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.
$55.90
A pair of white ankle-length cowboy booties featuring intricate floral embroidery and a stacked block heel.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.
$42.90
A pair of black nubuck stiletto booties featuring sheer rhinestone fishnet and clear PVC trim.
$38.90
A pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.
$45.90
A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.
$45.90
A pair of camel microsuede cowboy boots featuring western stitch detailing and a 2.5" stacked heel.
$46.90
A taupe cowboy boot with a laser cut design, stacked block heel, and knee-high shaft.
$50.90
A sleek pair of ivory faux leather under-the-knee boots with a square toe and thin block heel.
$50.90
A pair of brown faux leather under-the-knee moto boots with buckle strap accents and a stacked block heel.
$52.90
A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.
$50.90
A beige cowboy boot featuring intricate floral cutout designs and a stacked block heel for standout style.
Now Trending
Scoot and move it in true Western style at festivals and concerts in these studded cowboy boots! Fit & FeaturesStacked block heel, Pointed toe, Western-inspired pattern, studded trim, Mid-shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moving Along Studded Cowboy Boots in Taupe | Size: 8.5
Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride. Fit & FeaturesStacked block heel, Distressed faux leather material, Knee-high, Pointed toe, Partial inner zipper closure, Pull tabs, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Sleek Knee-High Block Heel 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
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
Kick up your country style in these cowboy boots designed with trending western-inspired stitched patterns and a stacked block heel to elevate every look. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitched pattern, Under-the-knee length shaft, Pull tabs for on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Daze Under-The-Knee Cowboy Boots in Ivory | Size: 7.5
Take on the western trend in these under-the-knee cowboy boots featuring a stacked block heel and western-inspired stitch detailing. Complete the look with a denim jacket. Fit & Features3.5” block heel, 7.5” leg opening, 14” shaft, Square toe, Under-the-knee fit, Western-inspired stitch detailing, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Best In The West Under-The-Knee Cowboy Boots in Red | Size: 8 | Leather
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: 6.5 | Leather
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 & FeatureShort block heel, 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: 7 | Leather
Step out in these edgy faux leather boots for day or night plans! These under-the-knee stunners are designed to be sleek and bold with a platform sole and block heel that adds trendy height to your look. Fit & FeaturesBlock heel, Square toe, Under-the-knee length, Platform sole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Out Platform Block Heel Boots in Black | Size: 10 | Leather
Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits. Fit & FeaturesStacked block heel, Faux suede material, Studded western design, Pointed toe, Below-the-knee height, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Edge Studded Cowboy Boots in Black | Size: 7 | Faux Suede
Casual Booties
When it comes to leveling up your casual style fashion, nothing says “effortlessly cool” quite like a pair of casual booties. These are the shoes that let you strut from brunch with the squad to spontaneous adventures, all while keeping your vibe relaxed and undeniably chic. Think about it: you’re running errands, iced coffee in hand, playlist on repeat, and your casual booties are right there with you—comfy enough for a full day on your feet, but fierce enough to make every sidewalk your runway. It’s that sweet spot between dressed down and dressed up, where you get to flex your style without even trying. Whether you’re a jeans-and-tee loyalist or someone who loves to throw on a flowy dress and call it a day, booties are your secret weapon for those “I woke up like this” moments that actually look totally put together. And let’s be real, they’re not just for you—casual booties make the ultimate gift for your ride-or-die bestie, your little sis heading off to college, or even your mom who’s rediscovering her inner cool girl. They’re the kind of present that says, “I see your style, and I’m here to hype you up.”
Choosing the perfect pair is all about knowing your moves and your moods. Maybe you’re all about that city life, dodging cabs and owning every crosswalk, so you want a pair with a sturdy sole and a little bit of edge. Or maybe your weekends are made for road trips and roadside photo ops, and you’re after something easy to slip on and off, but still cute enough for those “wait, let me get a pic” moments. And don’t even get us started on all the ways you can style them—cuffed boyfriend jeans, oversized sweaters, flowy skirts, or even that body-hugging mini you’ve been saving for a night out. Casual booties are the definition of versatile. You can rock them with bare legs or your favorite pair of socks, and suddenly your whole look goes from “meh” to major main character energy. It’s about finding those little details—like a fun zipper, a bold buckle, or some unexpected texture—that make your pair feel like it was made just for you. And the best part? They’re built to last, so you can keep making memories (and turning heads) wherever life takes you.
If you’re ready to step up your everyday style game, don’t sleep on the power of the right booties. These shoes are more than just a finishing touch—they’re the foundation of a killer outfit and a mood booster all in one. For even more inspo and options to make every day your runway, check out our full lineup of Fashion Booties and find your next obsession.