Cool Weather Dresses
Cool weather dresses are your secret weapon for slaying those chilly days with style and sass. When the temperature drops, it's time to layer up without sacrificing an ounce of fabulousness. Picture yourself wrapped in cozy chicness, whether you're strutting down city streets or sipping cocoa by the fire. These dresses are here to keep you warm and on-trend, offering versatility that pairs perfectly with your favorite boots and jackets. So, grab your pumpkin spice latte and let's make some unforgettable cool weather memories!
$36.90
A natural rib knit mini dress with a folded off-the-shoulder neckline and flattering skater silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$54.90
A black ribbed knit midi dress featuring a tie-dye pattern, scoop neckline, and back slit.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$39.90
A natural striped knit mini dress featuring a flirty cutout back and bodycon fit.
$36.90
An elegant sage off-the-shoulder midi dress with a bodycon fit and flared hem.
$44.90
A sophisticated white midi dress with chiffon sleeves, a square neckline, and a ruched bodycon silhouette.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$35.90
A chic red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$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 chic white midi dress with cold shoulder design, ruched seams, and a flattering bodycon silhouette.
$9.97 $44.90 78% off
A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.
$42.90
An abstract print maxi dress with a ruched bodycon silhouette and sheer off-the-shoulder sleeves.
$21.97 $42.90 49% off
A brown ribbed knit mini dress with a scoop neckline and faux topper long sleeves.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$22.97 $49.90 54% off
A light blue chiffon midi dress with puff sleeves, floral print, and a chic high front slit.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$38.90
A burgundy knit skater dress featuring a cold-shoulder design and corset-style seams for a sleek look.
$38.90
An olive knit midi dress featuring an off-the-shoulder neckline, ruching, and a high back slit.
$59.90
A green velvet mermaid dress with ruching, adjustable straps, and a high front slit.
$32.90
A cozy ivory mini dress with a striped ribbed knit, off-the-shoulder design, and A-line silhouette.
$9.97 $38.90 74% off
A wine velvet mini dress with a sweetheart neckline, flare sleeves, and a bodycon silhouette.
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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: L | Knit 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
Bring the dazzling glamour to the party in this long sleeve rhinestone mesh mini dress! Designed with a stretchy sheer mesh fabric with a partial knit lining, the mini-length dress is accented with all-over rhinestone embellishments for a gorgeous and chic shine. The square neckline shapes the bodice, and the unlined long sleeves have slit accents and flare out for a trendy look. The bodycon silhouette will hug your gorgeous curves. Style this mini dress with rhinestone heels for all the more sparkle. Fit & FeaturesStretchy sheer mesh fabric, partial knit lining, Rhinestone embellishments, Square neckline, Long bell sleeves with slit detail, Back zipper, hook and eye closure, Bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Navy Blue | Size: XS | Knit Fabric/Rhinestone/Mesh 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 Wine | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in Coral | Size: XL | Knit Fabric/Mesh Fabric/Mesh Fabric
Cool Weather Dresses
When it comes to dressing for cool weather, it’s all about keeping things cozy without sacrificing your signature style. Think of cool weather dresses as your wardrobe’s secret weapon—the piece that lets you flirt with the chill while still looking like you own every room you walk into. From coffee runs to late-night adventures, these dresses are made for the girl who’s always on the move but never misses a chance to make a statement. Imagine slipping into a soft knit dress that hugs you just right, or rocking a midi with boots that were made for strutting. The best cool weather dresses are crafted from warm, touchable fabrics like chunky knits, plush fleece, and even luxe velvet, each one ready to be layered up or down depending on your vibe (and the forecast). Whether you’re layering a fitted turtleneck underneath or throwing on a slouchy cardigan, you’re in control—mixing textures, playing with lengths, and adding your favorite accessories to create a look that’s as unique as you are. And let’s be real: there’s nothing like the confidence boost that comes from knowing you look fire *and* feel comfortable, even when the temperature drops.
Cool weather dresses make the ultimate gift for your ride-or-die bestie, your sister, or even yourself—because self-love is always in season. They’re the kind of pieces that transition seamlessly from day to night, from brunch dates to bonfire hangs, giving you endless ways to express your style. Picture yourself wrapped up in a ribbed sweater dress, belted at the waist for that hourglass moment, or twirling in a flared knit skirt that brings a little extra drama to every step. These dresses aren’t just about staying warm; they’re about making memories—like spontaneous road trips, rooftop parties with the squad, or those cozy nights in that turn into heart-to-hearts. Don’t forget to play with layers: toss on a denim jacket, slip into some tall boots, or add a pop of color with a chunky scarf. The right dress for cool weather works overtime, letting you dress for whatever the day (or night) throws at you, all while keeping your look fresh and your confidence sky-high.
For anyone building a wardrobe that can handle whatever comes next—chilly mornings, surprise plans, or just those days when you want to look put-together without overthinking it—cool weather dresses are the MVP. They’re perfect for gifting, easy to style, and always ready to help you serve main character energy. If you’re loving the vibe and want even more inspo for how to stay cute when the temps dip, check out our Winter Casual Dresses for a curated selection that’ll keep your closet (and your mood) on point all season long.