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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City Chic Plaid Longline Blazer
Channel a city chic vibe with a blazer to layer over your trendy outfits. The blazer features a plaid print, a collared neckline, quarter-length sleeves, and a knee-length hem. The blazer is composed of knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Collared lapel neckline
- 3/4 sleeves
- Longline length
- Plaid print
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1127
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fashion Puff Quilted Stiletto Booties
The perfect puff stiletto bootie every fashionista needs! They feature a pointed toe, quilt pattern, and a cinched ankle with a self-tie. Complete your look with edgy joggers.
Fit & Features
- Pointed toe
- Quilt pattern
- Stiletto heel
- Cinched ankle, self-tie
- Faux leather
- Runs true to size
Style Number/Barcode: 07403-1315
Category Name: Winter Looks
Price: $12.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On The Edge Trendy Lug Sole Bootie
Take your style to the edge in this lug sole bootie featuring a round toe, block heel, on faux leather material. It features elasticized inserts for easy on/off styling. Complete your look with a trench coat and jeans.
Fit & Features
- Round toe
- Block heel
- Elasticized side inserts for easy on/off styling
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1337
Category Name: Winter Looks
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Chelsea Lug Sole Booties
The classic Chelsea bootie in a trendy lug sole! This bootie features a round toe design, block heel, and elasticized inserts for easy on/off styling on a faux suede material. Complete your edgy-chic look with distressed jeans.
Fit & Features
- Round-toe design
- Block heel
- Elasticized inserts for easy on/off styling
- Lug sole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1338
Category Name: Winter Looks
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tough Chic Lug Sole Booties
Edge up your everyday look in this lug sole bootie! It's designed with an almond toe, block heel, and elasticized inserts for easy on/off styling. The bootie is composed of faux leather material. Complete the look in joggers.
Fit & Features
- Almond toe
- Block heel
- Elasticized inserts for easy on/off styling
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1327
Category Name: Winter Looks
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Days Sherpa Longline Shacket
Channel those cozy days with a shacket to layer over your trendy outfits. The shacket features a collared neckline, a multi-button down front, two large chest pockets, side pockets, long sleeves, and a long line hem. The shacket is composed of a sherpa knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Two large chest pockets
- Side pockets
- Long sleeves
- Sherpa knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06201-0258
Category Name: Winter Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Totally Tie-Dye Mock Neck Dress
You'll tie-dye for this mock neck dress featuring long sleeves and a mini-length hem. The dress is composed of a ribbed knit fabric with a moderate stretch. Style with edgy booties.
Fit & Features
- Long fitted sleeves
- Mock neckline
- Tie-dye pattern
- Bodycon silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4206
Category Name: Winter Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Silhouette Ribbed Knit Mini Dress
Create a chic silhouette in this curve-hugging mini dress! It features a wrap front and back design with a V-front and back, long fitted sleeves, a high waist seam, and a mini-length fit. The ribbed knit fabric offers plenty of stretch. Style this dress with cute mules.
Fit & Features
- Wrap front and back, V-front and back
- Long fitted sleeves
- High waist seam
- Short, form-fitting silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-0993
Category Name: Winter Looks
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylishly Sassy Pleated Corduroy Mini Skirt
Keep it sassy with a mini skirt that brings the style! The skirt features a high-rise waist, pleating, and a mini-length hem. The skirt is composed of a corduroy knit fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and combat boots.
Fit & Features
- High rise waist
- Pleating
- Mini length hem
- Corduroy fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0100
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Desire Strappy Stiletto Heels
If you desire a chic pair of stiletto heels you're in the right place! They feature a square toe, stiletto heel, and a strappy design. Accessorize your look with a glittery clutch.
Fit & Features
- Square toe
- Stiletto heel
- Strappy design
- Adjustable ankle buckle
- Faux leather
- Runs true to size
Style Number/Barcode: 07401-3255
Category Name: Winter Looks
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Glam Chain Detail Panama Hat
Bring the trendy glam vibes to your everyday look with this faux wool Panama hat. It features a wide flat brim with a center chunky chain-link accent trim. Pair this hat with basic hoop earrings.
Fit & Features
- Wide flat brim
- Chunky chain-link trim
- Faux wool material
Style Number/Barcode: 07302-0425
Category Name: Winter Looks
Price: $7.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Croc-Embossed Faux Leather Booties
These edgy faux leather booties are a chic choice for this season! They feature a pointed toe, an above the ankle design, an inner zipper closure, a short block heel, and a croc-embossed print. Style these booties with a moto-style jacket.
Fit & Features
- Pointed toe
- Above the ankle design
- Inner zipper closure
- Short block heel
- Faux leather material
- Croc-embossed print
- Runs true to size
Style Number/Barcode: 07403-1489
Category Name: Winter Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Endless Shine Iridescent Earrings
Channel that luxe shine with earrings that add that twinkling touch to your look! The earrings feature a tear-drop shape design and mini rhinestones throughout. Includes a post-back closure. Complete look with a formal satin dress.
Fit & Features
- Tear-drop shape
- Mini rhinestones
- Post-back closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0945
Category Name: Winter Looks
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic City Girl Stud Accent Booties
Calling all city girls, these chic booties are just what you need! They feature an almond toe, low block heel, studded accents, and elasticized inserts on the side for easy on and off. Style with straight-leg jeans.
Fit & Features
- Almond toe
- Low block heel
- Studded accents
- Elasticized inserts on the side
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1487
Category Name: Winter Looks
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Opaque Compression Tights
Get more tummy control while shaping your hips and legs with these compression tights! They feature a stretchy high waistband and an opaque nylon fabric. Complete look with a mini skirt and bodysuit.
Fit & Features
- High rise waist
- Stretchy
- Compression fit
- Firms butt and thighs
- Opaque finish
Style Number/Barcode: 07306-0108
Category Name: Winter Looks
Price: $6.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stepping On The Edge Lug Booties
Step out on the edge with booties that channel those grunge vibes. The booties feature a mid-calf fit, a lace-up front, an inner zipper closure, an almond toe, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and distressed jeans.
Fit & Features
- Mid-calf fit
- Lace-up front
- Inner zipper closure
- Almond toe
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1299
Category Name: Winter Looks
Price: $8.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Staple Block Heel Booties
Keep your look on point with booties that add that stylish touch to your layered outfits. The booties feature a mid-calf fit, a pointed toe, and a block heel. Complete look with an oversized sweater and leggings.
Fit & Features
- Mid-calf fit
- Pointed toe
- Block heel
- Stretch knit material
- Runs true to size
Style Number/Barcode: 07403-1416
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual-Chic Mood Faux Leather Shacket
You'll be in a total casual-chic style mood when you layer on this trendy faux leather shacket. It features a collared neckline, long sleeves, a complete button-down front, and a relaxed fit. Wear this shacket with dark wash denim.
Fit & Features
- Collared neckline
- Long sleeves, single snap buttons
- Two chest pockets
- Complete snap button-down front
- Relaxed fit
- Faux leather fabric, smooth lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1266
Category Name: Winter Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chilling With You Chenille PJ Tank
Chill out with bae in this cute PJ tank! The tank features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. The pajama tank is composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Pajama Joggers: Chilling With You Chenille Joggers
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- Chenille knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0637
Category Name: Winter Looks
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Uptown Plaid Trench Coat
Make your way into town looking stylish in this plaid trench coat! It features long sleeves, a collared neckline, double-breast button closure, side pockets, a belted waist, and a storm flap on the back. Complete your look with booties.
Fit & Features
- Long sleeves, collared neckline
- Double-breast button closure
- Side pockets, belted waist
- Plaid print
- Storm flap on the back
- Soft fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1264
Category Name: Winter Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Western Vibes Faux Leather Boots
Home on the range in style wearing these faux leather boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with skinny jeans.
Fit & Features
- Pointed toe
- Block heel
- Zipper closure
- Knee-high length
- Faux leather exterior
- Runs true to size
Style Number/Barcode: 07402-0322
Category Name: Winter Looks
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Layers Flannel Shacket
Bring on the trendy layers with this cozy flannel shacket! It features a collared neckline, long sleeves, a complete button-down front, chest pockets, and a cropped, relaxed fit. The woven fabric has an all-over plaid pattern for the perfect fall vibes. Style this shacket with a basic tee and denim.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Button-down front
- Two chest pockets
- Cropped, relaxed fit
- Woven fabric, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 06204-1255
Category Name: Winter Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On That Sophisticated Vibe Burnout Duster
Channel those sophisticated vibes with a duster to layer over your elegant looks! The duster features a draped open front, long sleeves, a velvet burnout pattern, and a flowy long length. Complete look with a bodysuit and tie-waist pants.
Fit & Features
- Draped open front
- Long fitted sleeves
- Velvet burnout pattern
- Flowy long length
- Mesh fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0239
Category Name: Winter Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chill Days Chenille Striped Sweater
Cozy and cute, this chenille sweater will keep you warm and stylish during the chill. it features long sleeves, a crew neckline, and a striped-knit design on a relaxed silhouette. Complete your look with leggings.
Fit & Features
- Long sleeves, crew neckline
- Striped-knit design
- Relaxed silhouette
- Slit accents
- Soft chenille fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1137
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance