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!

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$109.90

4.726191 star rating

A chic navy blue mermaid dress with sequins, a square neckline, and a thigh-high slit.

$36.90

4.660131 star rating

A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.

$42.90

4.671429 star rating

A sleek black knit midi dress with a cowl neckline, high slit, and fitted A-line silhouette.

$69.90

4.642857 star rating

A wine-colored formal dress with a glitter mesh fabric, cowl neckline, and floor-length silhouette.

Best Seller

$36.90

4.633803 star rating

An elegant pink off-the-shoulder midi dress in stretchy knit fabric with a flared hem.

$79.90

4.449276 star rating

A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.

$54.90

4.447761 star rating

A stunning red mesh corset dress with a sweetheart neckline and high side slit for formal events.

$59.90

4.615385 star rating

A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.

$59.90

4.048387 star rating

A red glitter knit formal dress featuring a cowl neckline, cross back, and high front slit.

Sale

$14.97 $54.90 73% off

4.403509 star rating

An elegant orange satin dress with a cowl neck, high slit, and sleek spaghetti straps.

Best Seller

$79.90

4.773585 star rating

A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.

Sale

$29.97 $59.90 50% off

4.490566 star rating

A navy blue satin midi dress with a pleated cowl neckline and a high side slit.

$34.90

4.765957 star rating

A sleek black knit mini dress with a cowl halter neckline and sultry open-back design.

$52.90

4.695652 star rating

A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.

$46.90

4.023256 star rating

A black glitter mini dress with sheer mesh sleeves and a bodycon silhouette for dazzling entrances.

$44.90

4.571429 star rating

A sophisticated white midi dress featuring chiffon sleeves, a square neckline, and a ruched bodycon silhouette.

$59.90

4.675 star rating

A navy blue satin formal dress featuring a cowl neck, high slit, and corset-style bodice.

Best Seller

$69.90

4.594595 star rating

A white bodycon mini dress with iridescent rhinestones and faux pearls on sheer mesh fabric.

$54.90

4.342857 star rating

An ivory satin midi dress with a corset seam bodice and pleated faux wrap hem.

Sale

$19.97 $54.90 64% off

4.096774 star rating

A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.

$39.90

4.52 star rating

An on-trend burgundy satin mini dress with sheer balloon sleeves and a flattering bodycon silhouette.

Sale

$15.97 $89.90 82% off

4.235294 star rating

An orange bodycon dress with glitter polka dots, lace-up back, and adjustable spaghetti straps.

$39.90

4.8125 star rating

A sultry black one-shoulder bodycon midi dress crafted from smooth, stretchy double-lined knit fabric.

Sale

$19.97 $59.90 67% off

4.625 star rating

A dazzling yellow glitter knit formal dress with a high slit and floor-length silhouette.

$64.90

4.8125 star rating

A sultry black satin bodycon dress featuring a corset bodice and asymmetrical wrap hem.

$59.90

4.466667 star rating

A glamorous red glitter knit column dress featuring an off-the-shoulder neckline and high front slit.

Sale

$19.97 $59.90 67% off

4.714286 star rating

A sleek green formal dress with a cowl neckline, front cutout, and high side slit.

$74.90

4.428571 star rating

A red glitter knit mermaid dress with an off-the-shoulder neckline and high front wrap slit.

$64.90

4.571429 star rating

A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.

$46.90

4.785714 star rating

A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.

$59.90

4.615385 star rating

A black crepe mermaid dress with a square halter neckline and elegant high front slit.

Sale

$19.97 $109.90 82% off

4.916667 star rating

A teal bodycon dress with sequin scrolls, adjustable straps, and a high front slit.

Best Seller

$44.90

4.583334 star rating

A red glitter knit mini dress with a pleated cowl neckline and asymmetric wrap-front design.

Best Seller

$49.90

4.545455 star rating

A pink sleeveless bodycon mini dress with shimmering sequins, cutout back, and pleated square neckline.

$48.90

4.9 star rating

An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.

Sale

$19.97 $64.90 69% off

4.5 star rating

A dazzling white sequin party dress with a sweetheart neckline and adjustable spaghetti straps.

$54.90

4.6 star rating

A black crepe glitter knit midi dress with a form-hugging silhouette and chic wrap hem.

Sale

$19.97 $64.90 69% off

3.444444 star rating

A black taffeta skater dress with a low back bow and elegant square neckline.

$42.90

4.714286 star rating

A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.

