Classic Dresses
Classic dresses are your secret weapon for turning any moment into a main character moment. Effortlessly iconic and always in style, these timeless silhouettes have your back from brunch to big nights out. Whether you’re channeling old-school glam or just want to feel like the best-dressed babe in the room, classic dresses make it happen—no overthinking required. Let’s be real: some looks never go out of style, and these are here to prove it.
$42.90
A navy blue knit midi dress featuring a sleeveless cowl neckline and chic high front slit.
$54.90
A mauve satin maxi dress with a cowl neck, high slit, and sleek spaghetti straps.
$36.90
An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$84.90
A strapless white bodycon mini dress with beaded mesh fabric, perfect for modern brides or formal events.
$89.90
A luxurious green knit mermaid dress featuring an off-the-shoulder neckline and dramatic high front slit.
$36.90
A wine-colored bodycon midi dress with a surplice V-neckline and spaghetti straps for elegant occasions.
$54.90
A chic black formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$69.90
A stunning black mermaid dress with glitter fabric, adjustable straps, and a floor-length hem.
$79.90
A burgundy strapless bodycon dress with faux pearl embellishments and a center back slit.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$74.90
A burgundy satin formal dress featuring a cowl neckline, waist cutout, and thigh-high slit.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$46 $64.90 29% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$42.90
A navy blue velvet midi dress featuring a sleeveless sweetheart neckline and pleated bodice.
$59.90
A light blue strapless A-line glitter dress with hidden pockets and a surplice V-neckline.
$19.97 $59.90 67% off
A black sleeveless mermaid dress featuring a lace-up back and high-low ruffled hem.
$9.97 $44.90 78% off
A black crepe midi dress with sheer chiffon sleeves, open tie-back, and a flattering front slit.
$84.90
An enchanting black mermaid dress with glitter mesh, ruffle-back, and adjustable spaghetti straps.
$149.90
A peach column dress with sequin beaded mesh, adjustable straps, and a high side slit.
$46.90
An elegant strapless white lace midi dress with ruffled overlay and flattering ruched silhouette.
$9.97 $59.90 83% off
A black crepe formal dress featuring adjustable straps, ruffle trim, and a dramatic high front slit.
$129.90
An ultra-glamorous orange mesh dress with sequin beading and a chic pleated strapless neckline.
$32.90
A chic red sleeveless midi dress with ruched seams and a flattering bodycon silhouette.
$32.90
A black mini bodycon dress with a sweetheart neckline and dramatic ruched bell sleeves.
$46.90
An ivory gingham midi dress with a strapless neckline and convenient side pockets.
$54.90
An elegant white mesh midi dress featuring faux pearl embellishments and a flattering off-the-shoulder neckline.
$79.90
A black glitter mermaid dress with a lace-up back and sweetheart halter neckline.
$44.90
A white mesh bodycon mini dress with faux pearl embellishments and adjustable spaghetti straps.
$119.90
A stunning black strapless corset dress with glitter fabric, lace-up back, and high front slit.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$59.90
A black lace bodycon mini dress featuring faux pearl embellishments and adjustable spaghetti straps.
$59.90
A wine-colored formal dress featuring glitter mesh, a high slit, and a slim-fit silhouette.
$19.97 $34.90 43% off
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$34.90
A plum paisley mesh midi dress with a bodycon silhouette and flirty front slit.
$28 $39.90 30% off
A khaki woven midi dress featuring a smocked bodice, ruffled hem, and dual spaghetti straps.
$19.97 $54.90 64% off
A black velvet mini dress with a cowl neckline, open-back design, and adjustable spaghetti straps.
$79.90
A stunning red glitter formal dress featuring a cutout bodice and high front slit.
$34.90
A black crepe mini dress featuring a strapless fold-over neckline and a flattering bodycon silhouette.
$38.90
A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline and a pleated faux wrap-front slit.
$119.90
A black strapless A-line formal dress with glitter fabric, high slit, and hidden pockets.
$19.97 $39.90 50% off
An ivory satin bodycon mini dress with a square neckline and spaghetti straps for chic occasions.
$69.90
An elegant black mermaid dress featuring sheer chiffon, lace, and adjustable spaghetti straps.
$64.90
A black crepe mermaid dress with a sweetheart neckline and white contrast trim for formal occasions.
$99.90
A coral sequin formal dress with a lace-up back, high slit, and floor-length mermaid silhouette.
$42.90
A black glitter knit midi dress with a cowl neckline, cross-back design, and high side slit.
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The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: XL | Knit Fabric
Show up and stun this formal season in the gorgeous Brynlee bodycon mini dress! She features a sleeveless square neckline, a built-in padded bust, halter spaghetti straps, an open back with a lace-up design for a customized fit, and a short, curve-hugging silhouette. The lined mesh fabric features all-over sequin embroidery in an intricate scroll pattern. Style the formal mini dress with clear heels for a night to remember. Fit & FeaturesSleeveless, square neckline, Built-in padded bust, no bra required, Halter spaghetti straps, back button closure, Open back, lace-up design, zipper closure, Bodycon silhouette, mini-length hem, Sequin scroll embroidery, mesh fabric, knit lining, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels. Fit & FeaturesSmooth stretchy knit fabric with knit lining, Off-the-shoulder neckline, Short-sleeve cuffs, Bodycon fit, Flare hem, Style runs small, Free Shipping on All Orders Over $75. | Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Black-2 | Size: XL | Knit Fabric
Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige | Size: XL | Knit Fabric/Rhinestone/Mesh Fabric
A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: S | Knit Fabric
Everyone will see you shining at the club in this glitter mini dress! It features an off-the-shoulder sweetheart neckline, sheer fitted ruched long sleeves, adjustable spaghetti straps, a ruched seam along the padded bust, a sheer bodice with trim, and side ruched seams that hug your curves on the bodycon silhouette. Complete the look with a clutch and heels. Fit & FeaturesOff-the-shoulder sweetheart neckline, Adjustable spaghetti straps, Sheer fitted ruched long sleeves, Ruched and padded bust, sheer bodice, trim, Side ruched seams, bodycon silhouette, mini-length hem, Glitter mesh fabric, sewn-in knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Classic Dresses
Classic dresses are the ultimate wardrobe power move—think of them as your fashion BFF, always ready to step up and make you look like you’ve got your life together (even if you just rolled out of bed ten minutes ago). Whether you’re headed to a last-minute dinner date, a fancy family celebration, or just want to own the room at brunch, classic dresses are the secret weapon every Windsor girl keeps on standby. Their timeless silhouettes, from curve-hugging midis to twirl-worthy A-lines, are designed to flatter every body and vibe, making them a go-to for those moments when you want to feel unstoppable. These are the dresses that never go out of style—think elegant necklines, dreamy fits, and details that hit that sweet spot between sophisticated and playful. They’re the perfect canvas for showing off your personality, whether you’re pairing them with sky-high heels, chunky boots, or your favorite sneakers for an off-duty look that still turns heads.
Shopping for a classic dress is all about finding that piece that feels like it was made just for you—one that fits your mood, your plans, and your body like a glove. Look for details that make you feel like the main character: maybe it’s a dramatic slit, a cinched waist, or a fabric that moves with you as you dance through life (or, you know, the living room). Classic dresses also make the most unforgettable gifts for the girls in your life who deserve a little extra glam—think besties with milestone birthdays, sisters who just landed their dream job, or that friend who’s always the first to RSVP “yes” to every invite. They’re also a lifesaver for those “what do I even wear?” moments, because you know you’ll always look polished, put-together, and ready for whatever the night throws your way. And if you’re looking to level up for those extra-special occasions, don’t sleep on our curated collection of Classic Evening Dresses—they’re basically your ticket to main event energy, no matter where you’re headed.
There’s something magical about slipping into a classic dress and instantly feeling like you can take on the world. It’s about more than just looking good (though, trust, you will)—it’s about feeling like the most confident, radiant version of yourself. These are the dresses that work overtime, giving you endless options for styling and accessorizing, whether you’re keeping it low-key with dainty jewelry or going full glam with statement pieces. They’re built for making memories, whether you’re posing for pics with your crew, catching the eye of someone cute across the room, or just dancing like nobody’s watching. The best part? Classic dresses are made to last, so you’ll reach for them again and again, always finding new ways to make them your own. So go ahead—let your classic dress be the backdrop for your next big moment, your everyday adventures, and all the little in-betweens that make life unforgettable.