Holiday Cocktail Dresses
Get ready to sleigh the holiday season with cocktail dresses that are as unforgettable as your favorite festive tunes! Whether you're hitting up a swanky soirée or making spirits bright at a cozy gathering, our collection of holiday cocktail dresses has you covered for every occasion. From twinkling sequins to sultry silhouettes, these styles will have you feeling like the life of the party. So go ahead, Windsor girl—turn heads, steal hearts, and make every entrance one for the books. Cheers to looking fabulous and feeling fierce all season long!
$39.90
A chic black crepe wrap dress with a plunging V-neckline and high front slit.
$109.90
A chic navy blue mermaid dress with sequins, a square neckline, and a thigh-high slit.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$42.90
A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.
$32.90
A chic wine strapless A-line mini dress with pleated bust and stretchy knit fabric.
$79.90
A sleek black taffeta mini dress featuring a dramatic detachable bow with a floor-length train.
$54.90
A brown mesh corset long dress with a sweetheart neckline and high side slit for formal events.
$36.90
An elegant pink off-the-shoulder midi dress in stretchy knit fabric with a flared hem.
$59.90
A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.
$59.90
A red glitter knit formal dress featuring a cowl neckline, cross back, and high front slit.
$14.97 $54.90 73% off
An elegant orange satin dress with a cowl neck, high slit, and sleek spaghetti straps.
$79.90
A black mini dress with faux pearl embellishments, featuring a strappy open-back and bodycon silhouette.
$59.90
A navy blue satin midi dress with a pleated cowl neckline and a high side slit.
$52.90
A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.
$44.90
A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$46.90
A black glitter mini dress with sheer mesh sleeves and a bodycon silhouette for dazzling entrances.
$59.90
A navy blue satin formal dress featuring a cowl neck, high slit, and corset-style bodice.
$69.90
A white bodycon mini dress with iridescent rhinestones and faux pearls on sheer mesh fabric.
$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.
$89.90
A dazzling periwinkle sequin lace party dress featuring a lace-up back and skater silhouette.
$19.97 $54.90 64% off
A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.
$39.90
An on-trend burgundy satin mini dress with sheer puff sleeves and a flattering bodycon silhouette.
$37.90
A pink satin strapless mini dress featuring a pleated bust and bodycon silhouette for cocktail events.
$76.90
A blush glitter mini dress with a strapless neckline, pleats, and a dramatic bow train.
$9.97 $59.90 83% off
A shimmery black sequin party dress featuring a one-shoulder design and bodycon wrap silhouette.
$49.90
A pink sequin mini dress with a lace-up back and iridescent scroll pattern embroidery.
$9.97 $42.90 77% off
A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.
$39.90
A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.
$42.90
A chic black glitter knit dress with an off-the-shoulder neckline and asymmetrical mini-length hem.
$64.90
A gold satin bodycon dress featuring a corset bodice, sweetheart neckline, and adjustable spaghetti straps.
$29.97 $89.90 67% off
An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.
$59.90
A dazzling yellow glitter knit formal dress with a high slit and floor-length silhouette.
$59.90
A glamorous red glitter knit column dress featuring an off-the-shoulder neckline and high front slit.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.
$59.90
A sleek green formal dress with a cowl neckline, front cutout, and high side slit.
$74.90
An elegant red glitter knit mermaid dress with an off-the-shoulder neckline and high front slit.
$46.90
A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.
$54.90
A red bodycon mini dress with rhinestone and pearl embellishments, featuring a sweetheart neckline and adjustable straps.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline, side ruching, and a high slit.
$49.90
A pink sleeveless bodycon mini dress with shimmering sequins, cutout back, and pleated square neckline.
$59.90
A black crepe mermaid dress with a square halter neckline and elegant high front slit.
$44.90
A green glitter knit mini dress with a pleated cowl neckline and asymmetric wrap-front design.
$109.90
A teal bodycon dress with sequin scrolls, adjustable straps, and a high front slit.
$59.90
A black glitter mesh mini dress with sheer ruffled sleeves and a bodycon silhouette.
$54.90
A black crepe glitter knit midi dress with a form-hugging silhouette and chic wrap hem.
$46 $64.90 29% off
A dazzling white sequin party dress with a sweetheart neckline and adjustable spaghetti straps.
$46 $64.90 29% off
A black taffeta skater dress with a low back bow and elegant square neckline.
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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: 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
Holiday Cocktail Dresses
When it comes to making an entrance that leaves a little sparkle long after you’ve left the room, nothing quite does it like a killer collection of holiday cocktail dresses. Whether you’re RSVP’ing to that exclusive rooftop bash, planning a glam girls’ night out, or just want to light up the room at your annual family soirée, these dresses are your secret weapon for turning every moment into a main character moment. Picture yourself slipping into something with a little shimmer, a lot of confidence, and just enough drama to keep things interesting—because let’s be real, you’re not here to blend in. Holiday cocktail dresses are all about that transformative energy: the swish of a satin skirt as you twirl, the glint of sequins catching candlelight, the perfectly tailored fit that makes you feel like you could conquer the world (or at least the dance floor). They’re for the fearless, the fun, the ones who know that the right dress isn’t just an outfit—it’s an experience.
Choosing the perfect holiday cocktail dress is a little bit art, a little bit science, and a whole lot of trusting your vibe. Think about the energy you want to bring—maybe you’re channeling old Hollywood glam with a sultry silhouette, or maybe you’re all about that modern edge with bold cutouts and vibrant hues. If you’re shopping for yourself, this is your moment to indulge in luxe textures and playful details, to pick a dress that makes you feel unstoppable from the first try-on. And if you’re on the hunt for a gift? You’re about to become someone’s ultimate style hero. A stunning cocktail dress is the kind of present that says, “I see you, I celebrate you, and I want you to shine.” It’s perfect for besties who love to dress up, sisters who deserve a little extra sparkle, or anyone who’s ready to step into the spotlight. Don’t forget the little extras—think statement earrings, strappy heels, and a swipe of your boldest lipstick. Because with holiday cocktail dresses, it’s never just about the dress—it’s about the memories you make and the confidence you carry with you.
No matter your plans or your personal style, the right holiday cocktail dress is your passport to unforgettable nights and Insta-worthy moments. Whether you’re drawn to timeless classics or trending details, the best part is how these dresses let you express every side of your personality—fearless, fun, and completely you. Ready to find your next obsession? Take a peek at our full lineup of Stylish Cocktail Dresses and get ready to serve looks that’ll be talked about long after the last toast.