Trendy Winter Dresses
Winter’s chill is no match for the sizzling style of trendy winter dresses that are ready to turn up the heat on your seasonal wardrobe. Whether you're twirling under twinkling lights at a holiday party or strutting through a snow-dusted cityscape, these dresses are your ticket to staying cozy and chic. Think bold colors, flirty silhouettes, and textures that make you want to swish and sway with every step. With our collection, you'll be stepping into a winter wonderland where fashion knows no bounds and every moment is a runway moment. So go ahead, layer up in style and let those winter winds know who's boss!
$39.90
A burgundy glitter knit mini dress with a sultry open back and ruched bodycon fit.
$9.97 $38.90 74% off
A wine velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$46.90
A black glitter mesh mini dress with sheer sleeves, sweetheart neckline, and bodycon silhouette.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$38.90
A green glitter mesh mini dress with sheer balloon sleeves and a corset bodice for structure.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$32.90
An ivory off-the-shoulder mini dress in striped ribbed knit offers cozy flair and stretch.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$9.97 $49.90 80% off
A navy blue velvet mini dress with a cowl neckline, ruched details, and long fitted sleeves.
$36.90
A natural rib knit mini dress with a folded off-the-shoulder neckline and flattering skater silhouette.
$36.90
A denim satin mini dress with a ruched wrap silhouette and sleeveless square neckline.
$69.90
A wine-colored formal dress with a glitter mesh fabric, cowl neckline, and floor-length silhouette.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$38.90
A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.
$49.90
A coral satin mermaid dress featuring a lace-up back, high slit, and adjustable spaghetti straps.
$40.90
A black glitter mini dress with a halter cowl neckline and tie-back spaghetti straps.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$36.90
A sage satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.
$44.90
A breezy white chiffon skater dress featuring cold-shoulder straps, a sweetheart neckline, and ruched bodice.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$15.97 $49.90 68% off
An elegant orange mermaid dress with a cowl neckline and adjustable spaghetti straps in stretchy knit.
$36.90
A black mini dress with sheer mesh, velvet floral pattern, and alluring cutout details.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$9.97 $39.90 75% off
A black mini dress with a cutout bust, ruched wrap design, and sheer mesh long sleeves.
$59.90
A chic strapless brown mermaid dress with a trendy tie-back design and twist-accent neckline.
$36.90
A light blue glitter knit skater dress with a strapless neckline and pleated silhouette.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$9.97 $39.90 75% off
A chic black glitter mini dress with an asymmetrical one-shoulder neckline and bodycon fit.
$34.90
A chic black knit mini dress with halter straps, shoulder cutouts, and a bodycon silhouette.
$45.90
A burgundy bodycon mini dress with lace trim and ruched mesh overlay for formal occasions.
$35.90
A strapless raisin bodycon midi dress in smooth, stretchy knit fabric for cocktail or wedding events.
$49.90
A wine-colored mesh and knit midi dress featuring cold shoulders, ruched seams, and a bodycon silhouette.
$32.90
A black bodycon mini dress with ruched mesh bell sleeves and a sweetheart neckline.
$21.97 $42.90 49% off
A brown ribbed knit mini dress with a scoop neckline and faux topper long sleeves.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$38.90
A brown knit mini dress featuring a paisley burnout pattern, halter neckline, waist cutout, and ruffled hem.
$39.90
A burgundy knit bodycon midi dress featuring a strapless cutout bodice and twist metal hardware.
$54.90
A wine velvet bodycon mini dress with beaded applique cups and adjustable spaghetti straps.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$39.90
A multicolor striped knit mini dress featuring bell sleeves, side cutouts, and a plunging neckline.
$19.97 $39.90 50% off
A taupe striped ribbed knit mini dress featuring a strapless sweetheart neckline and trendy knot detail.
$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.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$42.90
A black glitter mini dress with off-the-shoulder neckline, sheer sleeves, and ruching details.
$44.90
A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.
$46.90
A glamorous red satin mini dress with an off-the-shoulder neckline and pleated waist.
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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
Trendy Winter Dresses
When the cold hits, the Windsor girl doesn’t just survive—she thrives, and her closet is proof. Winter dresses are the ultimate power move for frosty nights out, cozy coffee runs, and spontaneous road trips that start with “What if we just…” and end with memories you’ll talk about all year. Think plush knits that hug you just right, sleek long sleeves that keep the chills at bay, and luxe fabrics that feel like you’re wrapped in a blanket, but look like you just stepped off the runway. The beauty of a Windsor winter is all about layering up without losing your edge—picture yourself rocking a curve-hugging midi with a faux-fur jacket and boots that mean business, or twirling in a fit-and-flare while the snowflakes do their thing outside. Whether you’re hunting for that “main character energy” dress for a bestie’s birthday bash, or just want something that makes you feel like a 10 at brunch, winter dresses are your secret weapon. They’re also the ultimate gift for your ride-or-die—because who wouldn’t love a dress that makes them feel unstoppable, no matter what the weather’s doing?
Shopping for winter dresses is all about finding those details that make your heart skip a beat and your mirror selfies pop. Look for cozy textures—think ribbed knits, velvet, or soft sweater dresses that keep you warm without sacrificing style. Don’t sleep on the power of a bold sleeve, a daring cutout, or a pop of shimmer; these are the little things that turn a regular dress into *the* dress. And let’s be real, every girl needs a dress that can go from holiday parties to midnight diner runs with a quick switch of accessories. With Windsor winter styles, you’re never stuck with just one vibe—layer with tights, throw on a chic coat, or swap sneakers for heels and you’re ready for whatever your group chat throws at you. If you’re shopping for someone else, winter dresses are a go-to for gifting, especially when you want your BFF, sister, or even your mom to feel like the main event. There’s just something about unwrapping a dress that’s equal parts glam and practical—it’s the kind of present that says, “I see you, I love your style, and you deserve to shine.”
Embracing the chill doesn’t mean fading into the background—this is your moment to turn heads and break hearts, one outfit at a time. Windsor winter dresses are built for the girl who wants it all: warmth, style, and that spark of confidence that comes from wearing something you genuinely love. Whether you’re planning a glam night in with your crew, heading out for a last-minute adventure, or just want to feel cute on a random Tuesday, there’s a dress here with your name all over it. And if you’re already dreaming about what’s next for your closet, don’t forget to check out our Trendy Fall Dresses for even more inspo. No matter where you’re headed or who you’re shopping for, this is your sign to dress up, show up, and own every single moment.