plush lining.

Rier x Ludwig Reiter Tracker

Speaking of the Viennese footwear artisans over at Ludwig Reiter, they actually collaborated with another esteemed Austrian label, and one of Highsnobiety's most-beloved: Rier. Inspired by actual tractor boots, this front-zippered under-knee is somehow both ultra vampy and utilitarian. What else could one want from a boot?

Our Legacy Camion Leather

And finally, Our Legacy's Camion. Did you really think you were gonna leave this article without seeing these bad boys again?

Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase. Want to shop the products our editors actually love? Visit HS Shopping for recs on all things fashion, footwear, and beauty.

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