Holiday Boots

Step up your festive fashion game with holiday boots that are ready to slay every celebration on your calendar! Whether you're strutting through snow-dusted streets or dazzling at a cozy fireside gathering, these boots are your ticket to turning heads and spreading cheer. With styles that range from chic and sleek to bold and playful, there's a perfect pair for every Windsor girl looking to make her mark this season. So, slip into something fabulous and let those holiday boots do the talking while you dance through December with confidence and flair!

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$50.90

5 star rating

A sleek pair of ivory faux leather under-the-knee boots with a square toe and thin block heel.

$40.90

4.75 star rating

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

$38.90

3 star rating

An edgy pair of brown faux leather boots featuring a platform lug sole and under-the-knee shaft.

$46.90

5 star rating

A trendy taupe cowboy boot with a unique laser cut design and knee-high shaft.

$30.90

5 star rating

A pair of silver metallic cowboy boots adorned with all-over rhinestone embellishments and a pointed toe.

$54.90

5 star rating

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

$45.90

5 star rating

A sleek pair of white faux leather riding boots featuring a round toe and curved under-the-knee shaft.

$42.90

5 star rating

A black nubuck ankle bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.

$50.90

1 star rating

An under-the-knee brown faux leather boot featuring buckle accents, a block heel, and inner zipper closure.

$45.90

A pair of white faux leather knee-high boots adorned with all-over pearl embellishments and a block heel.

$52.90

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

$45.90

A pair of silver faux leather knee-high boots adorned with all-over rhinestones and a block heel.

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Totally Edgy Buckled Square Toe Boots in Black
(7) 4.714286 star rating

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 Sleek Strut Under-The-Knee Moto Boots in Brown
(5) 3.4 star rating

Show off a sleek strut in these edgy under-the-knee moto boots featuring a stacked block heel, buckle strap accent, and inner zipper closure. Fit & FeaturesStacked block heel, Round toe, Under-the-knee height, Faux leather material, Circular buckle strap accent, top buckle strap, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Strut Under-The-Knee Moto Boots in Brown | Size: 10 | Leather

Major Strut Faux Leather Knee-High Stiletto Boots in Black-2
(5) 5 star rating

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 Black-2 | Size: 5.5

Daring Details Studded Ankle Booties in Black
(4) 4.75 star rating

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: 9

Lone Star Girl Knee High Cowboy Boots in White
(2) 3 star rating

Step into bold style with these knee-high cowboy boots for festivals, bachelorettes, or concerts! These striking boots combine classic Western flair with a daring edge, perfect for making a statement wherever you go. Fit & FeaturesStacked block heel, Pointed toe, Knee-high length shaft, Western-inspired embroidery details, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Lone Star Girl Knee High Cowboy Boots in White | Size: 7 | Leather

Edgy Essential Platform Lug Boots in Black
(2) 3 star rating

An absolute edgy essential, these faux leather boots elevate your outfit with a platform lug sole and under-the-knee length shaft, perfect for styling with jeans or a skort! Fit & FeaturesRound toe, Platform lug sole, Inner zipper closure, Under-the-knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Essential Platform Lug Boots in Black | Size: 6.5 | Leather

Windsor Steppin Up Block Heel Knee High Boots in Black
(2) 5 star rating

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 & FeaturesBlock heel, Almond toe, 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: 8 | Leather

Hot on the Heist Buckled Pocket Stiletto Boots in Black
(1) 5 star rating

Steal the scene—these stiletto boots come strapped with attitude and storage. Perfect for late-night concerts or dinner with your crew. Fit & Features3” in heel height, 7.5” leg opening, 20.5” shaft height, Pointed toe, Pocket and buckle detailing, Knee-length shaft , Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Hot on the Heist Buckled Pocket Stiletto Boots in Black | Size: 8.5 | Leather

Chic Season Under The Knee Boots in Ivory
(1) 5 star rating

Versatile and chic, these under-the-knee boots will be your favorite this season! The square toe and thin block heel provide a sleek and modern look, while the faux leather material adds a touch of sleekness. Fit & FeaturesThin block heel, Square toe, Inner zipper closure, Under the knee length shaft, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Season Under The Knee Boots in Ivory | Size: 6 | Leather

Made For Dancing Laser Cut Cowboy Boots in Taupe
(1) 5 star rating

These cowboy boots are made for dancing! They flaunt a trendy and unique laser cut design that stands out in any crowd at festivals or concerts. Fit & FeaturesStacked block heel, Pointed toe, Inner zipper closure, Laser cut design, Knee high shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Made For Dancing Laser Cut Cowboy Boots in Taupe | Size: 6

Holiday Boots

When it comes to stepping up your style game for the holidays, nothing says “main character energy” quite like the perfect pair of boots. Whether you’re headed to a glam party, a cozy family gathering, or just making your everyday errands feel a little more extra, holiday boots are your not-so-secret weapon for turning heads and breaking hearts. Think about it: boots are the ultimate style chameleons, ready to transform your look from “just rolled out of bed” to “I own the room” in two seconds flat. From sleek knee-highs that whisper sophistication to bold, sparkly booties that scream “let’s dance,” there’s a pair for every vibe and every adventure on your calendar. If you’re shopping for yourself (because, duh, you deserve it), or hunting down the perfect gift for your ride-or-die bestie, your fashion-obsessed sister, or even that cousin who’s impossible to shop for, boots are a no-brainer. They’re practical enough to keep your feet toasty and protected, but also bring the drama and the dazzle—especially during the holidays, when every outfit is an excuse to do the most.

When picking out your new favorite pair, think about how you want to feel—and how you want to be remembered. Are you the girl who makes a grand entrance in sky-high heels, or do you own the dance floor in chunky platforms that let you go all night without missing a beat? Maybe you’re the queen of casual-cool, pairing slouchy, over-the-knee boots with an oversized sweater for that “I woke up like this” vibe (even if you spent an hour getting ready—your secret’s safe with us). And let’s not forget those little details that make all the difference: luxe faux suede, statement buckles, rhinestone embellishments, or a pop of unexpected color. These are the boots that tell your story, the ones you’ll reach for again and again, whether you’re dashing through the city lights or cozying up by the fire with your crew. If you’re gifting, boots are a total win—just imagine the look on her face when she opens the box and realizes you picked out something that’s equal parts fierce and functional. That’s bestie-level gifting, right there.

No matter your plans, holiday boots are the ultimate confidence booster, ready to take you from brunch to after-hours and everywhere in between. Don’t be afraid to push your style boundaries—this is your moment to shine, and your boots are here to help you do it. If you’re feeling inspired to expand your collection or want to explore even more ways to slay every occasion, check out our full lineup of Seasonal Boots for endless inspo and options. Whether you’re going for timeless elegance or full-on sparkle, remember: the best memories start with the right pair of boots and a little bit of attitude. Now go out there and make every step count—your holiday adventure is just getting started.