Oversized Outerwear

Oversized outerwear is your ticket to effortless chic and ultimate comfort, darling! Whether you're strutting down the city streets or cozying up for a laid-back brunch with your squad, these statement pieces are all about making waves while keeping things snug. Think of them as your stylish armor against the chill, wrapping you in layers of confidence and cool-girl vibes. From bold patterns to classic neutrals, oversized outerwear lets you play with proportions and express your unique style, turning every sidewalk into your personal runway. So go ahead, embrace the drama and let your outerwear do the talking!

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Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Natural

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Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Natural

$29.90

A natural oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

Plaid Passion Oversized Faux Wool Shacket in Brown

$59.90

An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.

Keep It Trendy Oversized Faux Leather Blazer in Brown

$54.90

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

Into Fall Fur Shawl in Ivory

$26.90

An ivory faux fur shawl with a satin-like lining and optional hook-eye closure.

Stylish Season Belted Duster Trench Coat in Black

$59.90

A black woven duster trench coat with a belted waist and hidden side pockets.

Cuddle Weather Eyelash Knit Cardigan Sweater in Ivory

$42.90

A soft ivory cardigan with cozy eyelash knit fabric and relaxed dolman sleeves for effortless style.

Windsor Iconic Muse Faux Leather Belted Trench Coat in Brown

$79.90

A brown faux leather trench coat featuring a belted waist, double-breasted closure, and long sleeves.

Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

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

Casual Cool Vibes Hoodie Bomber Jacket in Taupe

$42.90

A taupe nylon hoodie bomber jacket with a relaxed fit and drawstring hood for casual wear.

Cozy Layer Plaid Woven Shacket in Ivory

$59.90

A stylish ivory plaid shacket with knit lining and button-down front, perfect for casual occasions.

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Plaid Passion Oversized Faux Wool Shacket in Brown

$59.90

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It's the season for this plaid oversized shacket to come out and play! Keep cozy and cute in this shacket perfect for styling with boots. Fit & FeaturesFaux wool fabrication, faux suede lining, no stretch, Plaid pattern, Collared neckline, Long sleeves with single button cuff, Button-down front, Chest pockets with buttoned flap closure, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Plaid Passion Oversized Faux Wool Shacket in Brown | Size: M/L | Faux Suede

Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue

$49.90

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Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties! Fit & FeaturesPlaid woven fabric, no stretch, Collared neckline, Long sleeves with single-button detail, Button-down front, Dual buttoned chest pockets, Cropped hem, elastic cinched back hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Casually Cozy Plaid Woven Cropped Shacket in Navy Blue | Size: S | Woven Fabric

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

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Throw it on and suddenly your everyday plans feel styled. This plaid woven oversized shacket layers easily over tanks and tees, giving cozy structure without trying too hard. Fit & FeaturesPlaid printed woven fabric with knit lining, Collared neckline, Long sleeves with single-button detail, Complete button-down front, Chest pocket, Oversized fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory | Size: S | Knit Fabric/Woven Fabric

Windsor Chic Icon Faux Fur Trim Suede Coat in Brown

$89.90

The vintage-chic coat that instantly upgrades your whole mood. With plush faux fur trim and a smooth faux suede finish, it’s made for cozy glam and instant confidence. Fit & FeaturesFaux suede fabric, faux fur trims, Wide lapel collared neckline, Long sleeves, Tie-front belt, Double-breasted button-front design, dual front pockets, Long-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Icon Faux Fur Trim Suede Coat in Brown | Size: M | Faux Suede

Cozy Layer Plaid Woven Shacket in Ivory

$59.90

Get comfy in the cozy layer plaid woven shacket! With a relaxed fit, button-down front, and chic plaid pattern, it's perfect for casual hangouts. Total vibe! Fit & FeaturesPlaid woven fabric with knit lining, minimal stretch, Collared neckline, Button-down front, Single chest pocket, Long sleeves with single-button detail, Long-length hem, relaxed fit, Runs true to size, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Layer Plaid Woven Shacket in Ivory | Size: M | Knit Fabric/Woven Fabric

Oversized Outerwear

There’s something about oversized outerwear that feels like a sartorial exhale—a little extra room, a lot more comfort, and an instant upgrade to your cold-weather rotation. When the air turns brisk and your calendar starts filling with holiday plans, nothing beats wrapping up in a coat that’s as cozy as it is chic. Oversized silhouettes aren’t just about warmth (though, let’s be honest, that’s a major perk when December winds try to sneak in); they’re about making an entrance without even trying. Picture yourself running out the door, coffee in hand, swaddled in a voluminous layer that transforms your go-to jeans and sweater into something that looks straight out of a street style roundup. Or maybe you’re the type who loves to layer—a turtleneck here, a chunky scarf there, all tucked effortlessly under a roomy coat that never feels restrictive. The beauty of oversized outerwear is its versatility: it adapts to your mood, your look, and whatever winter adventure you’ve got planned, from early-morning commutes to impromptu weekend getaways.

If you’re shopping for yourself, think of oversized coats and jackets as the ultimate wardrobe investment—pieces that don’t just work overtime, but actually make getting dressed feel easier (and a lot more fun). They’re forgiving on days when you want to disappear into something soft, and they’re bold enough to anchor an entire outfit when you’re feeling a little extra. For gifting, oversized outerwear is an unexpectedly thoughtful move—especially for the friend who’s always cold, the sibling who lives in leggings, or the partner whose idea of “borrowing” your favorite jacket means you’ll never see it again. The fit is forgiving, the styling options are endless, and the impact is immediate. Imagine the look on her face when she unwraps a plush, oversized piece that feels like a wearable hug—something she’ll reach for on lazy Sundays, big nights out, or anytime she wants to feel put-together with minimal effort. These pieces are made for movement, for layering, for living your life without worrying about the weather or whether your coat matches your mood. And if you’re the type who loves to experiment, oversized outerwear is a blank canvas: belt it, cuff it, drape it over your shoulders, or let it hang loose for that effortlessly undone vibe.

Whether you’re curating your closet for the season or searching for a gift that’ll actually get used (and not just admired from afar), oversized outerwear ticks every box: comfort, style, and that hard-to-define sense of confidence you get when you know you look good and feel even better. It’s the kind of piece that takes you from “I have nothing to wear” to “I can’t wait to get dressed,” no matter what the day brings. And if you’re ready to explore even more ways to stay warm and look amazing, check out the full spectrum of Fashion Outerwear—because the right coat isn’t just a finishing touch, it’s the start of your best winter yet.

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