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.
$42.90
A stylish knee-high boot in black distressed faux leather with a stacked block heel and pointed toe.
$50.90
A stylish ivory faux leather boot with a pointed toe and western-inspired stitched design.
$45.90
A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.
$46.90
A taupe cowboy boot with a laser cut design, stacked heel, and knee-high shaft.
$50.90
A pair of ivory faux leather under-the-knee boots featuring 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.
$50.90
An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and inner zipper closure.
$38.90
A pair of black faux leather boots featuring a platform lug sole and under-the-knee shaft.
$52.90
A pair of black faux leather under-the-knee combat boots with lace-up front, buckle straps, and platform sole.
$45.90
A sleek pair of white faux leather riding boots featuring a round toe and curved under-the-knee shaft.
$50.90
A beige cowboy boot featuring intricate floral cutout designs and a stacked block heel for standout style.
$54.90
A striking pair of red faux leather cowboy boots with a stacked block heel and western stitching.
$45.90
A pair of black cowboy boots featuring western embroidery and an under-the-knee length.
$45.90
A pair of camel microsuede cowboy boots featuring western stitch detailing and a 2.5" stacked heel.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.
$45.90
A pair of white faux leather knee-high boots adorned with all-over pearl embellishments and a block heel.
$54.90
A taupe faux suede cowboy boot adorned with all-over rhinestone geometric patterns and a 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 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: 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 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.