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.

  • Fashion Square Toe Booties

    These square toe booties will always be in fashion! They feature a block heel, side zipper, and an above-the-ankle length on faux leather material. Complete the look in a stylish sweater dress.

    Fit & Features

    • Square toe, block heel
    • Side zipper 
    • Above-the-ankle length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1435

    Category Name: Winter Looks

    Price: $10.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Staple Over-The-Knee Boots

    You can never go wrong with this over-the-knee boot perfect for day-to-night! It features an almond toe, flat sole, faux suede material, and a pull-on/off styling. Complete the look with a mini skirt and sweater.

    Fit & Features

    • Almond toe
    • Flat sole
    • Over-the-knee fit
    • Faux suede material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07402-0722

    Category Name: Winter Looks

    Price: $16.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy And Cute Cable Knit Mini Dress

    Get a cozy and cute look this season in this adorable cable knit mini dress! It features a wrap front and back design with a deep V-neckline, long loose sleeves with tapered hems, a tie-front waist, and a short, curve-hugging fit. Pair this dress with thigh-high boots for a date night.

    Fit & Features

    • Wrap front and back
    • V-neckline
    • Long sleeves
    • Tie-front waist
    • Mini-length silhouette, form-hugging fit
    • Cable knit fabric with moderate stretch
    • Runs true to size

      Style Number/Barcode: 05102-4251

      Category Name: Winter Looks

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Keeping Knit Cozy Turtleneck Sweater

      Keep it cozy in a sweater that brings those comfy vibes. The sweater features a turtleneck, long sleeves, dual side slits, and a mid-length hem. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist pants and boots.

      Fit & Features

      • Turtleneck 
      • Long sleeves
      • Dual side slits
      • Mid-length hem
      • Knit fabric 
      • Relaxed fit, moderate stretch 
      • Runs true to size 

      Style Number/Barcode: 06005-1086

      Category Name: Winter Looks

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chill Vibes Denim And Corduroy Jacket

      Layer on the chill vibes with this cute and casual jacket! It features a collared neckline, long sleeves, a button-down front, a frayed hem, and a relaxed fit. The jacket is composed of denim and corduroy fabrics for a trendy look. Style it with a basic tee, jeans, and classic sneakers.

      Fit & Features

      • Collared neckline
      • Long sleeves, single-button details
      • Complete button-down front
      • Dual buttoned chest pockets
      • Frayed hem
      • Denim and corduroy fabrics, no stretch
      • Runs true to size

      Style Number/Barcode: 06204-1081

      Category Name: Winter Looks

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chill Seeker Chenille PJ Tank

      Your off-duty days call for this chenille tank perfect for lounging in style! It features a sleeveless,v-neck on a cropped silhouette. The soft-knit fabric offers a moderate stretch. Complete the look with matching leggings. 

      Shop Matching Chenille PJ Leggings: Chill Seeker PJ Leggings

      Fit & Features

      • Sleeveless, spaghetti straps
      • V-neck
      • Cropped silhouette
      • Chenille soft-knit fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 07103-0683

      Category Name: Winter Looks

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Slay the Day Faux Suede Wide-Fit Boots

      Slay your style game every day in the faux suede wide-fit boots. They feature an almond toe, side zipper, block heel, and a wide-fit sole on a knee-length design. Style with a cute sweater and jeans. 

      Fit & Features

      • Almond toe 
      • Side zipper closure
      • Knee-length design 
      • Block heel
      • Faux suede exterior
      • Wide fit sole
      • Runs true to size

      Style Number/Barcode: 07402-0387

      Category Name: Winter Looks

      Price: $13.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • With A Twist Long Sleeve Mini Dress

      This mini dress may look basic but it comes with a flirty twist! Featuring long sleeves, a v-neckline, and twist front detail on the bodycon silhouette. The dress is composed of a smooth knit fabric with a moderate stretch. Complete the look with a cute crop jacket and booties. 

      Fit & Features

      • Long sleeves, v-neckline
      • Front twist detail
      • Bodycon silhouette
      • Mini-length hem
      • Smooth knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05103-4072

      Category Name: Winter Looks

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Luxe And Chic Sherpa Moto Coat

      Oh-so-luxe and chic, this faux sherpa moto coat is perf for this winter season. It features a faux sherpa collared neckline, an asymmetrical zip-front, long sleeves, and strap accents at the hem to further elevate the look. The coat is composed of a faux suede fabric with an ultra-soft faux sherpa lining. Style this coat with a casual mini dress and knee-high boots.

      Fit & Features

      • Lapel collar, faux sherpa
      • Asymmetrical zip-front, faux leather trim
      • Long sleeves
      • Zippered pockets, faux leather trim, smooth lining
      • Faux leather strap accents at the hem
      • Faux suede fabric, faux sherpa lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06201-0259

      Category Name: Winter Looks

      Price: $9.97 $89.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Locking Knit Down Sherpa Long Trench Coat

      Lock down a chic look with a trench coat that brings the drama to your look! The trench features a collared neckline, long sleeves with an adjustable buckle cuff, a double-breasted button closure, a tie waist belt with loops, hidden side pockets, and a below-the-knee length. The trench coat is composed of faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete the look with a ribbed knit dress and thigh-high boots.

      Fit & Features

      • Collared neckline
      • Long sleeves, adjustable buckle cuff
      • Double-breasted button closure
      • Tie waist belt with loops, hidden side pockets
      • Sherpa knit fabric, satin lining
      • Relaxed fit, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06201-0288

      Category Name: Winter Looks

      Price: $33.97 $74.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Falling For Chic Mock Neck Dress

      You'll be falling for the chicness of this mock neck dress! It features long sleeves, a midi-length hem, and a bodycon silhouette. The rib-knit fabric offers a moderate stretch. Complete your look with a boater hat and booties.

      Fit & Features

      • Long sleeves
      • Mock neckline
      • Midi length hem
      • Bodycon silhouette
      • Rib-knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05102-4302

      Category Name: Winter Looks

      Price: $9.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stylish Wrap Pleat Detail Mini Skirt

      A stylish wrap skirt is all you need to add a unique touch to your look! It features a high-rise waist, zipper closure, pleat detail, and a fitted, mini-length hem. Composed of a textured knit fabric with a moderate stretch. Perfect for styling with a cute long sleeve top.

      Fit & Features

      • High-rise waist, zipper closure
      • Wrap front, pleat detail
      • Fitted, mini-length hem
      • Texture knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 06401-0375

      Category Name: Winter Looks

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Elevated Glam Cabby Hat

      Bring elevated glam vibes to your look with this chic cabby hat! It features a traditional cabby hat design with a short brim and a sleek chain-link detail. The tweed material has a stylish metallic thread woven throughout. Pair this hat with hoop earrings.

      Fit & Features

      • Traditional cabby hat design
      • Short brim
      • Chain and stud details
      • Tweed material, metallic thread detailing
      • Smooth woven lining

      Style Number/Barcode: 07302-0451

      Category Name: Winter Looks

      Price: $6.97 $15.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Love You Knot Tie-Front Crop Top

      In the end, this crop top is one that you want! It features long sleeves, a v-neck, and a tie-front with a keyhole accent. Composed of a soft knit fabric with a moderate stretch. perfect for layering with a denim jacket.

      Fit & Features

      • Long sleeves, v-neck
      • Tie-front, keyhole accent
      • Cropped hem
      • Soft knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 06001-3951

      Category Name: Winter Looks

      Price: $11.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Cozy Moment Sherpa Knit Shacket

      Create a cozy moment in a shacket that keeps it casual and stylish. The shacket features a collared neckline, a multi-button down front, two chest pockets with single-button closure, long sleeves, and a longline length with rounded hem. The shacket is composed of a faux sherpa knit fabric that offers a relaxed fit with minimal stretch. Complete look with a scarf and ankle booties. 

      Fit & Features

      • Collared neckline
      • Multi-button down front
      • Two chest pockets with single-button closure
      • Longline length with rounded hem 
      • Faux sherpa knit fabric
      • Relaxed fit, minimal stretch 
      • Runs true to size

      Style Number/Barcode: 06201-0232

      Category Name: Winter Looks

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glam Life Faux Fur Jacket

      Live out that glam life with a jacket that elevates your cold-weather outfits. The jacket features a collared neckline with a lapel accent, a multi-snap button closure, long sleeves, lined side pockets, and a mid-length hem. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with boots. 

