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.

  • So Rare Studded Pearl Beanie

    Showcase your rare style in a beanie that slays this season. It features heat stones, pearl details, and a faux fur pom pom. The beanie is composed of soft to the touch ribbed knit fabric. Pair this beanie with a chic sweater and heeled booties for a stylish warm-weather 'fit.

    Fit & Features

    • Heat stones
    • Pearl details
    • Faux fur pom pom accent
    • Ribbed knit fabric

    Style Number/Barcode: 07302-0235

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmer On Lurex Slouchy Beanie

    Illuminate those chilly winter days with a beanie to adorn tresses with. This beanie features a traditional slouchy design with a fold-over accent and composed of shimmering lurex knit fabric. Complete look with a sweater and ankle booties. 

    Fit & Features

    • Traditional slouchy design 
    • Fold-over accent at the front
    • Lurex knit fabric   

    Style Number/Barcode: 07302-0251

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leopard Print Pom Pom Beanie

    Strike a fierce look with a beanie that brings the style. The beanie features a stylish leopard print design, a traditional fit, and a faux fur pom pom accent. Complete look with a turtle neck top.

    Fit & Features

    • Ribbed knit material
    • Leopard print
    • Faux fur pom pom accent
    • Traditional fit 

    Style Number/Barcode: 07302-0271

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Faux Suede Stacked Heel Booties

    Rock a classic bootie this season to slay all your casual cold-weather outfits. The booties feature an around the ankle fit, an inner zipper closure, and a stacked block heel. Booties are composed of faux suede material. Complete look with a cozy cardigan and jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Stacked block heel
    • Faux suede material 

     

    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0459

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless And Edgy Faux Leather Booties

    Showcase an effortlessly edgy look in these faux leather booties! They feature an ankle-high design with a pointed toe, trendy side zipper accent, and a sturdy block heel. Pair these booties with high rise skinny jeans for a classic, causal-chic look.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Outer zipper detail
    • Block heel
    • PU material

     

    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0452

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Vibes Collared Polo Top

    Channel those preppy vibes in a top that keeps it effortlessly chic. The top features a collared neckline, long sleeves, a button-down front, and an oversized length. The top is composed of a fleece-like fabric that offers a moderate stretch. Complete look with biker shorts. 

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Oversized-length and fit
    • Moderate stretch 
    • Fleece-like fabric 

    Style Number/Barcode: 06002-0779

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Stacked Block Heeled Boots

    A fall staple for sure, these over the knee heeled boots will go with all of your fab 'fits! They feature a smooth faux suede material with a sturdy stacked block heel. Pair these boots with a chic sweater dress for a cute date night look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Stacked block heel
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0228

    Category Name: Winter Looks

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorfully Chic Tie Dye Joggers

    Keep it colorfully chic in joggers that keep it casual for a chill day in. The joggers feature an elastic high rise fit, a tie-dye print, and an oversized fit with a stretchy elastic hem. Complete your look with the matching top and chunky sneakers to rock a casual outfit. 

    Shop Matching Top: Colorfully Chic Tie Dye Oversized Top

    Fit & Features

    • Elastic high rise waist
    • Tie-dye print
    • Straight leg with elastic hem
    • Oversized fit, moderate stretch
    • Soft to the touch cashmere-like fabric
    • Matching top sold separately 

    Style Number/Barcode: 06502-0514

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorfully Chic Tie Dye Oversized Top

    Keep it colorfully chic in a top that keeps it casual for a chill day in. The top features a crew neckline, long dolman sleeves, a tie-dye print, and an oversized fit. Complete your look with the matching joggers and chunky sneakers to rock a casual outfit.

    Shop Matching Joggers: Colorfully Chic Tie Dye Joggers

    Fit & Features

    • Crew neckline
    • Long dolman sleeves
    • Tie-dye print
    • Oversized fit, moderate stretch
    • Soft to the touch cashmere-like fabric
    • Matching joggers sold separately

    Style Number/Barcode: 06002-0730

    Category Name: Winter Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Chenille Cropped Sweater

    Keep it cozy in a chenille sweater that is perfect for this colder weather season! The sweater features a crew neckline, long dolman sleeves, and a cropped hem. The sweater is composed of a soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties. 

    Fit & Features

    • Crew neckline
    • Long Dolman sleeves
    • Cropped hem 
    • Chenille knit fabric 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06005-0721

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Combat Lug Sole Booties

    Bring the edge in lug booties to create stylish streetwear outfits! The booties an around the ankle fit with pull tabs at the back, a lace-up front, an almond toe, and a textured lug sole. Booties are composed of a faux leather material. Complete look with distressed jeans.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material

    Style Number/Barcode: 07403-0377

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Combat Utility Booties

    Bring the edge in these booties to create grunge-inspired outfits. The bootie feature an around the ankle fit with pull tabs at the back, a lace-up front, an almond toe, and a textured lug sole. Booties are composed of a faux leather material. Complete look with distressed jeans. 

    Fit & Features

    • Around the ankle fit with pull tabs at the back
    • Lace-up front
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0379

    Category Name: Winter Looks

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Glamour Faux Wool Coat

    Bring the glamour in a chic coat that can be layered to create head-turning layered outfits. Layer this coat over a ribbed midi dress and style with mules to create a stylish workwear outfit. The coat features a collared neckline, long sleeves, a multi-row snap button closure, and lined side pockets. 

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Multi-row snap button closure
    • Lined side pockets
    • Knee-length 
    • Lined wool-like fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06201-0173

    Category Name: Winter Looks

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Collared Cropped Knit Henley Top

    Add a preppy feel to your basic top with this cute collared henley! It features a collared neckline with a partial button-down front, long fitted sleeves, and a cropped hem. The lightweight ribbed knit fabric offers plenty of stretch. Pair this top with high waist denim and chunky sneakers.

    Fit & Features

    • Collared neckline
    • Partial button-down front
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0794

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Eyelash Knit Off The Shoulder Sweater

    Cozy on up in this adorable eyelash knit sweater! It features a flattering off the shoulder neckline, long dolman-style sleeves, and a mid-length relaxed fit. The soft knit fabric offers plenty of stretch for comfortable wear. Pair this sweater with a chic and trendy cabby hat for the perf everyday winter look.

    Fit & Features

    • Off the shoulder neckline
    • Long dolman-style sleeves
    • Mid-length hem
    • Relaxed fit
    • Soft eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0776

    Category Name: Winter Looks

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bishop Sleeve V Neck Bodysuit

    Level up your basic top with this bishop sleeve V neck bodysuit! It features a crepe knit fabric with plenty of stretch and a form-fitting style. Pair this bodysuit with high rise denim for a classic-chic look.

    Fit & Features

    • Deep V neckline
    • Long bishop sleeves
    • Thong bottom with dual snap button closures
    • Crepe knit fabric
    • Plenty of stretch
    • Form-fitting style

    Style Number/Barcode: 06001-2784

    Category Name: Winter Looks

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Front Wrap Mini Sweater Dress

    Get an adorable look perfect for a casual date night in this mini sweater dress! It features a wrap front and back with a front tie detail and a short, curve-hugging fit. Pair the dress with chic thigh-high boots for a gorgeous fall-time vibe.

    Fit & Features

    • Wrap front and back with a V neckline
    • Top tie back detail
    • Long sleeves with ribbed hems
    • Tie front belt
    • Short, form-hugging fit
    • Sweater knit fabric with plenty of stretch

    Style Number/Barcode: 06005-0719

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Cozy Ribbed Beanie

    Keep it cozy in a knit beanie to heat up those chilly winter days! The beanie features a vertically ribbed design, a fold-over detail, and a faux fur pom pom accent. Pair this beanie with a chic sweater and heeled booties for a stylish warm-weather 'fit.

    Fit & Features

    • Vertically ribbed design
    • Fold-over detail
    • Faux fur pom pom accent

    Style Number/Barcode: 07302-0246

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Faux Fur Bow Front Headband

    Layer on this adorable fuzzy faux fur headband to keep warm in the cooler months, and to look cute of course! It features an over the ear design with a bow front and a soft faux fur material. Pair this headband with a chunky knit sweater for a cozy look.

    Fit & Features

    • Over the ear design
    • Bow front detail
    • Fuzzy faux fur material

    Style Number/Barcode: 07302-0257

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Girl Turtleneck Mini Dress

    Hey trendy girl! Style up this adorable turtleneck mini dress for a cozy-chic look! It features long fitted sleeves, a short, curve-hugging silhouette, and viscose crepe fabric with plenty of stretch for comfortable wear. Pair this dress with chunky sneakers for an effortless everyday 'fit.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Short, form-hugging fit
    • Viscose crepe fabric with a lining
    • Plenty of stretch

    Style Number/Barcode: 05102-0956

    Category Name: Winter Looks

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Chic Belted Trench

    Get an effortlessly chic look by layering on this must-have trench! It features a lapel collar with a single button and tie front closure and a mid-length, form-fitting style. Pair this jacket over a basic bodysuit and add some heeled booties for that total winter vibe.

    Fit & Features

    • Lapel collar
    • Padded shoulders
    • Long sleeves
    • Single button and tie front closure
    • Lined side pockets
    • Mid-length, form-fitting style
    • Fleece fabric with a smooth lining

    Style Number/Barcode: 06201-0125

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Sassy Leopard Print Sweater

    Get a stylish and sassy look in this adorable leopard print sweater! It features long dolman style sleeves, a mid-length relaxed fit, and a knit fabric with plenty of stretch. Pair this sweater with a classic pair of black skinny jeans for an adorable 'fit to hang with the girls.

    Fit & Features

    • Crew neckline
    • Long dolman style sleeves
    • Ribbed hems
    • Mid-length, relaxed fit
    • Allover leopard print
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06005-0787

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jude Mid Rise Super Destructed Skinny Ankle Jeans

    Oasis by Eunina

    These mid rise skinny ankle jeans will be your new denim staple! They feature super destructed detailing and a trendy ankle cut hem. Complete your everyday 'fit by pairing these jeans with sleek heeled booties.

    Fit & Features

    • Mid rise fit
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Distressed detailing down the front
    • Skinny leg fit
    • Ankle cut hem
    • Denim fabric with minimal stretch

    Style Number/Barcode: 06602-0113

    Category Name: Winter Looks

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Fur Reversible Puffer Jacket

    Get the best of both worlds in this reversible jacket to warm up on those chilly winter days. The jacket features a reversible design, one side features a soft to the touch faux fur fabric while the other side features a puffer design with hidden side pockets. The jacket features a zipper closure, long sleeves, and a hood. Complete look with a beanie.

    Fit & Features

    • Reversible design
    • Faux fur
    • Puff design
    • Long sleeves
    • Hidden side pockets
    • Zipper closure
    • Hood

    Style Number/Barcode: 06201-0129

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance