Pointed Toe Cowgirl Boots

Pointed Toe Cowgirl Boots are the ultimate power move for your closet—equal parts sass, class, and a little bit of wild. Whether you’re heading out for brunch with the crew or planning a night of dancing, these boots bring main character energy to every step. Slip into your boldest fits and let those pointed toes do the talking—because every Windsor girl deserves to strut like she owns the place.

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Ride or Shine Studded Cowboy Boots in Brown

$52.90

A brown faux leather cowboy boot featuring studded details, Western embroidery, and a sleek pointed toe.

Fringe Flirt Studded Cowboy Boots in Black

$46.90

A black faux suede cowboy boot featuring studded star accents, flirty fringe, and a stacked block heel.

Windsor Glam Strut Rhinestone Cowboy Boots in Black

$54.90

A pair of black faux suede cowboy boots adorned with all-over rhinestone geometric embellishments.

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City Cowgirl Western Boots in Pink

$11.97 $36.90 68% off

A pair of pink western boots featuring classic stitching, a pointed toe, and a stacked block heel.

Windsor 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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Steppin Up Block Heel Knee High Boots in Wine

$48.90

(25)

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: 8.5 | 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

Windsor 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: 9 | Leather

Sleek Stance Faux Leather Stiletto Boots in Black

$46.90

(12)

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: 7.5

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 Cuffed Up Faux Fur Booties in Brown

$42.90

(10)

Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe. Fit & Features7” leg opening, 8” shaft height, Round toe, Above-the-ankle length, Allover faux fur material, Soft fuzzy faux fur lining, Flat sole, traction bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cuffed Up Faux Fur Booties in Brown | Size: 11

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

Windsor Drama Queen Faux Fur Boots in Ivory

$42.90

(6)

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: 9

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: 8 | Leather

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

Pointed Toe Cowgirl Boots

There’s something about pointed toe cowgirl boots that just hits different—maybe it’s the way they instantly sharpen up denim or add a little edge to a floaty dress, or maybe it’s the confidence boost that comes from slipping into a silhouette that’s equal parts Western icon and style chameleon. Whether you’re channeling full-on rodeo queen or just want to give your everyday look a subtle twist, these boots are a game-changer for anyone ready to step up their shoe game. This winter, pointed toe cowgirl boots aren’t just a nod to classic Americana—they’re the secret weapon for making your cold-weather wardrobe feel fresh, even when you’re layering up in January’s chill. Picture this: a chunky knit sweater, your favorite jeans, and a pair of pointed toe boots peeking out from underneath—suddenly, errands feel like an event and coffee runs turn into mini runway moments. They’re made for those days when you want to look put-together but not overdone, or for nights when you need a little extra something to elevate your go-to going-out dress.

Gifting pointed toe cowgirl boots is basically handing someone a shortcut to instant style. They’re the kind of present that feels both thoughtful and unexpectedly cool, perfect for the friend who’s always ahead of the trends, the sister who’s impossible to shop for, or the roommate who’s forever borrowing your shoes. Windsor cowgirl boots in a pointed toe silhouette are especially versatile—think of them as the ultimate plus-one for winter weddings, low-key brunches, or spontaneous road trips. The pointed toe elongates the leg (thank you, optical illusions), while the Western details add just enough personality without overpowering the rest of your outfit. When shopping for your own pair, consider the heel height and shaft length that work best for your lifestyle—lower heels for all-day wear, a higher silhouette for those moments when you want to make an entrance. Materials matter, too: a sleek faux leather finish feels modern and city-ready, while classic suede brings a dose of vintage charm. And don’t sleep on color—while black and tan are timeless, bold hues or metallics are having a major moment and can totally transform a simple outfit into something statement-worthy.

If you’re new to the pointed toe boot game, start with the basics and let your personal style take it from there. Pair them with skinny jeans or leggings and oversized outerwear for a look that’s equal parts cozy and chic, or mix them with a midi skirt and tights for a playful spin on winter dressing. For the die-hard maximalists, go full Western with fringe, embroidery, or even a pop of animal print. The beauty of pointed toe cowgirl boots is that they’re endlessly adaptable—there’s no wrong way to wear them, just your way. And if you’re looking to expand your collection or try something a little different, check out the full range of Womens Pointed Toe Boots for even more inspiration. Whether you’re dressing for yourself, gifting someone special, or just shaking up your winter rotation, these boots are proof that a great pair of shoes really can change everything—one step, strut, or spontaneous dance break at a time.

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Pointed Toe Cowgirl Boots

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