Winter officially starts on December 21, but you might already be experiencing icy-cold conditions, rain, and snow right now in the fall. This weather makes you want to bundle up first and sometimes think of style second, but we are here to tell you that you can stay warm and look great! Even when it comes to footwear. There’s no reason to sacrifice style or ignore fashion trends just because the temperature is unfavorable.
In fact, we wanted to show you 30 fabulous footwear options that will hold up effortlessly against the elements. And since not everyone has to deal with constant rain or snow during the winter, we wanted to include some options that are more sleek and fall-like. And, as always, we are including shoppable links for each pair of shoes, for maximum shopping power.
Saltwater Waterproof Rain Boot, by SPERRY
‘Tis the season for all-things buffalo plaid. These cute duck boots, by SPERRY give you a functional, waterproof option for rocking the seasonal trend. You can pair these patterned shoes with sleek black jeans and your favorite chunky sweater, and you’ll have a look that’s stylish yet cozy.
Available at nordstrom.com, $79.90
Women’s Luana Combat Boots, by Dr. Martens
Doc Martens are such classic boots and for good reason. They’re iconic because of their style, the tough coolness they convey, and they also last for several years, making them a practically permanent part of your wardrobe. These Luana boots come in classic black, but the hint of glitter and the shine add something different.
Available at shoecarnival.com, $89.99
Joan of Arctic II Waterproof Wedge Bootie, by SOREL
SOREL boots are such a timeless option when it comes to winter-ready footwear. You may have seen fashion bloggers wearing their duck boots, and pairing them with flannels, puffer coats, and other stylish cold-weather layers. But the brand has so many other shoes that you can rock this winter, like their cute Joan of Arctic II Waterproof Wedge Bootie.
Available at nordstrom.com, $199.95–$229.95
Phoenix Short Lace Up Luxe Boots, by SOREL
Modesie Cone-Heel Boot, by Vince Camuto
Cone heels harken back to the vintage styles of the ’70s, ’80s, and other decades, yet look so of the moment. They also add that unexpected cool detail that we often look for when buying shoes. Vince Camuto’s Modesie Cone-Heel Boot has this unexpected feature, paired with throwback colors like warm brown, mahogany, and a dark grey (and of course it also comes in black). It’s a great boot to stay warm in, while simultaneously showing some major style.
Available at vincecamuto.com, $229
Renata Rain Boot, by Kate Spade
Kate Spade is known for classic, preppy styles, with fun pops of color. These gorgeous rain boots definitely have a pop of color, but the print is slightly moody, in the best way possible. It almost looks like a vintage Disney floral print you’d see in a film like Alice in Wonderland, which makes these boots all the cooler. They’re a great way to stand out in the sea of rain boots when it’s pouring outside.
Available at nordstromrackcom, $99.97
Women’s Fixate Motorcycle Boots, by Fergie
A badass motorcycle boot will instantly add some edge to all the outfits you pair it with. They also help protect against the elements, keeping your feet nice and warm. These shoes, by Fergie’s shoe line, feature several straps that are dotted with grommets and studs and finished with buckles. But luckily, they’re all for show, as these easy-to-wear boots are a pull-on style.
Available at famousfootwear.com, $64.99
Flynn Short Inside Zip Leather Bootie, by Frye
Women’s Waterproof Frosty Snow Boot, by DADAWEN
So many of us go to the snow to have fun, and these snow boots are the perfect accessory for that mood. DADAWEN’s Women’s Waterproof Frosty Snow Boots look like a total throwback to the colorful ’80s, with their moon boot, puffer-style and bright array of hues. But, if you don’t want to invest in pink, purple, or teal snow boots, there are much more reserved, neutral options in colors like black, gray, and khaki.
Women’s Ellysia Microsuede Short Functional Winter Boots – Universal Thread™, by Target
Target has become one of the go-to destinations for nabbing all the latest styles and classic looks at a fraction of the cost of other stores. And this includes their fabulous shoe selection. You can grab these winter-perfect boots, without having to pay the traditional winter boot price.
Available at target.com, $39.99
Issa Western Booties, by Dolce Vita
You don’t have to keep your winter shoes boring, or even simple. Have fun with your looks this upcoming season! These sleek Issa Western Booties, by Dolce Vita feature amber-hued, snake-embossed leather that will pop against all your cold-weather neutrals. We would suggest not wearing these beauties in the rain or snow, however, just in case.
Available at shopbop.com, $172
Hydra Platform Waterproof Chelsea Boot, by Jeffrey Campbell
If you want to wear rain boots, you don’t have to just opt for the stiff, shiny, and sometimes childlike options that we once were subjected to. They have evolved with the times and come in styles so cool, you’ll want to rock them year-round. Like these waterproof Chelsea boots by Jeffrey Campbell. They’ll instantly become your go-to shoe for the rainy season.
Ankle Rain Boots for Women, by Old Navy
Another example of how chic rain boots have become are these fun, on-trend leopard ones from Old Navy. The ankle-length allows them to function like any other stylish ankle-boot, but it’s material — rubber, and polyester —allow them to effectively repel water. Added bonus? These shoes also come in old-school raincoat yellow.
Available at oldnavy.com, $44.99
Quilted Boots, by Moschino
You’re going to want a stylish pair of boots to add as a counterpoint to your puffer and parka jackets. Luckily, you can invest in these cool quilted boots by Moschino. They’ll go with everything, look super comfy, and will add a touch of relaxed glam to whatever outfit you pair them with.
