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.

  • Trendy And Ruched Mini Dress

    Step up your style with this trendy mini dress that is perf for the cooler months! It features a deep V-neckline, long bishop sleeves, a high waist seam, and a ruched skirt with a mini-length, curve-hugging silhouette and a front adjustable drawstring. Pair this dress with chic mules.

    Fit & Features

    • Deep V-neckline, pleated detailing
    • Long bishop sleeves, smocked hems
    • Back zipper and hook and eye closure
    • High waist seam, short, form-fitting silhouette
    • Ruching, front adjustable drawstring
    • Woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4061

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Glam Button Down Mini Dress
    Channel that effortless glam with a mini dress that stuns! The dress features a collared neckline, a button-down front, long sleeves, shoulder pads, and a mini-length silhouette. The dress is composed of a slinky lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and sleek hoops.

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Shoulder pads
    • Mini length silhouette
    • Lurex-knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4264

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Button Up Midi Dress

    Dare to button up in a midi dress that showcases your curves. The dress features a collared neckline, a button-down front, long sleeves, dual waist cutouts, and a midi-length silhouette. The dress is composed of a slinky lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and sleek hoops. 

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Dual waist cutouts
    • Midi length silhouette
    • Lurex-knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4268

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Polished In Plaid Belted Trench Coat

    Keep it très chic with a trench coat to layer over your sophisticated outfits for workwear or semi-formal outings! The coat features a plaid print, a collared neckline, long sleeves, a multi snap button front closure, an adjustable tie-waist belt with belt loops, lined hidden side pockets, a tapered long length, and a high center slit at the back. The coat is composed of a lined wool-like knit fabric that offers a relaxed fit with minimal stretch. Complete look with a bustier and skinny dress pants. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves
    • Multi snap button front closure, adjustable tie-waist belt 
    • Lined hidden side pockets
    • Lined wool-like fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0204

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Elevated Faux Leather Booties

    These simple sleek faux leather booties will elevate your looks! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a low stacked block heel. Style these booties with a cute shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Ankle-high design
    • Low stacked block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1410

    Category Name: Winter Looks

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Faux Suede Booties

    Step up your look with booties that are perf to style with your fav layered outfits! The booties feature an around the ankle fit, elastic goring, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with an off the shoulder sweater and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Elastic goring
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1377

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Who's That Girl Chic Cabby Hat

    Throw on this cabby hat to leave them asking who's that girl? That hat features a traditional cabby design and a short faux leather brim. Complete look with a crop top and faux leather mini skirt. 

    Fit & Features

    • Traditional cabby design
    • Faux leather short brim
    • Brushed faux wool material 
    • Nylon lining

    Style Number/Barcode: 07302-0396

    Category Name: Winter Looks

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Trends Eyelash Knit Mini Dress

    Slip into a cozy mini dress that keeps you on trend, babe! The dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette with a ribbed hem. The dress is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.

    Shop Matching Cardigan: Cozy Trends Eyelash Knit Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Mini length silhouette
    • Ribbed hem
    • Eyelash knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1170

    Category Name: Winter Looks

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Trends Eyelash Knit Cardigan

    Layer on a cozy cardigan that keeps you on-trend, babe! The cardigan features a draped open front, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini dress.

    Shop Matching Mini Dress: Cozy Trends Eyelash Knit Mini Dress

    Fit & Features

    • Open front
    • Multi-button front closure
    • Long sleeves
    • Cropped hem
    • Eyelash knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1171

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Prep Collared Sweater

    Cozy on up this fall while still keeping your look preppy with this cute collared sweater. It features a V-neckline with a trendy polo collar, long dolman-style sleeves, and a mid-length, relaxed fit. The soft ribbed knit fabric offers a moderate stretch for comfortable wear. Style this sweater with dark wash denim and booties.

    Fit & Features

    • V-neckline
    • Polo collar
    • Long dolman sleeves, tapered hems
    • Mid-length, relaxed fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1300

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Classic Beret

    Top off your look with this adorably chic beret! It features a classic beret-styled brim and is composed of a wool and acrylic material. Pair this hat with a cropped sweater.

    Fit & Features

    • Classic beret design
    • Wool and acrylic material

    Style Number/Barcode: 07302-0449

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring It Back Faux Suede Booties

    Bring it back to basics with fab booties that complete your layered outfits! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Low block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1409

    Category Name: Winter Looks

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Mood Faux Wool Panama Hat

    Channel a basic mood with a fab hat that adds that effortless touch to your look! The hat features a traditional Panama design, a short brim, a faux leather trim with a small buckle. The hat is composed of a faux wool material. Complete look with a bodysuit and high waist jeans. 

