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30 Best Winter Boots To Keep Your Feet Toasty Warm All Season

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A list of the best winter boots can mean many things to you: fun snow trips with friends, comfy leather boots to dress up a simple outfit, or stepping out like Taylor Swift and her besties. (You know what photo I’m referring to.) The winter season can be different for all of us, but there’s always a boot that’s perfect for both your fashion taste and lifestyle, from ankle or calf-length boots to extra warm snow boots for the chilliest time of the year.

Personally, I’m still a fan of chunky black leather boots–I feel I can’t get enough of them. Whatever your style or purpose for a pair of winter boots, we’ve got you covered.

Best Winter Boots For Any Occasion

Price Reference (average price):

$ | Under $100
$$ |
Between $100-$!50
$$$ |
More than $150

Ankle Boots

Ankle boots are not only comfortable, but can easily elevate some of your most casual outfits, making them a closet essential and ideal for the winter season! Even if the winters near you aren’t too rough, having a go–to pair of ankle boots that you can wear every day will be worth the extra splurge.  Keep your looks casual and cool with these leather ankle boots.

Our Favorites:

Image: Zappos

Sienna Ankle Boot

Free People

Price: $$$

If you’re a fan of Free People, then this versatile ankle boot is the one for you. We love the block heel and chestnut detail for an extra pop of color. 


Image: Zappos

Buckle Bootie

Cole Haan

Price: $$

A dainty leather ankle boot with the famous gold buckle.


Image: Nordstrom

Darcy Boot

Madewell

Price: $$$

When you’re looking for a change, this off-white ankle boot will keep you comfortable and looking stylish all winter!


Image: Nordstrom

Mini Boot

UGG

Price: $$$

We love a good pair of UGG boots, and this ankle style will keep you warm at home or for some quick errands!


Image: Nordstrom

Modtray Water Resistant Boot

Ecco

Price: $$$

A water-resistant ankle boot to keep you walking stylishly during any wet, rainy, and slippery winters! 


Image: Mango

Leather Boots With Kitten Heels

Mango

Price: $$$

Kitten heels aren’t only for summer, this boot’s effortlessly elegant heel makes it easy to look your best in the extra cold.

Cowboy Boots

Cowboy boots have become the trendiest boots of the year. (Trust me, they aren’t going anywhere in the new year, either.) The detailed, stitched designs, the boot’s height, and the extra pointed toe can make an outfit surprisingly more chic. Wear cowboy boots with your favorite wool coat, scarf, and your warmest socks for a stylish winter outfit when stepping out for a fun evening with your girls!

Our Favorites:

Image: Nasty Gal

Leather Studded Boots

Nasty Gal

Price: $$$

These star-studded cowboy boots make you want to show out–even in the cold! 


Image: Mango

Leather Cowboy Boots

Mango

Price: $$$

A timeless pair of solid-black leather cowboy boots. Understated, but makes a bold statement. 


Image: Zappos

Glitter Underlay Boots

Roper

Price: $

The most traditional pair of cowboy boots on the list, but still a good changeup with the rustic brown leather!


Image: Nordstrom

Western Frontier Boot

Free People

Price: $$$

Cowboy boot meets ankle boot in one of the best ways! If taller boots aren’t your vibe, this pair may be more your style. 


Image: Alohas

Mount Boot

ALOHAS

Price: $$$

Sustainably-made and one of my favorites on the list! The deep forest green and textured suede will make you feel like the it-girl!

“Long” Boots

Long boots–aka tall boots–include calf-length and knee-high boots, over-the-knee styles, and even thigh-high boots. While these may be boots you reserve for a special evening out, they’re also ideal for dressed-up winter looks. Depending on your height (and maybe your calf size), finding one that is comfortable for you might be a challenge, but we got you covered. We love “long” boots since they’re super fashionable and add some sexiness effortlessly! 

Our Favorites:

Image: Nordstrom

Fynn Knee High Boot

Dolce Vita

Price: $

A streamlined knee-high boot in quality black leather! A perfect boot to elevate your winter outfits this season.


Image: Nasty Gal

Over The Knee Leather Boots

Nasty Gal

Price: $$$

Over-the-knee, just like our girl Taylor! This block heel ensures comfort and with just enough height. 


