Fall Cowboy Boots

Saddle up, darling, because fall cowboy boots are here to kick up your autumn style! Whether you're two-stepping through pumpkin patches or strutting down city streets, these boots are your ticket to a season of fearless fashion. With every step, you're channeling that irresistible blend of rustic charm and modern flair. So go ahead, unleash your inner cowgirl and let those fall cowboy boots do all the talking—because when it comes to making a statement, these boots were made for more than just walking. Yeehaw!

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$54.90

5 star rating

A black faux suede cowboy boot adorned with all-over rhinestone geometric patterns and a stacked block heel.

$46.90

5 star rating

A taupe cowboy boot with a laser cut design, stacked block heel, and knee-high shaft.

$30.90

5 star rating

A dazzling pair of silver cowboy boots featuring all-over rhinestones and a sleek, pointed toe design.

$56.90

3 star rating

A bold white faux leather knee-high boot featuring Western embroidery, pointed toe, and stacked block heel.

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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

Fall Cowboy Boots

When the air turns crisp and the leaves start to crunch under your boots, there’s just something magnetic about stepping out in a pair of fall cowboy boots. These aren’t just shoes—they’re a whole vibe, ready to take on pumpkin patch adventures, rooftop concerts, or spontaneous road trips with your besties. Whether you’re a city girl who loves to add a little Western edge to her look or you’re living out your countryside daydreams, fall cowgirl boots are the ultimate statement piece. They’re the kind of boots you throw on when you want to feel unstoppable, whether you’re pairing them with a flowy dress for that boho-meets-bad-girl energy or rocking them with distressed denim and a graphic tee for a look that says “I woke up like this.” For the Windsor girl, boots are more than just an accessory—they’re the exclamation point at the end of her outfit, the secret ingredient that turns a basic look into a full-on main character moment.

Windsor cowboy boots are built to keep up with your wildest plans and boldest moods. They’re the perfect pick for anyone who loves to mix a little Southern sass into their everyday style or wants to channel that fearless, festival-ready attitude all year round. Gifting a pair of Windsor cowgirl boots? You’re basically giving someone a ticket to their own personal hoedown—ideal for birthdays, holidays, or just because your bestie deserves to feel like a rockstar. And let’s be real: there’s no better way to celebrate a new season of adventures than with a killer pair of boots that are as ready to dance as you are. Whether you’re shopping for yourself or playing fairy godmother for your squad, boots like these have a way of turning “just another day” into a memory worth making. Picture this: golden hour, your favorite playlist bumping, and you strutting down Main Street with your crew—all eyes on your windsor cowgirl outfits, every step serving attitude and confidence.

Choosing the right pair is all about finding your perfect match—think about the heel height that makes you feel like you can conquer the world, the details that speak to your style (hello, embroidery and metallic finishes), and the fit that feels just right from the first step. Windsor cowgirl boots are designed for comfort and durability, so you can slay from brunch to bonfire without missing a beat. Whether you’re a boot newbie or a seasoned collector, you’ll find options that fit your personality—classic silhouettes for the understated queen, bold colors and patterns for the trendsetter, and everything in between. And if you’re looking to level up your boot game even more, check out our curated collection of Chic Cowboy Boots for inspo that’ll have you dreaming up outfits for every adventure on your calendar. No matter how you style them, your boots are your ride-or-die, ready to hype you up and carry you through every unforgettable moment.