Winter Shackets

Winter shackets are the ultimate fusion of style and warmth for our Windsor girl who’s ready to slay the season. Imagine the perfect blend of a shirt and a jacket, bringing you cozy vibes with a touch of chic flair. Whether you're layering up for a snow day or just want to add a trendy twist to your outfit, these versatile pieces are your go-to. From plaid patterns that scream festive fun to sleek solids that keep it classy, winter shackets are here to elevate your cold-weather wardrobe game. So, grab your favorite hot cocoa, throw on your new shacket, and step out like the fearless fashionista you are!

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

Sale

Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$19.97 $49.90 60% off

A navy blue plaid shacket with a relaxed fit, collared neckline, and cropped cinched hem.

Windsor Cause A Scene Stud Fringe Faux Leather Shacket in Burgundy

$64.90

A burgundy faux leather cropped shacket featuring studded trim, fringe details, and a collared neckline.

Windsor City Stroll Polka Dot Barn Jacket in Ivory

New Arrival

Windsor City Stroll Polka Dot Barn Jacket in Ivory

$59.90

A relaxed ivory woven jacket featuring playful polka dots, a contrast collar, and practical front flap pockets.

Now Trending

Windsor Sheer Mesh Flared Sleeve Bolero in White

$16.90

(32)

Windsor Sheer Mesh Flared Sleeve Bolero in White | Size: XL | Mesh Fabric/Sheer Mesh Fabric Free Shipping on All Orders Over $75.

Exclusive Chic Removable Faux Fur Long Sleeve Bolero in Black

$39.90

(23)

This bolero is the perfect piece for a chic, exclusive look! Designed on smooth ribbed knit fabric, it's a style you'll obsess over, featuring a removable plush faux fur neckline, fitted long sleeves with removable faux fur cuffs, an open front design, and an ultra-cropped hem. Fit & FeaturesSmooth rib knit fabric, moderate stretch, Plush faux fur neckline, faux fur is removable, Fitted long sleeves, removable plush faux fur cuffs, Open front design, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exclusive Chic Removable Faux Fur Long Sleeve Bolero in Black | Size: S | Knit Fabric

Windsor Sheer Mesh Blouson Sleeve Bolero in Black

$19.90

(18)

This chic sheer mesh bolero is a stylish layer to wear over your everyday looks or formal outfits! It features an open front, a majorly cropped hem, and long blouson sleeves with tapered hems. Pair this trendy layer with stud earrings. Fit & FeaturesOpen front, Cropped hem, Long blouson sleeves, tapered hems, Sheer mesh fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sheer Mesh Blouson Sleeve Bolero in Black | Size: XL | Mesh Fabric/Sheer Mesh Fabric

Luxe Affair Removable Faux Fur Bolero in Black

$39.90

(13)

When the vibe calls for drama, this is the bolero. Soft rib knit meets removable faux fur trim for a look that’s pure Old Hollywood with a modern luxe. Whether it’s a cocktail party or a fancy soirée, this bolero guarantees every entrance feels cinematic. Fit & FeaturesSoft rib knit fabric with stretch, Removable faux fur collar, Fitted long sleeves, removable faux fur cuffs, Form-hugging fit, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Luxe Affair Removable Faux Fur Bolero in Black | Size: S | Knit Fabric

Windsor Abundant Luxury Faux Pearl Bead Bolero in White

$34.90

(9)

Perfect for any special occasion, this mesh bolero is the epitome of luxury! This sheer mesh bolero is designed with fitted long sleeves with flared slit cuffs, an open front design, and an ultra-cropped hem for a delicate yet modern touch. Adorned with faux pearl and beaded embellishments, this bolero shrug exudes sophistication and elegance. Complete the look in dressy block heels. Fit & FeaturesFaux pearl and beaded embellishments, Sheer mesh fabric, Open front design, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Abundant Luxury Faux Pearl Bead Bolero in White | Size: S | Mesh Fabric/Sheer Mesh Fabric

Party Glow Glitter Mesh Bolero in Black

$19.90

(5)

Glow at the party in this shimmering glitter mesh bolero to layer over your formal dress! It features long fitted sleeves, an open-front design, and cropped hem. Fit & FeaturesLong fitted sleeves, Open-front design, Cropped hem, Glitter mesh sheer fabric , Moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Party Glow Glitter Mesh Bolero in Black | Size: M | Mesh Fabric

Chic And Sheer Mesh Ruched Sleeve Bolero in Black

$16.90

(4)

Layer on chic style with this airy sheer mesh bolero with long fitted sleeves with a trendy ruched design. Fit & FeaturesSheer mesh fabric, high stretch, Long fitted sleeves, ruched design, Ultra cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Sheer Mesh Ruched Sleeve Bolero in Black | Size: M | Mesh Fabric/Sheer Mesh Fabric

Windsor Autumn Luxe Faux Suede Trench Jacket in Brown

$59.90

(4)

Your fall staple, sorted. This faux suede trench jacket nails cozy-chic with its belted waist and tailored finish—perfect for crisp days, strolling downtown, and everything in between! Fit & FeaturesSmooth faux suede fabric, Long sleeves with button cuffs, Collared neckline, front pockets, Button-down front closures, Belted tie-waist, Tailored short-length silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Autumn Luxe Faux Suede Trench Jacket in Brown | Size: XS

Windsor Delicate Edge Lace Bolero in Black

$26.90

(4)

The easiest way to add instant drama. This long sleeve lace bolero layers effortlessly over corsets, crop tops, or dresses, giving you that flirty sheer coverage with a sultry twist. Fit & FeaturesSheer lace fabric, Sheer fitted long sleeves, Crew neckline with clasp closure, Ultra-cropped length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Delicate Edge Lace Bolero in Black | Size: M | Lace Fabric/Sheer Lace Fabric

Windsor Level Up Faux Leather Bomber Jacket in Brown

$49.90

(3)

A closet classic, leveled up. This faux leather bomber jacket features a sleek zip-up design with a relaxed fit that makes it equal parts polished and street-ready. Fit & FeaturesFaux leather fabric, sewn-in woven lining, Long sleeves, elasticized cuffs, Collared neckline, Front zip-up closure, Side pockets, Relaxed fit, elasticized hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Level Up Faux Leather Bomber Jacket in Brown | Size: M

Winter Shackets

When November rolls in and the air takes on that unmistakable chill, winter shackets step into the spotlight as the unsung heroes of cold-weather wardrobes. Think of them as your wardrobe’s answer to “I want to be warm, but I still want to look like I tried.” Thicker and cozier than their autumn counterparts, winter shackets are built for layering, crafted from plush materials like wool, fleece, and heavyweight flannel. These are the pieces you reach for when the forecast says “bundle up” but your calendar says “brunch plans,” effortlessly bridging the gap between laid-back and pulled-together. Whether you’re running errands, heading to class, or grabbing a peppermint mocha with friends, a winter shacket is the kind of layer that makes it look like you’ve mastered the art of winter dressing—even if you hit snooze three times. With roomy fits, practical pockets, and a lineup of patterns from classic plaids to bold solids, there’s a style for every mood and every moment. They’re the first thing you shrug on for a spontaneous coffee run, and the last thing you take off when you finally settle in for a movie night. If you’re gifting, winter shackets are a crowd-pleaser—universally flattering, endlessly useful, and just the right mix of cozy and cool for sisters, besties, or anyone who’s always “borrowing” your clothes.

Shopping for a winter shacket is all about tuning into what feels right for you (and your climate). Look for thicker, insulated fabrics that hold up against blustery days—wool blends and sherpa linings are your best friends when temperatures dip. Details matter: oversized pockets mean you can stash your phone and lip balm on the go, while a relaxed fit makes layering over chunky knits or turtlenecks a breeze. For those who love to play with proportions, pair your winter shacket with fitted jeans or leggings, or go all-in on the oversized trend with wide-leg pants and boots. The beauty of a winter shacket is its versatility. Dress it down with sneakers for weekend errands, or layer it over a slip dress and tights for a night out that doesn’t sacrifice warmth. If you’re someone who dreads the thought of repeating outfits, shackets are your secret weapon—mix up your base layers, switch out accessories, and suddenly it’s a whole new look. And when spring finally peeks around the corner, you’ll find yourself reaching for lighter versions—think transitional fabrics and brighter hues—like those in our Spring Shackets collection, ready to keep the layering game strong year-round.

Winter shackets aren’t just a trend—they’re a practical, style-forward solution for anyone who refuses to let cold weather cramp their vibe. They’re made for those “I have nothing to wear” mornings, the spontaneous road trips, and every cozy moment in between. If you’re curating your closet for the season, consider a shacket in a neutral for maximum mix-and-match potential, or opt for a statement pattern when you want your outer layer to do the talking. And if you’re shopping for someone else, rest easy knowing you’re gifting a piece that’ll get real mileage—something that’s as ready for holiday gatherings as it is for snowy strolls. Winter shackets are about embracing the season on your own terms, staying warm without sacrificing style, and always having that just-right layer within arm’s reach.

Reset Your Password

Email Sent

Order Status

Winter Shackets

Home Winter Shackets

Now Trending

Winter Shackets

Related Collections