Winter Casual Dresses
Winter casual dresses are here to make your cold-weather wardrobe sizzle with style! Whether you're layering up for a cozy coffee date or strutting your stuff at a festive gathering, these dresses are your go-to for effortless chic. Think of them as your fashion-forward BFFs, blending warmth and trendiness like a hot cocoa on a snowy day. With an array of colors, cuts, and textures that scream "you've got this," you'll be turning heads and breaking hearts all season long. So, get ready to slay the winter blues away with these must-have pieces that promise to keep you looking fabulous from brunch to bonfire!
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RECOMMENDED
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$9.97 $24.90 60% off
A taupe knit hoodie dress with a form-hugging fit and soft, stretchy ribbed fabric.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a V-neckline for chic occasions.
$9.97 $24.90 60% off
A cognac knit midi dress with a mock neckline, thigh-high slit, and form-hugging silhouette.
$38.90
A sage ribbed knit midi dress with a V-neckline and form-hugging silhouette for casual chic style.
$19.97 $26.90 26% off
A taupe midi sweater dress with a mock neck, ribbed knit fabric, and bodycon silhouette.
$17.97 $42.90 58% off
A trendy brown striped knit mini dress with a scoop neckline and open lower back accent.
$39.90
A black ribbed knit midi dress with a square neckline, side slit, and metal button accents.
$36.90
A heather grey ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$34.90
An ivory long sleeve dress with a ruched bust and flowy A-line silhouette in stretchy crepe.
$48.90
An elegant black off-the-shoulder midi dress with ruched sides and a flattering bodycon fit.
$42.90
A black ribbed knit midi dress featuring a turtleneck, long sleeves, and a high side slit.
$35.90
A chic red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.
$9.97 $28.90 66% off
A brown ribbed knit mini dress with a folded turtleneck and fitted long sleeves.
$42.90
A black maxi dress with a floral pattern, lace-up back, and high side slit.
$54.90
A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.
$44.90
A grey ribbed knit midi dress featuring a sweetheart neckline with a twist accent and long sleeves.
$39.90
A stretchy rib knit skater dress with fitted long sleeves and a square neckline in off white.
$39.90
A black ribbed knit mini dress with a bold open back and tie-back strap design.
$9.97 $44.90 78% off
A chic green mini dress with a velvet cold-shoulder design and adjustable spaghetti straps.
$38.90
A chic ivory ribbed knit mini dress with a square neckline and long fitted sleeves.
$46.90
A black knit midi sweater dress with an abstract striped pattern and a flattering bodycon silhouette.
$42.90
A brown ribbed knit mini dress with a scoop neckline and faux topper long sleeves.
$39.90
A grey knit skater dress with a ribbed texture, collared V-neckline, and pleated silhouette.
$32 $44.90 29% off
A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.
$29.90
A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.
$36.90
A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.
$34.90
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$42.90
A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.
$44.90
An olive knit bodycon midi dress with side ruched seams and a square neckline.
$32.90
A green velvet mini dress featuring a sleeveless square neckline and pleated bust for cocktail occasions.
$19.97 $38.90 49% off
A wine velvet mini dress with a sweetheart neckline, flare sleeves, and a bodycon silhouette.
$32.90
A cozy ivory mini dress with a striped ribbed knit, off-the-shoulder design, and A-line silhouette.
$19.97 $44.90 56% off
A dark marsala skater dress with a floral pattern, lace-up back, and faux button accents.
$45.90
A natural floral skater dress with puff sleeves and a tie bust for a flattering silhouette.
$38.90
A burgundy knit skater dress featuring a cold-shoulder design and corset-style seams for stylish flair.
$19.97 $39.90 50% off
A sleek brown knit midi dress with a square neckline and fitted long sleeves.
$24.90
An olive bodycon midi dress with cap sleeves, a cutout back, and stretchy rib knit fabric.
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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, engagement parties Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Burgundy | 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: L | 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 Yellow | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
Party Babe Satin Pleat Mini Dress in Royal Blue
$9.97
$38.90
74% off
Start the party in this babe-status satin mini dress perfect for a fab night out! The short dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette, and side pleating. The silky satin fabric includes a full knit lining. Complete the look with chic heels. Fit & FeaturesSleeveless, square neck, spaghetti straps, Form-fitting, Side pleating, Mini-length hem, Satin fabric, full knit lining, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Babe Satin Pleat Mini Dress in Royal Blue | Size: L | Knit Fabric/Satin 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
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 Ivory | Size: XS | 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 Beige | Size: XL | Knit Fabric/Rhinestone/Mesh Fabric
The first step is picking the right dress. You're going to be working it in this figure-hugging mini! Put your hair in a half-up-do and slip into some heels for a bomb AF look! The dress features a sleeveless cowl neckline, spaghetti straps that cross at the back, and an asymmetrical hem. Complete the outfit with sleek hoop earrings. Fit & FeaturesSleeveless drapey cowl neckline, Spaghetti straps, cross at back, Mini length, asymmetric hemline , Smooth knit fabric, metallic sheen , Form-hugging fit , Plenty of stretch , Runs true to size, Free Shipping on All Orders Over $75. | Windsor All The Right Moves Cowl Neck Mini Dress in Green | Size: L | Knit 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: M | 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: M | Knit Fabric
Winter Casual Dresses
As the chill of winter continues to embrace the air and the whispers of spring promise a new beginning, our collection of Windsor casual dresses offers the perfect blend of comfort and style for every cool-weather occasion. Winter casual dresses are more than just a wardrobe necessity; they are your secret weapon for staying chic and warm. Whether you're sipping a hot latte at your favorite café, gathering for weekend brunch with your squad, or exploring the latest exhibits at an art gallery, these dresses ensure you look effortlessly fabulous.
Winter casual dresses come in a variety of styles and fabrics, each tailored to keep you cozy while enhancing your individual style. Think plush velvets, thick knits, and soft, draping cashmeres that feel like a warm hug on a frosty day. Colors tend to be richer and deeper, with classic winter hues like burgundy, forest green, and midnight blue, making frequent appearances. These dresses are versatile enough to be dressed up or down, depending on the occasion. Pair them with tights and boots for a quintessential winter look, or add a statement belt and your favorite heels for an evening out. And for those who are thinking about gifts, a stylish winter casual dress makes a thoughtful and practical choice for the fashion-savvy woman in your life, ensuring she stays stylish through the colder months.
For those special winter evenings when you want to dial up the charm, our Winter Date Dresses collection steps in to elevate your night-out ensemble. From romantic dinners to cozy movie nights, these dresses are designed to make a memorable impression with their elegant details and flattering fits. So, as you explore our Windsor casual dresses, remember that each piece is crafted with the idea of not just meeting the winter’s demands, but also ensuring you feel like your most fabulous self. After all, why settle for less when you can strut through winter with style and confidence? Stay warm, stay stylish, and let every step you take be a statement.