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.

  • Keep It Chic Block Heel Booties

    Keep your night out look chic and on-trend in these stylish booties. They feature a round toe, a stacked block heel, an elastic gore detail, and back pull tabs. Pair these booties with a faux leather skirt, a trendy crop top, and gold hoop earrings.

    Fit & Features

    • Round toe
    • Stacked block heel
    • Above the ankle design
    • Elastic gore detail
    • Back pull tabs
    • Faux microsuede material

     

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

    Style Number/Barcode: 07403-1202

    Category Name: Winter Looks

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Cropped Drawstring Hoodie

    Bring it back to basics in a cropped hoodie that keep it chill! The cropped hoodie features a drawstring hoodie, long sleeves, and a cropped hem. Complete look with the matching joggers and chunky sneakers to nail those casual vibes. 

    Shop Matching Joggers: Back To Basics High Waist Joggers

    Fit & Features

    • Drawstring hoodie
    • Long sleeves
    • Cropped drawstring hem
    • Matching joggers sold separately 

    Style Number/Barcode: 06002-0693

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Chic Faux Fur Crossbody

    Keep it cozy and chic in a crossbody that elevates your look to the next level. The crossbody features a rectangular-shaped body, a fold-over closure with a turn-lock accent. and a chain shoulder strap. Complete look with a ribbed knit mini dress and thigh high boots.  

    Fit & Features

    • Rectangular body
    • Fold-over closure with turn-lock accent 
    • Rectangular body
    • Chain shoulder strap
    • Faux fur material

    Style Number/Barcode: 07203-0433

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Chic Sweater Knit Cardigan

    Get a cute and chic everyday look in this sweater knit cardigan! It features long blouson sleeves with tapered hems, a V neckline, a partial button-down front, and a cropped, relaxed fit. Pair this cardigan with the matching crop top and high waist jeans for the perf outfit.

    Shop Matching Top: Cute And Chic Sweater Knit Crop Top

    Fit & Features

    • Long blouson sleeves
    • V neckline
    • Partial button-down front
    • Cropped
    • Relaxed fit
    • Sweater knit fabric

    Style Number/Barcode: 06005-0887

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Chic Sweater Knit Crop Top

    Get a cute and chic everyday look in this sweater knit crop top! It features a sleeveless bodice, tank-like shoulder straps, a square neck and back, and a cropped, form-hugging fit. Pair this top with the matching cardigan and high waist jeans for the perf outfit.

    Shop Matching Cardigan: Cute And Chic Sweater Knit Cardigan

    Fit & Features

    • Tank-like shoulder straps
    • Square neck and back
    • Cropped
    • Form-fitting style
    • Sweater knit fabric

    Style Number/Barcode: 06005-0886

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diamond Girl Quilted Crossbody

    Elevate your glam with a chic quilted crossbody that reflects your luxe sense of fashion. The crossbody features a diamond quilted design, a large rectangular body, a fold-over closure with turn-lock detail, and a chain shoulder strap. Complete your look with a bustier, trench, and skinny jeans. 

    Fit & Features

    • Quilted diamond design 
    • Large rectangular body
    • Fold-over closure
    • Turn-lock 
    • Faux leather material 

    Style Number/Barcode: 07203-0458

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Trendy Ribbed Mini Dress

    Keep it trendy in a ribbed mini dress that is perfect for nails those casual vibes! The dress features a square neckline, long sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit that offers a moderate stretch. Complete your look with chunky sneakers. 

    Fit & Features

    • Square neckline
    • Long sleeves
    • Mini length silhouette 
    • Ribbed knit fabric 
    • Form hugging fit
    • Moderate stretch
    • Double lined

    Style Number/Barcode: 05102-0940

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Babe Turtleneck Crop Top

    Showcase your status as a total trendy babe in this chic crop top! It features a turtleneck, long fitted sleeves, a cropped, form-hugging fit, and a tie front detail. Pair this knit top with a faux leather mini skirt and booties for an elevated everyday outfit.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Tie front at the waist
    • Ribbed knit fabric

    Style Number/Barcode: 06005-0894

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Draw To You Tie-Dye Crop Top

    Get drawn to this cute top that keeps you on-trend! The top features a crew neckline, a tie-dye print, long sleeves, and a cropped hem with a drawstring. Complete your look with high waist jeans and dad sneakers. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Tie-dye print
    • Cropped hem with drawstring
    • Relaxed fit 
    • Moderate stretch  

    Style Number/Barcode: 06002-0687

    Category Name: Winter Looks

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Trouble Faux Suede Mini Skirt

    Bring double the appeal with this skirt that brings that wow factor to your look! The skirt features a high rise waist, slits at each side, and a mini length silhouette. The skirt is composed of a faux suede fabric that offers a form hugging fit. Complete look with a crop top. 

    Fit & Features

    • High rise waist
    • Slits at each side 
    • Mini length silhouette
    • Faux suede fabric
    • Form hugging fit

    Style Number/Barcode: 06401-0306

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Babe Ribbed Knit Mini Dress

    Hey babe! Showcase an effortlessly edgy style in this ribbed knit mini dress. It features a crew neckline, a chest cut out right above the bust, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with combat booties for the perf look.

    Fit & Features

    • Crew neckline
    • Chest cut out
    • Long fitted sleeves
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1006

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Trendsetter Cropped Cardigan

    Showcase your chic trendsetter status when you layer on this cropped cardigan! It features long fitted sleeves, a V-neckline, a button-down front, and a cropped, form-fitting style. Complete your look with the matching crop top, a plaid mini skirt, and chunky sneaks.

