Winter Looks

STYLE SPOTLIGHT

Women's Denim Bottoms

Women's Sweaters & Cardigans

Women's Jackets

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.

  • On The Prowl Faux Fur Jacket

    Strike a fierce layered look in a jacket that channels your inner fashionista. The jacket features a collared neckline, long sleeves, side pockets, and a trendy leopard print. The jacket features a faux fur fabric that offers a relaxed fit and includes a knit lining. Complete look with a bodysuit and liquid leggings.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Side pockets
    • Leopard print
    • Faux fur fabric with knit lining
    • Relaxed fit 

    Style Number/Barcode: 06201-0121

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zipped and Trendy Cargo Jumpsuit

    Zip up in this trendy jumpsuit that is oh so stylish! The jumpsuit features a zippered front, chest pockets, long sleeves, an elastic waistband, and a straight leg fit with cargo styled pockets. Complete your look with chunky sneakers for a casual vibe. 

    Fit & Features

    • Zippered front
    • Chest pockets
    • Long sleeves
    • Elastic waistband
    • Straight leg 
    • Cargo pockets

    Style Number/Barcode: 06502-0447

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovin' The Layers Belted Trench

    Fall in love with luxe layers in this chic belted trench! The coat features a faux suede fabric and a tie front belt to snatch your waist. Wear over a mock neck top and pair it with heeled booties for a go-to look for the cooler months.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Relaxed fit
    • Faux suede fabric

    Style Number/Barcode: 06204-0695

    Category Name: Winter Looks

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Faux Leather Leggings

    Keep it sleek in faux leather leggings that are part casual, part glam. The leggings feature an elastic high waist and a skinny leg fit with a tapered hem. Complete look with a crop top for a glam look. 

    Fit & Features

    • Elastic high waist 
    • Skinny leg fit
    • Tapered hem
    • Faux leather fabric

    Style Number/Barcode: 06402-0277

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Faux Fur Jacket

    Layer up in a basic faux fur jacket this season to go with all your favorite plaid tops and high waist jeans. The jacket features a collared neckline, a zippered front, long sleeves with stretchy ribbed cuffs, and a cropped fit with a stretchy ribbed hem. The jacket is composed of a lined faux fur jacket that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves with ribbed cuff
    • Side pockets
    • Cropped hem
    • Faux fur fabric

    Style Number/Barcode: 06201-0123

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fab Fleece Belted Trench Coat

    Keep it so fab in a trench coat to create chic layered outfits this season. The trench coat features a lapel collared neckline, long sleeves, a belted waist with belt loops, and side pockets. The trench coat is composed of a fleece knit fabric. Complete look with a ribbed midi dress and ankle booties. 

    Fit & Features

    • Collared lapel collar
    • Long sleeves
    • Belted waist with belt loops
    • Side pockets
    • Fleece knit fabric

    Style Number/Barcode: 06201-0117

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux-Ever Chic Bomber Jacket

    Keep it chic in a faux fur bomber when creating your favorite layered looks! The bomber features a collared neckline, a faux-fur fabric, hidden lined side pockets, and a zippered front. Complete look with a bodysuit and liquid leggings for those low-key vibes.

    Fit & Features

    • Collared neckline 
    • Zipper front closure
    • Long sleeves with elastic banded cuffs
    • Hidden lined side pockets
    • Elastic banded hem
    • Faux-fur fabric with a knit lining

    Style Number/Barcode: 06201-0104

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cable Knit Cutie High Waist Leggings

    Set the season in cozy leggings for those days spent in! The leggings feature an elastic high rise waist, a cable-knit fabric, and a straight leg fit. Complete your cozy loungewear outfit with the matching crop top. 

    Shop Matching Crop Top: Cable Knit Cutie Crop Top

    Fit & Features

    • Elastic high rise waist
    • Cable-knit fabric 
    • Straight leg fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0439

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hook and Eye Corset Crop Top

    Get hooked on this corset top that adds a sultry appeal to any look. This crop top features a flattering square neckline, supportive tank straps, and a corset-designed bodice with hook and eye-front closures to help accentuate your hourglass figure. The rayon blend fabric has a moderate stretch to help create a structured fit that forms to your curves. Style this corset crop top with high-rise jeans for a casually chic ensemble or pair it with a flirty mini skirt for a sexy date night look.

    Fit & Features

    • Square neckline, tank straps
    • Strapless or adhesive bra recommended
    • Corset-style seams, flexible boning
    • Hook-eye front closures
    • Cropped hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1046

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Issa Celebration Confetti Knit Distressed Sweater

    Keep it festive in a confetti sweater that keeps it fab and fun! The sweater features a crew neckline, a confetti knit pattern, and heavy distressing throughout. Complete your look with chic biker shorts. 

    Fit & Features

    • Crew neckline
    • Confetti knit pattern
    • Long sleeves
    • Heavily distressed detailing
    • Relaxed fit

    Style Number/Barcode: 06005-0682

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Long Sleeve Duster

    Layer up in a cute duster to lounge in! the duster features a draped open front, long sleeves, long length, and is composed of a ribbed knit fabric. Complete your look with the matching crop top, high waist leggings, and face mask.

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Leggings: High Waist Basic Ribbed Knit Leggings

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • Draped open front
    • Long sleeves
    • Ribbed knit fabric
    • Long length
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06202-0114

    Category Name: Winter Looks

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Back To Basics Ribbed Knit Ruched Mini Dress

    Fall back on this basic dress to stun this season! The dress features V-neckline, long sleeves, and ruched side seams to adjust for a customized. Style your dress with ankle booties. 

