Winter Looks
Cold weather, but make the outfit worth leaving the house for. This on-trend winter edit brings comfy, cozy texture with fold-over sweaters, mock necks, cable knit styles, sweater dresses, and faux fur jackets and coats in ivory, winter white, chocolate brown, and burgundy. Mix in wide-leg or baggy denim, bombers, belted trenches, midi and maxi lengths, hosiery, tights, stirrup leggings, and tall boots. Add faux fur hats, leg warmers, scarves, and gloves for sleek, modern looks ready for photo dumps, tree trimmings, dinner parties, and the gift exchange.
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STYLE SPOTLIGHT
Trendy & New Winter Outfits for Women
Refresh your wardrobe this season with women’s winter outfits and chic styles from Windsor! Embrace the colder months in trendsetting clothes, shoes, and accessories perfect for layering. Winter is all about standout style, so explore winter dresses in mini, midi, and long silhouettes to create stylish holiday outfits. Discover the latest sweater dresses, floral and plaid prints, and classic fabrics like satin, lace, and velvet for holiday parties and winter formals. For an effortlessly cozy vibe, shop trendy sweater dresses, ruched details, and luxe marble and swirl prints.
Find endless winter outfit ideas in Windsor’s collection, featuring this season’s top winter fashion trends. Refresh your look with rich hues like burgundy, plum, hunter green, and oatmeal brown, perfect for any occasion. Style up your casual outfits with soft, cozy sweaters and long-sleeve tops for layering. Keep warm with essential winter layers like plaid shackets, oversized flannels, and sherpa-lined jackets. Complete your everyday winter style with matching sets, long dusters, and statement jackets, like a faux sherpa coat or rhinestone-studded denim jacket, to capture your best winter look.
No winter closet is complete without women’s jeans and chic winter bottoms. Choose dark wash jeans or faux leather leggings to add an edgy twist, or go for paperbag trousers in stylish tie-waist designs. Mix and match plaid mini skirts and faux suede skirts with bodysuits, long-sleeve tops, or cardigans to create versatile looks for family gatherings, work parties, and date nights. Step out in elevated plaid pants, wide-leg jumpsuits, or sleek catsuits to stay on-trend this season.
Complete your winter outfits with must-have accessories. Explore a variety of scarves, berets, and stylish boots, from knee-high boots to heeled booties, perfect for holiday gatherings and outdoor winter activities. Add layered necklaces, bold earrings, and trendy belts to glam up your look. Style up for the season with ankle booties, cowboy boots, and thigh-high boots to make a statement. With quilted crossbody bags and chic clutches, Windsor has everything you need for women’s winter outfits to create looks you’ll love all season long.
How can I layer winter outfits to stay warm without losing style?
Layering is key to winter style, and Windsor’s winter outfits make it easy to stay warm while looking chic. Start with basics like a fitted long-sleeve top or bodysuit, then add a cozy sweater or cardigan. Try layering a plaid shacket or an oversized faux sherpa coat for extra warmth. For dresses, layer a jacket over a sweater dress and finish the look with a scarf and knee-high boots. This approach keeps you comfortable without sacrificing style.
What fabrics are best for stylish winter outfits?
Fabrics like velvet, knit, sherpa, and faux leather are ideal for keeping warm and stylish this winter. Velvet and sherpa are soft and luxurious, perfect for holiday parties and formal events. Knit fabrics, including chunky sweaters and long-sleeve tops, offer warmth and comfort for casual outings. For an edgier look, faux leather pants and skirts add a trendy vibe while keeping you insulated against the cold. Explore Windsor’s range of winter fabrics for outfits that suit every occasion.
What are some winter outfit ideas that can go from day to night?
Transitioning a winter outfit from day to night is all about versatile pieces. Start with a sweater and dark wash jeans for a casual day look, then swap the jeans for a plaid mini skirt and add heeled booties for the evening. Another option is to layer a faux leather jacket over a knit dress for a cozy day look, then add statement jewelry and knee-high boots to elevate it for a night-out look. Windsor’s collection has all the essentials you need to create winter outfits that easily adapt to any time of day.
