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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Cozy And Chill Pajama Shorts
Chill out in cute pajama shorts that will keep you stylish and comfy! The shorts feature an elastic high rise waist, drawstring waist, hidden side pockets, and a mid-thigh length. The shorts are composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Cozy And Chill Pajama Tank
Fit & Features
- Elastic high rise waist
- Drawstring waist
- Mid-thigh length
- Hidden side pockets
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0653
Category Name: Winter Looks
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Textures Long Sleeve Duster
Keep on trend with a duster that brings flair to your look! The duster features a drape open front, long sleeves, and a flowy long length. The duster is composed of a lined waffle knit fabric that offers a relaxed fit with slight stretch. Complete your look with the matching cropped tank and high waist pants.
Shop Matching Cropped Tank: Trendy Textures Sleeveless Knit Tank
Shop Matching Pants: Trendy Textures High Waist Pants
Fit & Features
- Draped open front
- Long sleeves
- Long flowy length
- Lined waffle knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 06202-0288
Category Name: Winter Looks
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Vibes Babydoll Dress
Effortless and chic, this babydoll dress is perf for casual days where you still want to dress up. It features a V-neckline, three-quarter length sleeves, and a short, flowy silhouette with a tiered design. Style this dress with cute mules.
Fit & Features
- V-neckline
- Three-quarter length sleeves, cinched hems
- Mini-length, flowy babydoll fit
- Tiered design
- Woven crepe fabric, textured pattern
- Runs true to size
Style Number/Barcode: 05102-4294
Category Name: Winter Looks
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendsetting Stunner Slinky Knit Midi Dress
Show off your trendy stunner status in this of-the-moment slinky knit midi dress. It features a collared neckline, long sleeves, a complete button-down front, ruching at the waist, and a mid-length, curve-hugging silhouette. Complete the look with sleek hoop earrings.
Fit & Features
- Collared neckline
- Long fitted sleeves
- Complete button-down front
- Ruching at the waist
- Mid-length, form-hugging fit
- Slinky knit fabric
- Runs true to size
Style Number/Barcode: 05102-4222
Category Name: Winter Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glam Girl Rhinestone Chain Belt
Bring the glamour and create a figure-flattering silhouette with this chic faux leather belt. It features a thin design with a small double O-ring buckle embellished with rhinestones and a connecting single rhinestone chain. Style this belt over a mini dress and complete the look with strappy heels.
Fit & Features
- Thin faux leather belt
- Double O-ring buckle
- Rhinestone embellishment
- Attached rhinestone chain
Style Number/Barcode: 07301-0309
Category Name: Winter Looks
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Preppy Collared Henley Top
Give your everyday look a perfectly preppy vibe with this on-trend henley top! It features a collared neckline, a partial button-down front, short sleeves, and a cropped, form-hugging fit. The top is composed of a soft ribbed sweater knit fabric that offers plenty of stretch for comfortable wear. Style this top with your fave pair of denim.
Fit & Features
- Collared neckline
- Partial button-down front
- Short sleeves
- Cropped, form-hugging fit
- Ribbed sweater knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-0987
Category Name: Winter Looks
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect Prep Contrast Trim Sweater Vest
Look like preppy perfection in this sleeveless sweater vest! It's designed in a knit with a V-neck and contrast trim. Wear with high-waisted shorts to totally ace your look.
Fit & Features
- Sleeveless
- V-neck
- Contrast trim
- Knit material
- Fits true to size
Style Number/Barcode: 06005-0989
Category Name: Winter Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Melissa Long Sleeve Ruched Midi Dress
Special Occasion
Showcase a gorgeous, figure-flattering silhouette in the chic Melissa ruched midi dress. She features a V-neckline with a wrap-front design, long fitted sleeves, ruched detailing, and a mid-length, curve-hugging fit. Complete the look with statement earrings and a sleek clutch.
Fit & Features
- V-neckline, wrap-front design
- Long fitted sleeves
- Ruching
- Mid-length, form-fitting silhouette
- Lined slinky knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05001-0664
Category Name: Winter Looks
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Cropped Fleece Hoodie
Keep it basic and cozy with a fleece hoodie that is comfy for lounging in! It features a drawstring hoodie, long sleeves, and a cropped hem. The hoodie is composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching shorts.
Shop Matching Drawstring Shorts: Basic High Waist Fleece Shorts
Shop Matching Elastic Shorts: Casual Trendsetter Fleece Shorts
Fit & Features
- Drawstring hoodie
- Long sleeves
- Cropped hem
- Fleece fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0868
Category Name: Winter Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Showstopper One Shoulder Bodycon
Step out like the total showstopper you are with a sexy bodycon! The bodycon features a one-shoulder neckline, a cutout at the bodice, a fitted long sleeve, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stilettos and door knocker earrings.
Fit & Features
- One-shoulder neckline
- Cutout at bodice
- Fitted long sleeve
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1079
Category Name: Winter Looks
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Basic Ribbed Knit Crop Top
Style up this sultry basic ribbed knit crop top for an everyday chic vibe! It features a V-neckline with a partial snap-button front, long fitted sleeves, a majorly cropped hem with a fitted silhouette, and a cross-strap design that ties in the back. Pair this top with high-rise denim and cute sneakers.
