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.
$45.90
A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.
$50.90
A sleek ivory faux leather boot featuring a square toe, thin block heel, and under-the-knee length.
$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
An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.
$52.90
A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.
$50.90
A pair of brown faux leather under-the-knee moto boots with buckle strap accents and a stacked block heel.
$50.90
An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and inner zipper closure.
$24.90
A chic pair of black faux leather mules featuring criss-cross buckle straps and a kitten heel.
$50.90
A beige cowboy boot featuring intricate floral cutout designs and a stacked block heel for standout style.
$45.90
A pair of white faux leather knee-high boots adorned with all-over pearl embellishments and a block heel.
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
Trendy Booties
Let’s be real—trendy booties are the ultimate power move for your closet. Whether you’re strutting down city sidewalks, making an entrance at brunch, or just leveling up your daily fit for the ‘gram, these iconic ankle-kissers have your back (and your feet). Booties are that rare breed of shoe that brings instant confidence—like your favorite playlist in footwear form. They’re the finishing touch that can turn ripped jeans and a tee into a statement, or add a little edge to your flirtiest dress. And let’s not forget how they make your legs look—hello, instant length! The Windsor girl knows that life is too short for boring shoes, and that’s why she keeps her rotation stacked with booties in every vibe: sleek and classic, bold and chunky, or decked out with playful details. If you’re gifting, trendy booties are a guaranteed hit for your bestie, your sister, or the girl in your group chat who always borrows your shoes (you know the one). They’re the kind of present that says, “You’ve got places to go and people to wow.” Plus, sizing is way less stressful than with heels, and the versatility means they’ll get worn on repeat, from spontaneous road trips to rooftop hangs.
When it comes to styling, booties are the definition of “throw on and go.” Pair them with flowy skirts for a little boho magic, or rock them with tailored pants for boss energy at work and after-hours. Those days when the weather can’t make up its mind? Booties are your ride-or-die, keeping your toes cozy without overheating or weighing you down. If you’re eyeing a pair for yourself, think about what makes your heart skip a beat—maybe it’s a sleek pointed toe for major main character energy, or a chunky sole that can handle spontaneous adventures (and the occasional puddle jump). Windsor boots are designed to keep up with your wildest plans, from spontaneous coffee runs to dance floors that don’t quit. And if you’re craving something timeless with a hint of drama, don’t sleep on the classics—check out our Black Booties for that effortlessly cool staple every wardrobe needs.
Let’s talk about the magic of booties for switching up your look—sometimes all it takes is swapping sneakers for a killer pair of ankle boots to feel like you’ve leveled up. They’re the secret weapon for those “nothing to wear” days, instantly pulling your whole outfit together with minimal effort. And because the Windsor girl never settles for basic, these booties are anything but boring—think unexpected textures, playful cutouts, and details that make you want to show off your kicks at every opportunity. Whether you’re heading to a festival, a first date, or just want to feel a little extra while running errands, trendy booties are the answer. They’re the shoes that turn sidewalks into runways and everyday moments into main events. So go ahead, treat yourself (or your bestie) to a pair that brings the hype and keeps the good vibes rolling all day, every day. Your closet—and your confidence—will thank you.