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.

  • Holiday Snowflake Face Mask

    Spread holiday cheer in a festive face mask this season! The face mask features a red snowflake print and earloops for a customized fit. Complete your festive look with a beanie, sweater, and high waist jeans.

    Fit & Features

    • Red hued snowflake print
    • Earloops for a customized fit
    • Lined woven material
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks.

    Face masks are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07305-0264

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Poised Plaid Kitten Heel Booties

    Keep it poised in plaid booties that is perf for a trendsetter like you! The booties feature an around the ankle fit, a plaid print, a pointed toe, and a stiletto kitten heel. Complete look with a bodysuit and cuffed jeans. 

    Fit & Features

    • Around the ankle fit
    • Plaid print
    • Pointed toe
    • Stiletto kitten heel
    • Back zipper closure 

    Style Number/Barcode: 07403-1222

    Category Name: Winter Looks

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


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

    Style Number/Barcode: 07402-0257

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Plaid Lug Booties

    Keep it so fab in plaid booties that too glam to pass up! The booties feature a trendy plaid print, an around the ankle fit, goring at the back of the ankle, an almond toe, and a lug sole. Complete look with a faux leather mini skirt and crop top. 

    Fit & Features

    • Plaid print
    • Mid-calf fit
    • Lace-up front
    • Goring at the back of the ankle
    • Almond toe
    • Lug sole

    Style Number/Barcode: 07403-1221

    Category Name: Winter Looks

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Fancy Quilted Faux Leather Sneakers

    Glam up your sneaker game with these chic high tops! The sneakers feature a high top length, an inner zipper closure, a quilted design, and an almond toe. Complete your look with a fab crop top and a pair of biker shorts. 

    Fit & Features

    • High-top length 
    • Inner zipper closure
    • Quilted design
    • Almond toe
    • Faux leather material 

    Style Number/Barcode: 07407-0191

    Category Name: Winter Looks

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Babe Off The Shoulder Sweater Dress

    Showcase your major babe status in this chic sweater dress! It features an off the shoulder neckline with a fold-over detail, long fitted sleeves, and a mini length, curve-hugging silhouette. Pair this dress with thigh-high boots for an adorable date night look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Long fitted sleeves
    • Short, form-hugging fit
    • Angora knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0811

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed And Chic Chenille Sweater

    Add a little edge to your everyday look with this chic distressed chenille sweater! It features a V neckline, long dolman-style sleeves, and a trendy destructed hem. Pair this sweater with faux leather joggers and heeled booties for a cozy holiday party 'fit.

    Fit & Features

    • V Neckline
    • Long dolman sleeves
    • Destructed hem
    • Relaxed fit
    • Chenille knit fabric with minimal stretch

    Style Number/Barcode: 06005-0802

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Chic Twist Back Chenille Sweater

    Give your everyday 'fit a casually chic look by layering on this adorable chenille sweater! It features a V neckline, long dolman style sleeves, a partially open back with a back strap at the top, and a twist back detail. Pair this sweater with jeans and ankle booties.

    Fit & Features

    • V neckline
    • Long dolman sleeves
    • Partially open back
    • Back strap at the top
    • Twist back detail
    • Chenille knit fabric with no stretch

    Style Number/Barcode: 06005-0695

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lattice Back Oversized Pullover Sweater

    Layer on this adorable oversized pullover sweater for a comfy-cozy look! It features a V neckline, long dolman-style sleeves, a lattice back detail, and a mid-length hem with an overall relaxed fit. Pair this sweater with dark wash denim and heeled booties for the perf everyday winter look.

    Fit & Features

    • V neckline
    • Long dolman sleeves
    • Lattice back detail
    • Mid-length hem
    • Relaxed, oversized fit
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06005-0773

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ribbed Eyelash Knit Sweater

    Casually slay your everyday 'fit in this adorable ribbed eyelash knit sweater! It features an off the shoulder neckline with long fitted sleeves and a form-hugging fit with a cropped hem. Pair this top with distressed denim and chunky sneaks.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Ribbed eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0854

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Over The Knee Block Heel Boots

    You'll be a major trendsetter in these bold over the knee block heel boots! They feature a peep toe, closed back, a sheer netted front with a neon orange zipper, neon orange seam detailing, faux suede side paneling, and a faux leather back with a chic cut out. Let these boots be the statement of your 'fit by pairing them with a simple little black dress.

    Fit & Features

    • Over the knee design
    • Almond peep toe
    • Closed back
    • Block heel
    • Sheer netted front with zipper
    • Faux suede side paneling
    • Faux leather back with top cut out

    Style Number/Barcode: 07402-0296

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lead With Style Cargo Detail Leggings

    Lead your squad with style in these trendy cargo detail leggings! They feature a high rise waist, cargo-style side pockets, and a tapered fit. Pair these leggings with a faux leather jacket and chunky sneaks.

