Trendy Booties
Strut your stuff with a pair of trendy booties that are ready to take you from brunch dates to late-night adventures with your squad. These must-have styles are all about elevating your look while keeping you comfortably chic. Whether you're pairing them with your fave jeans or that killer mini skirt, these booties are the secret weapon in your closet, giving you the confidence to own every room you walk into. So go ahead, unleash your inner fashionista and make every step a statement!
$40.90
A chic black ankle bootie with studded accents, criss-cross straps, and a peep toe design.
$38.90
An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.
$50.90
A sleek ivory faux leather boot featuring a square toe, thin block heel, and under-the-knee length.
$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.
$52.90
A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.
$50.90
An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and inner zipper closure.
$9.97 $24.90 60% off
A blue faux leather mule featuring criss-cross buckle straps, open square toe, and a chic kitten heel.
$45.90
A pair of white faux leather knee-high boots adorned with all-over pearl embellishments and a block 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
Trendy Booties
Let’s be real—every Windsor girl knows that a killer pair of booties is basically the secret sauce to leveling up any outfit. Whether you’re strutting into brunch, heading to a rooftop party, or just out to conquer your day, trendy booties have your back (and your feet). They’re the ultimate style chameleons, ready to go from casual-cool with your favorite ripped jeans to full glam with a curve-hugging mini dress. There’s just something about a great pair of Windsor boots that makes you feel unstoppable—like you could run the world, or at least the dance floor. And let’s not forget, they’re total lifesavers when you want to look put-together without sacrificing comfort. Those block heels? Chef’s kiss for all-day wear. And if you’re the type who lives for those little details, you’ll love the endless options—think bold buckles, sleek pointed toes, and playful cutouts that add just the right amount of edge to your look.
Shopping for booties is basically the grown-up version of playing dress-up, and honestly, we’re here for it. Picking the perfect pair is all about knowing your vibe and how you want to show up in the world. Maybe you’re the friend who always gets tagged in outfit inspo posts, or maybe you’re building your dream closet one statement piece at a time. Booties are also a go-to gift for your ride-or-die bestie, your trendsetting sister, or anyone who deserves a little extra confidence boost (because nothing says “I love you” like a pair of shoes that make you feel like a boss). When you’re choosing your new faves, pay attention to the fit—look for cushy insoles, sturdy soles, and zippers or stretchy panels that make slipping them on a breeze, even when you’re running fashionably late. Color is another game-changer. Neutrals are classic, but don’t sleep on bold hues or fun textures if you’re feeling a little daring. And if you’re on the hunt for a true wardrobe MVP, check out our Black Booties—they’re basically the little black dress of the shoe world, ready to take you anywhere and everywhere.
The best part? Booties are the definition of versatile. From spontaneous road trips to last-minute date nights, they’re the piece you reach for when you want to pull it all together without trying too hard. Picture this: you’re heading out the door, playlist on blast, and your booties are the finishing touch that makes you feel like the main character. They’re made for making memories—think late-night adventures, impromptu photo shoots, and all the moments in between. Whether you’re stacking up compliments at your next girls’ night or just turning the sidewalk into your personal runway, Windsor boots are your partner in crime for every plan (and plan B). So go ahead, step into your power, and let your booties do the talking. Your next iconic look is just a zip away.