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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Chill In Chenille Sweater Dress
Look your best for the chilly season in this cozy and comfy sweater dress! Add a pair of thigh-high boots to really elevate your look.
Fits & Features
- Ribbed Crew Neck & Hemline
- Cuffed Long Sleeves
- Mini Length Silhouette
- Plush Chenille Fabric
- Curve Hugging Fit
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0242
Category Name: Winter Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On My Street Style Glen Plaid Coat
Level up that street style with your new fave over-sized blazer coat!
Fit & Features
- Collared neckline
- Over-sized fit
- Mid-length hemline
- Glen plaid pattern
- Knit material
- Minimal stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0342
Category Name: Winter Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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A Vision In Velvet Trench Coat
You are a vision in velvet doll! And this velvet trench gives us all the vintage vibes that we are obsessed with!
Fit & Features
- Collared neckline
- Long sleeves
- Padded shoulders
- Double buttons
- Tie front belt with square buckle
- Faux pockets
- Velvet with moderate stretch
Style Number/Barcode: 06204-0285
Category Name: Winter Looks
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer It Up Plaid Fringe Scarf
Layer up your look with a soft and cozy scarf on a chilly day babe! Whether you are gifting to yourself, or your gifting for your bestie, this plaid piece is a must have!
- Large design
- Yarn fringe
- Plaid pattern
- Soft woven knit
Style Number/Barcode: 07305-0056
Category Name: Winter Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Distressed Chenille Knit Sweater
This distressed chenille knit sweater gives us all those cozy yet still edgy vibes.
Fit & Features
- Crew ribbed neckline
- Long sleeves | Ribbed hems
- Relaxed fit
- Distressed detailing at the hems
- Chenille knit fabric
- Moderate stretch
Style Number/Barcode: 06005-0582
Category Name: Winter Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's A Classic Plaid Scarf
Compliment any wardrobe with your classic everyday plaid frayed scarf!
- Large design
- Frayed edges
- Plaid pattern
- Woven knit
Style Number/Barcode: 07305-0075
Category Name: Winter Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off Shoulder Ribbed Sweater
Take your look into the new season with an off shoulder sweater! Featuring a straight off shoulder neckline with a fold over detail, long sleeves and a form fit, this seater hits mid torso and is composed of a ribbed knit material that offers moderate stretch. Pair with your fav high waist denim!Style Number/Barcode: 06001-2221
Category Name: Winter Looks
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie Back Cropped Sweater
Your new fave sweater of the season. This tie back cropped version is so adorable, we can't get enough of it!
Fit & Features
- V neckline
- Long dolman sleeves
- Ribbed hems
- Lower back cut out with dual tie closures
- Woven knit fabric | Moderate stretch
Style Number/Barcode: 06005-0154
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Ribbed Knit Top
Cute and casual, this cozy ribbed knit top is a must for everyday! Pair with your fave satin skirt for an adorably chic look.
Fit & Features
- V neckline
- Partial button down front
- Long fitted sleeves
- Merrow edge trim
- Form-fitting style
- Ribbed knit fabric | Plenty of stretch
Style Number/Barcode: 06002-0320
Category Name: Winter Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Herringbone Coat
We love a classic print to bring a sense of sophistication to a head turning look!
Fit & Features
- Collared Neckline
- Long Sleeves
- Multi Button Down Front
- Side Pockets
- Herringbone Print
- Wool Fabric | Lined
- Relaxed Fit | Minimal Stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0341
Category Name: Winter Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stripe The Way Mock Neck Sweater
Lead the way in stylish stripes! This mock neck pullover will be your sweater of the season.
Fit & Features
- Mock neckline
- Long sleeves
- Ribbed hems
- Contrasting hued horizontal stripes
- Mid-length hem
- Knit fabric | Plenty of stretch
Style Number/Barcode: 06005-0145
Category Name: Winter Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Leopard Print Kimono
Layer up with this cozy chic leopard print kimono! The red hues give it some fun flair.
