Black Ankle Booties

Step into the spotlight with black ankle booties that are as bold and versatile as you are! These wardrobe essentials effortlessly transition from day to night, adding a touch of fierce elegance to any outfit. Whether you're rocking them with your favorite jeans or pairing them with a flirty dress, these booties have got your back, making sure you strut with confidence and style. From casual coffee dates to dance-all-night parties, black ankle booties are here to elevate your look and keep those good vibes rolling. So go ahead, unleash your inner fashionista and let your shoes do the talking!

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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.

Sale

$9.97 $40.90 76% off

5 star rating

A stylish black knit bootie with a pointy toe and sturdy 3.5" block heel.

Sale

$9.97 $36.90 73% off

An ankle-high black faux leather bootie featuring buckle straps, a block heel, and inner zipper closure.

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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

Black Ankle Booties

Black ankle booties are the closet MVP you never knew you needed—until you realize you can’t stop reaching for them. These iconic kicks are all about effortless versatility, transforming every outfit from “just okay” to “main character energy” in seconds. Whether you’re hustling from brunch to boardroom, dancing through late-night adventures, or just owning your daily coffee run, black ankle booties are the ultimate ride-or-die. They’re the pair you trust to ground your favorite mini dress, add a little edge to a floaty skirt, or give your go-to jeans that instant upgrade. From sleek and polished to bold and statement-making, there’s a style for every mood and every plan—think pointed toes for that touch of drama, chunky soles for stomping around town, or classic silhouettes that play nice with literally everything in your closet. And let’s be real, they’re the kind of gift that says “I totally get your vibe,” making them a top-tier pick for birthdays, graduations, or just-because surprises for your bestie, your sister, or, yes, yourself (because self-love is always in style).

When it comes to choosing the perfect pair, it’s all about the details that make you feel unstoppable. Consider what makes you feel like your boldest self—maybe it’s a sky-high heel for extra confidence, a comfy block heel for all-day adventures, or a sleek flat for those marathon shopping trips with your squad. Material matters too: buttery faux leather for that luxe look without the guilt, soft suede for a touch of texture, or even playful embellishments that let your personality shine. Fit is everything, so don’t be afraid to try different styles and see what hugs your foot just right. Think about your wardrobe and how these booties will slip seamlessly into your daily rotation—black ankle booties are the ultimate chameleons, ready to team up with everything from ripped denim to flowy maxis, power suits to cozy sweater dresses. And if you’re all about that extra support without sacrificing style, check out our Block Heel Ankle Booties for that perfect mix of comfort and confidence.

Every Windsor girl knows that the right pair of black ankle booties isn’t just footwear—it’s a whole vibe, a mood, a statement. They’re the shoes you lace up when you want to feel unstoppable, whether you’re making memories with your crew or turning heads at the next big event. Picture yourself strutting into your next adventure, the click of your booties announcing your arrival before you even say a word. These are the shoes that take you from spontaneous road trips to spontaneous dance parties, from coffee dates to crush-worthy first impressions. So go ahead, slip into your power pair and let every step remind you that you’re the main character—confident, fearless, and always ready for whatever comes next.