30 Best Winter Boots to Keep Your Tootsies Toasty

When the weather outside is frightful, there are ways to keep your feet delightful…and fashionable to boot (pun intended).

Our editors have been busy hitting up the stores and the sales to bring to you our 30 fashionably fantastic boots for rain, sleet, ice and snow.


It may not be freezing but that cold rainy feeling sure has a way of sinking into your bones, especially when you’re dealing with soaking socks. Nip that issue right in the rain cloud with these stylish rain boots…

Blondo, Vance Waterproof Suede Bootie $79.99 (reg. $150)

This ankle bootie from Blondo with it’s suede material and chic profile sure doesn’t look like a perfect puddle companion. But not only is it waterproof, it’s heel and sole are made of grippy rubber for good traction on wet sidewalks. Bonus, dirt, calcium and salt comes easily off with a damp cloth.

Ugg, Chevonne Rain Boots $60

Combat those gray-on-gray days will a bright color pop. These waterproof boots  from Ugg come in a bright cherry red option that’ll keep your sole dry and give your soul a boost.

Aquatalia, Florina Weatherproof Over-the-Knee Boot $379.99 (reg. $895)

Crushing hard on this season’s over-the-knee boot look? May we suggest you go for the upgrade? This weatherproof version will guarantee you don’t miss a step…even when the path is plagued with puddles.

Timberland, Nellie Chukka Waterproof Boot $135

A little rain shouldn’t hamper your street look, not when Timberland’s iconic yellow boot comes in a waterproof version. Sealed seams all around ensure the only drip happening is you.

SOREL, Emelie Chelsea Leather Bootie $85.99 (reg. $150)

Talk about handsome function-first fashion, this waterproof-seamed bootie from SOREL will put a smile on your face no matter how gray the skies are.

Hunter, Slim Fit Short Contrast Boot $55.99 (reg. $165)

When the puddles are getting really deep and submersion is the only means of navigation, this is the rain boot you should reach for. Built as solidly as the original Hunter boot, these are updated with a slimmer fit and shorter profile, making them feel much lighter with every step…and the contrasting color play makes these irresistibly cute.

JW Anderson, Chain Rubber Boot $389.99 (reg. $450)

Falling raindrops won’t stop the fashionista in you with these rubber boots. The large gold-toned chain gives off major maximalism vibes.

Bogs, Amanda Plush II $99.99

One of the downsides to a lot of rain boots is sweaty feet. All that waterproofing on the outside doesn’t always allow for easy breathing on the inside. If this is an issue for you, you need these boots. With Bogs Max-wick lining your feet won’t feel the damp from the outside or in.

Sperry, Top-Sider Saltwater 1-eye Shoe $89.95

Dashing out for a quick engagement? Slip into these top-siders from Sperry. Their timeless aesthetic will go with just about anything in your wardrobe.

Bottega Veneta, Puddle Knee-High Boots $750

From Bottega’s new season, a sweet pink knee-high version of their cult-inducing ankle rain boots. With the same bulbous silhouette the fashion world flipped over, now in pretty pastels.


Ah, sleet. Late autumn’s fun little combo of rain and snow. It comes down in the form of pellets of ice and manages to coat just about everything outside…including you. Liquid-y enough to soak you through and through, yet icy enough to make walking from point A to point B a tricky enterprise. A good hybrid rain/snow boot is what you need to handle this precarious precipitation.

BearPaw, Tess Tech Suede Storm Boot $49.99 (reg. $110)

This storm boot from BearPaw is as comfy-cozy as it looks. The duck boot bottom keeps any potential water from seeping in while the sheepskin lining inside insures your feet stay warm.

UGG, Greta Waterproof Leather & Suede Duck Boot $98.99 (reg. $150)

Don’t believe a bootie can work in sleet? UGG says yes. This chestnut cutie is made of waterproof suede and leather, with a thick rubber sole and adjustable lacing to ensure a totally bespoke fit.

The North Face, Shellista II Mid-Boot $139.95

North Face knows a thing or two about great boot design. The Shellista II is their latest version designed to look great and keep you grounded through unsteady ground of snow and sleet.

SOREL, Joan of Arctic Next Lite Boot $119.99 (reg. $200)

Velvety tan leather/suede meets sherpa boot details in this waterproof boot from SOREL.

Kamik, Sienna 2 Boot $119.95

This pretty plaid number by Kamik would look amazing paired with this season’s Shacket.

Aquatalia, Skyla Waterproof Boot $249.99 (reg. $695)

For those who prefer a taller boot, this knee-high, creamy, quilted boot from Aquatalia will look just a good with your fav, sunny-day mini as it will when you’re slogging your way through the sleet.

Sperry, Saltwater Boot $75.99 (reg. $150)

If your daily commute deals with a heavy serving of salted sidewalks with your sleet, you know how those chemicals can wreak havoc on your boots. Grab a pair from the OG of boot makers who’ve been making salt water resistant leathers since 1939.

G.H. Bass, Eastport Duck Boot $79.99 (reg. $130)

Made to handle all the muck, wet and sleet that Maine can offer, these Eastport boots from G.H. Bass are ready to handle the great outdoors. They’ll look equally at home for whatever urban treks you have as well.

Dior, D-Venture Boot $1,999.99 (reg. $1,350)

For those who don’t mess around with their fashion or their function. French luxury has never looked so street secure.

Helly Hansen, Varanger Primaloft Boot $160

One of the most annoying things about sleet is that sometimes it’s more rain and sometimes it’s more snow. This boot by Helly Hansen comes with a removable liner. So when your feet need the extra warmth, the liner is there for you. And if all that insulation is a little much? You can easily take it out and let your tootsies have some extra breathing room.

Forsake, Duck Boot $69.98 (reg. $139.95)

Wistfully wishing for drier days because you miss your sneaks? This new silhouette by Forsake has all the comfort and feel of your favorite high tops but with all the waterproof bells and whistles of a true winter boot. The best of both worlds!


Definitely the prettiest of our trios…there’s something about snow that brings us back to youthful days of snowball fights, making angels and finally conquering that bunny hill. Of course, it’s all a bit different when you’re navigating salty sidewalks but the name of the game is still the same – keep the cold out and the heat in.

Sperry, Bearing Plushwave Boot $62.48 (reg. $130)

If you’re one of the many who has fallen head over heels for the après ski look, this plushy number by Sperry will surely “lift” your spirits (yeah, we’ll see ourselves out).

Vans, Standard Mid-Snow MTE Boot $129.95

Are you a little more après bevvies than ski? Vans has the boot for you. Perfect for your laid-back comfortable look with that iconic Vans-sneaker style.

Gabor, Leather Army Boot $95.99 (reg. $219)

Oh so stylish and built to grip, this Gabor boot also comes with an anti-fatigue insole to keep your soles comfortable and warm.


BearPaw, Marina H1 Tech Boot $49.99 (reg. $100)

Full waterproof construction, sheepskin lining and top-quality, grippy rubber soles all come together to make this tech boot your winter go-to.

Franco Sarto, Tagier Cold Weather Boot $109.99 (reg. $179)

With its conforming padded nylon sock top, there’s no worry of any wayward snowflakes making their way into your shoe.

Clarks, Orinoco 2 Hi Black Warm Lined Boot $180

Looking for a snow boot that leans more sleek? This boot by Clarks has a dual-density foam lining that’s slim but powerful in keeping your feet warm. It also has a cleated sole for extra grip. Bonus? It’s made from 50% recycled materials and sustainably sourced leathers.

M. Gemi, The Alpi Due $348

Inject a little green into your winter wonderland with these adorable olive boots by M. Gemi. Italian craftsmanship meets cold weather comfort. Molta bella!

Kamik, Snovalley 4 Boot $119.95

Our favorite thing about this boot? It has a self-cleaning tread, meaning that all the snow you walk through won’t get stuck on your heel. Just a quick knock of the foot and you won’t be leaving giant clumps of melting snow inside.

Rossignol, 1907 Megeve Limited Edition Boot $289.22 (reg. $444.95)

Everything about this limited edition boot looks luxe. But with waterproof zippers and laces, Wintherm insulation (keeping you warm and dry) and thick layered rubber grips, this beauty is more than just a pretty face.

Chaco, Ramble Puff Linear Boot $79.95

Kick up some fun on your next errand run with these colorful puff boots from Chaco. Fully stocked in warm insulation and grippy bottoms to keep your step steady, this playful looking boot will give you happy feet.





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