Classic Cocktail Dresses
Classic cocktail dresses are your ticket to turning heads and stealing the spotlight at any soirée. Whether you're stepping into a chic dinner party or dazzling on the dance floor, these timeless beauties are all about capturing that perfect blend of elegance and fun. With a nod to vintage glam and a wink of modern flair, each dress is designed to make you feel like the life of the party. So slip into something fabulous, and let your style do the talking as you paint the town red in classic cocktail dresses that are anything but ordinary. Cheers to unforgettable nights and unstoppable confidence!
$59.90
A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high slit.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$69.90
An elegant black mermaid dress with a glitter knit fabric and pleated cowl neck overlay.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$54.90
A stunning red mesh corset dress with a sweetheart neckline, crisscross back, and high side slit.
$54.90
A stunning mauve satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$44.90
A white midi dress with chiffon sleeves, square neckline, and a ruched bodycon silhouette.
$39.90
A sleek black satin midi dress with a cowl neck and faux-wrap silhouette for elegant occasions.
$54.90
An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.
$76.90
A black glitter mini dress with a strapless neckline, pleated design, and detachable bow train.
$39.90
A sultry brown one-shoulder midi dress in smooth, double-lined knit fabric with a flattering bodycon fit.
$64.90
A sultry black satin bodycon dress featuring a corset bodice and asymmetrical wrap hem.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$54.90
A chic black midi dress with a glitter knit fabric, featuring a wrap hem and flirty slit.
$46 $64.90 29% off
A black taffeta skater dress with a low back bow and elegant square neckline.
$9.97 $59.90 83% off
A wine-colored velvet formal dress featuring an off-the-shoulder neckline and a high side slit.
$69.90
A black glitter formal dress with sheer long sleeves, sweetheart neckline, and high front slit.
$9.97 $52.90 81% off
A chic black chiffon off-the-shoulder dress with a form-hugging silhouette and elegant front slit.
$45.90
An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$79.90
A navy blue sequin satin A-line dress with adjustable straps and an eye-catching lace-up back.
$46.90
A mauve satin strapless midi dress with a pleated neckline and flirty side slit.
$42.90
A wine-colored mini dress featuring a sheen knit fabric, halter square neckline, and bodycon silhouette.
$34.90
A curve-hugging emerald satin midi dress with a strapless neckline and ruched detailing.
$49.90
A black crepe mermaid gown with a square neckline, corset trim, and high front slit.
$59.90
An ivory satin bodycon midi dress featuring a strapless sweetheart neckline and elegant front wrap slit.
$44.90
An elegant black knit midi dress featuring an off-the-shoulder neckline, pleated wrap front, and thigh-high slit.
$69.90
A sophisticated yellow satin dress featuring a halter plunge V-neckline and dramatic tie-back design.
$49.90
A white woven knit mini dress featuring a sleeveless V-neckline and a flared A-line silhouette.
$79.90
A black satin formal dress featuring an open strappy back and elegant mermaid silhouette.
$64.90
A chic black strapless mermaid dress featuring a pleated wrap-front and high-cut slit.
$79.90
A black glitter formal dress with a cutout back, high front slit, and slim silhouette.
$42.90
A black glitter knit midi dress with a cowl neckline, cross-back design, and high side slit.
$69.90
A chic black satin short dress featuring an A-line silhouette and a statement bow at the back.
$54.90
A sage floral sequin skater dress with a lace-up back and airy mesh fabric.
$42.90
A green satin-knit midi dress with asymmetric pleating and a back slit for elegant movement.
$9.97 $74.90 87% off
An off-the-shoulder black velvet mini dress with rhinestone embellishments and a sheer mesh bodice.
$64.90
An elegant black mermaid dress with an off-the-shoulder neckline and ruched bodice.
$69.90
A glamorous gold satin midi dress with floral applique, faux pearls, and a lace-up back.
$52.90
A sage midi dress with floral sequins, lace-up back, and bodycon fit for glamorous occasions.
$69.90
A black velvet formal dress with a corset bodice, adjustable straps, and a high front slit.
$79.90
A captivating navy blue satin dress featuring a keyhole halter neckline and mermaid silhouette.
$59.90
A white satin midi dress featuring a strapless neckline, back bow detail, and flattering bodycon silhouette.
$109.90
An iridescent red column dress with geometric sequin embroidery and a high side slit.
$29.90
A black sheer lace dress with a sweetheart neckline and partially open back for elegant occasions.
$79.90
A black strapless mermaid dress with a corset bodice and high front slit in crepe fabric.
$39.90
A burgundy knit midi dress featuring a one-shoulder neckline, bow trim, and flared hem.
Now Trending
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: XL | 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 Red | Size: M | 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 Natural | Size: XS | Knit 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
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 Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: XL | 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 Wine | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Classic Cocktail Dresses
There’s just something about classic cocktail dresses that never fails to set the mood—whether you’re slipping into one for your bestie’s engagement party, a rooftop birthday bash, or a spontaneous night out with your ride-or-die crew. These are the dresses that do it all: they’re flirty, timeless, and always ready to make you the main character the second you step into the room. When you’re scrolling through the latest lineup of cocktail dresses Windsor has to offer, you’re not just picking out a look—you’re choosing a vibe, an entrance, and a memory all in one. Picture this: you’re getting ready, your favorite playlist is blasting, and your group chat is blowing up with outfit pics. You pull out that perfect Windsor cocktail dress, the one that hugs in all the right places and gives you that “I’ve arrived” energy. Suddenly, you’re not just attending the party—you are the party. That’s the magic of a classic cocktail dress. It’s the ultimate confidence booster, your go-to for every RSVP, and the answer to those “What should I wear?” moments that pop up on the reg.
Choosing the right cocktail dress Windsor style is all about knowing your own mood and the kind of night you want to have. Maybe you’re feeling bold and want a little sparkle, or maybe you’re in the mood for sleek and simple with a killer silhouette. Either way, classic cocktail dresses are all about versatility. They’re the kind of pieces you can dress up with statement heels and a clutch or keep low-key with strappy sandals and your favorite denim jacket draped over your shoulders. And let’s not forget about gifting—if you’re looking for a present that says “I see you, I love your style, and I want you to shine,” a Windsor cocktail dress is a total home run. It’s the kind of gift your BFF will wear on repeat, from girls’ nights to date nights and every “just because” celebration in between. When you’re shopping for cocktail dresses Windsor style, think about the moments you want to create: the twirls on the dance floor, the Insta-worthy selfies, the after-midnight secret-sharing sessions. These dresses aren’t just outfits—they’re memories in the making.
Whether you’re curating your own wardrobe or hunting for the perfect gift, classic cocktail dresses are the ultimate must-have for anyone who loves to make an entrance and leave a little sparkle behind. With so many styles, fits, and details to choose from, there’s a Windsor cocktail dress for every personality and every plan. And if you’re ready to turn heads and break hearts (in the best way possible), check out our full range of Stylish Cocktail Dresses to find your next iconic look. From sleek midis that mean business to playful minis that bring the party, we’ve got your back every step of the way. Get ready to own the night, babe—your dream dress is just waiting to make its debut.