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!
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$21.97 $47.90 54% off
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 vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$46.90
A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a ruffle neckline, front slit, and stretchy knit fabric.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$9.97 $42.90 77% off
A grey glitter knit mini dress with a one-shoulder design and ruched side seams.
$29.97 $54.90 45% off
A rose floral satin dress with a cowl neckline and lace-up strappy open back.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$29.90
A strapless brown lace mini dress with a flared hanky hem for standout occasions.
$19.97 $30.90 35% off
A chic black A-line mini dress with a tie-back design and cap sleeves, perfect for casual outings.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$49.90
A black woven mini dress with pleated A-line silhouette and spaghetti strap ties for casual outings.
$19.97 $36.90 46% off
A green velvet mini dress with a pleated bust, spaghetti straps, and glitter accents.
$9.97 $39.90 75% off
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.
$79.90
A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.
$34.90
A figure-hugging green mini dress with a cowl neckline, spaghetti straps, and an asymmetrical hem.
$52.90
A white mini bodycon dress with faux pearl embellishments and adjustable spaghetti straps.
$39.90
A chic white glitter lace dress with a bodycon fit, perfect for weddings or special occasions.
$35.90
A sage bodycon mini dress with a pleated cowl neckline and stretchy knit fabric.
$19.97 $34.90 43% off
A sultry fuchsia mini dress with ruched detailing and a curve-hugging, stretchy knit silhouette.
$38.90
A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.
$19.97 $39.90 50% off
A green glitter mesh bodycon dress with sheer long sleeves and a square neckline.
$59.90
A glamorous black bodycon dress featuring glitter knit fabric, off-the-shoulder neckline, and high slit.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestone embellishments for formal occasions.
$9.97 $84.90 88% off
A bold black bodycon dress with feather-trimmed sleeves and a dazzling geometric sequin pattern.
$64.90
A white woven skater dress featuring a lace-trimmed sweetheart neckline and an alluring lace-up back.
$22.97 $49.90 54% off
A sage mesh mini dress with faux pearl and rhinestone embellishments, featuring adjustable spaghetti straps.
$32.90
A strapless red mini dress with ruched sides and a playful ruffled hem in brushed knit fabric.
$42.90
A vibrant yellow halter bodycon mini dress in stretchy knit fabric, perfect for any occasion.
$54.90
A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.
$35.90
A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$35.90
A chic red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$59.90
A light blue strapless glitter party dress with a V-neckline, padded cups, and hidden pockets.
$36.90
A green mini-length bodycon dress featuring a pleated sweetheart bust and open back with criss-cross straps.
$20.97 $46.90 55% off
A white strapless skater dress with a ruched bodice and playful pleated hem.
$42.90
A strapless ivory lace skater dress with ruffled hem, perfect for prom nights.
$49.90
A shimmering pink sequin mini dress with a plunge halter neckline and flattering A-line silhouette.
$42.90
A sultry pink strapless mesh mini dress with ruffle trim and bodycon silhouette for standout style.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$59.90
A navy blue satin mini dress with floral sequins, square neckline, and bodycon fit.
$9.97 $42.90 77% off
A green glitter knit mini dress with an off-the-shoulder neckline and fitted long sleeves.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.
$49.90
A green satin mini dress with a pleated neckline, tie-back design, and bodycon fit.
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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: 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 Pink | Size: XS | 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: 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
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
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: L | 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
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 Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh 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 Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
Holiday Casual Dresses
When it comes to putting together the perfect look for those laid-back holiday get-togethers, nothing delivers effortless style quite like holiday casual dresses. Whether you’re headed to a cozy family brunch, a festive friendsgiving, or a spontaneous gift exchange with your ride-or-die crew, the right Windsor casual dress is your ticket to feeling instantly put together—no stress, all vibes. Think easy silhouettes that move with you, playful details that spark conversation, and fabrics that let you relax and celebrate without a second thought. The beauty of Windsor holiday casual dresses is that they’re made for real-life moments: snapping pics by the tree, swapping stories over cocoa, or dancing barefoot in the living room. You’ll find pieces that work for every personality, from the friend who loves a little sparkle to the one who keeps it classic in a wine colored dress casual enough for lounging but still elevated enough for a last-minute dinner invite. And let’s be real—these are the dresses that make you want to say yes to every plan, because you know you’ll look and feel amazing, no matter what’s on the agenda.
Choosing the right holiday casual dress is all about matching your mood and your plans. Maybe you’re shopping for yourself, treating your bestie to a surprise, or searching for a gift for that cousin who’s impossible to shop for (we see you, Secret Santa). Windsor casual dresses make it easy to check everyone off your list—each one feels like a little celebration, wrapped up and ready to go. If you’re gifting, think about what makes her light up: Is she into bold prints and cheeky cutouts, or does she live for those soft, dreamy knits in deep jewel tones? A wine colored dress casual enough for everyday but luxe enough to feel special is a total win, especially when you want to give her something she’ll actually wear on repeat. And if you’re shopping for yourself (because self-love is always in style), these pieces are designed to be mixed, matched, and remixed with boots, sneakers, or that pair of fuzzy slippers you refuse to take off. Layer up with a denim jacket for errands or throw on a statement earring for a quick holiday glow-up—your options are endless, and the compliments are guaranteed.
If you’re feeling a little extra and want to take your holiday style up a notch, don’t forget to check out our Holiday Formal Dresses for those occasions when you need to bring the drama. But for all the chill moments in between—think movie marathons, cookie decorating, or just living your main character life—Windsor holiday casual dresses have your back. They’re the pieces you reach for when you want to look cute without trying too hard, the ones that let you say yes to every invite and make every memory a little more iconic. So go ahead, grab those easygoing styles that make you feel like the best version of yourself—your holiday season is about to get a whole lot more stylish, and a whole lot more fun.