    Shop Matching Top: Chic Trendsetter Crop Top

    Fit & Features

    • Long fitted sleeves
    • V-neckline
    • Button-down front
    • Cropped
    • Form-hugging fit
    • Faux angora knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-0916

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Trendsetter Crop Top

    Showcase your chic trendsetter status in this adorable crop top! It features a sleeveless bodice with spaghetti straps that cross in the back, a V-neckline, and a cropped, form-fitting style. Complete your look with the matching cardigan, a plaid mini skirt, and chunky sneaks.

    Shop Matching Cardigan: Chic Trendsetter Cropped Cardigan

    Fit & Features

    • Spaghetti straps
    • Cross-back design
    • V-neckline
    • Cropped
    • Form-hugging fit
    • Faux angora knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-0915

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About That Lace Platform Sneakers

    Lace-up in these chic sneakers that keep it casual! The sneakers feature an almond toe, a lace-up front, and a platform sole. Complete look with biker shorts and crop top for an effortlessly laid back look. 

    Fit & Features

    • Almond toe
    • Lace-up front
    • Platform sole

    Style Number/Barcode: 07407-0195

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Vibes High Top Sneakers

    These sneakers bring the casual vibes to your everyday looks! The sneakers feature a high-top design, a lace-up front, an almond toe, and a textured platform sole. The sneakers are composed of a canvas material. Complete your look with biker shorts and a ribbed tank top. 

    Fit & Features

    • High top length
    • Almond toe
    • Lace-up front
    • Textured platform sole
    • Canvas material 

    Style Number/Barcode: 07407-0197

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essential Cropped Hoodie Topper

    Add a chic touch to your fit' with this cute hoodie topper! The topper features a drawstring hoodie, long sleeves, and a cropped hem. The hoodie topper is composed of a knit fabric that offers a relaxed fit. Complete look with a ribbed mini dress. 

    Fit & Features

    • Drawstring hoodie
    • Cropped hem 
    • Long sleeves
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06002-0715

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bet On It Oversized Plaid Shacket

    Bet on this cute plaid shacket to keep you looking chic! The shacket features a collared neckline, a multi-button down front, long sleeves with a single-button cuff, side pockets, and a plaid print. The shacket is composed of a cozy woven fabric that offers an oversized fit. Complete your look with jeans and combat boots. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Long sleeves with single-button cuff
    • Side pockets
    • Plaid print
    • Oversized fit 
    • Woven fabric with no stretch

    Style Number/Barcode: 06204-0755

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Edgy Lug Sole Booties

    Get a stylishly edgy vibe when you complete your look with these booties! They feature a round toe, a lug sole, a lace-up front, and an above the ankle design with a gore detail and back pull tabs. Pair these faux suede booties with a casual dress and a faux leather jacket.

    Fit & Features

    • Round toe
    • Lug sole
    • Lace-up front
    • Above the ankle design
    • Gore detail
    • Back pull tabs
    • Faux suede materail

    Style Number/Barcode: 07403-1231

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Chic V Neck Sweater

    You'll look effortlessly cozy and chic when you layer on this adorable sweater. It features a V neckline, a partially open back with a cross back strap detail, a top bar strap, and a wrap back design. The sweater has a mid-length hem and a relaxed and comfortable fit. Pair it with jeans and chunky sneaks for the perfect everyday outfit.

    Fit & Features

    • V neckline
    • Partially open back
    • Cross back strap detail
    • Top bar strap
    • Wrap back design
    • Mid-length hem with a relaxed fit
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06005-0693

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Oversized Sweater Vest

    Layer on this adorable oversized sweater vest for a total trendy babe look. It features a sleeveless bodice, a V neckline, small side slits at the hem, and a relaxed and oversized fit. Pair this sweater vest over a long sleeve bodysuit for a cool everyday 'fit.

    Fit & Features

    • Sleeveless bodice
    • V neckline
    • Small side slits
    • Relaxed, oversized fit
    • Sweater knit fabric
    • Minimal stretch

    Style Number/Barcode: 06005-0912

    Category Name: Winter Looks

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Chic Faux Leather Belt Twin Pack

    Bring the glam with a chic belt that elevates your looks! The twin includes two belts that come in neutral hues. The belts feature a double C buckle and are composed of a faux leather material. Complete your look with high waist jeans and a bold animal print top. 

    Fit & Features

    • Pack includes two belts
    • Neutral tones
    • Double c-buckle design

    Style Number/Barcode: 07301-0261

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Dolled Up Ribbed Knit Mini Dress

    Get dolled up in a dress that is oh so stylish! Perf for date night, the dress features a mock neck, long Dolman sleeves, and a mini length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with thigh-high boots and hoops. 

    Fit & Features

    • Mock neck 
    • Long Dolman sleeves
    • Mini length silhouette 
    • Ribbed knit fabric 
    • Form hugging fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0823

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Must-Have Ribbed Knit Bodysuit

    Elevate your wardrobe with this chic long-sleeve bodysuit, a versatile piece for any stylish' fit. The soft ribbed knit fabric ensures a snug and flattering fit, while the flattering V-neckline creates the perfect display for layered necklaces. The bodysuit style ensures a smooth line and a polished tucked-in look with any bottom, making it a must-have for creating seamless and sophisticated outfits.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Long fitted sleeves
    • Thong bottom, dual snap button closure
    • Form-fitting style
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-0880

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Plaid Flannel Shacket

    Layer on the cozy vibes with this trendy plaid flannel shacket! It features a collared neckline, a complete button-down front, long sleeves with single buttons to cuff, and a relaxed, oversized fit. Style this shacket with a faux leather mini skirt and heeled booties to make your 'fit casual-chic.

    Fit & Features

    • Collared neckline
    • Complete button-down front
    • Long sleeves with single buttons to cuff
    • Buttoned chest pockets
    • Relaxed, oversized fit
    • Flannel woven fabric
    • Faux suede lining

    Style Number/Barcode: 06204-0752

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale