The 15 Best Winter Boots for Less Than $250

Boots, right? *Casually pulls up a stool at the bar​* Tell me about it, pal. The bane of your existence (well, almost) as soon as fall hits each year is a footwear style you spend approximately no time thinking about throughout the summer. It doesn’t have to be this way, dude. Sure, the day will come when you’ll look outside and then look down at your comfiest house shoes and then look back outside again and know deep down that boot season has officially arrived, but that day doesn’t have to be this one. All I’m advocating for is a certain degree of preparedness, people! Because, yes, that day is coming. But if you’ve been dreading the onset of winter for months now like you’re afflicted with one long, protracted case of the Sunday Scaries, you, my friend, are doing it all wrong. And it’s high time you reconsidered your approach.

See, boots are one of the season’s greatest boons. Once winter begins in earnest, piles of snow, slush, and slushy snow make wearing anything else damn near impossible. But right now, boots represent a welcome change of pace from the easy-wearing slip-ons we’re all used to, and you should relish (yes, relish!) the opportunity to rock ’em. And a boot that’ll last you way longer than it has any business to and won’t cost an arm or a leg—let alone an arm and a leg—to procure? Please. I’m hesitant to use the word “invest” here, because at under 250 bucks buying a pair for yourself isn’t so much an investment as it is a complete no-brainer.

If that ain’t reason enough to get excited about boot weather, I don’t know what is. (And, frankly, it better be reason enough, buddy, because it’s all I got.)

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Nationplus Boots



That heavy-duty rubber shell serves a purpose, and a crucial one at that: It stops any rain and snow from accidentally seeping into your socks, immediately ruining your day in the process. 

Iowa Winter Boots

Dr. Martens


As sleek as any of the brand’s more classic styles, but specially made to withstand the worst of the elements. 

Lumber Up Boots



When you need something way sturdier than a dress shoe, but way less, ah, intense than a full-on snow boot.

Terrex Snowpitch COLD.RDY Hiking Boots



Adidas’ Terrex line makes hardcore hiking gear designed to be worn in even the most extreme conditions. 

Caribou Winter Boots



A waterproof shell and a fleece-lined interior: Sorel’s signature boot delivers on every front imaginable. 

Quest Winter GTX Boots



These boots aren’t only made to keep your feet insulated—they also come with a mean set of treads on the bottom that’ll stop you from slipping if you find yourself hiking up any slick city streets. 

CA805 Classic Waterproof Snow Boots



Okay, okay, get in your chuckles now. Come the middle of winter, we’ll see who really has the last laugh. 

Bull Run Moc Toe Work Boots



Maaan, there’s something about a moc toe that hits different in the fall. 

6 Inch Premium Waterproof Boots



There’s a reason Timblerand still reigns supreme when it comes to reliable winter boots. 

Alal Boots



Turns out the makers of your favorite house shoes and sandals now make a banging winter boot, too.

Bobby Mountain Boots



The type of shoe you’d be scared to start shit with after a few too many at the bar. 

Kaha Gore-Tex Boots



Hoka’s Kaha style boasts all the nifty features you’d expect from an all-star winter boot silhouette, including standout details like a sleek Gore-Tex exterior and chunky Vibram sole. 

Rockflex Boot

Astorflex endclothing.con


Made out of a supple Italian leather that has no right to look this good and be near impervious to all sorts of gross shit, too. 

Mountain 600 Boots



Hiking-inspired, street-ready. 

Genuine Shearling Waterproof Mallard Boots



L.L. Bean’s truly iconic duck boot, now lined with shearling for added insulation, is as classic as they come. Buying a pair is never, ever a bad move. 

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Avidan Grossman is the Style eCommerce Editor at Esquire, covering men’s fashion, shoes, grooming, and accessories.

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Source : Esquire