Women's Black Dress Booties

Women's Black Dress Booties are the ultimate partner-in-crime for every Windsor girl who’s ready to turn heads and break hearts. Whether you’re stepping into a big night out or leveling up your everyday slay, these booties bring major main character energy to any look. Effortlessly chic and endlessly versatile, they’ll have you strutting with confidence, ready for whatever adventure comes your way. So go ahead—make your entrance unforgettable and let your shoes do the talking!

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Totally Edgy Buckled Square Toe Boots in Black

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Totally Edgy Buckled Square Toe Boots in Black

$45.90

A pair of black faux leather calf-length boots featuring buckled side accents and a square toe design.

Best Seller

Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

A pair of black faux leather stiletto boots featuring a pointed toe and sleek under-the-knee design.

Daring Details Studded Ankle Booties in Black

$40.90

A chic black ankle bootie with studded accents, criss-cross straps, and a peep toe design.

City Blues Denim Stiletto Booties in Black

$32.90

A black denim stiletto bootie featuring a pointed toe, distressed accents, and a bold jean-inspired design.

Trendy Strut Fringe Western Boots in Black

$42.90

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

Fray All Day Denim Booties in Black Denim

$40.90

A pair of black distressed denim booties featuring a slouchy fit, raw edge finish, and block heel.

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Windsor Steppin Up Block Heel Knee High Boots in Wine

$48.90

(16)

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, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Steppin Up Block Heel Knee High Boots in Wine | Size: 5.5 | Leather

Totally Edgy Buckled Square Toe Boots in Black

$45.90

(15)

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

Windsor Boot Scootin’ & Vibin’ Cowboy Boots in Camel

$52.90

(8)

Giddy up, but make it fashion. These cowboy boots bring rodeo realness with a side of city-girl sass—perfect for concerts, content days, or just stomping through life like it’s your personal runway. Fit & FeaturesStacked block heel, Almond toe, Western-inspired pattern, Inner zipper closure, Knee-length shaft height, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boot Scootin’ & Vibin’ Cowboy Boots in Camel | Size: 8 | Faux Suede

Windsor Major Strut Faux Leather Knee-High Stiletto Boots in Brown-2

$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-2 | Size: 8

Windsor Ride or Shine Studded Cowboy Boots in White

$52.90

(7)

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: 9 | Leather

Windsor Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

(6)

Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers. Fit & Features3” stiletto heel, 7.5” leg opening, 15” shaft, Pointed-toe, Side zipper closure, Under-the-knee length, Sleek faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Stance Faux Leather Stiletto Boots in Black | Size: 6

Windsor Tough Love Platform Block Heel Booties in Black

$40.90

(5)

Walk tall and with edgy confidence in these faux leather booties, and elevate your outfit! They feature a platform sole for stylish height and a stacked block heel. Fit & Features3.5" Stacked block heel, Square toe, Inner zipper closure, Platform sole, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tough Love Platform Block Heel Booties in Black | Size: 8.5 | Leather

Daring Details Studded Ankle Booties in Black

$40.90

(5)

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: 10

Fringe Worthy Cowboy Knee High Boots in Brown

$52.90

(4)

Cue the country playlist—these boots were made for dancing, strutting, and stealing the spotlight. The swishy fringe and sleek western shape make every step feel like a stage walk. Fit & Features3.5” heel height, 8” leg opening, 12.5” shaft height, Pointed toe, Inner zipper closure, Fringe trim detailing, Knee-high silhouette, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fringe Worthy Cowboy Knee High Boots in Brown | Size: 6 | Faux Suede

Windsor Night Luxe Faux Fur Stiletto Boots in Black

$56.90

(4)

Statement boots, but make them cozy glam. These faux leather stilettos are finished with plush faux fur trim for a bold mix of edge and luxe—perfect for nights out when you want your shoes to do the talking. Fit & FeaturesStiletto heel, Pointed toe, Faux fur cuff, Sleek under-the-knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Night Luxe Faux Fur Stiletto Boots in Black | Size: 7 | Leather

Women's Black Dress Booties

There’s just something about a pair of black dress booties that turns the everyday act of getting dressed into a low-key power move. Maybe it’s the way they instantly sharpen up a look—whether you’re pairing them with a slinky slip dress for a night out or elevating your favorite jeans and blazer for a last-minute dinner date. Black dress booties are the ultimate wardrobe chameleons, effortlessly shifting from classic sophistication to downtown edge depending on how you style them. When you’re staring down your closet in October, caught between unpredictable weather and the start of the holiday season, these are the shoes that step up (literally and figuratively). They’re the secret weapon for anyone who wants to look pulled-together without feeling overdone. Picture yourself dashing from a late brunch to a gallery opening, or slipping them on for a work presentation that’s just as likely to end with happy hour. The right pair lets you move through your day with confidence, knowing you’ve nailed that elusive mix of comfort, versatility, and style.

Shopping for black dress booties is all about finding your personal sweet spot. Maybe you’re after a sleek pointed toe for that elongating effect, or a sculptural heel that adds just enough drama without sacrificing walkability. The magic is in the details—think subtle hardware, unexpected textures, or a perfectly fitted ankle that flatters every silhouette. And let’s be honest, these booties aren’t just for the solo style mission. They make a brilliant gift, too—especially for the friend who’s always “borrowing” your shoes or the sister who needs a little nudge to step out of her comfort zone. Imagine wrapping up a pair for a birthday, or as a “just because” treat that says, “I see your style, and I’m here for it.” When you’re ready to lean into a little extra height without teetering, block heels are the move—sturdy, chic, and made for real life (read: city sidewalks, dance floors, and everything in between). If you’re curious about styles that balance polish with practicality, check out our selection of Womens Black Block Heel Booties for inspiration that works from day to night.

As the leaves start to turn and your calendar fills up with everything from pumpkin patch dates to friendsgiving parties, black dress booties are the piece you’ll reach for again and again. They play well with bare legs and mini skirts while the weather holds, then transition seamlessly to tights and cozy knits when the chill sets in. It’s the kind of footwear you’ll find yourself building outfits around—whether you’re channeling understated elegance or going full-on statement. And the best part? They’re immune to fleeting trends, holding their own season after season. When you slip on a pair, you’re not just finishing an outfit—you’re setting the tone for whatever comes next. That’s the beauty of black dress booties: they don’t just keep up with your life, they make every step feel intentional, effortless, and undeniably you.

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Women's Black Dress Booties

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Women's Black Dress Booties

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