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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Windsor Totally Edgy Buckled Square Toe Boots in Brown

$45.90

A pair of brown faux leather calf-length boots featuring buckled side accents and a square toe.

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.

Windsor Bedazzled Allure Rhinestone Stiletto Booties in Silver

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Windsor Bedazzled Allure Rhinestone Stiletto Booties in Silver

$11.97 $52.90 77% off

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

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.

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