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.

  • Social Scene Plaid Tweed Blazer

    With so much on your calendar, this plaid tweed blazer will have you looking posh and poised! It features long sleeves, a lapel collar neckline, front button closures, and a cropped hem. Complete the look in matching bottoms and mules.

    Shop Matching Bottoms: Social Scene Plaid Tweed Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Front button closures
    • Cropped hem
    • Plaid pattern
    • Tweed woven fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1552

    Category Name: Winter Looks

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Pick Pearl And Rhinestone Denim Jacket

    This trendy embellished denim jacket is a perfect pick for elevating your look! It features a collared neckline, long sleeves, a complete button-down front, pockets, all-over faux pearl and rhinestone embellishments for a glam vibe, and a relaxed trucker jacket fit. The acid-wash denim fabric has no stretch. Style with faux leather pants.

    Fit & Features

    • Collared neckline
    • Long sleeves, dual buttons
    • Button-down front
    • Dual buttoned chest pockets, lined side pockets
    • Faux pearl and rhinestone embellishments
    • Relaxed trucker jacket fit
    • Acid wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0483

    Category Name: Winter Looks

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy In Cable Knit Turtleneck Sweater

    Cozy and cute, what could be better for your autumn closet than this cable knit turtleneck sweater? It features long sleeves, a foldover neck, and a cropped distressed hem. Complete the look in faux leather pants.

    Fit & Features

    • Long sleeves
    • Foldover turtleneck
    • Crop, distressed hem
    • Cable knit design
    • Fits true to size

    Style Number/Barcode: 06005-1538

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Must-Have Cropped Puffer Vest

    This adorable cropped puffer vest is a winter must-have! It features a sleeveless collared neckline, a complete zip front, and a cinched elastic cropped hem for a fab fit. The vest is composed of a lined nylon-woven fabric with insulation to help keep you warm and protected from the elements. Style over a long sleeve bodysuit with cargo pants.

    Fit & Features

    • Sleeveless collared neckline
    • Zip front
    • Cinched elastic cropped hem
    • Insulated and lined nylon-woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0369

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Essentially Cozy Chenille PJ Joggers

    Cozy vibes all around! Snuggle up in this chenille PJ jogger featuring a high-rise waist, and jogger skinny-leg design with ribbed ankle cuffs. Complete the look with the matching top and robe.  

    Shop The Matching Set: Essentially Cozy Chenille PJ Top, Essentially Cozy Chenille PJ Robe

    Fit & Features

    • High rise waist
    • Jogger skinny-leg design
    • Ribbed ankle cuffs
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07103-0813

    Category Name: Winter Looks

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Chic Houndstooth Knit Beanie

    This chic knit beanie is perfect for elevating your winter wardrobe. It features an all-over houndstooth pattern, a ribbed hem, and a faux fur pom accent. Style with a sweater and faux leather leggings.

    Fit & Features

    • Houndstooth pattern
    • Ribbed hem
    • Faux fur pom
    • Knit fabric, minimal stretch

    Style Number/Barcode: 07302-0871

    Category Name: Winter Looks

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essentially Cozy Chenille PJ Robe

    Cozy vibes all around! Snuggle up in this chenille PJ robe featuring long sleeves, and an open-front design, belted tie-front, belt loops, pockets, and a relaxed fit. Complete the look with the matching top and bottoms.  

    Shop The Matching Set: Essentially Cozy Chenille PJ Top, Essentially Cozy Chenille PJ Joggers

    Fit & Features

    • Long sleeves
    • Open front design
    • Pockets
    • Belted tie-front, belt loops
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07106-0089

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Babe Over-The-Knee Boots

    Show off total retro vibes in these sleek faux leather boots! They feature an over-the-knee height with an inner zipper closure, a pointed toe, and a stacked block heel. Style with your fave mini dress.

    Fit & Features

    • Over-the-knee height
    • Inner zipper closure
    • Pointed toe
    • Stacked block heel
    • Faux leather material, elastic detail at the back
    • Runs true to size

    Style Number/Barcode: 07402-0815

    Category Name: Winter Looks

    Price: $34.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Essentially Cozy Chenille PJ Top

    Cozy vibes all around! Snuggle up in this chenille PJ top featuring a sleeveless square neck, spaghetti straps, and a cropped hem. Complete the look with the matching bottoms and robe.  

    Shop The Matching Set: Essentially Cozy Chenille PJ Joggers, Essentially Cozy Chenille PJ Robe

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Cropped hem
    • Soft and comfortable
    • Chenille fabric
    • Fits true to size

    Style Number/Barcode: 07103-0811

    Category Name: Winter Looks

    Price: $13.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Streets Slouch Stiletto Boots

    Walk down the city streets like it's your runway in these chic slouch stiletto boots! They feature an above-the-ankle height with a trendy slouched design, a pointed toe, and a sleek stiletto heel. Style with a crossbody bag.

    Fit & Features

    • Above-the-ankle height
    • Slouchy silhouette
    • Partial inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1592

    Category Name: Winter Looks

    Price: $8.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Chic Mini Sweater Dress

    This form-hugging sweater dress will give you that autumn chic vibe! It features a crew neckline, long fitted sleeves, asymmetrical ruched detailing with an adjustable drawstring, and a short, fitted silhouette. The stretchy ribbed knit fabric has a trendy space-dye design for an eye-catching look. Style with knee-high boots.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Asymmetrical ruching, side drawstring
    • Mini-length hem, form-hugging fit
    • Stretchy ribbed sweater knit fabric
    • Space-dye design
    • Runs true to size

    Style Number/Barcode: 06005-1584

    Category Name: Winter Looks

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetter Faux Leather Leggings

    Stay ahead of the trends and snag these faux leather leggings to edge up your fashion closet! They feature a smooth high-rise waist with elastic side panels, a skinny-leg design, and a tapered hem. Complete the look in a bustier and heels.

    Fit & Features

    • Smooth high-rise waist
    • Elastic side panels
    • Skinny-leg design
    • Tapered hem
    • Faux leather fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06502-2225

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute In Checkered Faux Sherpa Jacket

    Achieve a cute streetwear style layering on this checkered hoodie jacket featuring long sleeves, an open-front design, hidden side pockets, oversized silhouette, crafted on faux sherpa-lined fabric. Complete the look in edgy booties.

    Fit & Features

    • Long sleeves
    • Hoodie neckline
    • Open-front design
    • Hidden lined side pockets
    • Oversized silhouette
    • Checker pattern, faux sherpa fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0360

    Category Name: Winter Looks

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love On Top Turtleneck Sweater

    You'll love this sweater topper for slays all season long! It features long sleeves, a turtleneck, and an ultra-cropped hem on stretchy rib-knit fabric. Complete the look in a basic tank top.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Ultra-cropped hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1551

    Category Name: Winter Looks

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • French Girl Wool Beret

    Elevate your outfit to french girl status with this faux wool beret perfect for styling with a chic trench coat for a day out and about!

    Fit & Features

    • Beret style
    • Wool material

    Style Number/Barcode: 07302-1322

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Star Beaded Beanie

    Shine bright this holiday season with a cozy beanie that keeps it glam! This ribbed knit beanie features a fold-over hem with rhinestone embellishments in star designs and sparkly beaded detailing. Style with a sweater dress and a faux leather jacket.

    Fit & Features

    • Ribbed knit fabric
    • Fold-over hem
    • Rhinestone embellishments, star designs
    • Beaded detailing

    Style Number/Barcode: 07302-1323

    Category Name: Winter Looks

    Price: $8.00 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Like Me Over The Knee Boots

    Smooth and sultry, these over-the-knee boots are the ticket to an elevated style! They feature an almond toe, block heel, and side zipper closure, an adjustable drawcord at the top, and are composed of faux suede material. Complete the look in high-rise skinny jeans.

    Fit & Features

    • Almond toe
    • Side zipper closure
    • Block heel
    • Over-the-knee shaft length
    • Adjustable drawcord at the top
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0851

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Moves Over-The-Knee Stiletto Boots

    Make sleek moves in these chic over-the-knee stiletto boots! They feature a pointed toe, a thin stiletto heel, dual buckle accents at the ankle and knee, and an inner zipper closure. Style with a sweater dress and hoop earrings.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Stiletto heel
    • Dual buckle accents
    • Partial inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0850

    Category Name: Winter Looks

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peep This Chic Cutout Booties

    Check out these chic nubuck booties and imagine all the ways you'd style them! They feature an almond peep toe, platform sole, stacked thin block heel, cutout sides, and an adjustable buckle strap and back zipper closure. Complete the look in a wide-leg jumpsuit for cocktail hour.

    Fit & Features

    • Almond peep toe
    • Platform sole
    • Stacked thin block heel
    • Cutout sides
    • Adjustable buckle strap and back zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1567

    Category Name: Winter Looks

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Staple Rhinestone Beret

    This rhinestone beret is an elegant staple for your cold-weather wardrobe! It features a simple and classic design on faux wool material. Complete the look in booties.

    Fit & Features

    • Rhinestone embellishments
    • Simple and classic beret design
    • Faux wool material

    Style Number/Barcode: 07302-1020

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Up The Sparkle Sequin Jumpsuit

    Step up the sparkle this holiday season with this gorgeous sequin jumpsuit. It features a knit top with a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, and an exposed back zipper closure. The lined knit pants feature a high-rise paperbag waist with a tie-front belt, a wide-leg silhouette, and all-over sequin embroidery for the prettiest shine. Complete your party look with platform heels.

    Fit & Features

    • Lined knit top, sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Wide-leg pants, sheer knit fabric, full knit lining
    • High-rise paperbag waist, tie-front belt, lined side pockets
    • Sequin embroidery
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2242

    Category Name: Winter Looks

    Price: $6.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Chic Belted Faux Wool Coat

    Layer on this chic faux wool coat for an elevated winter look. It features a lapel collar, long sleeves, double-breasted button closures, and a tie-front belt. Style this coat over a casual mini dress with thigh-high boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double-breasted button closures
    • Tie-front belt
    • Side pockets
    • Faux wool fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0262

    Category Name: Winter Looks

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Classic And Cozy Plaid Long Vest

    Layer on this plaid long vest for a classic and cozy look this season. It features a sleeveless collared neckline, a complete button-down front, dual chest pockets with flap detailing, dual side pockets, a relaxed fit, and an all-over buffalo plaid print. The faux wool fabric is soft to the touch with no stretch. Style over a long sleeve top with dark wash denim.

    Fit & Features

    • Sleeveless collared neckline
    • Button-down front
    • Dual chest pockets, flap design, button closures
    • Dual side pockets, smooth lining, side slit accents at the hem
    • Relaxed silhouette
    • Buffalo plaid print
    • Faux wool fabric, no stretch
    • Runs true to size 

    Style Number/Barcode: 06204-1499

    Category Name: Winter Looks

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Mood Striped Knit Sweater

    You'll be in a totally cozy mood in this adorable striped knit sweater! It features a crew neckline, long dolman-style sleeves, distressed detailing at the hems, and a mid-length, relaxed fit. The thick knit fabric has minimal stretch. Style with dark wash denim and ankle boots.

    Fit & Features

    • Crew neckline
    • Long dolman-style sleeves
    • Distressing at the hems
    • Mid-length, relaxed fit
    • Striped pattern
    • Knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1597

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance