Pointed Toe Booties

Step into the spotlight with pointed toe booties that are ready to strut their stuff! Whether you're heading out for a night on the town or just want to add a little sass to your everyday ensemble, these booties are your go-to for turning heads and breaking hearts. With their sleek silhouette and bold attitude, they’re designed for the Windsor girl who knows how to make an entrance and leave a lasting impression. So, slip into these beauties and let your feet do all the talking—because when it comes to style, you've got it on point!

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Windsor Bedazzled Allure Rhinestone Stiletto Booties in Silver

$52.90

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

Windsor Daring Details Studded Ankle Booties in Black

$40.90

A black faux microsuede ankle bootie featuring criss-cross straps, metal buckles, and studded accents.

Windsor Glam Strut Rhinestone Cowboy Boots in Taupe

$54.90

A taupe faux suede cowboy boot adorned with all-over rhinestone geometric patterns and a stacked block heel.

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Windsor Steppin Up Block Heel Knee High Boots in Black

$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 Black | Size: 7 | 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 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 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: 7.5 | Faux Suede

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

Windsor Gloss Effect Patent Stiletto Boots in Wine

$49.90

(5)

The kind of boot that owns every room. These patent stiletto knee boots serve glossy drama with a sculpted pointed toe and sleek silhouette—made for statement looks and confident strides. Fit & Features 3.5” stiletto heel, 7.5” leg opening, 15” shaft height, Pointed-toe, Inner zipper closure, Knee-length shaft, Glossy patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Gloss Effect Patent Stiletto Boots in Wine | Size: 8.5 | Leather

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

Pointed Toe Booties

Pointed toe booties are the kind of wardrobe upgrade that never feels like a splurge, even when you’re treating yourself in the thick of holiday gifting season. There’s just something about that sleek, tapered silhouette—equal parts classic and current—that instantly sharpens up whatever you’re wearing, whether it’s a cozy sweater dress for a last-minute dinner invite or your favorite jeans for a weekend coffee run. In December, when the calendar is packed with everything from office parties to impromptu shopping dates, these booties are the ultimate style chameleons. They slip seamlessly into your rotation, making even the most thrown-together outfit feel intentional and on-trend. If you’re shopping for someone else, pointed toe booties land at the sweet spot between thoughtful and universally loved—think of them as the chic, wearable answer to “What size are you again?” panic. They’re the kind of gift that feels personal without being too risky, perfect for sisters, best friends, or anyone who’s ever texted you a mirror selfie asking for shoe advice.

When it comes to picking the right pair, a few details make all the difference. Heel height is a big one—maybe you’re all about that barely-there block heel for all-day comfort, or maybe you want a little extra lift for those nights that start with dinner and end with dancing. Material matters, too: faux suede brings a soft, luxe vibe that’s perfect for winter layering, while smooth faux leather gives off a polished edge that works year-round. And don’t overlook the color—black is a forever staple, but don’t sleep on taupe, white, or bold seasonal shades if you’re ready to break out of your comfort zone. The beauty of windsor booties with a pointed toe is how they elongate your silhouette, making legs look miles long (even under the chunkiest sweater dresses or wide-leg trousers). They tuck perfectly under cropped jeans, peek out from flowy midi skirts, and somehow manage to look just as good with bare legs as they do with patterned tights. If you’re feeling a little bit Western, or you want that subtle nod to cowboy-cool, check out our Pointed Toe Western Booties for a fresh take that’s right at home with everything from denim to dresses.

Pointed toe booties are more than just a seasonal trend—they’re a foundation piece that makes getting dressed feel effortless, no matter what your day (or night) throws at you. They’re the shoes you reach for when you want to look put-together without overthinking it, and they always deliver on that “I planned this” energy, even if you really just grabbed whatever was clean. If you’re building your shoe collection from the ground up, start here: pointed toe booties are the kind of investment that pays off every time you need to step up your style game with minimal effort. They’re versatile enough to wear to work, out for drinks, or even just running errands when you want a little extra confidence boost. And because they’re designed with real life in mind—think walkable heels, cushioned insoles, and easy-on zippers—you won’t find yourself kicking them off halfway through the night. Whether you’re shopping for yourself or wrapping up a pair for someone special, pointed toe booties are the season’s not-so-secret weapon for looking and feeling your best, right down to your toes.

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