Casual Boots
Casual boots are your not-so-secret weapon for turning every sidewalk into a runway. Whether you’re brunching with the girls or owning the dance floor after dark, these kicks are here to keep your vibe effortless and your style on point. From chill hangs to spontaneous adventures, casual boots have your back (and your feet), making sure your look is always a step ahead—because ordinary just isn’t your thing.
$50.90
A taupe cowboy boot with studded trim and a Western-inspired pattern for festival flair.
$42.90
A stylish knee-high boot in black distressed faux leather with a stacked block heel and pointed toe.
$45.90
An ivory cowboy boot with western stitching and a stacked block heel for a stylish country flair.
$50.90
A stylish ivory faux leather boot with a pointed toe and western-inspired stitched design.
$46.90
A sleek pair of white faux leather cowboy boots with studded accents and a convenient inner zipper.
$46.90
A taupe cowboy boot with a laser cut design, stacked heel, and knee-high shaft.
$46.90
A stylish Western-inspired boot with a square toe and buckle strap in brown faux leather.
$50.90
A pair of brown faux leather under-the-knee moto boots with buckle strap accents and a stacked block heel.
$50.90
A sleek pair of black faux leather under-the-knee boots with a square toe and thin block heel.
$45.90
A pair of camel faux leather boots featuring a square toe, buckled side accents, and calf-length shaft.
$48.90
A chic taupe faux leather boot with a block heel and knee-length shaft for stylish strides.
$45.90
A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.
$50.90
An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and inner zipper closure.
$50.90
A beige cowboy boot featuring intricate floral cutout designs and a stacked block heel for standout style.
$50.90
A pair of brown faux leather moto boots with a buckle strap accent and inner zipper closure.
$45.90
A black faux leather boot featuring a square toe, buckled side detail, and short block heel.
$38.90
An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.
$45.90
A sleek pair of white faux leather riding boots featuring a round toe and curved under-the-knee shaft.
$54.90
A trendy pair of black faux suede cowboy boots with a studded design and below-the-knee height.
$54.90
A striking pair of red faux leather cowboy boots with a stacked block heel and western stitching.
$45.90
A stylish black cowboy boot with western embroidery and under-the-knee length for versatile outfits.
$45.90
A camel microsuede cowboy boot with western stitching and a 2.5" stacked block heel.
$30.90
A pair of silver metallic cowboy boots adorned with all-over rhinestone embellishments and a pointed toe.
$45.90
A pair of white faux leather knee-high boots adorned with all-over pearl embellishments and a block heel.
$45.90
A pair of silver faux leather knee-high boots adorned with all-over rhinestones and a block heel.
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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: 6
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
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
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 | 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: 8 | Faux Suede
Windsor Fierce Strut Leopard Print Stiletto Booties
$9.97 $39.90
75% off
Fiercely strut into any room in these leopard stiletto booties and watch every head turn towards you! Fit & Features3" Stiletto heel, 6" leg opening, 5" shaft height, Leopard print faux suede material, Mid-calf height, Pointed toe, Inner zipper closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fierce Strut Leopard Print Stiletto Booties | Size: 5.5 | Faux Suede
Add an edgy western vibe to your fave 'fits with these sleek studded cowboy boots. Designed with a pointed toe and a mid-shaft height, they feature an inner zipper closure for easy on-and-off styling. Fit & FeaturesStacked block heel, Faux leather material, Western-style embroidery, studded accents, Pointed toe, Mid-shaft height, pull tabs, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Western Vibe Studded Cowboy Boots in White | Size: 7.5 | Leather
Saddle up for the best time in these western cowboy boots with unique embroidery and an under-the-knee length perfect for styling with denim skirts or shorts! Fit & FeaturesStacked block heel, Pointed toe, Western-style embroidery, Under-the-knee shaft length, Pull tabs for easy on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Saddled Up Western Embroidered Cowboy Boots in Black | Size: 7
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
Casual Boots
When it comes to curating a closet that works as hard as you do, casual boots are the unsung heroes—those ride-or-die shoes that step up for everything from last-minute coffee runs to spontaneous road trips with your crew. These boots aren’t just about style (though, let’s be real, they serve major looks); they’re about attitude, comfort, and that “I’ve got this” energy that follows you everywhere. Whether you’re all about classic lace-ups that give off cool-girl confidence, or you’re vibing with chunky soles that add a little edge to your everyday fits, the right pair of casual boots is like your best friend: supportive, a little daring, and always up for whatever the day throws at you. They’re the shoes you reach for when you want to look put-together without trying too hard, the ones that make you feel like you can conquer the world (or at least your to-do list). And let’s not forget, boots Windsor style are built to go the distance—think endless brunches, shopping sprees, and those nights that start with “just one drink” and end with stories you’ll be telling for years.
Picking out your perfect pair of Windsor boots is all about knowing your vibe and your lifestyle. Are you the friend who’s always on the move, juggling work, classes, and a packed social calendar? Look for boots with cushy insoles, sturdy soles, and just the right amount of stretch—so you can go from back-to-back meetings to a rooftop hangout without missing a beat. Maybe you’re the style setter in your group, always mixing up your look and hunting for those little details that make an outfit pop. In that case, keep an eye out for boots with bold hardware, unexpected textures, or playful cutouts that let your personality shine. And if you’re shopping for a gift, casual boots are a total win—because honestly, who doesn’t love a pair of shoes that make them feel unstoppable? Wrap them up for your sister, your bestie, or even your mom (who totally deserves to feel as fierce as she is). These boots are made for walking, dancing, exploring, and living your best life—rain or shine, day or night.
Styling your casual boots is where the real fun begins. Pair them with ripped jeans and a graphic tee for effortless cool, or throw them on with a flirty skirt and oversized sweater when you want to mix a little sweet with your sass. They’re the finishing touch to a power outfit, the secret weapon that takes you from “cute” to “she’s THAT girl.” And because Windsor boots come in so many shapes and shades, you can build a collection that fits every mood and moment. Think of them as your all-access pass to confidence, comfort, and endless outfit inspo. If you’re ready to level up your shoe game and find the boots that were basically made for your lifestyle, check out our Modern Boots collection for even more inspo and options that keep your style fresh. Trust us, once you find your perfect pair, you’ll wonder how you ever lived without them.