Casual Booties
Step into your power with our collection of casual booties, designed for the Windsor girl who knows that life is her runway. Whether you're strutting down city streets or dancing under the stars, these booties are your go-to for turning heads and breaking hearts. Effortlessly chic and endlessly versatile, they're the perfect match for every outfit in your closet. So go ahead, slip into something that makes you feel unstoppable, because with these booties, every step is a statement.
$40.90
A chic black ankle bootie with studded accents, criss-cross straps, and a peep toe design.
$38.90
A pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.
$42.90
A pair of black nubuck stiletto booties featuring sheer rhinestone fishnet and clear PVC trim.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.
$50.90
A sleek pair of ivory faux leather under-the-knee boots with a square toe and thin block heel.
$52.90
A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.
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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
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
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
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: 6
Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Fit & Features3.5" Stacked block heel, Faux leather material, Western-inspired stitched design, Closed pointed toe, Under-the-knee fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Flair Under-The-Knee Boots in Ivory | Size: 8.5 | Leather
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
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
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
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
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: 5.5 | Leather
Casual Booties
When it comes to leveling up your casual style fashion game, nothing hits the sweet spot quite like a killer pair of casual booties. These are the shoes you reach for when you want to look effortlessly put-together—whether you’re brunch-bound with your squad, dashing between classes, or just living your main character moment at the coffee shop. Think of casual booties as your closet’s secret weapon: versatile enough to rock with distressed denim, flirty mini skirts, or even that oversized sweater you “borrowed” from your bestie and never gave back. The beauty of this style? It’s all about that balance between comfort and confidence. Low block heels, cushy insoles, and just enough edge to keep things interesting—these are the details that make casual booties your go-to for all-day wear. And if you’re the type who loves to give gifts with major wow-factor, trust us: unwrapping a fresh pair of booties is guaranteed to spark some happy dances (and maybe a spontaneous fashion show in the living room).
Choosing the right pair of casual booties is like picking your ride-or-die for every adventure. Look for playful details—think side zippers, peekaboo cutouts, or a little bit of hardware—that match your vibe and your plans. If you’re all about that city-girl energy, a sleek, pointed toe instantly elevates your look, while a chunky sole brings the attitude for those days you need to stomp through your to-do list. These are the shoes you’ll wear on repeat, so don’t be shy about treating yourself to a pair that feels as fearless as you are. And if you’re shopping for someone else, casual booties make the ultimate gift for your sister, your BFF, or anyone who deserves a confidence boost with every step. Because let’s be real: life’s too short for boring shoes, and everyone deserves a little extra pep in their step. For even more inspo and the latest trends in booties that bring the party, check out our full collection of Fashion Booties and find your next obsession.