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10 Winter Boots on Amazon Worth Your Attention

Day 1 - Street Style - Stockholm Runway SS19
Christian VierigGetty Images

We're going to let you in on a little secret: Amazon has a decent selection of fashionable boots, including classic Chelsea style boots, knee-high boots, and snow boots. It just takes a little digging (and patience) to find the good ones, a deep-dive into the different offerings to vet which items are real and which are dupes. Plus, it never hurts to read through customer reviews, so you know the shoes you're buying will satisfy. But you're in luck, because I already did all that legwork for you. I combed through pages upon pages of boots on the mega e-retailer to find the ones with solid ratings and style cred. If you've got Prime, you can be wearing some of them by the day after tomorrow.

The Knee-High Boot
Justin Engineer Boot
Kenneth Cole New York https://www.amazon.com

Everyone needs a classic black knee-high boot in their wardrobe. This one is buttery soft on the outside and comfortable on the inside, thanks an orthotic insert. They'll go with everything in your wardrobe, so if the boot fits, you may want to order backup pairs to store for the years to come. 

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The Mud Boot
Jaunt Shorty Boot
Crocs amazon.com
$29.99 (25% off)

These waterproof booties have more than 1,300 reviews. One gave this ringing endorsement: "I love these boots. Very easy to get on. Thick bottoms. They aren't stiff. They aren't wide and clunky. Absolutely the best mud boots I've owned. I have tried many name brands and these are by far my favorite." Insider tip: Don't leave them out in direct sunlight for long periods of time, as the material seems to shrink from the heat.

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The Combat Boot With Detailing
Mid-Calf Combat Riding Boots
Dream Pairs amazon.com

These combat boots have knit fabric around the collar, giving off a casual-cozy vibe. And...this is fun...there's even a secret pocket on the boots for holding small items. One reviewer wrote, "I love these boots so much that after I wore the first pair to death I bought two more pairs! They've lasted literally a year and I've worn them so much through every season! I've taken them to festivals, worn them at my job where I work with dogs, and through mud and snow." 

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The Cozy Boot
Aimilita FL Ankle Boot
Dr. Martens amazon.com

These boots can be worn with the flap up or down, depending on how you want to style them for winter. Though this fuzzy pair will protect your feet from the cold and wind, some customers have written that they don't always hold up in the snow or rain. Nevertheless, with a pair of thick socks they'll be warm and snug for the winters ahead.

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The Rain Boot
Short Ankle Rain Boots
Asgard amazon.com

The Chelsea boot is a classic, and this version of the everyday black ankle bootie just so happens to be waterproof, too. They're sleek, durable, and work with every type of bottom, from jeans to leggings and tights. This pair has more than 2,000 reviews, so we'd be remiss not to get a pair for our commute to and from the office.

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The Hiking Boot
Newton Ridge Plus Hiking Boot
Columbia amazon.com

A comfortable hiking boot you don't have to break in? Click! This pair is water resistant, dries quickly, and is great for wearing over rocky, root-filled, or muddy terrain. A popular tip from reviewers: "You may want to size up a half size, especially if you want to wear thicker hiking socks with them." 

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The Brown Boot
Equestrian Boot
Sam Edelman amazon.com

Sam Edelman makes the comfiest boots for those on a budget. But don't just take it from me—one customer shared: "The leather is soft, the style is amazing and the fit is perfect for me. My 30-something daughter is a style blogger and bought these herself at the suggestion of a fellow blogger. I can't thank her enough for giving me the tip. I also bought these in black. Thanks, Sam Edelman, for finally realizing that those of us with wide calves want to be in style." Lesson learned: Get a pair for yourself and your mom.

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The Snow Boot
Momentum Snow Boot
Kamik amazon.com

Wintertime activities call for a snow boot that's actually waterproof. This one comes in at just under $100 and will meet all your needs. They keep your feet warm and dry, and come in a variety of colors, though we love the white pair for an après-ski photo at the end of a day on the mountain. One complaint about these boots is that they're kind of heavy, so take them for a test drive— er, walk before committing to an uphill trek.

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The Fashion Snow Boot
Black Grey Mid Calf Winter Snow Boots
Dream Pairs amazon.com

This is the perfect snow boot if you're looking for something will a little more going on style-wise. According to the reviews, they're great in negative-degree weather, are waterproof, and keep your feet toasty, whether you're walking around the city or snow tubing down the mountain. One customer even wore these boots while shooting her engagement photos, so you know they're functional and fashionable.

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The Classic Combat Boot
Giovanny Combat Boot
Circus By Sam Edelman amazon.com

A pair of under $100, no-fuss combat boots? I found them. These have that thick lug sole and high shaft, partially made of knitted material, to keep your ankles warm. Plus, they give off an edgy "don't mess with me" vibe that's perfect for getting from point A to point B in the cold without being bothered. Style tip: Let your favorite pair of colorful wool socks peek up from the top.


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