What accessories should I add to complete my winter outfits?
Winter accessories not only add style but also warmth to any outfit. A plaid scarf, a cozy beret, or a chic knit hat will instantly elevate your winter look. Consider layering with jewelry like chain-link necklaces or hoops for a touch of glam. For footwear, try ankle booties or knee-high boots, which pair well with jeans, skirts, and dresses. And don’t forget a quilted handbag or crossbody purse to hold all your essentials in style!
How do I choose the right winter boots for different outfits?
Choosing the right boots depends on the look you’re going for. Ankle booties are versatile for casual looks and pair well with jeans or leggings. Knee-high and over-the-knee boots offer more coverage and look stunning with dresses, skirts, and holiday outfits. For a bold statement, try heeled booties or even cowboy boots with a plaid dress or faux leather skirt. Windsor’s boot collection has styles for every occasion from everyday wear to festive gatherings, and are designed with comfort in mind.
What are some comfortable yet stylish outfits for winter holidays and gatherings?
Comfort and style can go hand-in-hand for winter holiday events. A sweater dress with tights and knee-high boots creates a cozy but polished look for family gatherings. If you’re attending a holiday party, try a satin or velvet dress with an oversized blazer and heeled booties. Look for one-shoulder or single-sleeve styles for a modern twist on classic silhouettes. For casual gatherings, a matching plaid set or sherpa-lined jacket paired with dark jeans offers comfort and effortless style. Windsor’s winter collection has options for every event on your calendar this season.
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Majorly Chic One-Shoulder Mini Dress
Give off majorly chic vibes in this on-trend mesh mini dress! It features a one-shoulder neckline, a long sheer fitted sleeve with ruched detailing, ruching down the sides, and a short, asymmetrical hem with a curve-hugging silhouette. Complete the outfit with strappy heels and rhinestone statement earrings.
Fit & Features
- One-shoulder neckline
- Long sheer fitted sleeve, ruching
- Side zipper and hook and eye closure
- Side ruching
- Mini-length, asymmetrical hem, form-fitting silhouette
- Sheer mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4008
Category Name: Winter Looks
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Leather Lug Sole Booties With Pouch
Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, an inner zipper closure, a lace-up front, a chunky lug sole. and a removable pouch. The booties are composed of a faux leather material and a faux fur interior lining. Complete look with biker shorts and a shacket.
Fit & Features
- Around the ankle fit
- Lace-up front
- Almond toe
- Removable pouch
- Chunky lug sole
- Faux leather material, faux fur interior lining
- Runs true to size
Style Number/Barcode: 07403-1298
Category Name: Winter Looks
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy And Cute Long Plaid Shacket
Keep it preppy and cute with a shacket that is perf for grabbing your PSL in! The shacket features a plaid print, a collared neckline, a multi-button down front, long sleeves, two large chest pockets, and a long length. The jacket is composed of a wool-like fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching mini skirt.
Shop Matching Skirt: Preppy And Cute Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Long sleeves, two large chest pockets
- Long length
- Wool-like fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0932
Category Name: Winter Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Amanda High-Rise Destructed Cuffed Boyfriend Jeans
Channel that girl-next-door look with boyfriend jeans that keep it casual! The jeans feature a high-rise waist, an on-trend relaxed boyfriend fit, and a stylish cuffed hem. The medium wash denim fabric has a color fade effect and heavy distressed detailing down the front. Complete the outfit with a crop top and sneakers.
Fit & Features
- High-rise waist
- Five-pocket and belt loop design
- Single-button with hidden zipper closure
- Boyfriend fit, cuffed hem
- Medium wash denim fabric, color fade effect, heavy destruction
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0244
Category Name: Winter Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Up With Knit Colorblock Mini Dress
Keep up this season in a fab mini dress that is perf to layer on the style! The dress features a crew neckline, long sleeves, a colorblock pattern, and a mini-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with ankle booties!
Fit & Features
- Crew neckline
- Long sleeves
- Colorblock pattern with exposed seams
- Mini-length silhouette
- Knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4300
Category Name: Winter Looks
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Taylor High Rise Cropped Skinny Jeans
Elevate your casual game with jeans that are perf to take you from day to night! The dark wash jeans feature a high-rise waist, distressed accents, and a skinny leg fit on a cropped hem. Complete look with a bodysuit and moto jacket.
Fit & Features
- High rise waist
- Front button with hidden zipper closure
- Five-pocket with belt loop design
- Distressed accents
- Skinny leg fit, cropped hem
- Dark wash denim, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0247
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simple Glam Dainty Ring Pack
Accessorize your looks with this dainty ring set for a simple glam vibe. The pack features nine rings with varying chic designs, including mini rhinestone embellishment and a chain-link detail connecting two of the rings. Complete your outfits with sleek hoop earrings.
Fit & Features
- Nine rings
- Various designs
- Rhinestone embellishment
- Chain-link detail
Style Number/Barcode: 07004-0210
Category Name: Winter Looks
Price: $5.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Twist And Stun Knot Back Sweater
Add a trendy twist with a sweater that keeps it casually chic! The sweater features a V-neckline, long sleeves, and a twist-knot accent at the back with a bar strap. The sweater is composed of soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with skinny jeans and ankle booties.
Fit & Features
- V-neckline
- Long sleeves
- Twist-knot accent at back
- Bar strap
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1000
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lounge It Out Ribbed Tank And Leggings Set
Lounge around in style with this matching tank and leggings set! The top features a sleeveless scoop neckline with spaghetti straps and a cropped hem. The matching pants feature a high-rise waist with drawstring and a skinny leg fit with a tapered hem. They're both made from a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Wear them together with slides for an off-duty vibe.
Fit & Features- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- High rise waist with drawstring
- Skinny leg
- Ribbed knit fabrication
- Form hugging fit, moderate stretch
Style Number/Barcode: 07103-0632
Category Name: Winter Looks
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Must-Have Plaid Flare Pants
These trendy must-have plaid pants will be your go-to pair for the fall season. They feature a flattering high waist, a form-hugging fit, and a chic flared hem. The soft brushed knit fabric offers plenty of stretch. Complete the look with a cute cropped sweater.
Fit & Features
- High-rise waist, elastic waistband
- Form-hugging fit
- Flared hem
- Brushed knit fabric, plenty of stretch
- Plaid print
- Runs true to size
Style Number/Barcode: 06502-0711
Category Name: Winter Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Minimal And Chic Ribbed Knit Pajama Jumpsuit
This minimal and chic pajama jumpsuit is perf for looking stylish as you lounge at home! It features a sleeveless V-neckline, spaghetti straps, and a form-hugging silhouette with fitted pant legs. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Complete the look with cute slides.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Form-hugging silhouette
- Fitted pant legs
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 07103-0649
Category Name: Winter Looks
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendsetting Babe Cropped Sweater
You'll be a total trendsetting babe this fall season with this multi-colored striped sweater. It features a crew neckline, long sleeves, and a cropped hem on sweater rib-knit fabric. Style with high-rise denim and a cute Panama hat.
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Multi-colored striped pattern
- Sweater rib-knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1111
Category Name: Winter Looks
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Make A Seam Ribbed Knit Mini Dress
Create a stylish scene with a dress that brings major exposure! The dress features a square neckline, long sleeves, exposed vertical seams that create an hourglass effect, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and hoops.
Fit & Features
- Square neckline
- Long sleeves
- Exposed vertical seams
- Mini length silhouette
- Ribbed knit-lined fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4214
Category Name: Winter Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Timeless Chic Striped Cardigan
Keep it chic in timeless stripes that are always on trend! The cardigan features a V-neckline, a button-down front, long sleeves, and a horizontal striped pattern. The cardigan is composed of a cable knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching tube top.
Shop Matching Tube Top: Timeless Chic Striped Tube Top
Fit & Features
- V-neckline
- Button-down front
- Long sleeves
- Horizontal striped pattern
- Cable knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06005-0996
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Chic Over-The-Knee Heeled Boots
Your look will always be chic in these on-trend over-the-knee boots. They feature an almond-shaped toe, a sleek block heel, a form-hugging fit, and a tie closure. Style these boots with a basic mini dress and a faux leather jacket for the perf fall 'fit.
Fit & Features
- Over-the-knee design
- Almond-shaped toe
- Block heel
- Form-hugging fit
- Tie closure
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-0715
Category Name: Winter Looks
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Deets Panama Hat
This cute Panama hat has chic details to get a trendy look this fall season. It features a flat brim with a thin chain-link trim around the center to add an edgy glam vibe. Style this hat with ankle booties.
Fit & Features
- Flat brim
- Chain-link trim
- Faux wool material
Style Number/Barcode: 07302-0372
Category Name: Winter Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Winter Ready Pom Cable Knit Beanie
Winter's coming and this beanie is perfect for keeping cozy and stylish! It features a tonal faux fur pom, cable knit design, and a foldover hem. Complete the look in an oversized sweater.
Fit & Features
- Tonal faux fur pom
- Cable knit design
- Foldover hem
- Moderate stretch
Style Number/Barcode: 07302-0446
Category Name: Winter Looks
Price: $3.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Suede Lace-Up Over-The-Knee Boots
Step up your fall fashion with these on-trend over-the-knee boots. They feature an almond-shaped toe, a low heel, an inner zipper closure, and a chic lace-up side detail. Style these boots with dark wash denim and a cozy sweater.
Fit & Features
- Over-the-knee design
- Almond-shaped toe
- Low heel
- Inner zipper closure
- Lace-up side detail
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0690
Category Name: Winter Looks
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On That Retro Vibe Colorblock Mini Dress
Channel those retro vibes with this fab mini dress! The dress features a colorblock pattern, a crew neckline, long sleeves, a cutout at the midriff with criss-cross straps, dual ruched drawstrings at the hem, and a mini-length silhouette. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Colorblock pattern
- Crew neckline
- Long sleeves
- Cutout at midriff, criss-cross straps
- Dual ruched drawstrings
- Mini length silhouette
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4192
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning And Glam Cubic Zirconia Earrings
Dress up your look with these stunning and oh-so-glam statement earrings. They feature a dainty cubic zirconia round stud with a thin bar drop design leading to a gorgeous oval-shaped cubic zirconia stone with a faceted look. Complete the outfit with a chic cuff.
Fit & Features
- Mini cubic zirconia round stud
- Metal bar drop design
- Oval-shaped cubic zirconia stone, faceted look
- Post-back closures
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0956
Category Name: Winter Looks
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Key To Style Geometric Mini Dress
Unlock your trendy style with a mini dress that stands out above the rest! The dress features a geometric print that includes a chunky chain link design and greek key print. The dress is adorned with a mock neck, keyhole at the bust, long sleeves, an open-back design, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels.
Fit & Features
- Mock neck, keyhole at bust
- Long sleeves
- Open back
- Chunky chain link, greek key print
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05103-4011
Category Name: Winter Looks
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gotta Be Chic High Rise Destructed Mom Jeans
Stay on trend with jeans that bring out those vintage vibes! The jeans feature a high-rise waist, mom-styled leg, heavy destruction, and a relaxed fit. The dark denim jeans offer a minimal stretch. Complete look with a bodysuit and chunky sneakers.
Fit & Features
- High rise waist
- Heavy destruction
- Mom-styled leg
- Dark denim fabric
- Relaxed fit, minimal stretch, runs true to size
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
Style Number/Barcode: 06602-0294
Category Name: Winter Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Knit Trendy Cropped Tank
Keep it trendy in a fab tank to layer underneath your favorite cardigans! The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The tank is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.
Shop Matching Cardigan: Keeping Knit Trendy Cropped Cardigan
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cropped hem
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0982
Category Name: Winter Looks
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy And Chill Pajama Tank
Chill out in a cute pajama tank that will have you stylish and comfy! The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The tank is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama shorts.
Shop Matching Pajama Shorts: Cozy And Chill Pajama Shorts
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0652
Category Name: Winter Looks
Price: $3.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale