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.
$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
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
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
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
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
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
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
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
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
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
Trendy Booties
Booties are the secret weapon every Windsor girl keeps on standby—one part comfort, one part attitude, and all the way on-trend. Whether you’re strutting into brunch with your squad or owning the dance floor on a Friday night, trendy booties are the go-to move for leveling up any look. Think of them as your style sidekick: ready to turn a basic jeans-and-tee combo into a head-turning moment, or to add just the right amount of edge to your favorite mini dress. With so many options to play with—chunky heels, sleek pointed toes, playful cutouts, and those dreamy lace-up details—there’s a pair to match every mood and every plan. And don’t even get us started on the color palette: from classic black to rich neutrals and bold pops of color, trendy booties make it way too easy to express yourself. The best part? They’re as practical as they are pretty. Low-key comfy for all-day adventures, but still totally ready for your next photo op. You might even find yourself reaching for them as your new everyday staple, because who says you can’t have a little main character energy with every step?
Gifting booties is basically gifting confidence in a box. Whether you’re treating your ride-or-die bestie for her birthday, surprising your sister with a just-because pick-me-up, or giving yourself a little “you deserve it” present, these beauties always hit the mark. They’re that rare find that fits into everyone’s closet and instantly upgrades whatever she’s wearing—think of the friend who’s always running from class to coffee dates, or the one who lives for spontaneous road trips and needs shoes that can keep up with her wild side. Windsor boots make the perfect plus-one for those girls who love to mix up their style, experiment with new trends, or just want to keep their shoe game strong. When you’re picking out your pair, keep in mind what feels right for your vibe: do you want a bold block heel for extra attitude, or a sleek, understated silhouette for maximum versatility? Consider the height, the fit around the ankle, and those little details like zippers or studs that make all the difference. And if you’re looking to add a little extra glam to your lineup, check out our Elegant Booties for styles that bring a touch of sophistication to every step.
Trendy booties are made for those moments when you want to walk in like you own the place, and they’re not just for one type of girl—they’re for every girl who wants to make a statement without saying a word. Slip them on with ripped denim for that “I woke up like this” cool, or pair them with a flowy skirt when you’re feeling a little flirty. They’re the finishing touch that says you’ve got places to be and people to see, and you’re doing it all on your own terms. Life’s too short for boring shoes, and with Windsor boots, you can step out with confidence, knowing you’re turning sidewalks into runways. Whether you’re chasing down your next adventure or just want to feel a little extra fierce on your morning coffee run, trendy booties are always the move. Let your shoes do the talking—and trust, they’ve got a lot to say.