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!

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$59.90

4.603175 star rating

A white mini dress with iridescent sequins, sheer velvet fabric, and adjustable spaghetti straps.

$46.90

4.025641 star rating

A black glitter mesh mini dress with sheer sleeves, sweetheart neckline, and bodycon silhouette.

Sale

$19.97 $54.90 64% off

4.096774 star rating

A wine-colored glitter-knit mini dress with a cowl neckline and ruched bodycon silhouette.

$46.90

4.785714 star rating

A black glitter crepe knit mini dress with sheer bell sleeves and a bodycon silhouette.

Sale

$9.97 $42.90 77% off

4.714286 star rating

A grey glitter knit mini dress with a one-shoulder neckline and ruched side seams.

$49.90

4.2 star rating

A black woven skater dress featuring a zip-front bustier bodice, sweetheart neckline, and pleated silhouette.

$54.90

5 star rating

A black ribbed knit midi dress with a tie-dye pattern, scoop neckline, and back slit.

$43.90

4.666667 star rating

A black velvet mini dress with a corset bodice, sheer mesh details, and asymmetric hem.

Sale

$9.97 $44.90 78% off

5 star rating

A black velvet floral mini dress with sheer sleeves and a sweetheart neckline for holiday events.

Sale

$9.97 $38.90 74% off

5 star rating

A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.

$99.90

5 star rating

A black mermaid dress with a velvet burnout floral pattern and lace-up open back design.

$42.90

5 star rating

A black ribbed knit bodycon mini dress with trendy cutouts and lattice accents for a chic look.

$39.90

5 star rating

A burgundy glitter knit mini dress with a sultry open back and ruched bodycon fit.

$38.90

5 star rating

A green glitter mesh mini dress with sheer balloon sleeves and a corset bodice for structure.

$29.90

5 star rating

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.

Sale

$9.97 $49.90 80% off

A chic navy blue mini dress with velvet fabric, cowl neckline, and ruched bodycon silhouette.

$59.90

A black sequin skater dress with an open back and tie-back bow, perfect for parties.

Sale

$9.97 $38.90 74% off

A wine velvet mini dress with a sweetheart neckline, flare sleeves, and bodycon silhouette.

$32.90

An ivory off-the-shoulder mini dress in striped ribbed knit offers cozy flair and stretch.

$44.90

A navy blue ribbed knit sweater dress featuring contrast trim, a square neckline, and a flared pleated hem.

$36.90

A natural rib knit mini dress with a folded off-the-shoulder neckline and flattering skater silhouette.

$36.90

4.657895 star rating

A denim satin mini dress with a ruched wrap silhouette and spaghetti straps for a chic look.

$69.90

4.642857 star rating

A black floor-length formal dress with a glitter mesh fabric and a chic cowl neckline.

$39.90

4.679487 star rating

A sultry black formal dress with rhinestone straps, a high slit, and a curve-hugging silhouette.

$79.90

4.773585 star rating

A sage mini dress with faux pearl embellishments, strappy open back, and bodycon silhouette.

$38.90

4.568182 star rating

A white sleeveless ribbed knit midi dress featuring a V-neckline and chic high front slit.

$36.90

4.675676 star rating

A chic pink skater dress with a ribbed knit, off-the-shoulder neckline, and long fitted sleeves.

$35.90

4.5 star rating

A white knit bodycon mini dress with a pleated cowl neckline and spaghetti straps.

$49.90

4.827586 star rating

A coral satin mermaid dress featuring a lace-up back, high slit, and adjustable spaghetti straps.

$40.90

4.695652 star rating

A black glitter mini dress with a halter cowl neckline and tie-back spaghetti straps.

$52.90

4.538462 star rating

A white strapless mini dress with sequin bow embroidery and a satin lace-up back design.

$46.90

4.833334 star rating

A bronze knit maxi dress featuring a trendy lace-up back and flattering bodycon silhouette.

$36.90

4.636364 star rating

A sage satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.

$59.90

3.272727 star rating

A black glitter mesh mini dress with sheer ruffled sleeves and a bodycon silhouette.

$39.90

4.7 star rating

A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.

Best Seller

$44.90

3 star rating

A breezy white chiffon skater dress featuring cold-shoulder straps, a sweetheart neckline, and ruched bodice.

$35.90

4.666667 star rating

A chic red-brown bodycon mini dress with a one-shoulder neckline and soft hacci knit fabric.

$69.90

3.8 star rating

A green off-the-shoulder mermaid dress with glitter fabric, ruched bust, and high front slit.

$36.90

4.8 star rating

A chic black mini dress with a pleated cowl neckline and a flowy A-line silhouette.

$38.90

3.75 star rating

An ivory strapless bodycon midi dress featuring double-lined rib knit fabric with extra glitter sparkle.

Sale

$9.97 $54.90 82% off

4.5 star rating

A black knit bodycon mini dress featuring a one-shoulder design with marabou feather trim.

Sale

$9.97 $39.90 75% off

4.5 star rating

A chic black glitter mini dress with an asymmetrical one-shoulder neckline and bodycon fit.

$42.90

5 star rating

A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.

Sale

$24.97 $49.90 50% off

4.75 star rating

An elegant orange mermaid dress with a cowl neckline and adjustable spaghetti straps in stretchy knit.

$64.90

4.5 star rating

A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.

Sale

$9.97 $39.90 75% off

5 star rating

A black mini dress with a cutout bust, ruched wrap design, and sheer mesh long sleeves.

Sale

$19.97 $34.90 43% off

5 star rating

An off-white abstract mini dress featuring a one-shoulder neckline and a 70s-inspired sheer sleeve.

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Marissa Formal Satin Cowl Neck Dress in Green
(162) 4.5740743 star rating

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

Leila Sequin Bodycon Mini Dress in Royal Blue
(138) 4.7028985 star rating

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

Senorita Mesh Strappy Mini Dress in Red
(81) 4.580247 star rating

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

Windsor Exceptional Off-The-Shoulder Flared Midi Dress in Natural
(66) 4.621212 star rating

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

Windsor Cute Attitude Ponte Slit Mini Skort in Black
(57) 4.8421054 star rating

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

Windsor Brynlee Sequin Embroidered Bodycon Dress in Sage
(56) 4.589286 star rating

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

Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Light Blue-2
(53) 4.773585 star rating

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

Get Down With Basic Slit Mini Skirt in Black
(52) 4.1346154 star rating

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

Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Wine
(49) 4.5102043 star rating

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

Kristen Faux Pearl Mini Party Dress in White
(46) 4.695652 star rating

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

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.

Top Picks For Trendy Winter Dresses