City Dresses
Step into the urban jungle and strut your stuff with our collection of city dresses that are as vibrant and dynamic as you are. Whether you're taking on a power lunch or dancing the night away, these dresses are your ticket to turning sidewalks into runways. From sleek silhouettes to playful patterns, our city dresses are here to make sure every street corner is your personal spotlight. So go ahead, let your style roam free and embrace the city life with confidence and flair.
$32.90
A lime yellow mesh mini dress with a cowl neckline and ruched bodycon silhouette.
$54.90
A beige bodycon mini dress with rhinestone embellishments and sheer mesh long bell sleeves.
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$9.97 $32.90 70% off
A chic green strapless A-line mini dress with pleated bust and stretchy knit fabric.
$21.97 $47.90 54% off
A lustrous green satin skater dress with a cowl neckline and spaghetti straps for elegant occasions.
$32.90
A sage satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.
$36.90
A chic pink skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.
$19.97 $39.90 50% off
An emerald satin A-line mini dress with a sweetheart neckline and asymmetric hem for formal occasions.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$64.90
A white woven skater dress featuring a lace-trimmed sweetheart neckline and an alluring lace-up back.
$46.90
A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.
$46.90
A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$23.97 $52.90 55% off
A black floral mesh midi dress with a sweetheart neckline, ruching, and a flirty side slit.
$36.90
A pink mini dress with a pleated cowl neckline and stretchy knit fabric for comfortable wear.
$20.97 $46.90 55% off
A white strapless skater dress with a ruched bodice and playful pleated hem.
$9.97 $39.90 75% off
A chic denim satin bodycon mini dress with an asymmetric one-shoulder neckline and ruched waist.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$19.97 $42.90 53% off
A pink sleeveless skater dress with a ruffled silhouette and square neckline, perfect for brunch.
$19.97 $35.90 44% off
A burgundy bodycon mini dress with a square neckline and stretchy rayon knit fabric.
$32.90
A green knit mini dress with a twist-front design and sultry keyhole waist cutout.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and flirty double-layered skirt.
$9.97 $39.90 75% off
A black mini dress with a cutout bust, ruched wrap design, and sheer mesh long sleeves.
$36.90
A lavender ribbed knit mini dress with a scoop neckline and flattering skater silhouette.
$44.90
A green off-the-shoulder glitter mini dress featuring a bodycon silhouette and sheer mesh fabric.
$19.97 $42.90 53% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$32.90
A black bodycon mini dress with ruched mesh bell sleeves and a sweetheart neckline.
$20.97 $45.90 54% off
A black glitter mesh mini dress with a sweetheart neckline and ruched sides for a night out.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, ruffled hem, and dual spaghetti straps.
$22.97 $49.90 54% off
A chic off-white woven mini dress with a corset bodice and sleeveless sweetheart neckline.
$39.90
A natural striped knit mini dress with a flirty cutout back and bodycon fit.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.
$32.90
A slinky black knit mini dress with a square neckline and flirty A-line silhouette.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$19.97 $29.90 33% off
A mauve knit midi dress with a square neckline and form-hugging fit for versatile styling.
$24.97 $54.90 55% off
A floral ivory skater dress with a halter V-neckline and voluminous silhouette.
$34.90
An eyelet knit mini dress in pink with a flirty bust tie and A-line silhouette.
$19.97 $24.90 20% off
A stylish olive bodycon midi dress featuring cap sleeves, a cutout back, and stretchy rib knit fabric.
$25 $34.90 28% off
A burgundy crepe mini dress with a faux corset bodice and flattering bodycon fit.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$9.97 $59.90 83% off
A black glitter mini dress with rhinestone embellishments, adjustable straps, and a flattering bodycon fit.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$46.90
A chic black chiffon skater dress featuring a lace halter neckline and mesh corset bodice.
$49.90
A cute ivory floral skater dress with a corset bodice and flared short-length hem.
$56.90
An ivory floral skater mini dress with a sweetheart neckline and adjustable spaghetti straps.
$64.90
An elegant black mermaid dress with an off-the-shoulder neckline and ruched bodice.
$46.90
An ivory floral mini dress featuring a flirty off-the-shoulder neckline and bodycon silhouette.

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City Dresses
Ready to step into your main character moment? City dresses are your ticket to owning every sidewalk, rooftop, and candlelit dinner the skyline throws your way. These are the pieces that slip seamlessly into your life—think effortless silhouettes that keep up with your 9-to-5 hustle, then dial up the drama for happy hour with just a switch of accessories. Whether your vibe is classic and polished or you’re all about making a statement with bold prints and daring cuts, a city dress is all about versatility. It’s for the girl who’s got a calendar full of brunches, gallery openings, and spontaneous after-dark adventures. Picture yourself weaving through crowded streets, the hem of your dress catching the city lights, or breezing into a rooftop lounge, heels clicking and confidence at an all-time high. Windsor dresses are crafted for these moments—when you need to look put together, but never predictable.
Shopping for city dresses is basically a love language for the girl who wants to look like she has her life together, even when she’s running on oat milk lattes and pure adrenaline. The right city dress is your secret weapon for turning any day into an occasion. They make fabulous gifts too—perfect for the friend who’s always “just popping out” but somehow manages to steal the show, or for the sister who’s leveling up her wardrobe for a new job, a big date, or just because she deserves it. When you’re picking out your next dress city look, consider the details: a cinched waist for that snatched silhouette, a daring slit for a little extra attitude, or a playful neckline that says you’re here for a good time. Breathable fabrics and easy-care materials mean you can dash from the office to dinner without missing a beat. And don’t forget the power of color—whether you’re going for timeless neutrals or a pop that’s pure dopamine dressing, it’s all about what makes you feel unstoppable. When you shop with Windsor so your vibe matches your ambition, you’re not just buying a dress; you’re investing in those head-turning, confidence-boosting moments that only come from feeling your absolute best. For even more inspo and the latest must-haves, check out Shopping Dresses and get ready to make every city street your runway.