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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Chic Buckle Strap Sling-Back Stiletto Pumps in White

$32.90

A sleek white patent faux leather stiletto pump featuring criss-cross buckle straps and an adjustable slingback.

Smooth And Sleek Block Heels in Black

$26.90

A chic black block heel with an ankle strap and zippered back, crafted from faux leather and nubuck.

Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

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

Windsor Glam Stride Rhinestone Metallic Platform Block Heels in Silver

$39.90

A silver platform block heel with rhinestone embellishments and a chrome faux leather finish.

Windsor Classy Luxe Rhinestone Strappy Stiletto Mules Shoes in Gold

$32.90

A glamorous gold mule with rhinestone straps and a 3.5" stiletto heel for elegant events.

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Windsor Style Pop Square Toe Nubuck Stiletto Heels in Black

$28.90

(7)

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: 6

Chic Strides Kitten Stiletto Heels in White

$30.90

(6)

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 & Features3" Stiletto kitten heel, Square toe, Adjustable ankle strap, buckle closure, Cushioned insole, Faux leather material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Strides Kitten Stiletto Heels in White | Size: 6 | Leather

Windsor Major Moment Lace-Up Stiletto Heels in Blue

$28.90

(6)

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: 7 | Leather

Out All Night Charm Strap Stiletto Heels in Ivory

$32.90

(4)

Big charm energy only. These strappy heels bring a glam twist with flirty accents that do the flirting for you—perfect for date nights, rooftop hangs, or any outfit that needs a little extra. Fit & FeaturesGlossy patent-style upper, Double-strap silhouette, Open almond toe, Mixed charm embellishments on straps, Stiletto heel, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Out All Night Charm Strap Stiletto Heels in Ivory | Size: 5.5

Windsor So Icy Rhinestone Kitten Stiletto Heels in Gold-2

$40.90

(3)

Strut with icy flair in these rhinestone kitten stiletto heels to dress up your look. Fit & Features3.5" Kitten 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 Gold-2 | Size: 10

Radiance Rhinestone Metallic Stiletto Heels in Silver

$34.90

(3)

When the invite says “dress to impress,” these heels deliver. Featuring sleek metallic straps with rhinestone accents and a sky-high stiletto, they’re made for making an entrance at parties and events. Fit & Features4" Stiletto heel, Almond toe, Rhinestone-embellished straps, Adjustable ankle strap with buckle closure, Luxe fit cushioned insole, Metallic material, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Radiance Rhinestone Metallic Stiletto Heels in Silver | Size: 7

Windsor Luxe Minimalist Toe Ring Strappy Stiletto Heels in Ivory

$30.90

(3)

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: 6.5 | Leather

Windsor Strap In Luxe Stiletto Heels in Black

$42.90

(3)

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: 6 | Leather

Glow Getter Rhinestone Stiletto Heels in Gold

$42.90

(2)

Let your glow shine through in these eye-catching stiletto heels featuring a rhinestone embellished spiral design, pointed toe, on a chrome sole. Complete your look in a short party dress for a dressy night out! Fit & Features4" Stiletto heel, Pointed toe, Rhinestone embellished spiral design, Chrome sole, Luxe fit cushioned insole, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glow Getter Rhinestone Stiletto Heels in Gold | Size: 10

Windsor Tied With A Bow Stiletto Heels in White

$40.90

(2)

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

Dress Shoes

When it comes to dress shoes, there’s a certain kind of magic in finding the pair that just gets you—the ones that turn “I have nothing to wear” into “I have exactly the thing.” Whether you’re prepping for a night out, RSVPing to a fall wedding, or just want to elevate your everyday, the right pair of windsor dress shoes can completely change your mood (and your outfit). Think about that crisp October air, the swirl of leaves underfoot, and the thrill of stepping out in something that feels a little extra. Dressy shoes aren’t just for one-off events—they’re the secret weapon for everything from last-minute dinner plans to those “I need to look like I have my life together” work days. And if you’re shopping for someone else, trust us: a pair of windsor shoes is the kind of gift that hits the sweet spot between practical and personal. They’re the finishing touch that says, “I see your style—and I’m here for it.”

Choosing the perfect pair is all about knowing your own vibe (or the vibe you want to channel). Maybe you’re after classic elegance with a sharp heel, or maybe you want that modern twist—think unexpected textures, bold hardware, or a flash of color that feels just right for fall. Comfort is non-negotiable, especially when your plans go from happy hour to late-night adventures. Look for cushioned insoles, walkable heel heights, and secure straps—because nothing kills the mood faster than shoes you can’t actually move in. And let’s talk versatility: the best dressy shoes are the ones that play well with your whole closet, not just that one dress you bought for a single event. Imagine styling them with tailored trousers for an interview, then switching to a slip dress for date night, or even pairing them with jeans and a blazer for a brunch that somehow turns into a shopping marathon. Windsor dress shoes are designed to flex with your plans, your style, and your budget—so you never have to choose between looking good and feeling good.

As the season shifts and invitations start piling up, it’s the perfect moment to refresh your rotation with styles that move seamlessly from day to night, office to outing, and everything in between. Whether you’re a minimalist who loves a sleek silhouette or someone who lives for a statement shoe, there’s something about slipping into a pair that feels like an instant upgrade—a little boost of confidence that shows up in every step. And if you’re looking to expand your collection beyond the classics, our curated selection of Modern Shoes is full of fresh takes and unexpected details. At the end of the day, dress shoes are more than just footwear—they’re an invitation to show up exactly as you want, wherever you’re headed. So go ahead, find the pair that keeps up with your calendar, your mood swings, and your best moments—the ones you’ll reach for again and again, season after season.

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