Winter Date Dresses
Winter date dresses are here to keep you cozy and chic, even when the temperature drops! Whether you're headed for a romantic dinner under twinkling lights or a spontaneous ice-skating adventure, these dresses have your back. Think soft fabrics, flattering silhouettes, and just the right amount of sparkle to make those winter nights unforgettable. So grab your favorite boots and get ready to slay every date night with confidence and style. Because why should the cold have all the fun?
$109.90
A chic navy blue mermaid dress with sequins, a square neckline, and a thigh-high slit.
$69.90
A wine-colored formal dress with a glitter mesh fabric, cowl neckline, and floor-length silhouette.
$29.97 $59.90 50% off
A navy blue satin midi dress with a pleated cowl neckline and a high side slit.
$46.90
A black glitter crepe knit mini dress with sheer mesh sleeves and a daring bodycon silhouette.
$54.90
A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.
$44.90
A green glitter knit mini dress with a pleated cowl neckline and asymmetric wrap-front design.
$59.90
A glamorous black bodycon dress with glitter knit fabric, off-the-shoulder neckline, and high slit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$49.90
A pink mesh and knit bodycon midi dress featuring cold-shoulder details, ruching, and padded cups.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$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.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$34.90
A chic black knit mini dress with halter straps, shoulder cutouts, and a bodycon silhouette.
$32.90
A black bodycon mini dress with ruched mesh bell sleeves and a sweetheart neckline.
$39.90
A burgundy glitter knit mini dress with a sultry open back and ruched bodycon fit.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$44.90
A chic black mesh and satin short dress with sheer sleeves and an alluring back cutout.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$49.90
A pink floral mesh midi dress featuring off-the-shoulder sleeves, ruched sides, and a sweetheart neckline.
$59.90
A white satin midi dress featuring a strapless neckline, back bow detail, and flattering bodycon silhouette.
$21 $29.90 30% off
A charcoal plaid mini dress with sheer lace trims and a chic bow detail for date night.
$9.97 $46.90 79% off
A black glitter knit mini dress with sheer peasant sleeves and a ruched bodycon fit.
$34.90
A sage mesh midi dress featuring a cowl neckline, ruched sides, and adjustable tie-back straps.
$79.90
A stunning red formal dress featuring a sultry lace-up back and high side slit.
$38.90
A green glitter mesh mini dress with sheer balloon sleeves and a corset bodice for structure.
$42.90
A black glitter mini dress with off-the-shoulder neckline, sheer sleeves, and ruching details.
$9.97 $39.90 75% off
A black glitter knit midi dress with a cowl neckline and mermaid silhouette for formal occasions.
$74.90
A black velvet mermaid dress with lace-trimmed sides, adjustable straps, and a V-neckline.
$54.90
A black velvet pattern bodycon midi dress with a flirty bust cutout and ruffled hem.
$49.90
An off-the-shoulder black midi dress featuring mesh-lined fabric, a ruched bodycon silhouette, and side slit.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$36.90
A sultry brown knit midi dress featuring a lace-up back, ruched bodycon fit, and side slit.
$39.90
A wine-colored knit bodycon midi dress featuring a sweetheart neckline, bust detail, and sleek silhouette.
$36.90
A natural rib knit mini dress with a folded off-the-shoulder neckline and flattering skater silhouette.
$9.97 $38.90 74% off
A wine-colored velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$29.90
A black sheer lace dress with a sweetheart neckline and partially open back with tie straps.
$54.90
A strapless rust midi dress in smooth knit fabric featuring a sweetheart neckline, ruching, and side slit.
$9.97 $49.90 80% off
A navy blue velvet mini dress with a cowl neckline, ruched details, and long fitted sleeves.
$39.90
A captivating 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 sleeveless square neckline.
$32.90
A pink mesh mini dress with a cowl neckline and adjustable spaghetti straps for a chic night out.
$39.90
A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.
$54.90
A stunning red mesh corset dress with a sweetheart neckline, crisscross back, and high side slit.
$52.90
A white mini bodycon dress with faux pearl embellishments, featuring a sweetheart neckline and ruched seams.
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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
Winter Date Dresses
When it comes to winter date dresses, you know it’s not just about looking cute—it’s about showing up, turning heads, and owning every moment, no matter how chilly it gets outside. The Windsor girl knows how to make an entrance, and she’s not about to let a little cold air mess with her vibe. Whether you’re heading out for a candlelit dinner, hitting up a rooftop with twinkling city lights, or planning a spontaneous late-night dessert run, you deserve a look that brings the heat. Think luxe fabrics that feel as good as they look, like velvet that hugs your curves just right, or satiny finishes that shimmer under the soft glow of fairy lights. It’s all about those little details—think dramatic sleeves, flirty necklines, and playful hemlines that make you want to twirl as soon as you slip them on. And yes, layering is your secret weapon: a chic faux-fur jacket or a statement coat isn’t just practical, it’s the ultimate power move. Add a pair of knee-high boots or strappy heels, and you’re ready to make memories (and maybe break a few hearts) all night long.
Gifting a winter date dress? Talk about a major win. Whether it’s for your bestie who’s got a new crush, your sister who’s always the life of the party, or even a little treat-yourself moment (because, hello, self-love is the best love), these dresses are the kind of present that says, “You deserve to shine.” Picture this: she unwraps the box, her eyes light up, and suddenly she’s planning her next night out before she’s even tried it on. That’s the kind of magic you can’t fake. And honestly, these dresses aren’t just for romantic dates. They’re for girls’ nights out, family dinners, or even a solo adventure when you just want to feel unstoppable. The right dress doesn’t just keep you warm—it wraps you up in confidence. You’ll be the girl who’s impossible to ignore, who dances like nobody’s watching, and who knows how to turn even the coldest night into the hottest event. And if you’re looking to keep it a little more low-key (but still totally fabulous), check out our Winter Casual Dresses for styles that are just as cute and a little more chill.
Shopping for winter date dresses is all about finding that perfect balance between cozy and glam. You want something that lets you flirt with the night, but also keeps you comfy enough to laugh, dance, and maybe sneak in a little extra dessert. Look for pieces that play up your favorite features, whether that’s a bold back cutout, a sweetheart neckline, or a bodycon fit that says you’re here for a good time. Don’t be afraid to go bold with color—rich jewel tones, deep reds, and classic blacks are always in, but a pop of metallic or a playful print can totally steal the spotlight. And remember, confidence is your best accessory. When you step out in a dress that makes you feel like the main character, the world can’t help but notice. So go ahead, make those plans, send that flirty text, and let your winter date dress do the talking. Your next unforgettable night is just a dress away.