Fall Booties

Crunchy leaves, pumpkin spice, and the perfect pair of fall booties—oh my! As the air turns crisp and your calendar fills with autumn adventures, it's time to step up your shoe game with booties that are as stylish as they are versatile. Whether you're apple-picking with your squad or sipping lattes at your favorite café, these booties are ready to strut through every fall moment. From chic ankle heights to bold textures, our collection is here to ensure you're walking into the season with confidence and flair. Get ready to fall head over heels for these must-have booties that are sure to make every outfit pop!

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$40.90

4.666667 star rating

A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.

$55.90

5 star rating

A pair of white ankle-length cowboy booties featuring intricate floral embroidery and a stacked block heel.

Best Seller

$38.90

An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.

$42.90

A white nubuck ankle bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.

$44.90

A pair of black faux leather booties featuring a platform sole, block heel, and dual zipper accents.

$52.90

A dazzling pair of silver rhinestone booties featuring a pointed toe and sleek stiletto heel.

$54.90

5 star rating

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

$45.90

4.5 star rating

A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.

Best Seller

$50.90

5 star rating

A pair of ivory faux leather under-the-knee boots featuring a square toe and thin block heel.

Best Seller

$50.90

A pair of brown faux leather under-the-knee moto boots with buckle strap accents and a stacked block heel.

$42.90

A black faux suede western boot with a pointed toe, stacked block heel, and playful fringe detail.

$50.90

A beige cowboy boot featuring intricate floral cutout designs and a stacked block heel for standout style.

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Windsor Moving Along Studded Cowboy Boots in Taupe
(8) 4.875 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: 8.5

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

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

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

Daring Details Studded Ankle Booties in Black
(4) 4.75 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

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

Best In The West Under-The-Knee Cowboy Boots in Red
(3) 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

Windsor Western Flair Under-The-Knee Boots in Ivory
(3) 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: 6.5 | Leather

Windsor Totally Edgy Buckled Square Toe Boots in Black
(3) 5 star rating

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 Platform Block Heel Boots in Black
(2) 4.5 star rating

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

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: 7 | Faux Suede

Fall Booties

Let’s be real, there’s nothing like the moment you step into a pair of booties and suddenly feel like you could run the world—or at least strut across campus, the city streets, or your bestie’s rooftop party with main character energy. Booties are that secret weapon every Windsor girl keeps on standby, ready to turn a basic outfit into a look that’s got everyone double-tapping. Whether you’re the queen of spontaneous brunch plans, living for late-night adventures, or just want to add a little extra edge to your everyday vibe, there’s a pair of booties out there with your name written all over them. Think of them as your style BFFs: versatile, reliable, and always down for a good time. From sleek, pointed toes that mean business (and by business, we mean breaking hearts) to chunky, block heels that can handle everything from impromptu dance battles to coffee runs with your crew, booties are the MVPs of any shoe game. And let’s not forget the endless ways to style them—rock them with distressed jeans and a graphic tee for that IDGAF energy, or pair them with a mini skirt and oversized blazer when you want to channel your inner boss babe.

When it comes to picking out your next pair, it’s all about finding the details that match your mood. Love a little drama? Go for a bold print or a killer cut-out. More into classic vibes? You can’t go wrong with a smooth faux leather or a soft suede finish. Booties make the perfect gift for your ride-or-die who’s always chasing the next adventure, your sister who just got her first big job, or honestly, for yourself—because who said you need a reason to treat yourself? They’re the shoes you reach for when you want to feel unstoppable, whether you’re heading to a first date or just want to spice up your Monday morning commute. And let’s be honest, nothing says “I’ve got this” like the satisfying sound of your booties hitting the pavement, echoing with every confident step. If you’re the type who loves to keep your closet ready for anything, you’ll want to have a few pairs lined up for those moments when the vibe calls for something a little extra. And if you’re already daydreaming about what comes next, don’t forget to scope out our Winter Booties collection to keep the good times (and killer outfits) rolling all year long.

Life moves fast, and your style should keep up. Booties are the ultimate go-anywhere, do-anything shoes that have your back through every plan, plot twist, and spontaneous girls’ night out. Picture this: you’re running late, you throw on your favorite booties, and suddenly your whole mood shifts—you’re ready to take on whatever the day throws at you. That’s the magic of the right pair. Look for cushioned insoles if you’re always on the move, or opt for a statement heel when you want to stand out in the crowd. Don’t be afraid to play with colors and textures—sometimes a pop of animal print or a touch of metallic is all you need to turn heads and rack up compliments. Whether you’re gifting a pair to your bestie who’s obsessed with all things fashion or building your own collection, booties are the kind of wardrobe staple that never lets you down. So go ahead, make some room in your closet and get ready to step into your power—one fierce, fabulous bootie at a time.

Top Picks For Fall Booties