Trendy Winter Outfits

Trendy winter outfits are calling your name, bestie, and it’s time to answer with a wardrobe that serves main character energy all season long. Whether you’re plotting snow day adventures or just want to be the hottest thing on a chilly night out, these looks are here to make sure you never blend in. Layer up, turn heads, and let your style do the talking—the cold never stood a chance against your vibe.

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$19.90

4.8 star rating

A shimmering white glitter mesh bolero with long fitted sleeves and an open-front design.

Best Seller

$59.90

4.666667 star rating

A sleek pair of black faux leather pants with fringed sides and a flattering flare hem.

$46.90

5 star rating

A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.

$29.90

5 star rating

A trendy brown striped knit mini dress with a mock neckline and long fitted sleeves.

$49.90

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for layering during cozy season.

$52.90

A trendy olive twill jacket with a fleece-lined hoodie, perfect for layering on chill nights.

$54.90

A chic oversized brown faux leather blazer with a lapel collar and single button closure.

$44.90

A high-rise black denim knit cargo jean with vertical seams and a straight-leg hem.

$46.90 - $49.90

4.640288 star rating

A chic ivory cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.

Best Seller

$49.90

4.617021 star rating

A black faux leather cropped jacket with an asymmetrical zipper and adjustable waist belt for edgy style.

Best Seller

$49.90

4.371429 star rating

A black faux leather and mesh jacket with illusion stripes, perfect for layering over chic outfits.

$39.90

4.941176 star rating

An ivory knit bolero with faux fur cuffs and collar, featuring an ultra-cropped hem and open front.

$29.90

4.818182 star rating

A black ribbed knit bodysuit with a turtleneck and long fitted sleeves for a form-hugging fit.

Sale

$9.97 $42.90 77% off

4.714286 star rating

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

$69.90

4.428571 star rating

A navy blue faux leather moto jacket with a cropped hem and contrast striped pattern.

$34.90

4.2 star rating

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

$49.90

4.6 star rating

A taupe faux suede moto jacket with studded accents and an asymmetric zip-front design.

$29.90

5 star rating

An ivory off-the-shoulder lace top with ruched sides, sheer sleeves, and an asymmetric hem.

$64.90

5 star rating

A light denim cropped blazer with rhinestone trim and swag chain for a glamorous touch.

$49.90

5 star rating

A medium denim halter jumpsuit featuring a front cutout and trendy flare hem for stylish weekends.

$42.90

5 star rating

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

$59.90

5 star rating

A brown plaid oversized shacket in faux wool with faux suede lining and chest pockets.

Sale

$45 $64.90 31% off

3 star rating

A sleek black faux leather bomber jacket with a trendy color block pattern and relaxed fit.

$59.90

5 star rating

An oversized ivory faux leather moto jacket with belted accents and a cropped hem.

Sale

$19.97 $44.90 56% off

5 star rating

A chic black ponte longline vest featuring a tie-waist belt and lapel collar neckline.

$44.90

5 star rating

A trendy black acid wash denim shacket with a relaxed fit and button-down front.

$49.90

5 star rating

A black twill woven crop jacket with cargo pockets and a relaxed fit for casual outings.

$46.90

A light denim cropped trucker jacket with a zip-up front and functional front pockets.

$32.90

A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.

Sale

$35 $49.90 30% off

A navy blue plaid shacket with faux wool fabric and a relaxed fit for casual styling.

$32.90

A trendy leopard-printed mini skort with a mid-rise waist and fitted shorts underneath.

$49.90

A brown faux suede moto jacket with an asymmetric zip-front and belted waist for edgy style.

$44.90

A trendy denim moto jacket featuring a cool faded design and fitted cropped hem.

Sale

$9.97 $38.90 74% off

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

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Marissa Formal Satin Cowl Neck Dress in Green
(161) 4.590062 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

Windsor Leila Sequin Bodycon Mini Dress in Royal Blue
(136) 4.6985292 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: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Senorita Mesh Strappy Mini Dress in Pink
(79) 4.56962 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 Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Cute Attitude Ponte Slit Mini Skort in Black
(58) 4.8448277 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: XL | 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

Exceptional Off-The-Shoulder Flared Midi Dress in Black-2
(51) 4.5882354 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 Black-2 | Size: XL | Knit Fabric

Dazzling Glam Long Sleeve Rhinestone Mesh Mini Dress in Beige
(50) 4.74 star rating

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

Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink
(50) 4.76 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 Pink | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor All The Right Moves Cowl Neck Mini Dress in Green
(48) 4.2083335 star rating

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: S | Knit Fabric

Windsor See Me Shining Glitter Off-The-Shoulder Mini Dress in Navy Blue
(47) 4.5531917 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 Navy Blue | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Trendy Winter Outfits

When the temps drop and the air gets that signature icy bite, it’s officially time to level up your style game with trendy winter outfits that are equal parts cozy and fire. Whether you’re the kind of girl who lives for après-ski vibes or you’re just trying to survive chilly mornings with your style cred intact, this is your moment to shine. Think plush textures, bold layers, and silhouettes that make you want to twirl through every snowflake. These pieces aren’t just about keeping you warm—they’re about making an entrance, even if it’s just into your favorite coffee spot or that group chat-worthy holiday party. And let’s be real, winter fashion is where you get to flex your creativity: mixing and matching textures, playing with unexpected color pops, and showing off those statement boots you’ve been dying to wear since last year. The best part? Every piece you pick is like a little love letter to your future self—the one who’s going to crush every cold-weather outing with main character energy.

Shopping for winter outfits isn’t just about braving the cold; it’s about embracing it. You’re not just buying clothes—you’re curating a vibe that says “I’m ready for anything,” whether that’s a spontaneous snow day adventure, a cozy movie night with your ride-or-die crew, or a glam night out that calls for a little extra sparkle. These looks are perfect for gifting, too—think about your bestie who’s always freezing, your sister who’s obsessed with all things fuzzy, or your mom who deserves to feel as fabulous as she is. Imagine wrapping up a luxe knit or a statement coat and watching their eyes light up. And don’t sleep on the power of layering: a killer base layer, a snuggly sweater, and a jacket that turns heads can take you from coffee runs to date nights without breaking a sweat (or, you know, catching a chill). If you’re looking for more inspo to keep your cold-weather closet on point, check out our Cute Winter Outfits page for all the looks that’ll have you counting down the days until your next snow selfie.

Let’s not forget, winter is basically an excuse to go full-on extra with your accessories—think chunky scarves, beanies with attitude, and gloves that make texting back your crush way more fun. This is your chance to play with layers, textures, and silhouettes that you might not rock any other time of year. Don’t be afraid to mix faux fur with leather, denim with velvet, or metallics with knits. The key is to wear what makes you feel like you can take on the world (or at least your group’s next brunch). When you’re shopping for trendy winter outfits, remember: fit is everything. Go for pieces that let you move, dance, and live your best life—even if it’s just from your couch to the kitchen for another mug of cocoa. And if you ever need a little nudge to try something bold, just remember your Windsor bestie is always here, hyping you up and reminding you that you’re the moment, no matter what the weather’s doing outside.