Western Boots For Fall

Western boots for fall aren’t just a trend—they’re the main character in every cool-weather outfit you actually want to wear. Whether you’re pairing them with flirty dresses, lived-in denim, or that oversized sweater you keep reaching for, these boots instantly pull everything together. Think crisp leaves, pumpkin plans, and spontaneous road trips—Western boots for fall are made for it all. Ready to channel your inner style icon? Let’s make every step count (and look good doing it).

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Windsor Ride or Shine Studded Cowboy Boots in Wine

$52.90

A pair of wine faux leather cowboy boots featuring studded details, Western embroidery, and a pointed toe.

Dust to Dawn Cowboy Boots in Brown

$54.90

A pair of brown faux leather cowboy boots with western stitch detailing and a sleek pointed toe.

Windsor Fringe Flirt Studded Cowboy Boots in Black

$46.90

A black faux suede cowboy boot featuring studded star accents, flirty fringe, and a stacked block heel.

Western Chill Embroidered Suede Boots in Oatmeal

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Western Chill Embroidered Suede Boots in Oatmeal

$11.97 $46.90 74% off

An oatmeal faux suede boot featuring western-inspired embroidery, fuzzy faux fur lining, and a traction lug sole.

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City Cowgirl Western Boots in Pink

$11.97 $36.90 68% off

A pair of pink western boots featuring classic stitching, a pointed toe, and a stacked block heel.

Windsor Fall For Me Wide Calf Knee-High Boots in Brown

$49.90

A pair of brown faux suede knee-high boots featuring a wide calf design and block heel.

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Windsor Steppin Up Block Heel Knee High Boots in Wine

$48.90

(24)

Big boot energy only—these tall babes instantly elevate any 'fit. A sleek silhouette with a comfy block heel makes them perfect for day-to-night flexing. Fit & Features3" Stacked block heel, 8" leg opening, 12" shaft height, Platform sole, Round toe, Complete inner zipper closure, Knee-length shaft, Faux leather material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 6 | Leather

Totally Edgy Buckled Square Toe Boots in Black

$45.90

(16)

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 & Feature2” in heel, 7.5” leg opening, 11.5” shaft , 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: 8.5 | Leather

Ride or Shine Studded Cowboy Boots in White

$52.90

(16)

Western, but make it glam. These faux leather cowboy boots mix classic embroidery with studded detailing and a sleek pointed toe—perfect for bachelorettes, country concerts, or costume parties. Fit & Features3.5” stacked block heel, 7.5” leg opening, 12.5” shaft, Pointed toe, side zipper closure, Studded and grommet embellishments, Western-inspired embroidery, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Ride or Shine Studded Cowboy Boots in White | Size: 5.5 | Leather

Retro Rise Knee High Platform Boots in Brown

$48.90

(11)

A little vintage, a little modern—these knee-high boots are the ultimate outfit maker. With a smooth faux leather finish, a sturdy block heel, and a platform sole perfect for elevating any outfit. Fit & FeaturesBlock heel, Square toe, Side zipper closure, Knee-high shaft, Side zipper closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Rise Knee High Platform Boots in Brown | Size: 8.5 | Leather

Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown

$48.90

(8)

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 Brown | Size: 5.5

Drama Queen Faux Fur Boots in Ivory

$42.90

(5)

Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment. Fit & FeaturesPlush faux fur fabrication, Below-the-knee length, Round toe, Flat insole, Slip-on design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Drama Queen Faux Fur Boots in Ivory | Size: 11

Windsor Point Taken Lace-Up Stiletto Boots in Brown

$58.90

(5)

Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step. Fit & Features4” Stiletto heel, 7" leg opening, 16" shaft height, Pointed-toe, Foldover shaft with lace-up placket, Inner side zipper closure, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Point Taken Lace-Up Stiletto Boots in Brown | Size: 5.5 | Leather

Windsor Dust to Dawn Cowboy Boots in Black

$54.90

(3)

Classic western, modern edge. These cowboy boots feature stitched detailing and a sleek pointed toe that brings a bold finish to denim, minis, or your favorite fall layers. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitch detailing, Pull-on design with pull tabs, Under-the-knee length, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dust to Dawn Cowboy Boots in Black | Size: 7 | Leather

Windsor Fall For Me Wide Calf Knee-High Boots in Brown

$49.90

(3)

Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans! Fit & Features3.5" Block heel, 9" leg opening, 12" shaft height, Almond toe, Knee-high shaft silhouette, Wide calf design, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fall For Me Wide Calf Knee-High Boots in Brown | Size: 7 | Faux Suede

Windsor Fray All Day Denim Booties in Black Denim

$40.90

(2)

Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties! Fit & Features3” block heel, 6.5” leg opening, 8” shaft height, Pointed toe, Foldover denim with distressed accents, Hidden side zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fray All Day Denim Booties in Black Denim | Size: 8

Western Boots for Fall

When it comes to building your fall wardrobe, western boots are the kind of staple that make every outfit feel intentional—like you woke up, checked the weather, and decided you’re absolutely nailing autumn. There’s something about the rich textures, sturdy silhouettes, and lived-in vibe of fall cowboy boots that just clicks with everything November throws your way. Picture this: crisp leaves underfoot, a chunky knit scarf thrown over your shoulders, and boots that look like you could wander a pumpkin patch or head straight to brunch without missing a beat. Western boots have a way of making even the simplest jeans-and-tee combo look curated, thanks to details like pointed toes, intricate stitching, and those just-right stacked heels that give you a little extra confidence (and height) without sacrificing comfort. Whether you’re drawn to buttery suede, classic leather, or unexpected pops of color, boots Windsor curates for fall are designed to go the distance—both in style and in durability. And let’s be honest, there’s a certain satisfaction in finding a pair that feels like they were made for you, breaking them in with every step, and watching them age into something even better with time.

Western boots are more than a trend—they’re a personality piece. Maybe you’re the friend who plans apple orchard road trips or the one who’s always up for a last-minute concert. Or maybe you just want to add a little edge to your everyday routine (because who says you can’t wear cowboy boots to the office?). The versatility here is unmatched. Knee-high western boots paired with a flowy midi dress and a denim jacket? Effortlessly chic. Suede mid-calf boots with straight-leg jeans and a cozy knit? Instantly pulled together. And if you’re feeling bold, black western boots teamed with leggings and an oversized blazer make for an outfit that’s as comfortable as it is statement-making. These boots aren’t just for you, either—they make a knockout gift for anyone whose style leans classic with a twist, or for the friend who’s always borrowing your shoes and needs a pair of her own. With cushioned insoles for comfort, rubber soles for durability, and silhouettes that flatter every leg shape, western boots are the rare find that feels both practical and special. They’re the kind of gift that gets worn on repeat, remembered for seasons to come, and maybe even passed down when the time is right.

Shopping for fall cowboy boots is all about finding your fit—literally and stylistically. Think about how you’ll wear them: Are you tucking in your jeans or letting a dress skim the top of the shaft? Do you need a heel that takes you from day to night, or are you looking for something you can wear on a long walk through the city? Materials matter, too. Suede brings a softness that’s perfect for crisp but dry days, while smooth leather stands up to a little rain and mud (because autumn weather is nothing if not unpredictable). Look for thoughtful details like cushioned footbeds, sturdy rubber outsoles, and quality stitching—these are the little things that make boots Windsor offers stand out in your closet for all the right reasons. And if you’re ready to take your fall style up a notch, explore the full lineup of Women's Fall Fashion Boots for even more inspiration. Western boots aren’t just a seasonal fling—they’re a fall essential, ready for every adventure and every outfit you’ve got planned (and the ones you haven’t thought of yet).

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Western Boots for Fall

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