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.

  • The Classic High Rise Destructed Skinny Jeans

    Rock a pair of classic destructed jeans to edge up your night out looks or to create a grunge vibe. The jeans feature a flattering high rise fit, a sleek skinny leg fit, and heavy destruction throughout. The jeans offer a form hugging fit with a moderate stretch. Complete look with a crop top or graphic tee.

    Fit & Features

    • High rise fit
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design 
    • Skinny leg fit with a tapered hem
    • Heavy destruction throughout
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06602-0199

    Category Name: Winter Looks

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fuzzy Fleece Long Teddy Coat

    Layer on this adorable fuzzy fleece coat for an adorable cozy look! It features a collared neckline, long sleeves, a long teddy coat design, and a plush, fuzzy fleece fabric. Pair this coat over a mock neck bodysuit and a plaid mini skirt to add a chic vibe.

    Fit & Features

    • Collared
    • Long sleeves
    • Open front
    • Large front pockets
    • Long teddy coat design
    • Fuzzy fleece fabric with slight stretch

    Style Number/Barcode: 06201-0178

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy And Stylish Faux Fur Bomber Jacket

    Layer on this adorable faux fur bomber jacket for a sassy and stylish look! It features a complete zip front, an overall relaxed fit, and an allover leopard print for a trendy vibe. Pair this jacket over a basic bodysuit for a fierce fashionista 'fit.

    Fit & Features

    • Long sleeves with elastic banded hems
    • Complete zip front
    • Elastic banded mid-length hem
    • Relaxed fit
    • Faux fur fabric with a smooth lining
    • Allover leopard print

    Style Number/Barcode: 06201-0126

    Category Name: Winter Looks

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux-Ever Fashionable Block Heel Booties

    Keep your look forever fashionable in these adorable booties! They feature an ankle-high design with a chic faux fur cuff, a back zipper closure, and a block heel. Pair these booties with a simple little black dress and layer on a faux leather moto jacket.

    Fit & Features

    • Ankle-high design
    • Faux fur cuff
    • Back zipper closure
    • Almond toe
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0486

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic and Cozy Oversized Teddy Trench Coat

    Layer on this cozy trench coat to create some seriously chic outfits. This soft to touch trench coat features a collared neckline, a zippered front with an mini O-ring zipper, side pockets, and a below the knee length. The trench coat is composed of a cozy teddy knit fabric that offers an oversized fit with a moderate stretch. Complete look with lug boots.

    Fit & Features

    • Collared neckline
    • Zippered front with O-ring zipper
    • Long sleeves
    • Side pockets
    • Below the knee length
    • Teddy knit fabric 
    • Oversized fit, moderate stretch 

    Style Number/Barcode: 06201-0159

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feline Fierce Block Heel Combat Booties

    Make a fierce impression in leopard booties that command the room! The booties feature an around the ankle fit, a trendy leopard print, a lace-up front, an almond toe, and a stacked block heel. Complete look with a black dress. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Leopard print
    • Almond toe 
    • Lug sole 
    • Stacked block heel
    • Faux microsuede material


    Please be advised that these boots run 1/2 size small.

    Style Number/Barcode: 07403-0416

    Category Name: Winter Looks

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Stacked Block Heel Booties

    These faux leather block heel booties are the essential shoes you need this winter season! They feature an ankle-high design, a flattering almond toe, a stacked, sturdy block heel, and a back zipper closure. Keep it more casual by pairing these booties with skinny jeans, or elevate your look with a sweater dress.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Stacked block heel
    • Back zipper closure
    • Smooth faux leather material

    Style Number/Barcode: 07403-0436

    Category Name: Winter Looks

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Basic Pointed Toe Booties

    Fall back to basics in a bootie that goes with all your layered looks this season. The booties feature a mid-calf fit, a pointed square toe, an inner zipper closure, and a block heel. The booties are composed of a faux leather material. Complete look with a plaid scarf.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed square toe
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0497

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Trendy Faux Suede Lug Booties

    Tap into your fashion instincts in these booties that bring the fierce factor to your look. The booties feature a mid-calf fit, a leopard print, a lace-up front, and a lug sole. The booties are composed of faux suede material. Complete look with a black ribbed dress. 

    Fit & Features

    • Mid-calf fit
    • Leopard print
    • Almond toe
    • Lace-up front
    • Block heel
    • Lug sole
    • Faux suede material 

    Style Number/Barcode: 07403-0412

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On the Edge Faux Fur Combat Boots

    Create an edgy look with boots that bring the attitude. The boots feature a mid-calf fit, a lace-up front, a buckle accent at the back, and a faux fur lining. Complete look with a chunky sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Buckle accent at the back of the ankle
    • Almond toe
    • Faux fur lining 
    • Faux leather exterior

     

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

    Style Number/Barcode: 07403-0481

    Category Name: Winter Looks

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Patent Leather Lug Booties

    Keep it edgy in booties that bring the attitude! The booties feature a faux patent leather body, an almond toe, a lug sole, and a block heel. Complete look with a faux leather moto jacket. 

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Lug sole
    • Inner zipper closure
    • Faux patent leather material
    • Block heel 

     

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

    Style Number/Barcode: 07403-0433

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Over the Knee Stiletto Heel Boots

    These boots are a season must have to go with your layered outfits. The boots feature an over the knee fit, a round toe, and a sleek stiletto heel. The boots are composed of faux suede material. Complete look with a mini sweater dress and a plaid scarf. 

    Fit & Features

    • Over the knee fit
    • Inner zipper closure 
    • Round toe
    • Stiletto heel
    • Faux suede material 


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

    Style Number/Barcode: 07402-0253

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Stylish Over The Knee Boots

    Keep it stylish and chic in these fab over the knee boots! They feature a flattering almond toe, a sturdy block heel, and a tie back detail. Pair these boots with a plaid mini skirt for a holiday party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Tie back detail
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0224

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • At Ease Camo Puffer Jacket

    Command attention in this camo print puffer jacket that is perfect to layer with all your favorite fit's this season. The jacket features a mock neck, a multi snap-button center closure, two chest pockets, and long sleeves with an elastic cuff. The jacket is composed of a lined nylon-knit fabric that offers a form hugging fit with a slight stretch. Complete look with a ribbed knit beanie.

    Fit & Features

    • Mock neck
    • Multi snap-button center closure 
    • Long sleeve with elastic cuff
    • Two chest pockets with snap button closure 
    • Camo print
    • Lined nylon fabric
    • Form hugging fit with a slight stretch 

    Style Number/Barcode: 06201-0147

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oversized Def Leppard Band Tee

    Rock on, sugar! This band tee showcases your rocker side with chic edge! The top features a crew neckline, short sleeves, and a graphic that features a Def Leppard emblem with the "Hysteria above it. The tee offers an oversized fit with a moderate stretch. Complete look with distressed jeans. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Def Leppard emblem 
    • Hysteria font above the emblem
    • Oversized fit
    • Moderate stretch 
    • Cotton knit fabric 

    Style Number/Barcode: 06002-0657

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Stacked Block Heel Booties

    These basic booties are the finishing touch you need for your layered outfits this season. The booties feature an around the ankle fit, goring inset at the ankle, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete your look with a chunky cable knit sweater and mom jeans. 

    Fit & Features

    • Around the ankle fit
    • Goring inset at the ankle
    • Pointed toe
    • Low block heel
    • Faux suede material 

     

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

    Style Number/Barcode: 07403-0404

    Category Name: Winter Looks

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Glam Rhinestone Bow Front Knit Headband

    Stay cozy while keeping your 'fit cute in this adorable knit headband! It features a bow front design with allover rhinestone embellishment. Pair this glam accessory with your fave sweater and dark wash denim for that classic winter vibe.

    Fit & Features

    • Bowf-ront design
    • Allover rhinestone detailing
    • Knit material

    Style Number/Barcode: 07302-0239

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Cozy Fringe Blanket Scarf

    Keep it cozy and chic by layering on this adorable blanket scarf! It features a classic allover plaid print with fringe detailing. Pair this scarf over a chunky knit sweater for the perf winter-time outfit.

    Fit & Features

    • Blanket scarf design
    • Allover plaid print
    • Fringe detailing

    Style Number/Barcode: 07305-0215

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Gemstone Applique Knit Headband

    Get a glitzy look this winter season by accessorizing with this adorable headband! It features a cozy knit material with a front gemstone applique. Pair this headband with a chunky knit sweater for the cooler months.

    Fit & Features

    • Cozy knit material
    • Front gemstone applique

    Style Number/Barcode: 07302-0273

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe Alert Snake Print Mini Dress

    Babe alert! You'll be looking majorly chic in this trendy mini dress! It features a mock neckline, long fitted sleeves with thumb holes, ruched detailing, and a short, curve-hugging silhouette. The dress is composed of a stretchy lightweight knit fabric with an allover snake print that would pair perfectly with chunky sneakers. Wear this dress to hang with the squad!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves with thumb holes
    • Ruched detailing
    • Short, form-hugging fit
    • Stretchy lightweight knit fabric
    • Allover snake print

    Style Number/Barcode: 05102-1012

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibes Button Down Ribbed Mini Dress

    Rock a basic mini dress to layer with your favorite denim jacket or moto jacket this season. The dress features a crew neckline, a button-down front, long sleeves, and a mini length silhouette with a raw edge hem. The dress is composed of a ribbed knit fabric.

    Fit & Features

    • Crew neckline
    • Button-down front
    • Long sleeves
    • Mini length silhouette, raw edge hem
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 05102-0955

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionista Chic Croc Embossed Faux Leather Boots

    These boots are totally fashionista-approved must-haves! The boots feature a thigh-high fit, an inner zipper closure, a pointed toe, and a block heel. The boots are composed of faux leather material with a croc-embossed pattern. Complete look with a long sleeve mini dress. 

    Fit & Features

    • Thigh-high fit
    • Inner zipper closure
    • Pointed toe
    • Block heel
    • Croc-embossed pattern
    • Faux leather material 

    Style Number/Barcode: 07402-0267

    Category Name: Winter Looks

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Back on Basics Faux Nubuck Booties

    Fall back on basic booties to create chic layered outfits this season. The booties feature an around the ankle fit, an almond toe, and short stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle-length
    • Almond toe
    • Inner zipper closure
    • Short stacked block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0448

    Category Name: Winter Looks

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Faux Suede Block Heel Booties

    These basic block heel booties are a must-have for this winter season! They feature a trendy pointed toe, side gore detail, and a smooth faux suede material. Pair these booties with high rise mom jeans for a casual yet still trendy vibe.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Side gore detail
    • Block heel
    • Faux suede material


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

    Style Number/Barcode: 07403-0506

    Category Name: Winter Looks

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale