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.

  • Dainty Love Script Necklace

    Fall head over heels for this gorgeous necklace! It features a dainty chain with a small center script that reads "love." Pair this necklace with your everyday 'fit to add a subtle hint of glam to your look.

    Fit & Features

    • 18K gold dipped
    • Dainty chain
    • Center script that reads "love"
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0545

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Bombshell Long Sleeve Mini Dress

    Yes babe, you'll be a major bombshell in this sultry mini dress! It features long fitted sleeves, a deep V neckline with a knot front detail, a sexy front waist cut out, and a mini length, curve-hugging silhouette. Pair this dress with a layered lariat necklace for a touch of glam.

    Fit & Features

    • Long fitted sleeves
    • Deep V neckline with a knot front detail
    • Front waist cut out
    • Short, form-hugging fit
    • Brushed knit fabric with plenty of stretch
    • Knit skirt lining

    Style Number/Barcode: 05103-3714

    Category Name: Winter Looks

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Play On Sleeveless Plaid Mini Dress

    Keep it playful and poised in a dress that is totally on-trend, babe! The dress features a sleeveless scoop neckline, a plaid print, and a mini length silhouette. The dress is composed of a brushed knit fabric. Complete look with ankle booties.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank-straps
    • Plaid print
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit
    • Moderate stretch  

    Style Number/Barcode: 05102-1067

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Basic Ribbed Knit Mini Dress

    Rock a basic mini dress for that next coffee date with bae or layer up for a casual shopping spree. The dress features a notched V-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 look with ankle booties.

    Fit & Features

    • Notched V-neckline
    • Long sleeves
    • Mini length silhouette
    • Lined ribbed knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-1060

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Cozy Faux Suede Booties

    Look oh-so-cute and cozy in these adorable faux suede booties! They feature a trendy pointed toe, a faux sherpa detail, strap detailing with a buckle accent, and a stacked block heel. Pair these booties with skinny jeans and a chunky knit sweater for the perf winter-time look.

    Fit & Features

    • Above the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure
    • Faux sherpa detail
    • Strap detailing with a buckle accent
    • Faux suede material

    Style Number/Barcode: 07403-1206

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Chic Girl Faux Fur Coat

    Yes girl, showcase your chic style by layering on this gorg faux fur coat. It features a collared neckline, long sleeves, a snap button-down front, lined side pockets, and a relaxed and comfortable fit. The soft faux fur fabric has a trendy all-over houndstooth pattern. Pair this coat with a sweater dress and thigh-high boots to be the most stylish guest at your holiday party!

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Snap button-down front
    • Lined side pockets
    • Relaxed fit
    • Faux fur fabric with smooth lining
    • Houndstooth pattern

    Style Number/Barcode: 06201-0161

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Out And About Puffer Jacket

    You're a stylish girl on the go, and you need a chic jacket to match your fashionable personality! This puffer features a black and white two-tone design, collared neckline, long sleeves, a complete zip front and snap button-down front, and an overall relaxed fit. Layer this nylon puffer over your fave pair of denim and style it up with combat booties.

    Fit & Features

    • Black and white two-tone design
    • Collared neckline
    • Long sleeves
    • Complete zip front and snap button-down front
    • Interior adjustable drawstrings at front hem
    • Buttoned front pockets
    • Relaxed fit
    • Nylon fabric with a smooth lining and no stretch

    Style Number/Barcode: 06201-0164

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Lace-Up Block Heel Booties

    Get an effortless, everyday stylish look in these block heel booties! They feature an ankle-high design with a pointed toe, a lace-up front, and a sturdy block heel. Pair these booties with denim for a casually chic vibe.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Lace-up front
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0610

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Fab Faux Suede Block Heel Booties

    Fall back on fab basics that complete your textured layered outfits. The booties feature an around the ankle fit, an almond toe, and a block heel. Complete the look with a cardigan and joggers for those low-key vibes. 

    Fit & Features

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


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

    Style Number/Barcode: 07403-0533

    Category Name: Winter Looks

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Babe Faux Suede Boots

    Bring it back to basics in boots that are pef for everyday! The boots feature a below the knee fit, a back tie accent, an almond toe, and composed of a faux suede material. Complete look with a ribbed mini dress and a moto jacket. 

    Fit & Features

    • Below the knee fit
    • Back tie accent
    • Inner zipper closure 
    • Almond toe
    • Faux suede material 

    Style Number/Barcode: 07402-0297

    Category Name: Winter Looks

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lace-Up Glam Faux Leather Booties

    Lace-up in these cute booties that are perf to dress up your looks in. The booties feature a lace-up front, an almond toe, and an inner zipper closure. The booties are composed of a faux leather material. Complete look with a bodysuit and mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Low block heel
    • Inner zipper closure
    • Faux leather material 

    Style Number/Barcode: 07403-1225

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Fashionista Faux Fur Jacket

    Yes girl, showcase your fierce and fashionable look in this adorable faux fur jacket! It features a lapel collar, long sleeves, an open front, a mid-length relaxed fit, and a trendy all-over leopard print. Pair this jacket over a little black dress with chic thigh-high boots for a girl's night out.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Lined side pockets
    • Mid-length, relaxed fit
    • Soft faux fur fabric with smooth lining and no stretch
    • Leopard print

    Style Number/Barcode: 06201-0185

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Over the Knee Faux Suede Boots

    Set it off in trendy boots that are perfect to style your layered outfits with. The boots feature an over the knee fit, an almond toe, a block heel. a back tie accent, and composed of a faux suede material. Complete look with a ribbed mini dress.

    Fit & Features

    • Over the knee fit
    • Almond toe
    • Back tie accent
    • Back zipper closure
    • Faux suede material 

    Style Number/Barcode: 07402-0265

    Category Name: Winter Looks

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sassy Snake Print Cap

    Style your tresses with a chic cap! The cap features a snake print, a traditional cap design, and a short brim. Complete your look with a bodysuit and distressed jeans. 

    Fit & Features

    • Snake print
    • Traditional cap design 
    • Short brim 

    Style Number/Barcode: 07302-0288

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Life Faux Fur Shawl

    Live that glam, luxe life in this gorgeous faux fur shawl! It features a long design with a front snap button closure, interior elastic straps, and a dazzling rhinestone brooch. The shawl is composed of a very soft faux fur material and has a smooth lining. Layer this beautiful shawl over a floor-sweeping formal dress and complete your look with a rhinestone clutch.

    Fit & Features

    • Long design
    • Front snap button closure
    • Interior elastic straps
    • Rhinestone brooch
    • Faux fur material with smooth lining

    Style Number/Barcode: 07305-0216

    Category Name: Winter Looks

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Crush Cozy Mini Dress

    You'll absolutely love this cozy crush-worthy mini dress! It features an off the shoulder fold-over neckline, long blouson sleeves with tapered hems, and a mini length, curve-hugging silhouette. The lightweight knit fabric has a cashmere-like feel and offers plenty of stretch. Pair this dress with thigh-high boots for the perf holiday look.

    Fit & Features

    • Off the shoulder fold-over neckline
    • Long blouson sleeves
    • Short, form-hugging fit
    • Soft knit fabric
    • Plenty of stretch

    Style Number/Barcode: 05102-0970

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making Moves Platform Block Heels

    Make some major style moves in these booties. The booties feature an around the ankle fit, a lace-up front, an almond toe with a wide platform, and a block heel. The booties are composed of a faux leather material. Complete look with a bodycon dress.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Wide platform 
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0618

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashionista Babe Snake Print Booties

    Elevate your look with booties that slay! These must-have booties feature an around the ankle fit, goring at each side, a snake print, a pointed toe, and a short block heel. Complete your look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Goring at each side
    • Snake print
    • Pointed toe
    • Short block heel

    Style Number/Barcode: 07403-1215

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Straps Faux Leather Lug Booties

    Strap up in chic booties that bring major attitude to your look. The booties feature an around the ankle fit, a multi-strap design, a front center closure, an inner zipper closure, an almond toe with lug platform, and a block heel. The booties are composed of a faux leather material. Complete look with a graphic tee.

    Fit & Features

    • Around the ankle fit
    • Front zipper closure
    • Inner zipper closure
    • Multi-strap design 
    • Almond toe
    • Lug platform
    • Block heel

    Style Number/Barcode: 07403-1223

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Over the Knee Boots

    Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Leopard print
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0256

    Category Name: Winter Looks

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Vixen Snake Print Stiletto Heel Boots

    Vamp up your look with head-turning boots that command attention. The boots feature a below the knee fit, a snake print, a pointed toe, and a stiletto heel. The boots are composed of brushed faux leather material. The interior is lined and lightly padded for comfort. Complete the look with a ribbed mini dress. 

    Fit & Features

    • Below the knee fit
    • Snake print
    • Pointed toe
    • Stiletto heel
    • Brushed faux leather exterior
    • Lined, lightly padded

    Style Number/Barcode: 07402-0294

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Must-Have Over The Knee Block Heel Boots

    These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!

    Fit & Features

    • Over the knee design
    • Pointed toe
    • Short block heel
    • Inner zipper closure
    • Tie back detail
    • Faux microsuede material

    Style Number/Barcode: 07402-0261

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reindeer Cheer Holiday Face Mask

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

    Fit & Features

    • Reindeer and tree 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: 07305-0263

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Festive Reindeer Holiday Face Mask

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

    Fit & Features

    • Reindeer and 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: 07305-0265

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale