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.
$54.90
A stunning red mesh corset dress with a sweetheart neckline, crisscross back, and high side slit.
$14.97 $54.90 73% off
An enchanting orange satin gown with a cowl neck, high slit, and sleek spaghetti straps.
$79.90
A light blue mini dress with faux pearl embellishments, featuring a cowl neckline and open-back design.
$59.90
A navy blue satin midi dress with a pleated cowl neckline and a high side slit.
$32.90
A mauve satin mini dress with an off-the-shoulder neckline and flattering A-line silhouette.
$84.90
A pink strapless bodycon mini dress with beaded mesh fabric, perfect for romantic occasions.
$46.90
A black glitter mesh mini dress with sheer sleeves, sweetheart neckline, and bodycon silhouette.
$89.90
A dazzling periwinkle sequin lace party dress featuring a lace-up back and skater silhouette.
$54.90
A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.
$9.97 $54.90 82% off
A brown glitter-knit mini dress with a cowl neckline and bodycon silhouette, perfect for formal events.
$39.90
An on-trend burgundy satin mini dress with ruched sides and sheer mesh balloon sleeves.
$36.90
A wine-colored knit bodycon midi dress with a surplice V-neckline and spaghetti straps.
$19.97 $54.90 64% off
A burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.
$59.90
A glamorous black bodycon dress with glitter knit fabric, off-the-shoulder neckline, and high slit.
$46.90
A black glitter crepe knit mini dress with sheer bell sleeves and a flattering bodycon silhouette.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.
$44.90
A green glitter knit mini dress with a pleated cowl neckline and asymmetric wrap-front design.
$59.90
A black glitter mesh mini dress with sheer ruffled sleeves and a bodycon silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$19.97 $42.90 53% off
A natural floral print bodycon midi dress with a lace-up back and flirty side slit.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$32.90
A chic red sleeveless midi dress with ruched seams and a curve-hugging bodycon silhouette.
$44.90
A white mesh bodycon mini dress with faux pearl embellishments and adjustable spaghetti straps.
$9.97 $42.90 77% off
A green glitter knit mini dress with an off-the-shoulder neckline and fitted long sleeves.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$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.
$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 black lace bodycon mini dress with faux pearl embellishments and adjustable spaghetti straps.
$49.90
A black sheer mesh midi dress with off-the-shoulder neckline and high-side slit for elegant occasions.
$59.90
A green velvet mini dress with sequin embroidery and a striking lace-up back design.
$32.90
A black bodycon mini dress with ruched mesh bell sleeves and a sweetheart neckline.
$42.90
A black velvet mini dress featuring an asymmetric one-shoulder neckline and ruched bodycon silhouette.
$44.90
A green off-the-shoulder glitter mini dress featuring a bodycon silhouette and sheer mesh fabric.
$9.97 $59.90 83% off
A black glitter midi dress with sheer sleeves, bodycon fit, and a ruched slit detail.
$19.97 $79.90 75% off
A romantic black satin formal dress with a corset bodice and detachable statement bow.
$36.90
A black glitter knit mini dress with an off-the-shoulder neckline and flirty A-line silhouette.
$9.97 $44.90 78% off
A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$34.90
A chic black knit mini dress with halter straps, shoulder cutouts, and a bodycon silhouette.
$42.90
A wine-colored mini dress featuring a sheen knit fabric, halter square neckline, and bodycon silhouette.
$9.97 $39.90 75% off
A black mini dress with floral velvet burnout, sheer sleeves, and an open lace-up back.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$9.97 $46.90 79% off
A black glitter knit mini dress with sheer peasant sleeves and a ruched bodycon fit.
$39.90
A burgundy glitter knit mini dress with a sultry open back and ruched bodycon fit.
$79.90
A stunning red formal dress featuring a sultry lace-up back and high side slit.
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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: XL | 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 Red | Size: M | 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
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
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 Light Blue-2 | Size: XS | Knit Fabric/Mesh Fabric/Mesh 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: XL | Knit 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
Both sexy and demure, the Kristen party dress wows from every angle! Perfect for bachelorette weekends, themed soirees, and formal birthdays! She features a sleeveless sweetheart neckline with a padded bust, cowl draping, adjustable spaghetti straps, and side ruched seams that hug your curves along her short bodycon silhouette. The formal party dress is composed of a faux pearl embellished mesh fabric with a stretchy knit lining. Complete the look in statement block heels. Fit & FeaturesSleeveless sweetheart neckline, Padded bust, cowl draping, Adjustable spaghetti straps, Side ruched seams, bodycon silhouette, Mini-length hem, Faux pearl embellishments, mesh fabric, stretch knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Kristen Faux Pearl Mini Party Dress in White | Size: XS | Knit Fabric/Mesh 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.