Fall Cowboy Boots
Saddle up, darling, because fall cowboy boots are here to kick up your autumn style! Whether you're two-stepping through pumpkin patches or strutting down city streets, these boots are your ticket to a season of fearless fashion. With every step, you're channeling that irresistible blend of rustic charm and modern flair. So go ahead, unleash your inner cowgirl and let those fall cowboy boots do all the talking—because when it comes to making a statement, these boots were made for more than just walking. Yeehaw!
$55.90
A pair of white ankle-length cowboy booties featuring intricate floral embroidery and a stacked block heel.
$50.90
A taupe cowboy boot with a studded trim and Western-inspired pattern, perfect for festivals.
$54.90
A striking pair of red faux leather cowboy boots with a stacked block heel and western stitching.
$50.90
A stylish ivory faux leather boot with a pointed toe and western-inspired stitched design.
$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.
$46.90
A taupe cowboy boot with a laser cut design and knee-high shaft perfect for festivals.
$50.90
An eye-catching beige cowboy boot featuring intricate floral cutouts, a stacked block heel, and pointed toe.
$30.90
A dazzling pair of silver cowboy boots featuring all-over rhinestones and a sleek, pointed toe design.
$54.90
A black faux suede cowboy boot adorned with all-over rhinestone geometric patterns and a stacked block heel.
$42.90
A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.
$56.90
A bold white faux leather knee-high boot featuring Western embroidery, pointed toe, and stacked 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
Fall Cowboy Boots
When it comes to leveling up your look with just one move, cowboy boots are the ultimate power play. There’s something about slipping into a pair of fall western boots that makes you feel unstoppable—like you could two-step your way into any adventure, whether that’s a spontaneous road trip with the girls, a rooftop party that goes ‘til sunrise, or a coffee run that somehow ends up in a full-blown photo shoot. Windsor cowboy boots aren’t just shoes; they’re a whole vibe, the kind that goes from city streets to countryside escapes without missing a beat. Picture this: you’re strutting through the farmer’s market, iced latte in hand, boots catching the golden hour light, and every step says you’re the main character. Or maybe you’re gifting a pair to your bestie, the one who’s always down for a little mischief—she’ll remember you every time she rocks them, whether she’s headed out for a date night or just spicing up her everyday ‘fit. Cowboy boots are the gift that keeps on giving, perfect for birthdays, celebrations, or just because she deserves to feel like a total legend.
Let’s get real—finding the perfect pair of cowboy boots windsor style means thinking about more than just looks (though, let’s be honest, that’s a huge part of it). You want boots that can handle a little adventure, whether you’re dancing all night at a festival, hitting up brunch spots that require a killer entrance, or just running errands with a little extra flair. Look for details that speak to your style—think bold embroidery, sleek pointed toes, or that classic stacked heel that adds just the right amount of drama. Comfort is key, too; nobody wants to be the girl who has to bail early because her feet are begging for mercy. Go for soft linings, cushioned insoles, and a fit that hugs your foot just right, so you can keep the party going as long as you want. And don’t sleep on versatility: the best cowboy boots near me are the ones that play nice with everything in your closet, from flirty skirts and denim cutoffs to flowy dresses and oversized blazers. You’ll find yourself reaching for them on repeat, trust.
If you’re ready to make a statement that’s equal parts wild spirit and effortless cool, cowboy boots are your ride-or-die. They’re not just for country concerts or rodeos—these boots are for anyone who wants to own their moment, stand out in the crowd, and turn every sidewalk into a runway. Whether you’re treating yourself or surprising your favorite partner-in-crime, this is your sign to go all in. And if you want to see more inspo for styling your next iconic look, check out our Chic Cowboy Boots page for even more ways to be the star of your own story. With Windsor, you’re not just following trends—you’re setting them, one killer pair of boots at a time.