    Fit & Features

    • V-neckline
    • Long sleeves
    • Ruched side seams
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-1019

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Skinny Jeans

    Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing
    • Skinny leg fit
    • Denim fabric with moderate stretch

    Style Number/Barcode: 06602-0182

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classically Chic Belted Trench Coat

    Let this trench coat take you from day to night! Layer on this coat for a chic workwear outfit that takes you to happy hour. The coat features a lapel collar with a drape open front, long sleeves, and a belted waist. Complete look with a basic bodysuit and high waist pants. 

    Fit & Features

    • Lapel collar 
    • Draped open front
    • Long sleeves
    • Belted waist 
    • Lightweight woven fabric

    Style Number/Barcode: 06204-0595

    Category Name: Winter Looks

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Extra Faux Fur Jacket

    You'll be feelin' so extra in this fabulous faux fur jacket! It features a complete zip and snap button front, a faux fur exterior with seam detailing to give the illusion of stripes and a smooth inner lining. Layer this jacket over a chic top and high waist pants for an elevated look.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip and snap button front
    • Front lined pockets
    • Faux fur exterior
    • Smooth inner lining
    • No stretch

    Style Number/Barcode: 06201-0202

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab and Frayed Distressed Skinny Jeans

    Keep it fab in jeans that bring the drama! These must-have skinny jeans feature a mid-rise fit, heavy destruction throughout and a skinny leg fit. Complete look with a basic bodysuit to let the destruction speak for itself. 

    Fit & Features

    • Mid-rise fit
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design 
    • Heavy destruction throughout 
    • Skinny leg fit
    • Medium wash denim fabric 

    Style Number/Barcode: 06602-0164

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Chill In Chenille Cropped Sweater

    Keep it chill in this adorable chenille cropped sweater! It features a flattering V neckline with dolman style sleeves and a relaxed fit. Pair this cute top with high waist distressed denim and heeled booties for that perfect fall 'fit.

    Fit & Features

    • V neckline
    • Long dolman style sleeves
    • Cropped, relaxed fit
    • Soft chenille fabric

    Style Number/Barcode: 06005-0708

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Boyfriend Jeans

    Take on the day in destructed jeans that bring the edge. The jeans feature a high rise waist, moderate destruction on the left leg, and a boyfriend fit with a cropped hem. Complete your look with a long sleeve ribbed top. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Moderate destruction on the left leg
    • Boyfriend fit 
    • Cropped hem
    • Black denim fabric  

    Style Number/Barcode: 06602-0176

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Mom Jeans

    Keep on trend with mom jeans with standout deets! The jeans feature a high rise waist, heavy destruction throughout, and a cropped hem. Complete your look with a cute crop top! 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and zipper closure
    • Heavy destruction throughout 
    • Cropped hem 
    • Dark wash denim fabric 

    Style Number/Barcode: 06602-0195

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Knot Open Back Ribbed Mini Dress

    Stun in a dress that makes them take a double-take with bold details! The dress features a crew neckline, fitted long sleeves, and a stunning open back with a twist knot bar strap accent. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules. 

    Fit & Features

    • Crew neckline
    • Fitted long sleeves
    • Open back 
    • Twist knot bar strap 
    • Ribbed knit fabric
    • Mini length silhouette
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05102-0991

    Category Name: Winter Looks

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Destructed Skinny Jeans

    Keep it sleek in basic skinny jeans for your next coffee date. The jeans feature a mid-rise fit, a sleek skinny leg fit, and heavy destruction throughout. Complete look with a scoop neck bodysuit. 

    Fit & Features

    • Mid-rise fit
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design
    • Skinny leg fit
    • Heavy destructed detailing
    • Light-medium wash denim fabric  

    Style Number/Barcode: 06602-0171

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High-Rise Destructed Boyfriend Jeans

    Give your casually chic outfits an edgy aesthetic with these deconstructed high-rise jeans. These boyfriend-fit medium-wash denim jeans have the perfect amount of ripped detailing at the knees with a straight-leg silhouette for an absolutely on-trend look. Pair these high-waist ripped jeans with a cute crop top and chunky sneakers for day or a sparkly bustier with strappy heels for a sexy night look.

    Fit & Features

    • High-rise waist
    • Boyfriend style leg
    • Distressed detailing, slits at the knees
    • Multi button-down front closure
    • Five-pocket and belt loop design
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0184

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy-Chic One Sleeve Top

    Style up this comfy-chic top to take your loungewear style up a notch! It features a stylish one sleeve and a relaxed, loose fit with a mid-length ribbed banded hem. Pair this top with biker shorts and gold hoop earrings.

    Fit & Features

    • One-shoulder neckline with elastic ribbed detailing
    • Long puffy sleeve
    • Relaxed, loose fit
    • Mid-length banded hem
    • French terry knit fabric, moderate stretch

    Style Number/Barcode: 06002-0575

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Long Sleeve Ribbed Basic Top

    This ribbed basic top is an everyday essential! It features fitted long sleeves, a flattering crew neckline, and a mid-length form-hugging silhouette. This top can totally be dressed up with a plaid mini skirt, or styled more casually with destructed denim.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Mid-length hem
    • Form-fitting style
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0596

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale