Holiday Outfits
Holiday outfits are basically your ticket to main character energy—no supporting roles here, babe. Whether you’re plotting a glam night out or just want to slay the family photo game, these looks bring the sparkle and drama you deserve. Get ready to turn every invite into an excuse to dress up, show off, and make memories that are as iconic as your style. Your moment? It starts with holiday outfits that know how to party just as hard as you do.
$79.90
A pink mini dress with faux pearl embellishments, cowl neckline, and strappy open-back design.
$39.90
An ivory bolero with faux fur cuffs and collar, featuring a ribbed knit and ultra-cropped hem.
$64.90
A black bodycon mini dress with sheer sleeves and sparkling rhinestones for a glamorous look.
$99.90
A sophisticated black velvet high-low dress with a one-shoulder neckline and ruffle trim.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$59.90
A sage satin formal dress with a square neckline, high slit, and floor-length hem.
$39.90
A chic black crepe wrap dress with a plunging V-neckline and high front slit.
$36.90
A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.
$46.90 - $49.90
A chic ivory cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$32.90
A lime yellow mesh mini dress with a cowl neckline and adjustable spaghetti straps.
$79.90
A white taffeta mini dress featuring a detachable bow with a dramatic train for stunning entrances.
$49.90
A black crepe formal dress featuring a sleeveless square neckline and a high-cut front slit.
$39.90
A black mesh crop top featuring intricate beadwork, perfect for prom or a night out.
$34.90
A sleek pink satin-like tie-front blouse with a collared neckline and cropped hem.
$59.90
A chic green satin formal dress featuring a cowl neck, high slit, and corset-style bodice.
$9.97 $38.90 74% off
A charming white A-line dress with a sweetheart neckline and adjustable spaghetti straps.
$44.90
A brown cotton-blend halter skater romper with a plunge neckline and playful silhouette.
$69.90
A brown mermaid formal dress featuring a halter V-neckline and open back in smooth knit fabric.
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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
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
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
Lavish yourself with a luxe formal dress that elevates your special occasion outfit! Cheyenne features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit on the floor-length hem, and a curve-hugging A-line silhouette. The long dress is composed of a lined velvet fabric that offers a moderate stretch. Complete the look with rhinestone heels and a sphere clutch. Fit & FeaturesOne-shoulder neckline, wired V-neck bust, Fitted long sleeve, High side slit, floor-length hem, A-line silhouette, Lined velvet fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cheyenne Formal One-Shoulder Velvet Dress in Black-2 | Size: S | Rhinestone/Velvet 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
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
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
Dare to stun in the Jamie satin formal dress crafted with silky satin fabric for a gorgeous sheen. The bold plunge halter neckline and open lace-up back will turn heads while the fitted column silhouette flaunts your curves. Fit & FeaturesSilky satin fabric, short knit stretchy lining, Plunge halter V-neckline, shoulder straps, padded bra cups, Lace-up open back, lower zipper with hook-eye closure, High side slit, Fitted column silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, weddings, galas, and black-tie soirees. Free Shipping on All Orders Over $75. | Windsor Jamie Lace-Up Satin Formal Column Dress in Red | Size: XS | Knit Fabric/Satin Fabric
The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure! Fit & FeaturesMesh fabric, partial stretchy knit lining, Sleeveless sweetheart neckline, cowl pleating, Adjustable spaghetti straps, crisscross open back, Padded bust, sheer corset bodice, flexible boning, Side ruched seams, fitted column silhouette, High-side slit, floor-length hem, Style runs small, Where to Wear:Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights. Free Shipping on All Orders Over $75. | Windsor Rose Formal Mesh Corset Column Dress in Green | Size: M | Knit Fabric/Mesh Fabric
Holiday Outfits
When it comes to curating the ultimate lineup of holiday outfits, it’s all about balancing that main character energy with ease and versatility. Picture this: you’re bouncing from a cozy family brunch to a glam night out with your squad, and your closet is ready for every invite. The Windsor holiday collection is made for the girl who wants to be the best-dressed everywhere she goes—think plush knits for those laid-back moments, shimmering fabrics that catch the light just right, and tailored looks that say “I understood the assignment.” Whether you’re wrapping up a last-minute gift for your bestie or searching for that one show-stopping piece that’ll have everyone double-tapping your pics, holiday outfits are the secret sauce for making every gathering feel unforgettable. Styling for the season means mixing textures, like pairing a velvet skirt with a metallic top, or layering a bold statement necklace over a classic sweater for that instant glow-up. It’s not just about the look—it’s about how you feel when you walk into the room, knowing you’re bringing the good vibes and turning heads with every step.
Gifting holiday outfits is basically the move for anyone who loves giving presents that get worn on repeat. From that friend who lives for a cozy night in, to the cousin who’s always RSVP’ing “yes” to the dressiest parties, there’s something for everyone. Think about the moments: a matching knit set for movie marathons, a sparkly mini dress for that annual friends’ dinner, or a tailored jumpsuit that’s equal parts chic and comfortable for dancing all night. Accessories are the ultimate finishing touch—an embellished clutch, a pair of statement earrings, or a sleek pair of boots can completely transform an outfit and make it feel special. A Windsor holiday wardrobe isn’t just about looking put-together; it’s about feeling unstoppable, whether you’re swapping gifts, making memories, or just vibing with your crew. For those who want to turn their wardrobe into a celebration, layering is your best friend—throw on a luxe scarf or a bold coat, and you’re ready for whatever the night brings.
If you’re ready to take your holiday style to the next level, it’s all about finding pieces that work for every occasion and make you feel like your most confident self. Don’t be afraid to play with color—reds, greens, and golds are classic, but mixing in unexpected hues or playful patterns can make your look stand out in the best way. Comfort is key, especially when you’re hopping from one event to the next, so pick outfits that let you move, mingle, and celebrate without a second thought. And if you’re ever in need of a little inspo, check out our Holiday Outfit Inspiration page for even more ways to style your Windsor holiday faves and keep those good vibes rolling all season long.