Dressy Dresses
Step into the spotlight with our collection of dressy dresses that are ready to turn heads and steal the show! Whether you're headed to a glam gala, a chic cocktail party, or just want to feel like a queen for a night out, these dresses are your ultimate go-to for making an entrance. Our dressy dresses are all about bringing the drama, the elegance, and a sprinkle of sass that makes every occasion feel like your personal runway. So go ahead, strut your stuff and let the compliments roll in—because when you look this good, who wouldn't want to make an unforgettable impression?
$109.90
A chic purple sequin mermaid dress with a lace-up back and thigh-high front slit.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$69.90
A black floor-length formal dress with a glitter mesh overlay and a cowl neckline.
$32.90
A sultry red mesh mini dress with a cowl neckline and adjustable spaghetti straps for chic nights.
$49.90
A black crepe formal dress with a sleeveless square neckline and a high-cut front slit.
$54.90
A brown mesh corset long dress with a sweetheart neckline and high side slit for formal events.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$59.90
A black satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$54.90
A beige bodycon mini dress with rhinestone embellishments and sheer mesh long bell sleeves.
$52.90
A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.
$69.90
A black glitter-knit mermaid dress with an off-the-shoulder neckline and sultry side slit.
$74.90
A navy blue glitter knit mermaid dress with a square neckline and lace-up open back.
$39.97 $119.90 67% off
A dazzling royal blue sequin dress with a cowl neck, open-back, and sultry front slit.
$46 $64.90 29% off
A black crepe formal dress with puff sleeves, lace-up back, and high-cut slit for prom.
$18.97 $36.90 49% off
A chic oatmeal skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.
$69.90
A sage bodycon mini dress adorned with iridescent rhinestones and faux pearls for glamorous occasions.
$54.90
A wine satin midi dress featuring a corset seam bodice and pleated faux wrap hem.
$29.97 $54.90 45% off
A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.
$70 $99.90 30% off
A glamorous gold off-the-shoulder gown with a high slit and shimmery lurex knit fabric.
$9.97 $62.90 84% off
A black sequin mini dress with a one-shoulder design, feather accent, and asymmetrical wrap hem.
$9.97 $64.90 85% off
A black crepe off-the-shoulder dress with a corset bodice and high front slit.
$39.90
An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.
$69.90
A taupe satin strapless mermaid dress with a sweetheart neckline and chic pleated detailing.
$76.90
A blush glitter mini dress with a strapless neckline, pleats, and a dramatic bow train.
$109.90
A stunning black sequin dress with a lace-up back, sweetheart neckline, and high front slit.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$9.97 $59.90 83% off
A striking green satin one-shoulder dress with a side slit, perfect for formal occasions.
$69.90
A green satin formal dress featuring a cowl neckline, high slit, and slim-fit silhouette.
$29.97 $54.90 45% off
A burgundy formal dress with sheer mesh, bell sleeves, and a high-side slit for elegant occasions.
$69.90
A sage off-the-shoulder mesh dress with ruffled accents and a flattering mermaid silhouette.
$59.90
A lime yellow formal mermaid dress with ruched mesh design and adjustable spaghetti straps.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$56.90
A black mesh mini dress with rhinestones, featuring a bodycon silhouette and sheer long sleeves.
$64.90
A gold satin bodycon dress with a corset bodice, sweetheart neckline, and adjustable spaghetti straps.
$89.90
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$69.90
A green sleeveless mermaid dress with glitter fabric, adjustable straps, and a floor-length hem.
$19.97 $59.90 67% off
A turquoise glitter knit formal dress with a high slit and floor-length, form-hugging silhouette.
$49.90
A pink rhinestone-embellished mini dress with adjustable straps and an A-line silhouette.
$23.97 $52.90 55% off
A black strapless mini dress with sequin bows, satin lace-up back, and fitted A-line silhouette.
$74.90
A stunning red mermaid dress with a glitter knit fabric and off-the-shoulder sweetheart neckline.
$119.90
An elegant denim tulle gown with glitter sequins, featuring an open strappy back and A-line silhouette.
$119.90
A lavender sequin formal dress with a V-neckline, adjustable straps, and a high front slit.
$59.90
A red bodycon mini dress with rhinestone embellishments, adjustable straps, and a slinky knit fabric.
$89.90
A burgundy glitter knit mermaid dress with a ruched design, spaghetti straps, and a back cutout.
$79.90
A burgundy strapless bodycon dress with faux pearl embellishments and a flattering ruched design.
$19.97 $69.90 71% off
A pink glitter knit mermaid dress with a lace-up back and high front slit.
$9.97 $62.90 84% off
A navy blue velvet dress featuring an off-the-shoulder neckline and corset mesh-illusion bodice.

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Dressy Dresses
When it comes to making a statement, nothing beats the instant confidence boost of slipping into a dressy dress. Whether you’re getting ready for a night out with your squad, RSVPing ‘yes’ to a glam event, or just feel like serving main character energy for no reason at all, a dressy dress is your ultimate partner in crime. These styles are made for the moments you want to remember—think candlelit dinners, rooftop soirees, or that spontaneous invite that popped up in your DMs. With luxe fabrics, eye-catching details, and silhouettes that hug you in all the right places, a windsor.com dress is the secret weapon every Windsor girl needs in her closet. Dressy dresses aren’t just about looking good (though, let’s be real, you’ll be turning heads); they’re about feeling unstoppable, ready to dance, flirt, and live it up from the first pic to the last call. Whether you gravitate toward sleek satins, flirty ruffles, or bold cutouts, your perfect vibe is waiting—just add your favorite heels, a swipe of gloss, and a little bit of that signature Windsor confidence.
Picking out the right dressy dress is all about the moment you want to create. Are you channeling old-Hollywood glam for a formal party, or are you keeping it playful for your bestie’s birthday bash? Maybe you’re looking for something a little extra for graduation, date night, or even just because you want to treat yourself (self-love is always in style). Dressy dresses make amazing gifts, too—think milestone birthdays, graduations, or that friend who just landed her dream job and deserves to celebrate in style. When you’re shopping for yourself or someone special, pay attention to those little details that make a dress unforgettable: a dramatic neckline, a low back, a hint of sparkle, or a fit that makes you feel like you can conquer the world. Don’t forget to snap a few mirror selfies before you head out—the right dressy dress is pure magic in front of the camera. And if you’re feeling extra, you can always level up your look with accessories or even pair your dress with a chic blazer or statement jacket. If you’re obsessed with mixing and matching, or just want to expand your dressy wardrobe, check out our curated collection of Dressy Tops for even more outfit inspo.
No matter the occasion, dressy dresses are the go-to for anyone who refuses to blend in. They’re for the girl who wants to make an entrance, the friend who always brings the energy, and the one who knows life is too short for boring outfits. From that first twirl in front of the mirror to the last dance of the night, a windsor.com dress is your ticket to unforgettable moments and endless compliments. Ready to own the spotlight? Your dream dress is just waiting for its debut—because you deserve to feel as fabulous as you look, every single time.