Image: Mango

Buckle Boots

Mango

Price: $$$

A calf-high boot with a cowgirl-esque buckle. This is a flat boot that you can wear all day long!


Image: Cole Haan

Hampshire Riding Boot

Cole Haan

Price: $$

The warm brown tone of this leather riding boot will bring more color to your winter boots! It will also keep your legs warm while complementing your favorite wool coat and extra warm leggings. 


Image: Nordstrom

Ticada Knee High Boot

SARTO By Franco Sarto

Price: $$$

Add some glam to your winter wardrobe with this shiny metallic pair. Create a fun New Year’s Eve look as bright as the fireworks you’ll be counting down to. 


Image: Amazon

Over The Knee Boots

Dream Pairs

Price: $

The most affordable pair of winter boots on the list! An over-the-knee boot with a classic silhouette in all suede. 


Image: Alohas

Black Patent Leather Block Boot

ALOHAS

Price: $$

The coldest weather won’t stop you from wearing these shiny patent leather calf boots.


Image: Nordstrom

Sangeti Knee High Boot

Vince Camuto

Price: $$

This boot is on the list for its festive, wine-like color to spice up your winter looks this season.


Chelsea Boots & Combat Boots

Chelsea boots might be my favorite boots...ever. The shape and design are neutral, and I believe everyone looks good in them. They aren’t only comfortable but, just like combat boots, they add more edge to any outfit and anyone’s style. For a change-up from your go-to pointed-toe ankle boots, opt for Chelsea boots this season for new everyday winter outfits.

Our Favorites:

Image: Amazon

Laguna Chelsea Boot

Sam Edelman

Price: $$

A comfortable tan Chelsea boot that you can easily slip on and off to match any of your winter coats. Choose from over 10 colors, too! 


Image: Zappos

Sinclair Platform Boot

Dr. Martens

Price: $$$

You can’t create a list of the best boots without including a pair of Dr. Marten’s. This extra chunky cool platform boot recreates all of your ‘90s fashion-inspired looks.


Image: Zappos

Hi-Line Chelsea Boot

Sorel

Price: $$

We love the block heel on this boot that gives it a more feminine touch, while the non-slip sole will ensure you can walk in style… safely.


Image: Amazon

Lace Up Combat Boots

Ichigo

Price: $

An ultra-classic pair of combat boots that everyone looks good in–any time of the year! 


Image: Mango

Military Level Combat Boot

Mango

Price: $$$

The quilted pattern alongside the gold accents gives your combat boots a winter makeover. 


Image: Amazon

Howler Ankle Boot

Steve Madden

Price: $

A chunky Chelsea boot at an unbeatable price! You’ll be wearing these for all four seasons. 


Snow Boots

You can’t forget snow boots in a list of best winter boots. Whether you live in a snow-filled city, have an upcoming winter trip in the mountains, or just love the “most wonderful time of the year,” buying a pair of snow boots is always a good idea. Consider a pair with fur-lining for a cozy feel or ones that are water-resistant for wet days. These boots will keep you warm without forsaking style.

Our Favorites:

Image: Zappos

Caribou Boot

Sorel

Price: $$$

A pair of outdoor snow boots that are stylish for any winter activity! Waterproof and seam-sealed to keep your feet warm and dry, this stylish boot can be worn in any winter wonderland. 


Image: Nordstrom

Bridger Stripe Waterproof Shearling Boots

Pendleton

Price: $$$

Pendleton is famous for their winter essentials, including these cult-favorite boots. The plush faux shearling ensures comfort in the coldest weather, along with a grippy, robust sole to keep you safe during all your snowy adventures!  


Image: Nordstrom

Drizlita Shearling Rain Boots

UGG

Price: $

This platform rain boot option is useful to venture in the snow so remember to wear your thickest socks for extra comfort. 


Image: Nordstrom

Faux Shearling Platform Bootie

Sam Edelman

Price: $$$

Cozy-chic with a faux-fur lining, the lug sole keeps traction while walking in the snow, too!


Image: Nordstrom

Classic II Boot

UGG

Price: $$

The classic UGG boot is a must-have winter pick. The new release is warmer, cozier, and softer than ever–all the best winter vibes we're all looking for!