Dressy Pumps
Strut into the spotlight with our collection of dressy pumps, where sophistication meets sass in every step. Whether you're slipping into something sleek for a night out or adding a touch of glam to your workday wardrobe, these pumps are your go-to for turning heads and taking names. From classic silhouettes to daring designs, we've got the perfect pair to elevate your outfit and boost your confidence. So go ahead, channel your inner diva and make every entrance unforgettable with dressy pumps that promise to keep you on point from dusk till dawn!
$30.90
A dazzling silver heel with rhinestone embellishments, featuring a block heel and back zipper closure.
$32.90
A glamorous black platform heel featuring glitter mesh, rhinestone straps, and an adjustable ankle buckle.
$32.90
A silver low block heel with rhinestone accents and adjustable ankle strap for glamorous comfort.
$32.90
A chic black faux leather block heel with rhinestone straps and a comfortable padded insole.
$30.90
An elegant ivory lace stiletto with a slingback strap and cushioned insole for dressy occasions.
$30.90
A chic ivory pump with a 4" stiletto heel and stylish inner cutout design.
$28.90
A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.
$39.90
A silver chrome faux leather platform heel with rhinestone embellishments and an adjustable heel strap.
$32.90
A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for elegant occasions.
$30.90
A chic black nubuck slingback pump with a trendy buckle strap and sleek pointed toe.
$30.90
A dazzling pair of gold criss cross platform block heels in metallic faux leather for formal occasions.
$28.90
A dazzling pair of gold metallic block heels with rhinestone embellishments and crisscross straps.
$28.90
A bold pair of pink faux leather stilettos featuring lace-up ankle straps and a sleek square toe.
$35.90
A chic pair of black stiletto heels featuring a rhinestone-embellished spiral strap for formal occasions.
$28.90
A metallic silver faux leather stiletto heel featuring an open almond toe and adjustable ankle strap.
$28.90
A striking pair of pink metallic faux leather stilettos featuring a sleek strappy design and adjustable ankle strap.
$28.90
A sleek pink patent faux leather pump featuring a pointed toe, slingback strap, and low kitten heel.
$28.90
A sleek leopard print stiletto heel featuring an almond toe and adjustable buckle ankle strap.
$34.90
A chic brown stiletto pump featuring sheer mesh panels and faux leather for versatile day-to-night style.
$32.90
A chic black platform heel with a rhinestone bow strap and faux nubuck material for glamorous occasions.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$32.90
A sleek white patent faux leather stiletto pump with criss-cross buckle straps and slingback design.
$30.90
A sleek black faux leather stiletto pump featuring a pointed toe and trendy circular buckle slingback strap.
$42.90
A romantic pair of white stiletto pumps featuring sheer lace material and a classic pointed toe.
$28.90
An olive green satin stiletto pump featuring a pointed toe and elegant lace-up ankle strap.
$30.90
A glossy white patent faux leather pump featuring a block heel and adjustable buckle sling-back straps.
$30.90
A wine-colored patent faux leather pump featuring a block heel, buckle details, and padded insole comfort.
$32.90
An ivory straw stiletto pump featuring a pointed toe, faux pearl accent, and adjustable ankle strap.
$28.90
A sleek pair of silver metallic faux leather block heels with dual toe straps and cushioned insole.
$42.90
A clear PVC stiletto pump adorned with sparkling rhinestones, faux pearls, and a patent faux leather slingback.
$28.90
A sleek tan faux leather pump featuring a pointed toe and a 3.5-inch block heel.
$28.90
A black faux leather stiletto mule featuring rhinestone-embellished straps and delicate butterfly accents.
$26.90
A chic ivory block heel with an ankle strap and cushioned insole for stylish comfort.
$30.90
A chic black platform heel with a faux nubuck finish, adjustable ankle strap, and block heel.
$28.90
A chic pair of black faux leather block heels featuring a strappy toe design and adjustable ankle strap.
$32.90
A stylish pair of black platform heels featuring sleek faux leather straps and unique cork material.
$32.90
A glamorous black block heel with rhinestone straps and adjustable ankle buckle for special occasions.
$28.90
A chic pair of black faux leather block heels featuring a strappy design and cushioned platform sole.
$30.90
A chic black platform heel with criss-cross straps, faux nubuck material, and a cushioned insole.
$28.90
A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.
$34.90
A chic black faux leather mule featuring a stiletto heel, square toe, and trendy buckle accent.
$32.90
A black faux suede platform heel featuring criss-cross straps, block heel, and a cushioned insole.
$32.90
A chic pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle closure.
$30.90
A bold red faux leather stiletto mule with a wide curved strap and cushioned insole for comfort.
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Step out looking like a mythical babe in these statement stiletto heels for a truly exclusive look! These heels are designed with a sleek almond toe, sparkling rhinestone spiral strap adorned with butterfly printed organza appliques, and a sleek stiletto heel. Made from iridescent metallic material, these heels will add a touch of magic to any outfit! Complete the look with a fab skater dress for a party! Fit & Features 4.5" Stiletto heel, Almond toe, Rhinestone embellished spiral straps, Butterfly printed organza appliques, Iridescent metallic material, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Mythical Babe Butterfly Rhinestone Spiral Stiletto Heels in White | Size: 8
Step into style with these lace stiletto pumps perfect for wedding guests, brides, or any dressy occasion! They feature a closed pointed-toe, an elasticized slingback strap adorned with a side bow accent, a luxe fit cushioned insole for ultimate comfort, and a stiletto heel. Complete the look with a clutch. Fit & Features4" Stiletto Heel, Closed pointed-toe, Elasticized slingback strap, side bow accent, Luxe fit cushion insole, Lace material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Cuties Lace Slingback Stiletto Pumps in Ivory | Size: 7.5
Make your style pop in these heels featuring a square toe and thin straps for a sleek look finished with a stiletto heel. Perfect for elevating your everyday outfits. Fit & Features3.5" Stiletto heel, Black is nubuck, red is patent material, Square toe, Thin straps, adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black | Size: 5
Perfect your glam game with sparkly stride metallic spiral strap stiletto heels. Featuring rhinestone embellishments and a chic spiral design, these stilettos are your new go-to for dazzling nights. Fit & Features4" Stiletto heel, Metallic faux leather material, Open almond-shaped toe, Thin toe strap, thin strap across the foot, thin spiral strap design, Rhinestone embellishments, rhinestone heart accents, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkly Stride Metallic Spiral Strap Stiletto Heels in Silver | Size: 8 | Leather/Rhinestone
Strut with icy flair in these rhinestone kitten stiletto heels to dress up your look. Fit & FeaturesKitten stiletto heel, Square toe, Rhinestone embellished straps, Adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Icy Rhinestone Kitten Stiletto Heels in Black | Size: 7
Sparks will fly with every step you take in these glitter mesh stiletto heels perfect for dressed up date nights or formal soirees! Fit & Features3.5" Stiletto heel, Square toe, Glitter toe strap, Adjustable ankle strap, buckle closure, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparks Fly Glitter Mesh Stiletto Heels in Silver | Size: 10 | Mesh Fabric
Be prepared for many compliments when you step out in these lace-up stiletto heels that add a bold touch to any look. Fit & Features4" Stiletto heel, Square toe, Thin strappy design, Lace-up ankle straps, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Major Moment Lace-Up Stiletto Heels in Pink | Size: 5.5 | Leather
Step out in glamour in these gorg metallic heels with a sleek stiletto design. Perf for parties and nights out! Fit & FeaturesStiletto heel, Faux leather material, metallic sheen, Open almond-shaped toe, wide toe strap, Thin adjustable ankle strap, buckle detail, Closed back, Cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Steps Metallic Stiletto Heels in Silver | Size: 6 | Leather
Tie your look together with these statement stiletto heels! Perfect for brides, graduates, birthday babes, or any occasion, these heels showcase a pretty tulle back bow and a sparkling rhinestone trim toe strap. Fit & FeaturesStiletto heel, Square toe, rhinestone-embellished toe strap, Closed ankle, back tulle bow accent, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Tied With A Bow Stiletto Heels in White | Size: 7.5 | Leather/Rhinestone
Edge up your look in these sleek stiletto heels with a trendy buckle accent perfect for dressing up jeans or a dress! Fit & Features4" Stiletto heel, Square toe, Buckle accent toe strap, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Buckled Up Stiletto Heels in Black | Size: 8 | Leather
Dressy Pumps
When it comes to turning heads and owning every room, nothing quite matches the confidence boost you get from slipping into a pair of dressy pumps. These aren’t just shoes—they’re your secret weapon for everything from spontaneous date nights to that can’t-miss formal event on your calendar. Whether you’re the queen of RSVP-ing yes or the friend who’s always ready to pull together a glam look at a moment’s notice, dressy pumps are the ultimate game-changer in your wardrobe. They’re the perfect plus-one for every invite, instantly elevating everything from tailored pantsuits to body-hugging midi dresses. Think of them as your style soulmate: always there to add a little extra sparkle, a little more height, and a whole lot of “main character energy” to your vibe. If you’re gifting, dressy pumps are a swoon-worthy surprise for besties celebrating milestones, sisters marking big achievements, or anyone whose shoe game deserves a major upgrade. Imagine wrapping up a pair for a graduation, a birthday, or just because—you know you’ll be remembered as the friend who brings the wow factor.
Choosing the right pair of dressy pumps is all about balancing your style goals with the moments you want to own. Maybe you’re all about that classic stiletto silhouette that makes your legs look a mile long, or perhaps you lean toward block heels for that mix of comfort and confidence that’ll keep you dancing ‘til last call. Look for luxe details that speak to your personality—think rhinestone embellishments that catch the light just right, sleek patent finishes for a bold statement, or barely-there straps that give total Cinderella energy. If you’re planning to wear them for hours (and you know you will), pay attention to cushioned insoles and supportive arches—your future self will thank you when you’re still on your feet after a marathon of mingling and selfies. Dressy pumps are also the ultimate style chameleons, ready to pair with everything from your go-to LBD to wide-leg trousers or even a statement jumpsuit. Don’t be afraid to play with color, either—a pop of metallic or a burst of red can take your look from safe to unforgettable in seconds. And if you’re in the mood to explore even more options, you can always check out the latest styles on our High Heel Pumps page for inspo that’ll have you planning your next outfit before you’ve even left the house.
Let’s be real—every Windsor girl knows that dressy pumps aren’t just about looking good (though, let’s face it, that’s a big part of the fun). They’re about feeling unstoppable, about channeling that fearless energy that makes every entrance unforgettable. These are the shoes you reach for when you want to make memories, whether you’re strutting into a rooftop party, nailing a presentation, or just treating yourself to a little extra glam on a regular day. They’re the finishing touch that says, “I’ve arrived,” and the subtle reminder that you can take on anything, all while looking absolutely fire. So go ahead—let your shoes do the talking, and let every step be a celebration of your bold, cheeky, and totally unstoppable self.