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.

  • Winter Ready Pom Cable Knit Beanie

    Winter's coming and this beanie is perfect for keeping cozy and stylish! It features a tonal faux fur pom, cable knit design, and a foldover hem. Complete the look in an oversized sweater.

    Fit & Features

    • Tonal faux fur pom
    • Cable knit design
    • Foldover hem
    • Moderate stretch

    Style Number/Barcode: 07302-0445

    Category Name: Winter Looks

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist Of Glam Mini Hoops

    Bring a stylish twist with mini hoops that add a chic touch. The hoops feature an oval-shaped stud on post and a mini twisted hoop. Complete look with a satin skirt and blouse for a stunning date night outfit. 

    Fit & Features

    • Oval-shaped stud 
    • Mini twisted hoop
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1248

    Category Name: Winter Looks

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Acrylic Three Ring Pack

    Stay on trend with rings that keep your look on point! The ring pack includes three rings that feature rhinestone gemstones and a sturdy acrylic material that appears like stone. Complete look with a cardigan and distressed jeans.

    Fit & Features

    • Includes three rings
    • Rhinestones
    • Sturdy acrylic material

    Style Number/Barcode: 07004-0261

    Category Name: Winter Looks

    Price: $1.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Next Level Midi Dress

    Take your look to the next level with a midi dress that demands drama! The dress features a crew neckline, long sleeves, a high side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with ankle booties. 

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • High side slit
    • Midi-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4138

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girly-Grudge Platform Booties

    Show your love for grudge in these platform booties featuring an almond toe, block heel, side zipper, and hit above the ankle. Complete your look with a mini skirt.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper
    • Above the ankle length
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1517

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylin' In Lug Patent Leather Boots

    Keep stylish in these patent leather lug boots to edge up your everyday outfit! They feature an almond toe, block heel, lace-up front, with zipper closure. Complete the look in a mini skirt and a graphic tee. 

    Fit & Features

    • Almond toe, block heel
    • Lace-up front
    • Zipper closure
    • Luge sole
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1374

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Sweetheart Mini Ruched Dress

    This dress is the best of both worlds, sweet yet sexy! It features an off-the-shoulder design, puff long sleeves, and a sweetheart neck with a tie keyhole. The side ruche detail flaunts your curves. Style with booties. 

    Fit & Features

    • Puff long sleeves
    • Off-the-shoulder
    • Sweetheart neck with tie keyhole
    • Side ruche detailing
    • Bodycon fit, short-length
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1623

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Over-The-Knee Boots

    These faux suede over-the-knee boots will bring everyday chic vibes! They feature an on-trend pointed toe, an inner zipper closure, a short block heel, and a tie-back detail. Style these boots with a classic plaid scarf.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Short block heel
    • Over-the-knee design
    • Tie-back detail
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0785

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tres Chic Faux Leather Boots

    Look so chic in these faux leather boots walking in the city! Featuring a pointed toe, block heel, side zipper, and an over-the-knee length. Complete your look in a mini skirt and tights.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper
    • Over-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0780

    Category Name: Winter Looks

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Folk Faux Suede Cutout Top

    Achieve stylish western vibes in this faux suede top! Featuring long sleeves, a mock neck, and a front cut out on a cropped hem. Complete the look with a chic faux leather skirt.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Front cut out
    • Cropped hem
    • Faux suede fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-3740

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Warm And Fuzzy Faux Fur Slippers

    These slippers are sure to give you all the warm and fuzzy feels! They feature a faux sherpa footbed and furry strap to give you comfort with each step. Complete your lounge-day look in a cozy pajama set. 

    Fit & Features

    • Faux sherpa footbed
    • Furry strap
    • Sturdy sole
    • Runs true to size

    Style Number/Barcode: 07408-0090

    Category Name: Winter Looks

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Days Long Plaid Shacket

    Channel a cozy chic look with a shacket to layer over your favorite basics! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, a below-the-knee length, and dual side slits at the hem. The shacket is composed of a lined faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with boots! 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Multi-button down front, two chest pockets 
    • Long sleeves, single-button cuff
    • Below the knee length, dual side slits at hem
    • Lined faux wool fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06204-0938

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slit Happens Faux Suede Midi Skirt

    This faux suede midi skirt happens to be very stylish for coffee runs and beyond! It features a high-rise waist, front slit accent, zipper closure, and a fitted midi hem. Complete the look with chic booties and a handbag.

    Fit & Features

    • High-rise waist, slit accent
    • Fitted, midi hem
    • Zipper closure
    • Faux suede fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06401-0425

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chic Plaid Belted Faux Wool Jacket

    Keep it timelessly chic in a plaid coat that is perf for the season! The plaid jacket features a collared neckline, long sleeves, a double breast button closure, faux front pockets, an adjustable belt with a square-shaped buckle, and a mid-thigh length. The jacket is is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves
    • Double-breast button closure
    • Faux front pockets, adjustable belt 
    • Mid-thigh length 
    • Faux wool, minimal stretch
    • Runs true to size  

    Style Number/Barcode: 06201-0230

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Chic Bell Sleeve Top

    Wrap yourself in a chic top that elevates your style. The top features a plunging wrap V-neckline, long bell sleeves, and a mid-length hem with a tie accent. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with flared pants.

    Fit & Features

    • Wrap V-neckline
    • Long bell sleeves
    • Mid-length hem, tie accent 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06001-3950

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hawt Crop Ribbed Sweater Top

    Look so hawt to trot in this ribbed sweater top. It features long sleeves, a crew neck, and an ultra-short hem. Complete the look in the matching dress.

    Shop The Matching Dress: Hawt V-Neck Ribbed Sweater Dress

    Fit & Features

    • Long sleeves
    • Crew neck
    • Ultra-crop hem
    • Rib-knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1041

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • One And Only Chenille Sweater

    Make this chic sweater your one and only, babe! The sweater features a V-neckline, long sleeves, and a cropped hem. The sweater is composed of a chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and boots. 

    Fit & Features

    • V-neckline
    • Long sleeves
    • Cropped hem 
    • Chenille knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1127

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkly Twist Sweater Top

    This sweater has a sparkly twist perfect for giving your look some shine! It features long sleeves, a v-neckline, and a cropped hem on rib-knit fabric with a moderate stretch. Complete the look in faux leather shorts and booties.

    Fit & Features

    • Long sleeves, v-neckline
    • Twist front accent
    • Cropped hem
    • Sparkle rib-knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1199

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New In Town Mid-Rise Distressed Crop Skinny Jeans

    Make a stylish first impression in these must-have cropped skinny jeans. They feature a mid-rise waist, a skinny-leg fit, distressed accents, and a color fade effect for the perfect worn-in fit and feel. The denim fabric offers a moderate stretch for comfortable wear. Complete the look in an oversized blazer and sparkly earrings.

    Fit & Features

    • Mid-rise waist
    • Five-pocket and belt loop design
    • Front button and zipper closure
    • Skinny-leg fit, cropped hem
    • Distressed detailing
    • Denim fabric, color fade effect, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0281

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Fashion Tie Waist Wide-Leg Jumpsuit

    Take care of business in this high fashion jumpsuit featuring long sleeves, an off-the-shoulder neckline, tie waist, and wide-leg silhouette. Composed of rib knit fabric with a moderate stretch. Perfect for styling with a blazer.

    Fit & Features

    • Long sleeves
    • Off-the-shoulder neckline
    • Tie-waist
    • Wide-leg silhouette
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0744

    Category Name: Winter Looks

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Moment Ruched Mini Skirt

    Have a chic moment in this trendy ruched mini skirt! It features a flattering high waist, side ruching with adjustable ties at the hem, and a short, curve-hugging fit. The skirt is composed of a crepe fabric with a moderate stretch. Style it with a cropped corset top and clear mules.

    Fit & Features

    • High-rise waist, elastic band
    • Side ruched detailing, adjustable ties at the hem
    • Mini-length, form-fitting silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0583

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hawt V-Neck Ribbed Sweater Dress

    The temps may be dropping but you'll raise them in this sweater dress! It features a sleeveless, spaghetti strap design, v-neck, and a fitted, mini-length hem. Complete the look with the matching top.

    Shop The Matching Top: Hawt Crop Ribbed Sweater Top

    Fit & Features

    • Sleeveless, spaghetti straps
    • V-neck
    • fitted, mini-length hem
    • Rib-knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1042

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Grunge And Glam Denim Shacket

    Keep it grunge and glam with a denim shacket that brings a major edge! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, heavy destruction throughout, and a longline length with raw edge hem. The shacket is composed of a denim fabric that offers a relaxed fit with minimal stretch. Complete look with boots. 

    Fit & Features

    • Collared neckline
    • Multi-button down front 
    • Two chest pockets
    • Long sleeves
    • Heavy destruction 
    • Longline, raw edge hem
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0153

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Envelope Crossbody Purse

    This classic crossbody purse will instantly elevate your everyday looks. It features a fold-over envelope design and a chain-link strap that you can double up to make the purse a shoulder bag. Complete your outfits with sleek hoop earrings.

    Fit & Features

    • Fold-over envelope design
    • Chain-link strap
    • Faux microsuede material

    Style Number/Barcode: 07203-0886

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale