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.
$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.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$9.97 $42.90 77% off
A slate A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$79.90
A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.
$79.90
A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.
$52.90
A white mini bodycon dress with faux pearl embellishments and adjustable spaghetti straps.
$9.97 $38.90 74% off
A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.
$40.90
A royal blue glitter mesh mini dress featuring a halter cowl neckline, ruched sides, and bodycon fit.
$37.90
A denim satin strapless mini dress with a pleated bust and flattering bodycon silhouette.
$68.90
An ivory satin skater dress with floral jacquard, corset bodice, and lace-up back for chic elegance.
$59.90
A glamorous black bodycon dress with glitter knit fabric, off-the-shoulder neckline, and high slit.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$19.97 $64.90 69% off
A dazzling white sequin party dress with a sweetheart neckline and adjustable spaghetti straps.
$46.90
A chic black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$59.90
A light blue strapless glitter party dress with a V-neckline, padded cups, and hidden pockets.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$46.90
A navy blue strapless mini skater dress in stretchy poplin with a ruched bodice and pleated hem.
$9.97 $42.90 77% off
A green glitter knit mini dress with an off-the-shoulder neckline and fitted long sleeves.
$29.90
A strapless brown lace mini dress with a twirl-worthy hanky hem for standout occasions.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$9.97 $42.90 77% off
A black velvet mini dress featuring an asymmetric one-shoulder neckline and ruched bodycon silhouette.
$9.97 $56.90 82% off
An ivory floral skater mini dress with a sweetheart neckline and adjustable spaghetti straps.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$9.97 $46.90 79% off
A blue gauze skater dress featuring a halter neckline, cutout bodice, and ruffled mini hem.
$42.90
A chic white halter A-line mini dress with a woven fabric and stretchy knit lining.
$21 $29.90 30% off
A charcoal plaid mini dress with sheer lace trims and a chic bow detail for date night.
$9.97 $49.90 80% off
A black glitter mesh mini dress with rhinestone bows and sheer long sleeves for a dazzling look.
$20.97 $46.90 55% off
A sage green mini dress featuring a halter neckline, ruffled skater silhouette, and airy woven fabric.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$38.90
A green glitter mesh mini dress with sheer balloon sleeves and a corset bodice for structure.
$54.90
A sage floral sequin skater dress with a lace-up back and airy mesh fabric.
$42.90
A black glitter mini dress with off-the-shoulder neckline, sheer sleeves, and ruching details.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$44.90
A green mini dress with a sleeveless square neckline, cap-like sleeves, and flattering ruching.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$46.90
A glamorous red satin mini dress with an off-the-shoulder neckline and pleated waist.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a bodycon silhouette.
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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
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
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
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
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
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
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
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
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
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 Casual Dresses
When it comes to nailing that effortlessly chic vibe for every gathering, nothing beats the magic of casual holiday dresses. Whether you’re the queen of Friendsgiving, the hostess with the mostest, or just the girl who loves to be the best-dressed at every low-key get-together, these styles are your secret weapon. Think: easy silhouettes with just the right amount of flair, soft fabrics that move with you as you float between the dessert table and the dance floor, and playful details that say you’re here for a good time (and a good selfie). Windsor casual dresses are the go-to for making sure you look put together without ever looking like you tried too hard—because you’re not about that overthinking life. Maybe you’re headed to a family brunch where you want to keep things cute but comfy, or you’re planning a spontaneous road trip with your ride-or-die crew and need something that’ll look bomb in every photo. Picture yourself twirling in a breezy midi, laughing with your besties, or lounging by the fire with a mug of cocoa, feeling like the main character in your own holiday rom-com.
Shopping for casual holiday dresses is all about finding those pieces that work for you and your plans, whatever they may be. If you’re gifting, these dresses are a total win for your sister, your BFF, or anyone who deserves a little sparkle in their life (which, let’s be real, is everyone you love). They’re the kind of gift that says, “I see your style, and I’m here to hype you up.” For yourself, it’s about building a wardrobe that’s ready for every last-minute invite and every “let’s go out” text. Look for soft knits, flowy skirts, and playful prints that can be dressed up with a killer pair of boots or kept chill with your fave sneakers. Don’t sleep on layering, either—a denim jacket or cozy cardigan can take your look from brunch to bonfire in a snap. And if you’re all about that transitional style, you’ll love how these dresses can slide seamlessly into your rotation as the months change. For even more inspo on keeping your look fresh and fun, check out our Fall Casual Dresses collection.
The best part about Windsor casual dresses is how they let you show off your personality, no matter the setting. Maybe you’re all about bold prints and statement sleeves, or maybe you vibe with classic cuts and soft neutrals—either way, there’s a dress that’ll have you feeling like the best version of yourself. These are the pieces you’ll reach for when you want to feel confident, comfortable, and totally unstoppable. Imagine slipping into a dress that hugs you in all the right places, tossing on your favorite accessories, and heading out the door knowing you’re about to make some core memories. Whether you’re dancing in your living room, catching up with friends over coffee, or making an entrance at your next holiday bash, these dresses are your ticket to feeling fabulous. So go ahead, treat yourself (or your squad) to a style upgrade—because life’s too short for boring outfits, and you deserve to shine every single day.