Fit & Features
- V-neckline, partial snap-button front
- Long fitted sleeves
- Majorly cropped hem
- Cross-strap design, ties in the back
- Form-hugging fit
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06005-1209
Category Name: Winter Looks
Price: $4.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Factor Ruched Midi Dress
This midi dress brings the chic factor to your night out look! The dress features a sleeveless sweetheart neckline, spaghetti straps, a ruched body, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and gold hoops.
Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps
- Ruched body
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4118
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek High Rise Skinny Jeans
Keep it sleek and stylish with a pair of jeans that are part edgy, part glam! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket design with belt loops, moderate destruction, and a skinny leg fit. Complete look with a graphic tee and mules.
Fit & Features
- High rise waist
- Single-button with hidden zipper closure
- Traditional five-pocket design with belt loops
- Moderate destruction
- Skinny leg
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0224
Category Name: Winter Looks
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual-Chic Vibes Crochet Crop Top
Showcase casual-chic vibes in this crop top that is perf for summer. It features a sleeveless V-neckline, spaghetti straps, and a cropped fit with a cute scalloped hem. The crochet fabric makes this top a must-have for weekend getaways. Style it with high-rise flare pants and sandals.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Cropped fit, scalloped hem
- Crochet fabric
- Runs true to size
Style Number/Barcode: 06005-0974
Category Name: Winter Looks
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Stylish Moment Halter Top
Have a major sultry stylish moment in this chic halter top! It features a sleeveless halter neckline with wide straps in a cross design, a front keyhole cutout above the bust, and a mid-length, form-hugging fit. Complete the look with a cute mini skirt.
Fit & Features
- Sleeveless halter neckline
- Wide straps, cross design
- Front keyhole cutout
- Mid-length, form-hugging fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-0970
Category Name: Winter Looks
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Boho Crochet Crop Top
Channel a boho feel with a crop top that keeps your look effortlessly stylish! The top features a sleeveless V-neckline, spaghetti straps, a crochet knit bodice, and a cropped hem. Complete the look with an adhesive bra and maxi skirt.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Crochet knit bodice
- Cropped hem
- Relaxed fit, moderate stretch
Style Number/Barcode: 06005-1185
Category Name: Winter Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Real Ribbed Knit Cami
Keep it real with a cute cami to complete your effortlessly chic looks! The cami features a sleeveless scoop neckline, spaghetti straps, and composed of a ribbed knit fabric. Complete look with the matching cardigan and high waist jeans.
Shop Matching Cardigan: Keeping Knit Real Ribbed Knit Cardigan
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0963
Category Name: Winter Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Trendy Cropped Cardigan
Keep it trendy in a fab cardigan to layer over your favorite cami! The cardigan features a V-neckline, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching tank top.
Shop Matching Tank Top: Keeping Knit Trendy Cropped Tank
Fit & Features
- V-neckline
- Multi-button down front
- Long sleeves
- Cropped hem
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0983
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Shoulder Ribbed Knit Crop Top
Keep it effortlessly chic with a cute crop top! The crop top features a one-shoulder neckline, supportive-tank shoulder strap, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a high waist skirt.
Fit & Features
- One-shoulder neckline
- Tank shoulder strap
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0966
Category Name: Winter Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Knit Real Ribbed Knit Cardigan
Keep it real with a cute cardigan to layer over your effortlessly chic looks! The cardigan features a zippered front with a mini O-ring accent, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching cami and high waist jeans.
Shop Matching Cami: Keeping Knit Real Ribbed Knit Cami
Fit & Features
- Zippered front
- Long sleeves
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0964
Category Name: Winter Looks
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Moment Mesh Bodycon Mini Dress
Have a chic and stylish moment in this mesh bodycon mini dress, perf for your next night out. It features an off-the-shoulder neckline with a fold-over detail, sheer long fitted sleeves, ruched detailing, and a short, form-hugging fit that will hug your curves. Complete the look with rhinestone statement earrings and strappy heels.
Fit & Features
- Off-the-shoulder neckline, fold-over detail
- Sheer long fitted sleeves
- Ruching
- Mini-length, form-hugging silhouette
- Sheer mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3905
Category Name: Winter Looks
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Lace-Up Ribbed Knit Cropped Tank
Lace-up in this cute basic tank to nail those effortless vibes! The tank features dual lace-up tie fronts, adjustable spaghetti straps, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Sleeveless scoop neckline
- Dual lace-up tie fronts
- Adjustable spaghetti straps
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1007
Category Name: Winter Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Beauty Halter Crop Top
Hey beauty, showcase your chic style in this on-trend crop top. It features a sleeveless halter neckline with pearl chain embellishments and a cropped, form-hugging fit. Complete the look with mom jeans and cute mules.
Fit & Features
- Sleeveless halter neckline
- Pearl chain embellishments, adjustable chain with lobster clasp closure
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-0972
Category Name: Winter Looks
Price: $3.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Americana Stripes Halter Crop Top
Rep those classic Americana stripes with this crop top this summer! The top features a halter neckline with a halter neck tie, red and white stripes, and a cropped hem. Complete look with denim shorts to complete your look!
Fit & Features
- Halter neck
- Halter neck tie
- Red and white stripes
- Cropped hem
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06005-0368
Category Name: Winter Looks
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free