Winter Fashion Boots

When the chill of winter rolls in, it's time to step up your style game with winter fashion boots that are as fierce as they are functional. Whether you're strutting through snow-dusted streets or making a statement at a cozy fireside gathering, these boots are your ultimate cold-weather sidekick. From sleek and sophisticated to bold and edgy, there's a pair waiting to match every mood and every outfit. Embrace the season with confidence, knowing that your footwear is on point and ready to tackle whatever winter throws your way.

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$50.90

5 star rating

A sleek ivory faux leather boot featuring a square toe, thin block heel, and under-the-knee length.

$38.90

3 star rating

An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.

$50.90

1 star rating

An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and a square toe.

$50.90

3.4 star rating

A pair of brown faux leather under-the-knee moto boots with buckle strap accents and a stacked block heel.

$40.90

4.75 star rating

A black faux microsuede ankle bootie featuring criss-cross straps, metal buckles, and studded accents.

$42.90

5 star rating

A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe accents.

$45.90

5 star rating

A sleek pair of white faux leather riding boots featuring a round toe and curved under-the-knee shaft.

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Totally Edgy Buckled Square Toe Boots in Black
(7) 4.714286 star rating

Step into these edgy statement faux leather boots with a buckled side accent and a calf-length fit perfect for pairing with bottoms or dresses. Fit & Feature2” in heel, 7.5” leg opening, 11.5” shaft , Square toe, Buckled side accents, Calf height shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Totally Edgy Buckled Square Toe Boots in Black | Size: 8.5 | Leather

Windsor Sleek Strut Under-The-Knee Moto Boots in Brown
(5) 3.4 star rating

Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure. Fit & FeaturesStacked block heel, Round toe, Under-the-knee height, Faux leather material, Circular buckle strap accent, top buckle strap, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Strut Under-The-Knee Moto Boots in Brown | Size: 10 | Leather

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

Fit & Features3" Stiletto heel, 7.5" leg opening, 13.5" shaft height, Patent faux leather material, Knee-high design, Pointed toe, Complete inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Black-2 | Size: 5.5

Daring Details Studded Ankle Booties in Black
(4) 4.75 star rating

Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style. Fit & FeaturesBlock heel, Ankle-length fit, Faux microsuede material, Peep toe, Criss-cross straps with metal buckles, Studded accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daring Details Studded Ankle Booties in Black | Size: 9

Lone Star Girl Knee High Cowboy Boots in White
(2) 3 star rating

Step into bold style with these knee-high cowboy boots for festivals, bachelorettes, or concerts! These striking boots combine classic Western flair with a daring edge, perfect for making a statement wherever you go. Fit & FeaturesStacked block heel, Pointed toe, Knee-high length shaft, Western-inspired embroidery details, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Lone Star Girl Knee High Cowboy Boots in White | Size: 7 | Leather

Edgy Essential Platform Lug Boots in Black
(2) 3 star rating

An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort! Fit & FeaturesRound toe, Platform lug sole, Inner zipper closure, Under-the-knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Essential Platform Lug Boots in Black | Size: 6.5 | Leather

Windsor Steppin Up Block Heel Knee High Boots in Black
(2) 5 star rating

Big boot energy only—these tall babes instantly elevate any fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & FeaturesBlock heel, Almond toe, Inner zipper closure, Knee-length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Black | Size: 8 | Leather

Hot on the Heist Buckled Pocket Stiletto Boots in Black
(1) 5 star rating

Steal the scene—these stiletto boots come strapped with attitude and storage. Perfect for late-night concerts or dinner with your crew. Fit & Features3” in heel height, 7.5” leg opening, 20.5” shaft height, Pointed toe, Pocket and buckle detailing, Knee-length shaft , Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Hot on the Heist Buckled Pocket Stiletto Boots in Black | Size: 8.5 | Leather

Chic Season Under The Knee Boots in Ivory
(1) 5 star rating

Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness. Fit & FeaturesThin block heel, Square toe, Inner zipper closure, Under the knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Season Under The Knee Boots in Ivory | Size: 6 | Leather

Made For Dancing Laser Cut Cowboy Boots in Taupe
(1) 5 star rating

These cowboy boots are made for dancing! They flaunt a trendy and unique laser cut design that stands out in any crowd at festivals or concerts. Fit & FeaturesStacked block heel, Pointed toe, Inner zipper closure, Laser cut design, Knee high shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Made For Dancing Laser Cut Cowboy Boots in Taupe | Size: 6

Winter Fashion Boots

When it comes to curating your cold-weather closet, nothing says “I’ve arrived” quite like a killer pair of boots. These aren’t just shoes—they’re your go-to sidekicks for every chilly adventure, from spontaneous late-night coffee runs to strutting into the party like you own the place (because, let’s be real, you do). Boots are the ultimate confidence boosters, giving you that extra edge whether you’re braving the elements or just channeling main character energy on a casual day out. Choosing the right boots is all about knowing your vibe and what you need them to do for you—are you looking for something that can handle a little slush and still look fierce, or are you all about that sleek, over-the-knee drama that turns every sidewalk into a runway? Think about details like insulation, tread, and fit, because comfort is non-negotiable when you’re out making memories. Whether you’re a city girl dodging puddles on the daily or a queen of cozy nights in, there’s a pair of boots Windsor that’s basically waiting to become your new fave.

Gifting boots is a love language all its own. They’re the kind of present that says, “I see you, I get your style, and I want you to feel unstoppable.” Imagine the look on your bestie’s face when she unwraps a pair that’s totally her—maybe something edgy with chunky soles for the one who’s always ahead of the trends, or a classic heeled boot for the friend who lives for a glam moment. Boots are also a power move for treating yourself, because nothing says self-love like stepping out in shoes that make you feel like you can conquer anything. And let’s not forget how versatile they are: pair them with your favorite denim for a chill day look, or go full-on bold with a mini skirt and layers for those nights you want to turn heads. If you’re feeling extra, why not mix it up with a statement coat or even check out our Winter Fashion Dresses for a look that’s equal parts cozy and chic? The options are endless, and the only rule is to wear what makes you feel like your best self.

Boots are more than just a practical pick for cold days—they’re a whole mood, a way to express your personality with every step. Maybe you’re the type who loves a little drama with thigh-highs and bold patterns, or maybe you’re all about that effortless cool with sleek ankle boots that go with literally everything. Either way, boots Windsor are designed for the girls who aren’t afraid to stand out, who want to make every entrance unforgettable and every exit leave them wanting more. Consider how you’ll style them: layered with oversized sweaters and statement accessories for a look that’s equal parts comfy and iconic, or paired with your go-to jeans and a killer jacket for instant street style cred. Whatever your plans—whether you’re hitting up a rooftop, cozying up by the fire, or just living your best life—your boots are your ride-or-die. They’re the finishing touch that ties it all together, making sure you’re ready for anything and everything.

Top Picks For Winter Fashion Boots