      Fit & Features

      • Collared neckline, lapel accent
      • Multi-snap button closure
      • Long sleeves
      • Lined side pockets 
      • Lined faux fur 
      • Relaxed fit, minimal stretch 
      • Runs true to size

      Style Number/Barcode: 06201-0213

      Category Name: Winter Looks

      Price: $23.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Special Price
    • So Classic Faux Suede Platform Boots

      Give your everyday style a classic look in these faux suede boots! They feature an almond toe, stacked block heel, and lace-up closure with a side zipper. Complete the look in a chic moto jacket. 

      Fit & Features

      • Almond toe
      • Stacked block heel
      • Above-the-knee fit
      • Lace-up, zipper closure
      • Faux suede material
      • Runs true to size

      Style Number/Barcode: 07402-0421

      Category Name: Winter Looks

      Price: $12.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Perfect Ruche Slit Mini Skirt

      The perfect ruched skirt for adding stylish detail to your look! It features a high-rise waist, slit accent, bodycon fit, and a mini-length hem. Complete the look with a sweater and booties.

      Fit & Features

      • High-rise waist
      • Back zipper closure
      • Ruched front, slit accent
      • Bodycon fit
      • Mini-length hem
      • Faux leather fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06401-0378

      Category Name: Winter Looks

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • The Essential Fleece Trench Coat

      Layer up in this essential trench coat that elevates your style. The trench features a collared neckline with lapel accent, long sleeves, lightly padded shoulders, a single button closure, a tie waist belt, and a longline length. The trench is composed of a lined fleece fabric that offers a relaxed fit with minimal stretch. Complete look with boots. 

      Fit & Features

      • Collared neckline with lapel accent
      • Long sleeves, lightly padded shoulders
      • Single-button closure, tie-waist belt
      • Longline length 
      • Lined fleece fabric 
      • Relaxed fit, minimal stretch 
      • Runs true to size

      Style Number/Barcode: 06201-0227

      Category Name: Winter Looks

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Keeping Knit Casual Plaid Shacket

      Keep it casual with a shacket that is perf for nailing those girl next door vibes. The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a longline length with a rounded hem. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with mom jeans and boots. 

      Fit & Features

      • Plaid print
      • Collared neckline
      • Multi-button down front 
      • Two chest pockets
      • Long sleeves
      • Brushed faux wool 
      • Relaxed fit, minimal stretch. runs true to size

      Style Number/Barcode: 06204-1303

      Category Name: Winter Looks

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Falling For Plaid Fleece Shacket

      Fall for this classic plaid shacket perfect for keeping stylish on chilly days. It features button-cuffed long sleeves, a collared neck, button-down front, flap pockets, and a relaxed fit scoop hem. The shacket is composed of soft woven wool-blend fabric with no stretch. Perfect for styling with jeans and knee-high boots.

      Fit & Features

      • Button-cuffed long sleeves
      • Collared neck, flap pockets
      • Button-down front
      • Relaxed fit, scoop hem
      • Plaid pattern
      • Wool blend fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06204-1305

      Category Name: Winter Looks

      Price: $20.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Trendy Fab Leopard Gloves

      Keep it trendy and fab with gloves that are perf for those chilly days. The gloves feature a leopard print and fleece lining. The index finger and thumb feature exterior nylon lining that makes it easy to use phones, tablets, and more without having to remove gloves. Complete the look with a trench and boots.

      Fit & Features

      • Leopard print
      • Fleece lining
      • Exterior nylon lining at index and thumb
      • Knit fabric 

      Style Number/Barcode: 07304-0014

      Category Name: Winter Looks

      Price: $5.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Lady In Faux Fur Cuff Gloves

      Look and feel fab in these faux fur cuff gloves featuring a 5-finger design with 'magic touch tips' for using your touch screen device comfortably. Complete the look in a chic coat.

      Fit & Features

      • Faux fur cuffs
      • 5-finger design
      • Magic touch tips for using a touch screen
      • Comfortable and warm
      • Fits true to size

      Style Number/Barcode: 07304-0013

      Category Name: Winter Looks

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Take It On Lace-Up Booties
      Take on the day in style in this pair of faux leather booties! They feature a lace-up vamp, an almond toe, and a block heel. Wear them with a crop top and distressed denim for an edgy look.

      Fit & Features
      • Lace-up vamp
      • Almond toe
      • Block heel
      • Side zipper closure
      • Fits true to size

      Style Number/Barcode: 07403-1285

      Category Name: Winter Looks

      Price: $12.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale