Office Booties
Step into your power with office booties that effortlessly blend business and chic! Whether you're strutting into a big meeting or owning the after-hours scene, these booties are your go-to for turning heads and making moves. Sleek, stylish, and oh-so-versatile, they elevate any office ensemble while keeping you comfy from desk to dinner. So go ahead, add a little sass to your step and let those office booties do the talking—because you're not just walking into work; you're making an entrance!
$40.90
A black faux microsuede ankle bootie featuring criss-cross straps, metal buckles, and studded accents.
$45.90
A pair of black faux leather calf-length boots featuring buckled side accents and a square toe design.
$45.90
A sleek black faux leather boot featuring a platform sole, block heel, and under-the-knee length.
$50.90
A sleek pair of ivory faux leather under-the-knee boots with a square toe and thin block heel.
$45.90
A black faux leather boot featuring a square toe, buckled side detail, and short block heel.
$38.90
A pair of black faux leather boots featuring a platform lug sole and under-the-knee shaft.
$50.90
A pair of brown faux leather under-the-knee boots featuring buckle accents, block heel, and inner zipper closure.
$42.90
A black nubuck stiletto bootie featuring sheer rhinestone fishnet, pointed toe, and clear PVC trim.
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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
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
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
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
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
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
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 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
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
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: 7 | Faux Suede
Office Booties
When it comes to showing up and showing out at the office, nothing says “I’m here to slay” quite like the perfect pair of office booties. Your workday fit deserves more than just a basic pump or a tired loafer—give your look an upgrade with styles that scream confidence, comfort, and a little bit of main-character energy. Whether you’re running the morning meeting, dashing to coffee with your work bestie, or clocking in some overtime to chase that promotion, the right pair of office boots can instantly elevate your vibe. Look for designs that balance polish and personality—a sleek pointed toe, a chic block heel, or a subtle pop of hardware detail can take you from power-lunch to happy hour without missing a beat. And don’t even get us started on the versatility: pair them with tailored trousers for those big-deal presentations, or rock them with a midi skirt and a bold blazer when you’re feeling a little extra. Comfort is key, too—because nobody wants to be that girl limping to the elevator by 3 p.m. Seek out cushioned insoles, walkable heels, and flexible materials that move with you, so you can stay on your grind and keep your style game strong all day long.
Office booties are more than just a workwear staple—they’re a whole mood. They make the perfect gift for your favorite boss babe, your freshly-graduated bestie starting her first “real” job, or even as a treat-yourself moment when you’ve absolutely crushed your goals. Imagine unboxing a pair that’s just begging to be worn with your favorite pencil skirt or those wide-leg pants you’ve been dying to debut. The right pair can add that extra pep to your step, turning even the Mondayest of Mondays into a runway moment. And if you’re the queen of the after-hours scene, you can easily transition your office look to something a little more daring—just swap out your blazer for a leather jacket and let your booties do the flirting. For those who live for a little bit of double duty, check out our Going Out Booties for styles that can take you from your desk to the dance floor without missing a beat.
Every Windsor girl knows that the secret to a killer work wardrobe is all in the details, and office boots are the ultimate finishing touch. These aren’t just shoes—they’re your daily dose of confidence, your go-to for when you need to feel unstoppable, and your little reminder that you can handle anything the workday throws your way. From classic neutrals that go with literally everything to bold statement pieces that let your personality shine, there’s a pair out there for every mood and every meeting. So go ahead—lace up, zip up, and step up. You’ve got a world to conquer, and your office booties are ready to lead the way.