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.

  • Major Style Ruched Mini Dress

    Showcase major style in a mini dress that has you ready for your next GNO! The dress features a square neckline, long sleeves, ruching throughout, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone clutch. 

    Fit & Features

    • Square neckline
    • Long sleeves
    • Ruching detail
    • Mini length silhouette 
    • Lined mesh fabric
    • Form hugging fit, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 05103-4050

    Category Name: Winter Looks

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Up Knit Pom Beanie

    Cozy up with this adorable knit beanie! It features a ribbed knit material with a fold-over design and a faux fur pom accent. Style this cute beanie with lace-up booties.

    Fit & Features

    • Ribbed knit material
    • Fold-over design
    • Faux fur pom

    Style Number/Barcode: 07302-0468

    Category Name: Winter Looks

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Faux Fur Criss-Cross Slippers

    Get a cozy look in these trendy faux fur slippers! They feature a cute criss-cross design, contrasting hues, and a fuzzy faux fur material. Pair these slippers with a matching loungewear set for the ultimate stay-at-home vibe.

    Fit & Features

    • Open almond toe
    • Crisscross design
    • Open back
    • Flat sole
    • Contrasting hues
    • Faux fur material
    • Runs true to size

    Style Number/Barcode: 07408-0095

    Category Name: Winter Looks

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Ruffles Infinity Scarf

    Add an adorable touch to your outfits with this ruffled infinity scarf. It features a stylish knit design with metallic thread woven throughout the trim. Complete the look with a sweater and high-rise jeans.

    Fit & Features

    • Ruffled detailing
    • Knit infinity design
    • Metallic thread detailing

    Style Number/Barcode: 07305-0355

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Beauty Rhinestone Pom Beanie

    You'll be a sparkling beauty this winter with this adorable beanie! It features a ribbed knit material with a fold-over design, a faux fur pom accent, and all-over rhinestone embellishments. Style this beanie with a soft and cozy scarf.

    Fit & Features

    • Ribbed knit material
    • Fold-over design
    • Faux fur pom
    • Rhinestone embellishments

    Style Number/Barcode: 07302-0416

    Category Name: Winter Looks

    Price: $2.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Criss-Cross Chic Faux Fur Slippers

    Get a cozy look in these trendy faux fur slippers! They feature a cute criss-cross design, contrasting hues, and a fuzzy faux fur material. Pair these slippers with a matching loungewear set for the ultimate stay-at-home vibe.

    Fit & Features

    • Open almond toe
    • Crisscross design
    • Open back
    • Flat sole
    • Contrasting hues
    • Faux fur material
    • Runs true to size

    Style Number/Barcode: 07408-0094

    Category Name: Winter Looks

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Pointed Toe Stiletto Booties

    Your outfit could use the sleek style of these stiletto booties! They feature a pointed toe, side zipper, ankle-length, and faux suede material. Complete the look with a midi skirt.

    Fit & Features

    • Pointed toe
    • Side zipper
    • Stiletto heel
    • Faux suede material
    • Ankle-length 
    • Runs true to size

    Style Number/Barcode: 07403-1375

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Points Stiletto Ankle Booties

    Rank up major style points slaying the day in these stiletto ankle booties! They feature a pointed toe, side zipper, and patent leather material. Complete your look with a plaid jacket.

    Fit & Features

    • Pointed toe
    • Side zipper
    • Stiletto heel 
    • Ankle length
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1376

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pumpkin Spice Cable Knit Sweater

    Grab your PSL in this stylish cable knit sweater! It features dolman long sleeves, a crew neckline, and a relaxed crop fit. The soft fabric offers minimal stretch. Finish your fall look with jeans.

    Fit & Features

    • Dolman long sleeves
    • Crew neckline
    • Relaxed crop fit
    • Cable knit design
    • Soft fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1080

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big City Lapel Long Coat

    This faux wool coat takes you from downtown to the outskirts in big city style! It features long sleeves, a lapel collar neckline, slit pockets, and a longline hem. Complete the look with knee-high boots.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Slit pockets
    • Longline hem
    • Soft faux wool fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06201-0269

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New York Faux Wool Trench Coat

    Winter's coming to the big city and this trench coat is a chic option! Featuring long sleeves, a collared neckline, an open-front design, side pockets, and a long-length hem. Composed of soft faux wool fabric with minimal stretch. Perfect for styling with a cute beret.

    Fit & Features

    • Long sleeves, collar neckline
    • Open-front design
    • Side pockets
    • Long-length hem
    • Faux wool fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06201-0268

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Weather Plaid Sherpa Reversible Jacket

    Cuddle up in this cute jacket that is uber cozy and chic! The jacket features a reversible design, a plaid pattern, long sleeves, hidden side pockets, and a hood. The jacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a beanie and ankle booties to head to the pumpkin patch.

