Cozy Outfits

Get ready to snuggle up in style, because cozy outfits are here to make your chill days the chicest days ever! Picture this: you, wrapped in layers of comfort that scream "I woke up like this," while sipping on your fave latte and binge-watching the latest series. Whether you're lounging at home or stepping out for a coffee run, these looks are designed to keep you feeling warm and looking fabulous. So go ahead, embrace those plush fabrics and laid-back vibes—because every Windsor girl knows that when it comes to cozy outfits, it's all about mixing relaxation with a dash of runway-ready flair.

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Best Seller

$29.90

4.631579 star rating

A natural oversized knit bolero with slouchy sleeves and an ultra-cropped hem for cozy layering.

$34.90

4.833334 star rating

A cozy burgundy knit cardigan with a button-down front and a stylish cropped hem.

$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 navy blue plaid woven shacket with a collared neckline and relaxed cropped fit.

Sale

$21.97 $49.90 56% off

5 star rating

A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.

$59.90

A stylish ivory plaid shacket with knit lining, perfect for casual remote work and virtual meetings.

Sale

$23.97 $52.90 55% off

An olive twill cropped jacket with a fleece-lined hoodie, perfect for stylish, cozy layering.

$46.90 - $49.90

4.645834 star rating

A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

$29.90

4.833334 star rating

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

$26.90

4.909091 star rating

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

$32.90

5 star rating

A burgundy cropped knit cardigan with a crew neckline, button-down front, and fitted long sleeves.

$54.90

4.2 star rating

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

$32.90

5 star rating

A soft brown cotton knit bolero sweater featuring relaxed long sleeves and an ultra-cropped open front.

$39.90

5 star rating

A green scuba knit crop hoodie jacket with pockets, relaxed sleeves, and a front zipper closure.

$46.90

4.666667 star rating

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

$36.90

4 star rating

A cozy heather grey ribbed knit mini dress with an off-the-shoulder neckline and A-line silhouette.

$32.90

5 star rating

An ivory eyelash ribbed knit cardigan with a V-neckline and fitted cropped hem.

$36.90

5 star rating

A black plaid knit sweater featuring a ribbed mock neck, fitted silhouette, and front zip-up closure.

$44.90

3 star rating

A natural-colored knit mini dress with an off-the-shoulder neckline and twist popover accent.

Sale

$15.97 $36.90 57% off

5 star rating

A ribbed knit mini dress in raisin with a folded off-the-shoulder neckline and skater silhouette.

Sale

$35 $49.90 30% off

An effortlessly cute navy blue plaid shacket in faux wool, perfect for casual everyday styling.

$32.90

A cozy ivory mini dress with a striped ribbed knit, off-the-shoulder design, and A-line silhouette.

$59.90

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

$42.90

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

Sale

$18.97 $36.90 49% off

A mustard ribbed knit sweater featuring a mock neckline and long sleeves for a stylishly casual look.

Sale

$9.97 $19.90 50% off

A pink knit pajama top featuring a strapless lace trim neckline and playful dice embroidery.

Sale

$9.97 $17.90 44% off

A pair of pink knit pajama shorts with a playful dice print, elastic waist, and flirty side slits.

$32.90

A black knit sweater topper featuring varsity-inspired striped sleeves, V-neckline, and an ultra-cropped hem.

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Sweet And Cozy Oversized Knit Sweater Bolero in Pink
(40) 4.65 star rating

Layer on this sweater bolero for a sweet look and cozy feel! The sweater features slouchy long sleeves with ribbed cuffs, an open front design, an oversized silhouette, and an ultra-cropped hem on soft and stretchy knit fabric. Complete the look with strappy heels for a day out with bae! Fit & FeaturesSlouchy long sleeves, ribbed cuffs, Open front design, Ultra-cropped hem, Oversized silhouette, Sweater knit fabric, soft and stretchy, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Pink | Size: M | Knit Fabric

Windsor Cozy Charm Cropped Knit Cardigan Sweater in Taupe
(12) 4.8333335 star rating

Cozy and charming, this knit cardigan offers a classic design with a button-down front for versatile styling options and a cropped hem. Fit & FeaturesKnit fabrication, moderate stretch , Button-down front , Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cozy Charm Cropped Knit Cardigan Sweater in Taupe | Size: XS | Knit Fabric

Windsor Chic Staple Crew Neck Cropped Knit Cardigan Sweater in Black
(5) 5 star rating

Bring your look together with a cropped knit cardigan that features a crew neckline, a button-down front, and fitted long sleeves. Pair with a pleated skirt and sneakers for a casual vibe! Fit & FeaturesKnit fabric with ribbed hems, plenty of stretch, Crew neckline, Button-down front , Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Crew Neck Cropped Knit Cardigan Sweater in Black | Size: M | Knit Fabric

Windsor Cutie Pie Knit Bolero Sweater in Brown
(4) 5 star rating

Perfect for layering on chill evenings, this knit bolero sweater highlights your silhouette while providing just the right amount of coverage and warmth! Fit & FeaturesSoft cotton knit fabric, Relaxed long sleeves, Open front design, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cutie Pie Knit Bolero Sweater in Brown | Size: XS | Cotton/Knit Fabric

Windsor Preppy Please Striped Button Crop Sweater in Black
(3) 4.6666665 star rating

A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch. Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit SkortFit & FeaturesStretchy knit fabric, Long sleeves with striped cuffs, Striped front trim, Button front closures, Striped crop hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Please Striped Button Crop Sweater in Black | Size: M | Knit Fabric

Breezy Nights Crop Crochet Sweater in Black
(3) 5 star rating

Embrace effortless style with this crochet sweater perfect for styling over a swimsuit or tank top. This sweater offers a blend of comfort and allure with relaxed long sleeves, a flirty one-shoulder neckline, and a cropped hem. Fit & FeaturesSheer crochet knit fabric, One-shoulder neckline, Relaxed long sleeves, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Nights Crop Crochet Sweater in Black | Size: L | Knit Fabric

Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory
(2) 5 star rating

Get cozy in this eyelash knit button-down cardigan sweater. With a V-neck, long sleeves, and fitted cropped hem, it's your go-to for effortless style and comfort. Fit & FeaturesEyelash ribbed knit fabric, moderate stretch, V-neckline, Long sleeves, Button-down front, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory | Size: S | Knit Fabric

Windsor Cool Intentions Long Sleeve Knit Bolero in Brown
(2) 5 star rating

Layer it, slay it—this bolero is the ultimate fall cool-girl combo. Throw it on with your fave crop top or dress and you’re instantly serving street style. Fit & FeaturesKnit fabric, Long sleeves, Open front design, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Intentions Long Sleeve Knit Bolero in Brown | Size: L

Windsor Layer Check Mock Neck Zip-Up Sweater in Black
(2) 5 star rating

Cozy, but make it cool. This mock neck zip-up sweater gives effortless flair, perfect for layering or styling on off-duty days. Fit & FeaturesSoft, stretchy knit fabric, Fitted long sleeves, rib knit cuffs, Rib knit mock neckline, Front zip-up closure, Fitted silhouette, Rib knit hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Layer Check Mock Neck Zip-Up Sweater in Black | Size: S | Knit Fabric

Windsor Crisp Breeze Striped Sweater Topper in Natural
(2) 5 star rating

Crisp breeze? She’s ready. This striped sweater brings cozy charm with a throw-on-and-go fit made for coffee runs, apple picking, or romanticizing your Tuesday errands. Fit & FeaturesStriped pattern, soft knit stretch fabric, Crew neck, Long sleeves, Ultra-cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Crisp Breeze Striped Sweater Topper in Natural | Size: XS | Knit Fabric

Cozy Outfits