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!

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort
Best Seller

$45.90

5 star rating

An ivory cowboy boot with western stitching and a stacked block heel for stylish elevation.

$54.90

5 star rating

A striking pair of red faux leather cowboy boots with a stacked block heel and western stitching.

$50.90

4.857143 star rating

A taupe cowboy boot with a studded trim and Western-inspired pattern, perfect for festivals.

Best Seller

$54.90

5 star rating

A sleek pair of black faux suede cowboy boots with a studded design and below-the-knee height.

$45.90

5 star rating

A pair of brown microsuede cowboy boots featuring western stitch detailing and a 2.5" stacked block heel.

Best Seller

$50.90

5 star rating

A stylish ivory faux leather boot with a pointed toe and western-inspired stitched design.

Sale

$12.97 $38.90 67% off

A stylish pair of brown faux suede western booties featuring a trendy O-ring and inner zipper closure.

Loading...
Filters

Now Trending

Moving Along Studded Cowboy Boots in Taupe
(7) 4.857143 star rating

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

Windsor Western Sleek Knee-High Block Heel Boots in Black
(4) 5 star rating

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

Country Daze Under-The-Knee Cowboy Boots in Ivory
(3) 5 star rating

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

Daring Details Studded Ankle Booties in Black
(3) 4.6666665 star rating

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

Western Flair Under-The-Knee Boots in Ivory
(2) 5 star rating

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

Western Edge Studded Cowboy Boots in Black
(2) 5 star rating

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
Sale
(2) 5 star rating

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

Edgy Western Vibe Studded Cowboy Boots in White
(2) 5 star rating

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

Windsor Saddled Up Western Embroidered Cowboy Boots in Black
(2) 5 star rating

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

Best In The West Under-The-Knee Cowboy Boots in Red
(1) 5 star rating

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

Fall Cowboy Boots

Listen up, bestie—if you’re here, you already know you’re about to be *that* girl, the one who turns every sidewalk into a runway and every group chat into a fan club. When it comes to fall western boots, it’s all about attitude, adventure, and a little bit of “catch me if you can” energy. Whether you’re chasing sunsets at music festivals, kicking up dust at backyard bonfires, or just strutting your stuff on a casual coffee run, these boots are your new secret weapon. There’s something about slipping into a pair of Windsor cowboy boots that flips a switch—you stand taller, walk bolder, and suddenly, every plan feels a little more legendary. These aren’t just boots; they’re a vibe, a mood, and a full-on main character moment. And let’s be real, there’s no such thing as too much confidence when you’re rocking a pair of boots Windsor would be proud of.

Choosing the perfect pair of Windsor cowgirl boots is like picking your ride-or-die for a night out—trust your instincts, but don’t be afraid to get a little wild with the details. Think classic silhouettes with a modern twist, bold stitching, playful fringe, or even a little metallic flair for when you want to be the center of attention (which, let’s face it, is always). Comfort is non-negotiable because the best memories are made on your feet, not sitting on the sidelines. Look for cushioned insoles, a sturdy heel, and enough room to layer up with cozy socks when the air gets crisp. These boots aren’t just for the rodeo queen or the festival goddess—they’re for anyone who wants to add a little edge to their everyday. Gifting a pair? Prepare to earn BFF status for life, because nothing says “I get you” like a pair that’s equal parts fierce and functional. And if you’re treating yourself, we fully support that self-love energy. Pair them with denim minis, flirty dresses, or even oversized blazers for a look that’s effortlessly cool and totally you.

When you’re ready to level up your boot game, don’t settle for basic. Fall western boots bring all the drama (in the best way), making every outfit pop and every moment Instagram-worthy. These are the boots that take you from pumpkin patch to dance floor without missing a beat, the ones you reach for when you want to feel unstoppable. If you’re itching for more inspo or want to see what’s trending in the world of statement-making footwear, check out our Chic Cowboy Boots collection for even more ways to show off your fearless side. So go ahead, step into your power, make some memories, and let the world know the Windsor girl has arrived. (And if you’re wondering, the sentiment of dfdusd stock is nowhere near as high as the hype you’ll feel in your new boots. Just saying.)