    Fit & Features

    • High rise waist
    • Cargo-style side pockets
    • Tapered fit
    • Soft knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06502-0415

    Category Name: Winter Looks

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cozy Basic Joggers

    Get an effortless, casual, and cozy look in these basic joggers! They feature a high rise elastic banded waist with a front adjustable drawstring, slanted zippered front pockets, and a relaxed fit with a tapered jogger hem. Pair these joggers with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Jacket: Casually Cozy Zip Front Jacket

    Fit & Features

    • High rise elastic banded waist
    • Front adjustable drawstring
    • Slanted zippered front pockets
    • Relaxed fit
    • Tapered jogger hem
    • Knit fabric with soft lining and moderate stretch

    Style Number/Barcode: 06502-0493

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual-Chic Plaid Jacquard Joggers

    Give your everyday look a casual-chic vibe by styling up these plaid jacquard joggers! They feature a high rise elastic banded waist with a front drawstring, slanted front pockets and faux back pockets, and a tapered leg fit. Pair these pants with combat booties for the perf look for this season.

    Fit & Features

    • High rise elastic banded waist
    • Front drawstring
    • Slanted front pockets
    • Faux back pockets
    • Tapered leg fit
    • Plaid print
    • Jacquard woven fabric with minimal stretch

    Style Number/Barcode: 06402-0292

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Faux Leather Platform Booties

    These booties are a must when creating chic layered outfits! The booties feature an around the ankle fit, an inner zipper closure, an almond toe with a wide platform, and a block heel. The booties are composed of faux leather material. Complete the look with a crop top and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe 
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0616

    Category Name: Winter Looks

    Price: $17.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Cozy Zip Front Jacket

    Get an effortless, casual, and cozy look in this chic jacket! It features a mock neckline with an adjustable drawstring with gold metal hardware, a complete zip front, long loose dolman style sleeves, and a mid-length, relaxed fit. Pair this jacket with chunky sneakers for a perf look for a girl on the go like you!

    Shop Matching Bottoms: Casually Cozy Basic Joggers

    Fit & Features

    • Mock neckline with adjustable drawstring
    • Complete zip front
    • Long dolman sleeves
    • Front zippered pockets
    • Mid-length, relaxed fit
    • Knit fabric with soft lining
    • Moderate stretch

    Style Number/Barcode: 06202-0125

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic In The City Faux Suede Trench

    Get a city-chic look in this fashionable faux suede trench! It features a lapel collar, long sleeves, a tie front belted waist, and a mid-length, relaxed fit. Layer this trench over a little black dress for a happy hour date with your squad.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Mid-length, relaxed fit
    • Smooth faux suede fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0767

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Glam Mini Door Knocker Earrings

    Showcase a gorgeous glam style in these chic earrings! They feature a mini door knocker design with a textured finish. Pair these earrings with a boyfriend blazer to accessorize your workwear look.

    Fit & Features

    • Mini door knocker design
    • Square post
    • Textured door knocker
    • Post back closures

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0743

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Side Zebra Print Cardigan

    Tap into your wild side with a cardigan that brings those fierce vibes. The cardigan features a draped open front, a zebra print design, long bishop sleeves with a ribbed cuff, and a knee-length. The cardigan is composed of soft knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top and high waist jeans.

    Fit & Features

    • Draped open front
    • Zebra print design 
    • Long bishop sleeves with ribbed cuff
    • Knee-length 
    • Soft sweater knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0775

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy-Chic Layered Chain Link Necklace

    Add a trendy-chic vibe to your everyday look with this gorg layered necklace! It features three rows of varying styled chains, the longest row showcasing a lock charm. Pair this necklace with a graphic tee and faux leather joggers for an edgy 'fit.

    Fit & Features

    • Layered design
    • Three rows of varying styled chains
    • Center lock charm
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0614

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Long Line Puffer Jacket

    Cozy up in this adorable long line puffer jacket! It features a hood, long sleeves with ribbed knit tapered hems, a complete zip and snap button-down front, side pockets, and a relaxed fit. The jacket is composed of a smooth fabric and features a soft wubby fabric lining in the hood and along the front. Pair this puffer with your fave fringe scarf and booties.

    Fit & Features

    • Lined hood
    • Long sleeves
    • Complete zip and snap button-down front
    • Side pockets
    • Relaxed fit
    • Smooth fabric with wubby fabric detailing

    Style Number/Barcode: 06201-0131

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall In Love Heart Hoop Earrings

    You'll fall head over heels in love with these gorgeous hoop earrings! They feature an open heart shape with a textured design for an edgy-glam look. Pair these hoops with a basic tee and denim for an elevated everyday style.

    Fit & Features

    • Open heart shape
    • Textured design
    • Post back closures

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07002-0634

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Babe Scoop Neck Mini Dress

    You'll be a total stylish babe in this chic mini dress! It features a wide scoop neckline, long fitted sleeves, and a curve-hugging, mini length silhouette. The dress is composed of a brushed knit fabric with plenty of stretch for comfortable wear. Pair this dress with thigh-high boots to elevate it to a night out look!

    Fit & Features

    • Wide scoop neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Brushed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 05102-0986

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Girl Turtleneck Mini Dress

    You'll be a major it girl in this adorable ribbed knit mini dress! It features a cozy turtleneck, long fitted sleeves, and a mini length, curve-hugging silhouette. This dress is perf for a holiday party, styled with thigh-high boots for a chic look.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Short, form-hugging fit
    • Ribbed knit fabric
    • Moderate stretch

    Style Number/Barcode: 05102-0589

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance