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

4.875 star rating

A taupe cowboy boot with a studded trim and Western-inspired pattern, perfect for festivals.

Best Seller

$50.90

5 star rating

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

$42.90

5 star rating

A stylish knee-high boot in black distressed faux leather with a stacked block heel and pointed toe.

$40.90

4.75 star rating

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

Best Seller

$45.90

4.666667 star rating

A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.

$50.90

5 star rating

A stylish ivory faux leather boot with a pointed toe and western-inspired stitched design.

$54.90

5 star rating

A striking pair of red faux leather cowboy boots with a stacked block heel and western stitching.

$46.90

5 star rating

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

$50.90

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

$30.90

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

$54.90

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

$45.90

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

$45.90

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

$42.90

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

$45.90

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

Best Seller

$38.90

1 star rating

A pair of black faux leather boots featuring a platform lug sole and under-the-knee shaft.

$52.90

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

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Windsor Moving Along Studded Cowboy Boots in Taupe
(8) 4.875 star rating

Scoot and move it in true Western style at festivals and concerts in these studded cowboy boots! Fit & FeaturesStacked block heel, Pointed toe, Western-inspired pattern, studded trim, Mid-shaft length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Moving Along Studded Cowboy Boots in Taupe | Size: 8.5

Windsor Totally Edgy Buckled Square Toe Boots in Black
(6) 4.6666665 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 & FeatureShort block heel, 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: 7 | Leather

Windsor Western Sleek Knee-High Block Heel Boots in Black
(5) 5 star rating

Flaunt your style in western sleek knee-high block heel boots. With a stacked heel, pointed toe, and pull tabs, these boots are your go-to for a chic, confident stride. Fit & FeaturesStacked block heel, Distressed faux leather material, Knee-high, Pointed toe, Partial inner zipper closure, Pull tabs, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Sleek Knee-High Block Heel Boots in Black | Size: 8.5 | 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

Sleek Strut Under-The-Knee Moto Boots in Brown
(4) 3 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: 9 | Leather

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: 6

Windsor Country Threads Western Microsuede Cowboy Boots in Camel
(4) 5 star rating

Flaunt your country threads in these western microsuede cowboy boots with trendy western-inspired stitch detailing and a stacked block heel. Complete the look with a cowboy hat. Fit & Features2.5" stacked block heel, 7.5" leg opening, 9.5" shaft height, Pointed toe, Western-inspired stitch detailing, Below the knee fit, Smooth microsuede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Threads Western Microsuede Cowboy Boots in Camel | Size: 7

Best In The West Under-The-Knee Cowboy Boots in Red
(3) 5 star rating

Take on the western trend in these under-the-knee cowboy boots featuring a stacked block heel and western-inspired stitch detailing. Complete the look with a denim jacket. Fit & Features3.5” block heel, 7.5” leg opening, 14” shaft, Square toe, Under-the-knee fit, Western-inspired stitch detailing, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Best In The West Under-The-Knee Cowboy Boots in Red | Size: 8 | Leather

Windsor Western Flair Under-The-Knee Boots in Ivory
(3) 5 star rating

Yeehaw to these fun cowboy boots! With a trendy pointed toe and stacked block heel, these under-the-knee boots feature a western-inspired stitched pattern. Made of faux leather for a comfortable fit that will have you dancing all night long! Fit & Features3.5" Stacked block heel, Faux leather material, Western-inspired stitched design, Closed pointed toe, Under-the-knee fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Flair Under-The-Knee Boots in Ivory | Size: 6.5 | Leather

Step Out Platform Block Heel Boots in Black
(3) 4.6666665 star rating

Step out in these edgy faux leather boots for day or night plans! These under-the-knee stunners are designed to be sleek and bold with a platform sole and block heel that adds trendy height to your look. Fit & FeaturesBlock heel, Square toe, Under-the-knee length, Platform sole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Out Platform Block Heel Boots in Black | Size: 10 | Leather

Holiday Boots

Let’s be real: nothing turns a basic look into a full-on main character moment quite like the right pair of boots. Holiday boots aren’t just an accessory—they’re your ticket to making every invite, every group chat, and every snapshot feel like a celebration. Whether you’re planning a night out with the squad, heading to a family get-together, or just want to add a little extra sparkle to your everyday vibe, boots are the move. Think about it: you slide into a pair of knee-highs or some show-stopping ankle boots, and suddenly you’re strutting through life like the world is your runway. It’s not just about looking cute (though, obviously, you will); it’s about feeling unstoppable, like you could conquer any dance floor or crush any photo op. And if you’re the friend who always brings the fun, gifting a killer pair of boots to your ride-or-die is basically giving her the confidence boost she never knew she needed. Trust, boots are the kind of gift that says, “I see your power, and I’m here to help you flaunt it.”

Picking out the perfect pair of holiday boots is all about matching your energy to your plans. Maybe you’re all about those classic windsor brown boots that work with everything—jeans, mini dresses, even a cheeky shorts-and-tights combo. Or maybe you’re on the hunt for something bold, like boots that sparkle brighter than the holiday lights or styles with fierce details that guarantee compliments. Comfort is key too; nobody wants to be the girl who has to bail early because her feet are screaming. Look for cushy insoles, walkable heels, and silhouettes that let you move (and groove) all night. And if you’re gifting, think about her style: is she all about drama and height, or does she live for a sleek, everyday vibe? Either way, there’s a pair out there that’ll make her feel like she just got the best present ever. Plus, with boots windsor on your radar, you know you’re getting that sweet spot where affordability meets trendsetting style, so you can treat yourself and your besties without blowing your budget on one look.

Don’t forget, timing can be everything when you’re plotting your next shopping adventure. If you’re planning a trip to check out the latest boots in person, peep the windsor boots opening times so you can roll up right when the shelves are stacked and the energy is high. There’s nothing like that in-store moment when you spot “the one” and know it’s coming home with you. And if you’re craving even more inspo for your holiday lineup or want to see what other styles are taking over group chats everywhere, check out our Fashion Boots collection for all the latest must-haves. Whether you’re shopping for yourself, your BFF, or that cousin who’s impossible to buy for, the right boots are always a win—guaranteed to bring the vibes, the confidence, and a little bit of trouble (the fun kind) wherever you go.

Top Picks For Holiday Boots