High Heel Pointed Toe Boots

High heel pointed toe boots are your secret weapon for turning every sidewalk into a runway. Whether you’re strutting into brunch or owning the dance floor, these boots bring instant main character energy to any outfit. Ready to level up your style game? Slip into a pair of high heel pointed toe boots and watch your confidence soar—because you deserve to stand tall and stand out, babe.

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Bedazzled Allure Rhinestone Stiletto Booties in Silver

$52.90

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

Chic Buckle Strap Sling-Back Stiletto Pumps in White

$32.90

A sleek white patent faux leather stiletto pump with criss-cross buckle straps and slingback design.

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

High Heel Pointed Toe Boots

When it comes to making a statement that’s equal parts classic and daring, high heel pointed toe boots are the ultimate power move. There’s just something about slipping into a pair of pointed heel boots that instantly transforms your whole vibe—suddenly, you’re strutting through city streets with a little more confidence, or stepping into the holiday party with the kind of energy that turns heads. This season, as the leaves turn and the air gets that crisp November edge, these boots become more than just a style choice—they’re your go-to for elevating every cold-weather look, from tailored coats to chunky knits and everything in between. Whether you’re planning your Friendsgiving fit or mapping out the perfect look for a last-minute night out, pointed toe heel boots are the kind of versatile essential you’ll reach for again and again. They’re the not-so-secret weapon for anyone who wants to add instant polish to denim, bring edge to a midi skirt, or give a little attitude to a sweater dress.

High heel pointed toe boots aren’t just for the fashion obsessed—they’re for anyone who wants to feel a little taller, a little bolder, and a lot more put-together without trying too hard. They’re the boots you’ll want to gift to your best friend who’s always on the hunt for something chic, or to your sister who loves a good stiletto moment but needs something that can handle a full day of plans. Think of them as the upgrade to heels that look like boots, giving you the height and drama of a pump with the comfort and coverage you need when the temperature drops. With options ranging from sleek stiletto boots to block heels that can handle a full schedule, there’s a style for every personality and every plan. And if you’re all about those little details, look for windsor booties with unexpected textures, metallic finishes, or statement hardware—those are the pairs that’ll get you compliments from strangers and DMs asking where you found them.

Shopping for pointed toe heel boots is all about finding the right balance for your life and your look. Consider heel height if you’re planning to wear them from desk to dinner, or gravitate toward a bold silhouette if you want your boots to do the talking. These are the pairs you’ll want to keep by the door, ready to throw on with jeans and a blazer for brunch, or dress up with a mini for your next rooftop invite. And if you’re looking to expand your lineup, or just want to see more ways to style this iconic silhouette, explore our curated selection of Pointed Toe Booties for even more inspiration. From the first chill of November to the last snowflake of winter, high heel pointed toe boots are here to help you step out, stand tall, and own every moment—no matter where the season takes you.

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High Heel Pointed Toe Boots

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High Heel Pointed Toe Boots

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