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!

SHOW FILTER

SORT:

RECOMMENDED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS

$36.90

4.657895 star rating

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

Best Seller

$109.90

4.734177 star rating

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

Best Seller

$39.90

4.616883 star rating

A chic black crepe wrap dress with a plunging V-neckline and high front slit.

Sale

$39.96 $54.90 27% off

4.586667 star rating

A luxurious green satin gown with a high slit and cowl neckline for formal occasions.

Sale

$19.97 $42.90 53% off

4.704918 star rating

A sleek red knit midi dress with a cowl neckline and chic high front slit.

Sale

$29.97 $69.90 57% off

4.462185 star rating

A stunning black glitter mermaid dress with a lace-up back and floor-length hem.

Best Seller

$69.90

4.633663 star rating

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

$45.90

4.653846 star rating

A chic black satin dress with a cross-back design and high ruffled slit for formal occasions.

$59.90

4.603175 star rating

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

$79.90

4.47541 star rating

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

Best Seller

$54.90

4.466667 star rating

A glamorous red mesh dress with a sweetheart neckline, corset bodice, and high side slit.

Sale

$9.97 $38.90 74% off

4.5 star rating

A royal blue satin mini dress with a form-fitting silhouette, square neck, and side pleating.

Best Seller

$32.90

4.788462 star rating

A chic wine strapless A-line mini dress with pleated bust and stretchy knit fabric.

Best Seller

$59.90

4.176471 star rating

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

$59.90

4.46 star rating

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

$34.90

4.195652 star rating

A figure-hugging green mini dress with a cowl neckline, spaghetti straps, and an asymmetrical hem.

Best Seller

$54.90

4.369565 star rating

An enchanting orange satin gown with a cowl neck, high slit, and sleek spaghetti straps.

$52.90

4.695652 star rating

A white mini bodycon dress with faux pearl embellishments and adjustable spaghetti straps.

$79.90

4.772728 star rating

A black mini dress with faux pearl embellishments, featuring a cowl neckline and open-back design.

Sale

$9.97 $36.90 73% off

4 star rating

A white glitter knit mini dress with a scoop neckline, spaghetti straps, and a front slit.

$34.90

4.731707 star rating

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

$44.90

4.560976 star rating

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

$35.90

3.95 star rating

A fuchsia bodycon dress with a sweetheart neckline, criss-cross back, and side ruched seams.

$46.90

4.025641 star rating

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

Best Seller

$36.90

4.564103 star rating

An elegant off-the-shoulder natural knit midi dress with a bodycon fit and flared hem.

Sale

$84 $119.90 30% off

4.361111 star rating

A dazzling royal blue sequin-knit formal dress with a cowl neck, open-back, and front slit.

$69.90

4.575758 star rating

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

$34.90

4.727273 star rating

A sultry fuchsia mini dress with ruched detailing and a curve-hugging, stretchy knit silhouette.

Sale

$19.97 $54.90 64% off

4.096774 star rating

A brown glitter-knit mini dress with long sleeves, cowl neckline, and a bodycon silhouette.

$54.90

4.483871 star rating

A wine satin midi dress featuring a corset seam bodice and pleated faux wrap hem.

$149.90

4.827586 star rating

A red mesh formal dress with a cowl neckline, adjustable straps, and a high front slit.

Best Seller

$59.90

4.72 star rating

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

$39.90

4.541667 star rating

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

$79.90

4.391305 star rating

An elegant black crepe mermaid dress with a strapless sweetheart neckline and ruffled back accent.

Sale

$9.97 $59.90 83% off

4.545455 star rating

A shimmering black sequin party dress with a one-shoulder neckline and bodycon wrap silhouette.

$35.90

4.285714 star rating

A green knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.

$39.90

4.25 star rating

An emerald satin A-line mini dress with a sweetheart neckline and asymmetric hem for formal occasions.

$109.90

4.736842 star rating

A stunning black sequin dress with a lace-up back, sweetheart neckline, and high front slit.

$49.90

4.68421 star rating

A pink sequin mini dress with a lace-up back and iridescent scroll pattern embroidery.

$46.90

4.263158 star rating

An alluring burgundy midi dress with rose velvet pattern, sheer lace trim, and bodycon silhouette.

Sale

$9.97 $49.90 80% off

4.388889 star rating

A black chiffon mini dress with ruched sides and a plunging V-neckline for elegant occasions.

$39.90

4.666667 star rating

A green glitter mesh bodycon mini dress with sheer long sleeves and a square neckline.

Best Seller

$59.90 - $64.90

4.888889 star rating

A stunning light blue mermaid dress with a cowl neck, lace-up back, and high front slit.

$37.90

4.705883 star rating

A pink satin strapless mini dress featuring a pleated bust and bodycon silhouette for cocktail events.

Sale

$9.97 $42.90 77% off

4.941176 star rating

A glittery black mini dress with a one-shoulder balloon sleeve and front tie ruching.

Sale

$29.97 $44.90 33% off

4.352941 star rating

A sultry slate satin midi dress featuring a cowl neckline, spaghetti straps, and ruched detailing.

$38.90

4.941176 star rating

A green glitter knit mini dress with a strappy open back and bodycon silhouette.

$64.90

4.8125 star rating

A chic purple bodycon dress with mesh fabric and faux pearl embellishments for formal occasions.

Loading...
×
Holiday Cocktail Dresses
All Filters
Sort By:
RECOMMENDED
SEE RESULTS
Now Trending
Marissa Formal Satin Cowl Neck Dress in Burgundy
(150) 4.5866666 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, engagement parties Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Burgundy | Size: S | Satin Fabric

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(133) 4.6917295 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

Windsor Senorita Mesh Strappy Mini Dress in Yellow
(71) 4.5774646 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 Yellow | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Party Babe Satin Pleat Mini Dress in Royal Blue
Sale
(58) 4.5 star rating

Start the party in this babe-status satin mini dress perfect for a fab night out! The short dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette, and side pleating. The silky satin fabric includes a full knit lining. Complete the look with chic heels. Fit & FeaturesSleeveless, square neck, spaghetti straps, Form-fitting, Side pleating, Mini-length hem, Satin fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Babe Satin Pleat Mini Dress in Royal Blue | Size: L | Knit Fabric/Satin Fabric

Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage
(56) 4.589286 star rating

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

Windsor Cute Attitude Ponte Slit Mini Skort in Ivory
(51) 4.8235292 star rating

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 Ivory | Size: XS | Knit Fabric

Luxurious Night Satin Midi Dress in Navy Blue
(47) 4.489362 star rating

Your night is looking flawless and luxe in this satin midi dress perfect for a cocktail party! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a midi-length hem with a sultry high-cut front slit, and a form-hugging silhouette. The silky satin-knit fabric offers a moderate stretch. Style this mid-length dress with rhinestone heels and a clutch! Fit & FeaturesSleeveless square neckline, spaghetti straps, Princess seams, angled high waist seam, Open back, lace-up strappy design, tie closure, Midi-length hem, high front slit, Form-hugging silhouette, Silky satin-knit fabric, knit lining at the bust, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Luxurious Night Satin Midi Dress in Navy Blue | Size: L | Knit Fabric/Rhinestone/Satin Fabric

Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige
(47) 4.7234044 star rating

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

All The Right Moves Cowl Neck Mini Dress in Green
(46) 4.195652 star rating

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: L | Knit Fabric

Windsor Kristen Faux Pearl Mini Party Dress in White
(46) 4.695652 star rating

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: M | Knit Fabric/Mesh Fabric/Mesh Fabric

Holiday Cocktail Dresses

When the calendar flips to the festive season, every girl knows it’s time to sparkle and shine at the myriad of holiday parties. There’s something undeniably magical about stepping out in a stunning Windsor cocktail dress, feeling like the belle of the ball, and turning heads with every step. Whether it’s a cozy family gathering, a chic office party, or a glamorous New Year’s Eve bash, choosing the perfect cocktail dress is your secret weapon to make those moments unforgettable. Windsor cocktail dresses are designed to cater to every taste and body type, ensuring that you feel confidently beautiful. From sequined minis that catch the light with every movement to elegant, flowing midi dresses that promise a night of compliments, the variety is exhilarating.

Picture this: you, dazzling in a shimmering gown, with a glass of champagne in hand, laughing the night away. The right cocktail dress not only enhances your natural beauty but also boosts your confidence, making you feel like the star of the evening. For those who treasure timeless elegance, a classic black velvet dress might be your go-to, while the more adventurous souls might gravitate towards bold, metallic fabrics that shout celebration. Not to forget, these dresses make for thoughtful and glamorous gifts. Imagine the joy of gifting a sleek, sophisticated cocktail dress to your best friend or sister, empowering them to feel their best at their next holiday event. It’s not just a gift; it’s an experience, wrapped up in luxe fabric and tied with a bow of self-assurance.

As you browse through our selection, remember that each Windsor cocktail dress is a chapter in your holiday story, waiting to be told. And if your occasion calls for something even more lavish, don’t forget to explore our Holiday Formal Dresses. Here at Windsor, we’re all about making your holiday moments not just special, but spectacular. So, embrace the season, choose your favorite dress, and prepare to make unforgettable memories in style. After all, the best nights out are those where you look and feel absolutely fabulous.