    Fit & Features

    • Traditional Panama design 
    • Short brim 
    • Faux leather trim with a small buckle
    • Faux wool material

    Style Number/Barcode: 07302-0377

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Baddie Faux Leather Shacket

    Showcase what a baddie you are with a shacket that will make them take a second look! The shacket features a collared neckline, a multi-button down front, long sleeves, two chest pockets, and a cropped hem. The shacket is composed of a faux leather fabric that offers a relaxed fit with slight stretch. Complete look with flared pants and ankle booties. 

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Long sleeves
    • Two chest pockets
    • Cropped hem
    • Faux leather fabric
    • Relaxed fit, slight stretch, runs true to size

    Style Number/Barcode: 06204-1031

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning And Chic Swirl Crop Top

    Keep it stunning with a crop top that makes a chic impression! The top features a trendy swirl pattern, a plunging V-neckline, long sleeves, a lace-up front, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching midi skirt. 

    Shop Matching Midi Skirt: Stunning And Chic Swirl Midi Skirt

    Fit & Features

    • Swirl pattern 
    • V-neckline
    • Long sleeves
    • Lace-up front
    • Cropped hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3662

    Category Name: Winter Looks

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Basic Lattice Back Tunic

    For the perf everyday fall look, this cozy basic knit tunic is a definite must. It features a crew neckline, long dolman-style sleeves, a trendy lattice-back design, and a relaxed and comfortable fit. Style this tunic with faux leather leggings and combat boots.

    Fit & Features

    • Crew neckline, ribbed hem
    • Long dolman-style sleeves, tapered ribbed hems
    • Lattice-back design
    • Relaxed fit, rounded hem
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1006

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Chic Faux Leather Booties

    Keep it chic with basic booties that complete your layered outfits. The booties feature an around the ankle fit, a pointed toe, a back zipper closure, and a low block heel. The booties are composed of a faux leather material. Complete look with a chunky oversized sweater and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Back zipper closure
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07403-1254

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mini O-Ring Swag Chain Belt

    Accent your edgy looks with a belt that brings the drama! The belt features a faux leather band, mini O-rings, a chain-link swag chain accent, and a small adjustable buckle. Complete the look with an edgy crop top and hot shorts.

    Fit & Features

    • Faux leather band
    • Mini O-rings
    • Chain-link swag chain
    • Adjustable fit

    Style Number/Barcode: 07301-0319

    Category Name: Winter Looks

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Lace Detail Cropped Cardigan

    This chic lace detailed cropped cardigan is perf for transitioning your wardrobe to winter fashion! It features long fitted sleeves, a dainty lace trim, a button-down front, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching tank for an effortless everyday look.

    Shop Matching Top: Chic Lace Detail Cropped Tank

    Fit & Features

    • Long fitted sleeves
    • Lace trim
    • Button-down front
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0205

    Category Name: Winter Looks

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layer On Those Basics Sweater Vest

    Layer on this sweater vest to elevate your workwear outfits or give you casual fits a dressy feel. The vest features a sleeveless V-neckline, an oversized fit, and a ribbed hem with dual mini side slits. The vest is composed of a knit fabric that offers plenty of stretch.  

    Fit & Features

    • Sleeveless V-neckline
    • Oversized fit
    • Ribbed hem
    • Dual side slits
    • Knit fabric
    • Plenty of stretch 

    Style Number/Barcode: 06005-1029

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Basic Button-Detail Crop Top

    Elevate your basics with this chic button-detail crop top! It features a V-neckline with a partial snap button-down design, long fitted sleeves, and a cropped, form-hugging fit. The ribbed knit fabric offers a moderate stretch. Style this top with high-rise jeans and sneakers.

    Fit & Features

    • V-neckline
    • Partial snap button-down design
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0979

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Destruction Knit Sweater

    Bring a major edge to your look with a sweater that brings those bold details! The sweater features a V-neckline, long sleeves, and heavy destruction throughout. Complete look with high waist jeans and ankle booties. 

    Fit & Features

    • V-neckline
    • Long sleeves
    • Heavy destruction 
    • Knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1056

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Cozy Cardigan

    Keep it cozy with a cardigan that you can layer over your fav tops or wear alone! The cardigan features a plunging V-neckline, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and ankle booties. 

    Fit & Features

    • V-neckline
    • Multi-button down front 
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1054

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layer On The Cozy Cable Knit Sweater

    Layer on the cozy with this chic sweater! The sweater features a turtle neck, long sleeves, and a cropped hem with scalloped trim. The sweater is composed of a cable knit that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Turtle neck 
    • Long sleeves
    • Cropped hem, scalloped trim 
    • Cable knit 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1164

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free