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.

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Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

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

Windsor Tough Love Platform Block Heel Booties in Black

$40.90

A pair of black faux leather booties featuring a platform sole, stacked block heel, and cushioned insole.

Windsor Polished Moves Stiletto Booties in Black

$36.90

A sleek black faux leather bootie with a pointed toe and stiletto heel for elevated style.

Windsor After Hours Shine Rhinestone Stiletto Boots in Black

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Windsor After Hours Shine Rhinestone Stiletto Boots in Black

$60.90

A knee-high black nubuck boot adorned with allover rhinestones and a sleek pointed-toe stiletto heel.

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Bold Step Faux Leather Booties in Black

$42.90

A sleek black faux leather bootie featuring a pointed toe, sculpted stiletto heel, and inner zipper.

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Statement Stomp Chunky Boots in Black

$44.90

A sleek black faux leather ankle boot with a chunky block heel, square toe, and platform sole.

Instant Edge Platform Ankle Booties in Black

$48.90

A sleek black faux leather ankle bootie featuring a chunky platform sole and elastic gore design.

Sculpted Step Wide Fit Boots in Black

$46.90

A sleek black faux leather boot with a pointed toe, kitten heel, and wide-fit under-the-knee silhouette.

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.

Bold Statement Mesh Under-The-Knee Boots in Black

$52.90

A striking pair of black under-the-knee boots featuring sheer mesh, faux leather straps, and stiletto heels.

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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

Women's Black Dress Booties

There’s a reason women’s black dress booties have earned a permanent spot in every well-edited wardrobe. They’re the “I’ve got this” shoe—polished enough to anchor your workwear rotation, versatile enough to handle last-minute dinner invites, and comfortable enough to keep up when your day runs from sunrise to after-dark. This is the footwear you reach for when you need instant elevation (literally and figuratively), but you’re not in the mood to teeter around in stilettos or deal with the chill of January in open-toed heels. Black dress booties bridge the gap between classic and cool, offering the kind of understated confidence that works with just about anything you’ve got hanging in your closet. Whether you’re styling them with tailored trousers and a sleek turtleneck for the office, or pairing them with a slip dress and a cropped moto jacket for a night out, these boots deliver that always-right vibe. They’re also a lifesaver for those “what do I even wear to this?” moments—think winter date nights, gallery openings, or any occasion where you want to look pulled together without looking like you tried too hard.

Shopping for women’s black dress booties is all about knowing your style priorities and how you want to feel. If you’re after all-day comfort (without sacrificing an ounce of style), look for cushioned insoles, walkable block heels, and supportive ankle fits. Love a little drama? Opt for pointed toes, glossy finishes, or unexpected details like zippers and cutouts to give your outfit an edge. For those who prefer a more minimalist approach, a smooth leather or suede bootie with a sleek silhouette is endlessly versatile—just add your favorite jeans and a cozy oversized sweater, and you’re set for coffee runs or impromptu brunches. Black booties also make a thoughtful gift for the style-obsessed friend who’s always on the go, the sister who’s building her post-grad wardrobe, or anyone who appreciates a piece that’s as practical as it is chic. They’re the kind of present that gets real mileage—something she’ll reach for on repeat, season after season.

As winter lingers and layering becomes second nature, black dress booties play a starring role in cold-weather outfitting. They’re the unsung heroes that make tights and midi skirts look intentional, and they add just the right amount of edge to soft knit dresses or tailored blazers. If you’re ready to expand your options, consider exploring styles with block heels for extra stability and a modern twist—our Womens Black Block Heel Booties collection is a great place to start. No matter your personal aesthetic, these booties are the kind of investment that pays off with every wear. They slip seamlessly into your everyday rotation, always ready to step up when you need a boost of confidence or a finishing touch that feels effortlessly put together.

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Women's Black Dress Booties

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Women's Black Dress Booties

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