Dress Shoes

Strut your stuff and step up your style game with our fabulous collection of dress shoes! Whether you're getting ready to own the boardroom or dance the night away, our lineup has got you covered. From sleek stilettos to chic block heels, each pair is designed to make you feel like the unstoppable queen you are. Perfect for those moments when you need to make a statement, our dress shoes are here to ensure you walk with confidence and leave a trail of envious glances in your wake. Time to let those feet do the talking, babe!

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$42.90

A romantic pair of white stiletto pumps featuring sheer lace material and a classic pointed toe.

$30.90

A glossy white patent faux leather pump featuring a pointed toe, block heel, and adjustable sling-back straps.

$28.90

4.666667 star rating

A sleek black nubuck stiletto heel with a square toe and adjustable thin straps.

$39.90

4.2 star rating

A silver chrome faux leather platform heel with rhinestone embellishments and an adjustable heel strap.

$30.90

5 star rating

A bold red faux leather stiletto mule with a wide curved strap and cushioned insole for comfort.

$30.90

4 star rating

A metallic silver faux leather platform heel with criss cross straps and adjustable ankle buckle.

$42.90

5 star rating

A clear PVC stiletto pump adorned with sparkling rhinestones, faux pearls, and a patent faux leather slingback.

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$9.97 $28.90 66% off

A sleek leopard print stiletto heel featuring an almond toe and adjustable buckle ankle strap.

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Style Pop Square Toe Nubuck Stiletto Heels in Black
(6) 4.6666665 star rating

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: 5.5

Windsor Major Moment Lace-Up Stiletto Heels in Blue
(3) 4 star rating

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 Blue | Size: 6 | Leather

Windsor Chic Strides Kitten Stiletto Heels in Black
(3) 5 star rating

Step out boldly in these chic faux leather heels. Featuring a sleek square toe and a sleek kitten stiletto heel, these shoes blend poise with polished style, perfect for any occasion. Fit & FeaturesStiletto kitten heel, Square toe, Adjustable ankle strap, buckle closure, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Strides Kitten Stiletto Heels in Black | Size: 10 | Leather

Windsor Tied With A Bow Stiletto Heels in White
(2) 5 star rating

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: 10 | Leather/Rhinestone

Windsor Buckled Up Stiletto Heels in Black
(2) 5 star rating

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: 10 | Leather

Strut Ready Sling Back Stiletto Pumps in Black
(1) 5 star rating

The slingback stiletto heels that instantly make every outfit hotter. Sleek, minimal, and endlessly wearable, they’re the pair you’ll reach for on repeat for day or night looks. Fit & FeaturesStiletto heel, Square toe, Slingback ankle strap, cutout side design, Cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut Ready Sling Back Stiletto Pumps in Black | Size: 9

Chic Buckle Strap Sling-Back Stiletto Pumps in White
(1) 4 star rating

These chic patent faux leather stiletto pumps feature a criss-cross buckle strap design and a sleek slingback adjustable strap. Fit & FeaturesShort stiletto heel, Patent faux leather material, Closed pointed toe, Criss-cross buckle strap design, Sling-back adjustable strap, buckle detail, Cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Buckle Strap Sling-Back Stiletto Pumps in White | Size: 9 | Leather

Strap In Luxe Stiletto Heels in Black
(1) 5 star rating

Sharp, sleek, and totally unstoppable—these stiletto heels are the definition of glam power moves. With a chic ankle strap and gold buckle accents, they’re your go-to for a polished finish with a bold edge. Fit & FeaturesStiletto heel, Square toe, Hardware buckle strap accent, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strap In Luxe Stiletto Heels in Black | Size: 8 | Leather

Luxe Minimalist Toe Ring Strappy Stiletto Heels in Ivory
(1) 5 star rating

These strappy stiletto heels were built for chic nights out. With sleek straps and a gold hardware toe ring accent, they’re the perfect balance of classy and cool for weeknight dinners to weekend RSVP's. Fit & FeaturesStiletto heel, Square toe with hardware toe ring accent, Strappy design, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Luxe Minimalist Toe Ring Strappy Stiletto Heels in Ivory | Size: 8.5 | Leather

Windsor Strut Factor Patent Stiletto Kitten Heels in Beige
(1) 4 star rating

These sleek kitten stiletto heels with PVC straps and a glossy finish are ready to elevate your ‘fit, from brunch to date nights. Fit & Features3" Kitten stiletto heel, Square toe, PVC clear straps, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Patent faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Strut Factor Patent Stiletto Kitten Heels in Beige | Size: 9 | Leather/Polyvinyl Chloride

Dress Shoes

Let’s be real—every Windsor girl knows that the right pair of dress shoes is basically a cheat code for confidence. Whether you’re strutting into a glam event, lighting up the dance floor, or just making the sidewalk your personal runway, the right kicks can turn every moment into a main character moment. Dress shoes aren’t just about looking put together (although, hello, you’ll be serving looks); they’re about making an entrance, leaving a little sparkle behind, and making sure you feel unstoppable from the ground up. When you’re picking out your next pair, it’s all about finding that perfect blend of comfort, style, and that little something extra that makes you feel like you could take on the world. Think about heel height—maybe you’re all about those sky-high stilettos that make your legs look endless, or maybe you want a chic block heel that lets you dance all night without a single regret. Materials matter too: satin for that touch of luxury, patent for a glossy, scene-stealing finish, or maybe a soft faux suede for a vibe that’s both luxe and low-key. And don’t even get us started on details—strappy silhouettes, dainty ankle ties, or a crystal embellishment that catches the light with every step. These little touches aren’t just extras; they’re your signature.

Dress shoes make the ultimate gift for the besties, sisters, or anyone who deserves a little extra sparkle. Imagine the look on her face when she opens a box and finds the perfect pair, ready for her next big adventure—birthday bashes, first dates, graduation walks, or any moment that deserves a little extra magic. Windsor shoes are made for girls who want to feel fearless and fabulous, whether they’re celebrating something huge or just want to feel like the main event on an ordinary day. The best part? Dress shoes are endlessly versatile. Pair them with a flirty mini for a night out, slip them on with tailored pants for that job interview you’re about to crush, or let them peek out from under a flowy dress for a dreamy dinner date. You’re not just buying shoes—you’re collecting memories, building your closet of iconic moments, and making sure you never have to settle for anything less than unforgettable. And if you’re searching for even more inspo or want to browse styles that are extra elevated, check out our Elegant Shoes collection for all the glam you could ever dream of.

When it comes to picking out your next pair of dress shoes, don’t just think about the occasion—think about the story you want to tell. Maybe you’re channeling old Hollywood glam with a pointed toe and a bold red lip, or maybe you’re all about that modern edge with clear straps and metallic finishes. Don’t be afraid to mix it up, play with textures, or go for a pop of color that makes your whole outfit sing. The Windsor girl doesn’t follow the rules—she makes them, and her shoe game is always on point. Whether you’re shopping for yourself or picking out a gift that says “I see you, and you deserve the world,” dress shoes are the kind of present that never goes out of style. They’re the finishing touch that turns any outfit into a whole vibe, the secret weapon that makes you feel powerful, playful, and ready for whatever comes next. So go ahead, treat yourself (or your fave person) to a pair that makes you want to twirl, strut, and conquer—because every day is worth dressing up for, and you deserve to feel like the icon you are.

Top Picks For Dress Shoes