Available at shopbop.com, $225
Women’s Reanna Ankle Boot, by Sam Edelman
These Sam Edelman shoes prove that boots don’t have to have a heel to be stylish. The Chelsea boots have an on-trend lug sole, elastic goring which makes these a breeze to pull on and off, and an interesting look that demands a double-take. And they’re 44% off!
Available at famousfootwear.com, $49.99
On The Move Flat Boots – Black, by Fashion Nova
Fashion Nova delivers the latest trends, at a great price. Just like these lug-soled On The Move Flat Boots. The pull-on knee-high shoes are almost sold out, so check them out ASAP (and sign up for a notification if they’re out of your size!) `
Available at fashionnova.com, $44.99
Courmayeur Valley Boot, by Timberland
Timberland has long made a classic, much-loved cold-weather boot, but has expanded to include several other covetable styles. Their Courmayeur Valley boot comes in three neutral colors, features “OrthoLite® comfort foam insoles,” and is and easier to wear, with a simple pull-on style and elastic sides.
Available at timberland.com, $150
So Comfy Wedge Bootie, by Dr. Scholl’s
The name Dr. Scholl’s is synonymous with comfort for your feet. So you know that these So Comfy Wedge Booties are going to be cozy. In fact, they feature a “BE FREE® cushioned footbed,” a fabric and faux-fur lining, and a water-resistant fabric upper.
Available at dsw.com, $79.99
Women’s Chelsea Rain Boots, by Roma
While you’re buying everything else on Amazon, you can definitely add these highly-rated rain boots to your cart. The 100% waterproof rubber shoes are offered in 12 different color/pattern options, are lined in quick-dry knitted-cotton lining, and feature a multi-layered cushioned sole. Added bonus? For every pair sold, a pair of rain boots go to a child who lives in poverty.
Available at amazon.com, $54.95-$69
Zalika Boot, by ED Ellen Degeneres
A proper riding boot should be in every fashionista’s closet. They’re stylish, classic, and offer the leg coverage you need during the chillier fall and winter months. Plus, they’re usually comfortable. A great option is this richly-hued Zalika Boot option from ED Ellen Degeneres.
Available at dsw.com, $119.99
Tivoli Laceup Boots, by SOREL
Olive/Army green is a great neutral that offers something different from black, brown, and gray, but is different enough to add interest to your outfits. We love these adorable Tivoli Laceup Boots from SOREL. And being from this brand, you know they will perform excellently in the rain and snow.
Available at shopbop.com, $130
Wantilla Motorcycle Bootie, by Vince Camuto
Another tough yet stylish moto boot you should consider investing in for winter are these luxe ones by Vince Camuto. The Wanilla shoe features gold hardware, which adds a glam yet neutral touch. They’re a perfect way to add some oomph to your all-black outfits and other neutral ensembles.
Available at dsw.com, $89.99
Joan of Arctic Boots, by SOREL
It’s no surprise that yet another pair of SOREL boots are on this list — they’re classic, look great, and work great. One of the traditional styles you’ll see everywhere come winter are these Joan of Arctic duck boots. They’re available in a variety of colorways and feature a warming and luxe faux-fur cuff.
Available at shopbop.com, $200
Women’s Waterville Waterproof Boots, Created for Macy’s, by Timberland
These Timberland boots take their tried-and-true, classic look, and pairs it with a rich, fall-and-winter perfect hue. They’re classic, stylish, and most importantly waterproof! This particular shade works almost as well as a neutral.
Original Refined High Gloss Quilted Waterproof Rain Boot, by Hunter
A quilted black textile instantly brings to mind chic, timeless, glamour and luxury. It adds that expensive look to anything it’s added to. Like these high gloss, tall rain boots by Hunter. You’ll want to pair these stunners with all your ready-for-the-rain outfits, any time of the year.
Available at nordstrom.com, $195
Glen Plaid Ankle Boots, by Forever 21
Plaid has been a major trend lately, including the stylish glen plaid. And what’s great about trends like these, is that they’re also timeless classics. So, if you get these Glen Plaid Ankle Boots from Forever 21 (for under $35!), you’ll be sartorially slaying two birds with one stone.
Available at forever21.com, $32
Fae Boot in Peanut Butter Leather, by Naturalizer
They had our interest at “peanut butter leather.” This gorgeous Fae Boot, by Naturalizer is made in the vintage-yet-on-trend-for-2019 slouchy style that looks so stylish and effortless. Added bonus? These shoes also come in black leather, black suede, chocolate leather, and saddle tan suede.
Available at naturalizer.com, $235
Leather Ankle Booties in Brown, by Chloe
Of course, we had to include another designer option in this winter boot roundup. These leather ankle boots by Chloe will go with almost anything in your current wardrobe, but they’re so cool and unique. Interesting heels like this flared blocked heel are all the rage, allowing an average brown boot to be anything but.
Available at frwd.com, $576
Water Resistant Black Leather Women’s Cleo Boots, by TOMS
We all love to rock a stylish pair of black ankle boots when fall rolls around, and into winter. But sometimes these boots get damaged due to unexpected, messy weather. These TOMS boots are not only perfect for the season, but they’re also water-resistant, which means they’ll stand up to the elements. Added bonus? For every pair of shoes sold, TOMS gives back to communities.
Tinsley Ankle Rain Boot, by Sam Edelman
Available at nordstromrack.com, $39.97