Fit & Features
- Drape open fromt
- Short kimono draped over sleeves
- Leopard print
- Knit fabric | Moderate stretch
- Oversized, relaxed fit
Style Number/Barcode: 06005-0571
Category Name: Winter Looks
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Clean Skinny Jeans
Lusting after the perfect pair of high rise skinny jeans? Look no further and add these to your cart. You'll thank us later.

Fit & Features
- High rise waist
- Traditional five pocket and belt loop design
- Front button and hidden zipper closure
- Clean design
- Skinny leg fit
- Denim fabric | Moderate stretch
- Form hugging fit
Style Number/Barcode: 06602-0076
Category Name: Winter Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snuggle Up Teddy Hoodie
Snuggle up and binge watch your fave shows in this must have teddy hoodie.
Fit & Features
- Hooded
- Long sleeves
- Large front pocket
- Oversized, relaxed fit
- Fuzzy teddy knit fabric
- Moderate stretch
Style Number/Barcode: 06002-0231
Category Name: Winter Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chenille Cold Shoulder Sweater
Oh so cozy, but also a little trendy. This chenille sweater's cold shoulder detail gives it such a vibe.
Fit & Features
- Mock neckline
- Cold shoulder cut out
- Long cuffed dolman sleeves
- High low hem
- Ribbed hems
- Soft chenille fabric | Moderate stretch
- Relaxed fit
Style Number/Barcode: 06005-0573
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eyelash Knit Mock Neck Sweater
We've found it - the absolute PERF sweater for the season! The eyelash knit fabric is everything and more.
Fit & Features
- Mock neckline
- Long puffed sleeves
- Ribbed cuffs
- Mid-length, relaxed fit
- Eyelash knit fabric | Moderate stretch
Style Number/Barcode: 06005-0087
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cowgirl Snake Print Booties
Yeehaw you go girl, whichaa cowgirl self!
- Pointed toe
- Cowboy boot design
- Black block heel
- Textured snake print pattern
- Faux leather
Style Number/Barcode: 07403-0194
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Again And Again Stacked Booties
These go to booties have you pairing them with all of your looks again and again!
- Ankle fit
- Round toe
- Lug sole
- Belt detailing
- Zipper located back heel
- Faux leather
- Stacked heel
Style Number/Barcode: 07403-0192
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Popcorn Knit Cardigan
Layer up this season with a cozy knit cardi!
Fit & Features
- Long sleeves
- Open front
- Side pockets
- Side slits
- Fuzzy popcorn knit fabric
- Moderate stretch
Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0279
Category Name: Winter Looks
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Out And About Puffer Jacket
Ur out and about, ur busy, ur running errands, and u look real cute when you throw on a puffer jacket over that casual athleisure lewk!
Fit & Features
- Mock neck collar
- Silver zipper closure
- Puffer design
- Traditional pockets with striped detailing
- Mid-length hemline
- Lightweight feel
Style Number/Barcode: 06201-0044
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fuzzy Feels Sweater Dress
This sweater dress has us in our feels!
Fits & Features
- Turtle Neckline
- Long Sleeves With Ribbed Cuffs
- Mini Length Silhouette With Matching Ribbed Hem
- Unlined, Knit Composition
- Stretchy, Form-Hugging Fit With Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0207
Category Name: Winter Looks
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweater Weather Mock Neck Cropped Top
It's that time babe, sweater weather is upon us and we couldn't be more excited to sport our fave mock neck knit pieces!
Fit & Features
- Mock neckline
- Long vertical knit sleeves
- Woven knit bodice
- Cropped hemline
- Side slit detailing
- Moderate stretch
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0241
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready To Go Chevron Faux Fur Jacket
Ready, set, go! Holiday season is upon us and you are picture ready with a neutral faux fur jacket!
Fit & Features
- Collared neckline
- Banded mid-waist hemline
- Traditional pockets
- Neutral chevron pattern
- Slight stretch
Style Number/Barcode: 06201-0091
Category Name: Winter Looks
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Downtown Stroll Faux Suede Booties
Take a stroll downtown, and keep it classic with a pair of point toe faux suede booties of course!
- Ankle fit
- Point toe
- Elastic stretch sides
- Low block heel
- Faux suede
Style Number/Barcode: 07403-0197
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance