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.
$9.97 $42.90 77% off
A dazzling pair of silver block heels with rhinestone embellishments and a glitter mesh finish.
$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 comfort.
$30.90
A chic ivory pump with a 4" stiletto heel and stylish inner cutout design.
$39.90
A silver chrome faux leather platform heel with rhinestone embellishments and an adjustable heel strap.
$32.90
A glamorous white block heel with rhinestone straps and a cushioned insole for luxe comfort.
$28.90
A sleek black nubuck stiletto heel with a square toe and thin adjustable ankle straps.
$30.90
A chic black stiletto heel with a sheer mesh exterior and quilted faux leather cushioned insole.
$28.90
A sleek black faux leather kitten heel with a gold ring accent and adjustable ankle strap.
$29.90
A dazzling pair of silver glitter mesh stilettos with adjustable ankle straps for elegant occasions.
$32.90
A chic pair of white faux leather platform heels featuring faux pearl embellishments and a cushioned insole.
$32.90
A glamorous gold mule with rhinestone straps, 3.5" stiletto heel, and cushioned insole.
$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.
$40.90
A chic black stiletto heel featuring rhinestone embellishments and a spiral strap design with bow accents.
$32.90
A chic black platform heel with a rhinestone bow strap and faux nubuck material for glamorous occasions.
$35.90
A chic pair of black stiletto heels featuring a rhinestone-embellished spiral strap for formal occasions.
$30.90
A glamorous gold block heel with rhinestone straps and a platform sole for dressy occasions.
$28.90
A glamorous silver heel with rhinestone straps and a sleek block heel for formal occasions.
$28.90
A striking pair of leopard-patterned stilettos with rhinestone straps and open pointed toes.
$30.90
A sleek black stiletto heel with a trendy buckle accent and adjustable ankle strap in faux leather.
$26.90
A chic black low block heel with a zippered back and ankle strap in faux leather.
$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.
$28.90
An adorably chic black mule with a bow-accented mesh strap and 3" stiletto heel.
$32.90
A glamorous black block heel with rhinestone straps and adjustable ankle buckle for special occasions.
$32.90
A stylish pair of black platform heels featuring sleek faux leather straps and unique cork material.
$28.90
A fierce leopard satin mule with a 4" stiletto heel and cushioned insole for stylish comfort.
$28.90
A vibrant red strappy block heel crafted from faux leather with a cushioned insole for comfort.
$32.90
A chic pair of black platform block heels featuring a unique eyelet crisscross strap and adjustable ankle closure.
$30.90
A chic black platform heel with criss-cross straps, faux nubuck material, and a cushioned insole.
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Step out in style in these chic low block heels! Create the perfect stylish graduation outfit or gorgeous prom look in these comfortable heels. This open-toe design features a stylish ankle strap detail with a zipper-closed back on a trendy block heel. The lower heel silhouette creates a supportive and comfy fit, perfect to wear with a semi-formal gown or dressy pant outfit. Fit & FeaturesZippered closed back , Ankle strap strap, Open almond toe , Single strap over the toe, Low block heel , Faux leather and nubuck material , Luxe fit cushioned insole, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Smooth And Sleek Block Heels in Black | Size: 9 | Leather/Nubuck
Keep your night-out look stunning in these sparkly rhinestone block heels. They feature an open almond toe, a rhinestone-adorned toe and ankle strap, a back zipper closure, and a block heel. Style these fab shoes with a little black dress to add a hint of glam. Fit & FeaturesOpen almond toe, Rhinestone embellished toe and ankle strap, Back zipper closure, Block heel, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Stunner Rhinestone Block Heels in Silver | Size: 7 | Rhinestone/Mesh Fabric
Shimmer In Rhinestone Block Heels in Silver
$9.97 $42.90
77% off
Step out and shine in these rhinestone block heels featuring a glitter mesh open almond-shaped toe, wide toe and ankle straps, a back zipper closure, a block heel, and all-over sparkling rhinestone embellishments. Complete the look with a stunning necklace and earring set. Fit & FeaturesOpen almond toe, Wide toe and ankle straps, Back zipper closure, Block heel, Rhinestone embellishments, Luxe fit cushioned insole, Glitter mesh material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shimmer In Rhinestone Block Heels in Silver | Size: 9 | Rhinestone/Mesh Fabric
Amp up the glamour while still keeping it comfortable in these low block heels featuring an open square-shaped toe, a thin asymmetric strappy design accented with mini rhinestone embellishments for a pretty sparkle, and an adjustable ankle strap. Pair with your fave clutch! Fit & Features2.5" Low block heel, Open square toe, Asymmetric strappy design, mini rhinestones, Adjustable ankle strap with buckle detail, Closed back, faux leather padded insole, Black heels are faux nubuck, Gold and silver heels are faux leather, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glam Up Rhinestone Strappy Low Block Heels in Silver | Size: 5.5 | Leather/Faux Nubuck/Rhinestone
Sparkle up the scene at your next formal affair in these rhinestone strappy faux leather block heels! They feature an open square-shaped toe, a glitzy rhinestone-adorned strappy design with a chic center knotted detail, a thin adjustable ankle strap with a buckle closure, a closed back, a padded insole for comfortable wear, and a sturdy block heel. Style with the matching clutch for a seamless glam look! Shop Matching Clutch: Sparkle Scene Rhinestone Foldover ClutchFit & Features4.5" Block heel, Faux leather upper, Open square toe, Rhinestone strappy design with knotted detail, Adjustable ankle strap with buckle closure, Closed back, luxe fit padded insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sparkle Scene Rhinestone Strappy Faux Leather Block Heels in Black | Size: 7.5 | Leather/Rhinestone
Step into these chic block heels showcasing a strappy toe design secured with an adjustable ankle strap with buckle closure. Fit & FeaturesBlock heel, Square toe, Strappy toe design, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Step Into Chic Strappy Block Heels in Black | Size: 6 | Leather
Dress up any look with these chic strappy block heels for brunch, parties, and date nights! The heels are designed with a sleek square toe, closed ankle, and adjustable buckle strap that secures the style. Complete the look with a clutch. Fit & Features3.5" Block heel, Square toe, Strappy design, Closed ankle, adjustable buckle strap, Luxe fit cushioned insole, Faux suede material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Elevated Strappy Block Heels in Ivory | Size: 6.5 | Faux Suede
Every step will look so glam in these rhinestone block heels featuring a statement bow and a luxe fit insole for comfort. Pair with a clutch. Fit & Features3" Block heel, Almond toe, Adjustable ankle strap, buckle closure, Luxe fit breathable cushioned insole, Rhinestones, Bow accent, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Endless Glam Rhinestone Bow Block Heels in Silver | Size: 7
The perfect glam block heels for the girl who loves to sparkle! They feature sparkling rhinestone embellished asymmetrical straps and a luxe fit cushioned insole. Complete the look with a clutch. Fit & Features3.5" Block heel, Almond toe, Rhinestone embellished straps, Back zipper closure, closed ankle, Luxe fit cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Love To Sparkle Rhinestone Strap Block Heels in White | Size: 7.5 | Leather/Rhinestone
Make everyone starstruck when you're in these block heels showcasing rhinestone embellished straps for a glamorous look! Fit & Features2.5" Block heel, Square toe, Rhinestone embellished strappy design, Closed ankle, adjustable ankle strap, buckle closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A-List Glam Rhinestone Strappy Block Heels in Gold | Size: 6.5
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.