    Fit & Features

    • Reversible design 
    • Draped open front 
    • Plaid pattern 
    • Long sleeves, hidden side pockets
    • Hood
    • Faux sherpa knit 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0270

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Town Knit Cardigan

    Step out like a girl on the town in this cute cardigan that is perf for layering. The cardigan features a draped open front, long sleeves, two large pockets, and a longline length. The cardigan is composed of a knit fabric that offers a relaxed fit with a slight stretch. Complete look with a scarf and boots. 

    Fit & Features

    • Draped open front
    • Long sleeves
    • Two large pockets
    • Longline length 
    • Knit fabric 
    • Relaxed fit, slight stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1301

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Staples Scallop Hem Sweater

    This scallop hem sweater is sure to become a trendy staple in your wardrobe! Featuring long sleeves, a fold-over turtleneck, crop silhouette, and a cable knit design. Complete your cold-weather fit with chic leggings.

    Fit & Features

    • Long sleeves
    • Fold-over turtleneck
    • Crop scallop hem
    • Cable knit design
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1126

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Posh Ribbed Knit Top

    Keep it posh in a ribbed knit top that nails your trendy outfits! The top features a collared neckline, a multi-button down front, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with flared pants and mules.

    Fit & Features

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

    Style Number/Barcode: 06005-1278

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Basics Cropped Turtleneck Sweater

    Layer on those cozy basics with a sweater that is perf for grabbing a PSL! The sweater features a turtleneck, long sleeves, and a cropped hem. The sweater is composed of a knit fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties. 

    Fit & Features

    • Turtleneck 
    • Long sleeves
    • Cropped hem 
    • Cable knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1294

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dose Of Style Knit Mini Dress

    Serve up major style with a mini dress that is perf for a chic layered outfit. The dress features a mock neck, long sleeves, a ruched drawstring, 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 a trench coat and boots. 

    Fit & Features

    • Mock neck 
    • Long sleeves
    • Ruched drawstring
    • Mini length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4199

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Babe Long Sleeve Mini Dress

    Flaunt your figure in this crowd-pleasing mini dress featuring side ruching with ties on a form-hugging silhouette. The smooth knit fabric offers a moderate stretch. Perfect for styling with heels and a clutch. 

    Fit & Features

    • Crew neck
    • Long sleeves
    • Side ruching with ties
    • Form-hugging silhouette
    • Mini-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4259

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True And Trendy Plaid Shacket

    Stay trendy in true style with a plaid shacket that is perf for those PSL runs! The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length. The shacket is composed of faux wool fabric with a faux suede knit lining. Pair this shacket with ankle booties.

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline, flap pockets
    • Button-down front closures
    • Plaid pattern
    • Soft woven fabric, faux suede knit lining
    • Longline length 
    • Runs true to size

    Style Number/Barcode: 06204-0946

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lounge In Style Drawstring Shorts

    Bring on the Netflix and chill in this cozy drawstring short featuring a high-rise waist and a relaxed silhouette crafted from soft-knit fabric with a moderate stretch. Complete the look in the matching sweater.

    Shop Matching Sweater: Lounge In Style Hoodie Sweater

    Fit & Features

    • High-rise waist
    • Drawstring
    • Relaxed silhouette
    • Soft-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0696

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lounge In Style Hoodie Sweater

    Bring on the Netflix and chill in this hoodie sweater featuring cozy long sleeves, a drawstring hooded neck, and a front pocket crafted from soft-knit fabric with a moderate stretch. Complete the look in the matching shorts.

    Shop The Matching Shorts: Lounge In Style Drawstring Shorts

    Fit & Features

    • Long sleeves
    • Drawstring hooded neck
    • Front pocket
    • Soft-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1279

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Puff Reversible Crop Vest

    The perfect reversible vest for keeping stylish and adding a warm layer. It features a sleeveless, standing collar neckline with a zipper closure and adjustable drawstring hem. The padded soft-lined fabric offers no stretch. Complete the look in a trendy long sleeve top. 

    Fit & Features

    • Sleeveless 
    • Standing collar neckline
    • Zipper closure
    • Adjustable drawstring hem
    • Padded soft-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06201-0207

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual-Chic Moment Mini Dress

    Have a stylish casual-chic moment in this ribbed knit mini dress. It features a crew neckline, long fitted sleeves, a trendy wrap tie-front design, and a short, form-hugging silhouette. Complete the look with heeled booties.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Wrap tie-front design
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4298

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Luxe Flocked Velvet Bodysuit

    Get a luxe look with this elevated bodysuit. It features a V-neckline with a wrap-front design, long fitted sleeves, and a thong bottom. The semi-sheer knit fabric showcases an all-over flocked velvet design in a chic scroll pattern. Style this bodysuit with a faux leather mini skirt and mules.

    Fit & Features

    • V-neckline, wrap-front
    • Long fitted sleeves
    • Thong bottom, dual snap-button closure
    • Semi-sheer knit fabric, moderate stretch
    • Flocked velvet design, scroll pattern
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3618

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance