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 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
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
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
Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure. Fit & FeaturesStacked block heel, Round toe, Under-the-knee height, Faux leather material, Circular buckle strap accent, top buckle strap, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Strut Under-The-Knee Moto Boots in Brown | Size: 9 | Leather
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
Flaunt your country threads in these western microsuede cowboy boots with trendy western-inspired stitch detailing and a stacked block heel. Complete the look with a cowboy hat. Fit & Features2.5" stacked block heel, 7.5" leg opening, 9.5" shaft height, Pointed toe, Western-inspired stitch detailing, Below the knee fit, Smooth microsuede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Threads Western Microsuede Cowboy Boots in Camel | 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
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 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
Fall Cowboy Boots
When the air starts to get just a little bit crisp and your group chat is buzzing about bonfires, pumpkin patches, and every excuse to hit a rooftop bar, there’s one thing you know you need: the perfect pair of cowboy boots. Nothing says main character energy like strutting into a room in fall western boots that were basically made for making an entrance. Whether you’re channeling your inner cowgirl for a weekend festival, heading out for an impromptu road trip with your ride-or-die crew, or just looking to add a little yeehaw to your everyday lineup, cowboy boots are the ultimate power move for the season. They’re not just for country concerts (though let’s be real, they’ll totally steal the show there, too); they’re for anyone who wants to turn sidewalks into runways and make every errand feel like a mini adventure. Think of them as your not-so-secret weapon for leveling up windsor cowgirl outfits—pair them with denim skirts, flirty dresses, or even your go-to oversized blazer for a look that says “I make the rules.”
Let’s talk real life: cowboy boots are that rare combo of statement and staple, which means they’re perfect for gifting, too. Your bestie who’s obsessed with all things western? She’ll lose her mind. Your sister who’s always borrowing your shoes? She’ll finally have her own pair to obsess over (and maybe, just maybe, leave yours alone). Even your mom who claims she’s “not trendy” will be posting OOTDs in her new windsor cowgirl boots before you know it. The best part is, these boots are built for more than just looking cute—they’re made to go the distance, from spontaneous road trips to late-night dance floors. When you’re picking out your new pair, think about the vibe you want to serve: classic and understated, or bold and ready to steal the spotlight? Look for details like embroidery, metallic finishes, or a killer pointed toe to really make your look pop. And don’t stress about comfort—modern cowboy boots are designed to keep up with your every move, so you can actually live your best life in them, not just pose for the ‘gram.
If you’re ready to unleash your inner cowgirl and own every room you walk into, you know where to find the boots that’ll get you there. Whether you’re building a closet full of windsor cowboy boots or just starting your collection, there’s a pair that’s destined to become your new obsession. For even more inspo (and a little extra hype), check out our Chic Cowboy Boots page for styles that are guaranteed to keep the good vibes rolling all season long. You’ve got the attitude, we’ve got the boots—let’s make some trouble.