Sale

$19.97 $69.90 71% off

3.5 star rating

A glamorous green glitter formal dress with sheer sleeves, sweetheart neckline, and a high front slit.

$99.90

4.333334 star rating

A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.

Sale

$15.97 $79.90 80% off

4.666667 star rating

A dazzling orange mermaid dress with glitter knit fabric, cowl neckline, and lace-up back.

$45.90

4 star rating

An elegant white satin midi dress with a strapless cowl neckline and form-hugging fit.

$59.90

4 star rating

A chic strapless brown mermaid dress with a trendy tie-back design and twist-accent neckline.

$64.90

4.5 star rating

A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.

Sale

$9.97 $39.90 75% off

4.5 star rating

A chic black glitter mini dress with an asymmetrical one-shoulder neckline and bodycon fit.

Sale

$9.97 $42.90 77% off

4.75 star rating

A green glitter knit mini dress with an off-the-shoulder neckline and fitted long sleeves.

$89.90

4.75 star rating

A chic teal satin formal dress featuring a cold shoulder design and high front wrap slit.

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Windsor Mayra Formal Satin Slit Long Dress in Sage
(175) 4.6171427 star rating

Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric

Marissa Formal Satin Cowl Neck Dress in Green
(168) 4.5654764 star rating

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

Windsor Rowena Sequin Mermaid Dress in Navy Blue
(168) 4.7261906 star rating

Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Wrapped In Stylish Satin Mini Dress in Denim
(153) 4.6601305 star rating

Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(140) 4.6928573 star rating

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

Addison Glitter Mesh Formal Dress in Black
(112) 4.642857 star rating

Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor So Your Vibe Strapless A-line Mini Dress in Navy Blue
(95) 4.7473683 star rating

This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Navy Blue | Size: L | Knit Fabric

Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow
(88) 4.568182 star rating

Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric

Senorita Mesh Strappy Mini Dress in Lime Yellow
(84) 4.595238 star rating

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 Lime Yellow | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Alisha Rhinestone Strap Formal Dress in Black
(83) 4.626506 star rating

Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone

Holiday Cocktail Dresses

When the invite hits your inbox and the words “cocktail attire” jump out, you already know it’s time to make an entrance. Holiday cocktail dresses are your golden ticket to every sparkling soirée, work bash, or friendsgiving that’s about to go down. This is your moment to shine, to walk in and have everyone wondering who let the main character out tonight. Whether you’re on the hunt for a look that’s all about glitz and glam or you’re vibing with something sleek and sultry, the right windsor cocktail dress is the ultimate confidence boost. Think luxe fabrics that catch the light just right, flirty hemlines that flirt back, and details that make every mirror selfie a keeper. And let’s be real—these dresses aren’t just for you. They’re the perfect gift for your bestie who loves to turn heads, your sister who’s got a calendar full of parties, or that friend who always shows up overdressed (and proud of it). There’s nothing like unwrapping a dress that promises unforgettable memories and a little bit of mischief.

Choosing your holiday cocktail dress is all about matching your mood to the moment. Maybe you’re channeling Old Hollywood with a curve-hugging silhouette and a swipe of red lipstick, or maybe you’re keeping it playful with twirl-worthy skirts and a hint of sparkle. The beauty of windsor cocktail dresses is that they’re made for every vibe and every body, so you never have to compromise on fit or flair. Picture yourself owning the dance floor, clinking glasses with your ride-or-die crew, or making a grand entrance that leaves jaws on the floor. These dresses are crafted for those who want to be remembered, not just seen. And if you’re feeling bold (which, let’s be honest, you always are), check out styles that break the mold and bring something totally unexpected—because your style should be as unique as your group chat. For those who crave a look that’s all their own, our collection of Unique Cocktail Dresses is packed with pieces that’ll have everyone asking, “Where’d you get that?”

Let’s not forget the little things that make a big impact—think adjustable straps for that just-right fit, stretchy fabrics that let you go from dinner to dance floor without missing a beat, and details that keep all eyes on you (and only you). Holiday cocktail dresses are made for making memories, whether you’re celebrating with your OG crew, crashing your neighbor’s party, or just living your best life with a glass of bubbly in hand. They’re for the girls who aren’t afraid to stand out, who know that a killer outfit is the first step to an epic night, and who believe that every day is worth celebrating. So go ahead, pick your favorite windsor cocktail dress, and get ready to turn every occasion into an excuse to dress up and show up.