Holiday Casual Dresses
Get ready to sleigh this festive season with our fabulous collection of holiday casual dresses! Whether you're sipping cocoa by the fire or dancing under twinkling lights, these dresses are your ultimate go-to for every merry occasion. From chic and cozy to effortlessly elegant, we've got the perfect looks to keep you shining bright all season long. So, slip into something stunning and let the festivities begin—because, girl, you're about to be the star on top of the holiday style tree!
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RECOMMENDED
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$47.90
A lustrous green satin skater dress with a cowl neckline and spaghetti straps for elegant occasions.
$32.90
A sage satin off-the-shoulder mini dress with a flattering A-line silhouette for special occasions.
$46.90
A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.
$34.90
An ivory long sleeve dress with a ruched bust and flowy A-line silhouette in stretchy crepe.
$38.90
An elegant natural lace dress with a sleeveless square neckline and flattering A-line silhouette.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$29.90
A black strapless floral maxi dress with a ruffle trim and front slit in stretchy knit fabric.
$9.97 $42.90 77% off
A grey glitter knit mini dress with a one-shoulder design and ruched side seams.
$46.90
A white strapless skater dress with a ruched bodice and playful pleated hem.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$54.90
A rose floral satin dress with a cowl neckline and lace-up strappy open back.
$9.97 $42.90 77% off
A wine-colored off-the-shoulder skater dress with side ruching and an uneven hem in knit fabric.
$29.90
A strapless brown lace mini dress with a flared hanky hem for standout occasions.
$9.97 $44.90 78% off
A chic green mini dress with a velvet cold-shoulder design and adjustable spaghetti straps.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$9.97 $29.90 67% off
A heather grey sleeveless knit mini dress with a bubble hem and drop waist seam.
$9.97 $36.90 73% off
A wine velvet mini dress with an off-the-shoulder neckline and pleated A-line silhouette.
$54.90
A red velvet mini dress featuring an open back with cross-straps and a large bow accent.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$22 $30.90 29% off
A chic black A-line mini dress with a tie-back design and cap sleeves, perfect for casual outings.
$38.90
A sage ribbed knit midi dress with a V-neckline and form-hugging silhouette for casual chic style.
$19.97 $74.90 73% off
An ivory floral jacquard skater dress with a corset bodice and charming bubble hem.
$32 $44.90 29% off
A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.
$49.90
A black woven mini dress with pleated A-line silhouette and spaghetti strap ties for casual outings.
$19.97 $44.90 56% off
A dark marsala skater dress with a floral pattern, lace-up back, and faux button accents.
$36.90
A green velvet mini dress with a pleated bust, spaghetti straps, and glitter accents.
$45.90
A natural floral skater dress with puff sleeves and a tie bust for a flattering silhouette.
$39.90
A taupe glitter mini dress with an asymmetrical off-the-shoulder neckline and curve-enhancing ruching.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$59.90
A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.
$32.90
A light blue strapless A-line mini dress with pleated bust and stretchy knit fabric.
$79.90
A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.
$52.90
A white mini bodycon dress with faux pearl embellishments and adjustable spaghetti straps.
$34.90
A figure-hugging green mini dress with a cowl neckline, spaghetti straps, and an asymmetrical hem.
$79.90
A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.
$9.97 $36.90 73% off
A white glitter knit mini dress with a scoop neckline, spaghetti straps, and a front slit.
$39.90
A chic white glitter lace dress with a bodycon fit, perfect for weddings or special occasions.
$39.90
A black ribbed knit midi dress with a square neckline, side slit, and metal button accents.
$36.90
A heather grey ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$34.90
A sultry fuchsia mini dress with ruched detailing and a curve-hugging, stretchy knit silhouette.
$14.97 $54.90 73% off
A brown glitter-knit mini dress with long sleeves, cowl neckline, and a bodycon silhouette.
$38.90
A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.
$9.97 $59.90 83% off
A shimmering black sequin party dress with a one-shoulder neckline and bodycon wrap silhouette.
$39.90
A green glitter mesh bodycon dress with sheer long sleeves and a square neckline.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.
$59.90
A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high 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, engagement parties Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Burgundy | 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 Yellow | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Party Babe Satin Pleat Mini Dress in Royal Blue
$9.97
$38.90
74% off
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
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
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: S | 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
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
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
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: M | Knit Fabric
Holiday Casual Dresses
When the calendar hits those special months filled with festive cheer and family gatherings, the search for the perfect outfit can sometimes feel like a quest in its own right. Enter the realm of Windsor casual dresses, where comfort meets chic, and style embraces simplicity. These dresses are designed for the woman who wants to look effortlessly polished at casual holiday gatherings, whether she's hosting a cozy dinner at home or attending a laid-back office party. Windsor dresses blend seasonal trends with timeless elegance, ensuring that you're not just dressed, but dressed to impress in a way that feels as good as it looks.
Imagine this: soft fabrics that flow with grace, paired with patterns that speak of winter joys—plaid, subtle florals, and playful polka dots. Each dress is a canvas awaiting your personal touch. Accessorize with a bold necklace or a pair of statement earrings to elevate your look, or keep it simple with a classic watch and delicate bracelets. Shoes? Anything goes with Windsor casual dresses. Opt for ankle boots for a touch of edge, or slip into your favorite flats for ultimate comfort. These dresses aren't just garments; they're a backdrop to the memories you'll make and the stories you'll tell. They're versatile enough to be thrown on for a last-minute video call with distant relatives or for a gift exchange with close friends. And speaking of gifts, what better present for the fashion-forward woman in your life than a piece that combines style with comfort? A Windsor casual dress is a thoughtful gift that says you not only appreciate her but understand her need for a wardrobe that's as functional as it is fashionable.
As the holiday season unfolds and you find yourself in need of something a bit more formal, don't forget to check out our Holiday Formal Dresses. Here, you'll find the perfect ensemble for those events where a little extra sparkle is required. But for those gatherings where laughter is plentiful and the dress code is relaxed, Windsor casual dresses are your go-to. They ensure you'll look pulled together without feeling overdone, making every holiday moment as special as it should be. With Windsor, you're not just ready for the holiday season; you're set to make it unforgettable.