Winter Booties

Winter booties are the ultimate cold-weather sidekicks, ready to strut through snowflakes and slay every chilly day with you. Whether you're hitting the city streets or cozying up by a crackling fire, these chic kicks have got your back—and your toes! From sleek, modern vibes to playful, cheeky designs, there's a pair for every mood and moment. So go ahead, step out in style and let those winter booties do all the talking while you conquer the season like the fearless fashionista you are!

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$40.90

4.666667 star rating

A stylish black ankle bootie with studded accents and criss-cross straps in faux microsuede.

Sale

$9.97 $40.90 76% off

5 star rating

A stylish black knit bootie with a pointy toe and sturdy 3.5" block heel.

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$12.97 $38.90 67% off

A stylish faux suede ankle bootie with a trendy O-ring insert and inner zipper closure.

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$9.97 $36.90 73% off

An ankle-high black faux leather bootie featuring buckle straps, a block heel, and inner zipper closure.

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Moving Along Studded Cowboy Boots in Taupe
(7) 4.857143 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: 6

Windsor Western Sleek Knee-High Block Heel Boots in Black
(4) 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

Country Daze Under-The-Knee Cowboy Boots in Ivory
(3) 5 star rating

Kick up your country style in these cowboy boots designed with trending western-inspired stitched patterns and a stacked block heel to elevate every look. Fit & FeaturesStacked block heel, Pointed-toe, Western-inspired stitched pattern, Under-the-knee length shaft, Pull tabs for on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Country Daze Under-The-Knee Cowboy Boots in Ivory | Size: 7.5

Daring Details Studded Ankle Booties in Black
(3) 4.6666665 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

Western Flair Under-The-Knee Boots in Ivory
(2) 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: 8 | Leather

Western Edge Studded Cowboy Boots in Black
(2) 5 star rating

Bring some western edge to your going-out looks with these trendy cowboy boots. Featuring a below-the-knee height, the sleek studded western design will level up your 'fits. Fit & FeaturesStacked block heel, Faux suede material, Studded western design, Pointed toe, Below-the-knee height, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Western Edge Studded Cowboy Boots in Black | Size: 8 | Faux Suede

Windsor Fierce Strut Leopard Print Stiletto Booties
Sale
(2) 5 star rating

Fiercely strut into any room in these leopard stiletto booties and watch every head turn towards you! Fit & Features3" Stiletto heel, 6" leg opening, 5" shaft height, Leopard print faux suede material, Mid-calf height, Pointed toe, Inner zipper closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fierce Strut Leopard Print Stiletto Booties | Size: 5.5 | Faux Suede

Edgy Western Vibe Studded Cowboy Boots in White
(2) 5 star rating

Add an edgy western vibe to your fave 'fits with these sleek studded cowboy boots. Designed with a pointed toe and a mid-shaft height, they feature an inner zipper closure for easy on-and-off styling. Fit & FeaturesStacked block heel, Faux leather material, Western-style embroidery, studded accents, Pointed toe, Mid-shaft height, pull tabs, Inner zipper closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Edgy Western Vibe Studded Cowboy Boots in White | Size: 7.5 | Leather

Windsor Saddled Up Western Embroidered Cowboy Boots in Black
(2) 5 star rating

Saddle up for the best time in these western cowboy boots with unique embroidery and an under-the-knee length perfect for styling with denim skirts or shorts! Fit & FeaturesStacked block heel, Pointed toe, Western-style embroidery, Under-the-knee shaft length, Pull tabs for easy on-and-off styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Saddled Up Western Embroidered Cowboy Boots in Black | Size: 7

Best In The West Under-The-Knee Cowboy Boots in Red
(1) 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

Winter Booties

When it comes to winter booties, it’s all about turning the sidewalk into your personal runway—no matter what the weather throws your way. You know the drill: you’re dashing from coffee runs to late-night hangs, and your shoes have to keep up. That’s where the right pair of winter booties steps in, making sure you stay warm, dry, and totally on-point. Whether you’re the friend who plans the group’s last-minute road trips or the one who always finds the cutest new brunch spot, these boots are your go-to for style that doesn’t quit. Think about those crisp mornings when you’re bundled up, steam rising from your cup, and your winter booties are hugging your feet with all the cozy vibes. Or those spontaneous photo ops when you’re stomping through puddles, knowing your look is locked in and your feet are totally protected. It’s not just about surviving the cold; it’s about owning it—turning every frosty day into a reason to show off your fearless style.

Picking out the perfect pair is all about the details—think sturdy soles with just enough grip to keep you upright when things get a little slippery, plush linings that feel like a hug for your toes, and silhouettes that go from jeans and chunky knits to minidresses and tights without missing a beat. For the girl who loves a little edge, try a pair with bold buckles or a sleek pointed toe. If you’re more into that classic, effortless vibe, a pair of windsor brown boots is basically a wardrobe MVP, pairing perfectly with everything from casual denim to a statement coat. Winter booties aren’t just for you, either—they make the ultimate gift for your partner in crime, your sister, or your bestie who refuses to sacrifice style for comfort. Imagine the look on her face when she opens a box and finds a pair that’s equal parts chic and practical, ready to take her from holiday parties to cozy nights in. And if you’re the type who loves a little extra height, don’t sleep on block heels that give you that boost without slowing you down. No matter your style, winter booties are the secret weapon to taking on cold weather with confidence and a little bit of sass.

If you’re ready to upgrade your cold-weather lineup, now’s the time to treat yourself to a pair that checks every box: warmth, durability, and undeniable style. Don’t forget, your dream pair is just one click away, and there’s a whole world of inspiration waiting for you when you check out our curated collection of Winter Fashion Boots. Whether you’re shopping for yourself or searching for the ultimate gift, these boots are about more than just braving the chill—they’re about creating memories, turning heads, and making every single day feel like a main character moment. So go ahead, step into your power and let your winter booties do the talking.