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.

  • Wrapped In Plaid Frayed Scarf

    Wrap yourself up in this plaid frayed scarf featuring an oversized design on cozy fabric. Complete your look with stylish high-knee boots.

    Fit & Features

    • Plaid pattern
    • Frayed edge
    • Oversized design
    • Soft fabric, no stretch

    Style Number/Barcode: 07305-0363

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Love Ribbed Edge Scarf

    Show your love for leopard print in this trendy scarf featured with a ribbed edge on soft, knit fabric. Complete the look with a cozy jacket and joggers.

    Fit & Features

    • Leopard print
    • Ribbed edging
    • Soft, knit fabric

    Style Number/Barcode: 07305-0335

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mini Me Jelly Crossbody Bag

    This crossbody bag is the perfect size for keeping your essentials handy! It features top handles, a detachable shoulder strap, zipper closure on glossy, jelly material. Complete your look in cute sunnies.

    Fit & Features

    • Top handles
    • Detachable shoulder strap
    • Zipper closures
    • Glossy, jelly material

    Style Number/Barcode: 07203-0876

    Category Name: Winter Looks

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmer Lurex Faux Fur Pom Beanie

    Your outfit deserves some shine with this lurex knit beanie featuring a faux fur pom and a ribbed knit design. Complete your look with a sherpa jacket.

    Fit & Features

    • Faux fur pom
    • Lurex glitter detail
    • Ribbed knit material

    Style Number/Barcode: 07302-0412

    Category Name: Winter Looks

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Touch Lace-Up Knee High Boots

    The perfect faux suede boots to go with every outfit! They feature an almond toe, block heel, lace-up back on a knee-length design with a side zipper closure. Complete your look with a sweater dress.

    Fit & Features

    • Almond toe
    • Block heel
    • Lace-up back
    • Knee-length design 
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0356

    Category Name: Winter Looks

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bundle Up Chevron Fringe Scarf

    It's cold outside and this chevron fringe scarf is perfect for keeping warm and stylish! The scarf is composed of a fuzzy knit fabric. Layer over a cute sweater.

    Fit & Features

    • Chevron pattern
    • Fringe trim
    • Fuzzy knit fabric

    Style Number/Barcode: 07305-0346

    Category Name: Winter Looks

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Fashion Faux Suede Stacked Heel Boots

    Fashion meets chic in these faux suede boots perfect for adding to your rotation! They feature a pointed toe, stacked block heel, side zipper, and a knee-length fit on faux suede material. Complete your look in a trendy denim jacket.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Knee-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0743

    Category Name: Winter Looks

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made For Walkin' Knee High Boots

    Take stylish steps in these knee-high boots for the perf chic look. Featuring a pointy toe, stacked block heel, side zipper, and elasticized inserts for easy on/off. The boots are composed of faux leather material. Complete your city-chic look in a sweater dress and beret.

    Fit & Features

    • Pointy toe
    • Stacked block heel
    • Side zipper, elasticized inserts
    • Knee-high length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0745

    Category Name: Winter Looks

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All the Blitz Rhinestone Knit Beanie

    Bring the glitz and bling this winter in a beanie that slays! It features a chunky cable knit design, mini rhinestones throughout, and a faux fur pom pom accent. Pair this beanie with a chic sweater and ankle booties for a stylish warm-weather 'fit.

    Fit & Features

    • Soft to the touch cable knit fabric
    • Mini rhinestones
    • Faux fur pom pom accent

    Style Number/Barcode: 07302-0404

    Category Name: Winter Looks

    Price: $3.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie Spotted Leopard Pom Beanie

    Look and feel cute in this leopard beanie featuring a pom on the top and a ribbed, foldable cuff. Complete the look with a cozy sweater and leggings.

    Fit & Features

    • Leopard pattern
    • Pom on the top
    • Ribbed, foldable cuff
    • Knit fabric

    Style Number/Barcode: 07302-0439

    Category Name: Winter Looks

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Twist Long Sleeve Midi Dress

    The twist back on this midi dress is pretty chic! It features long sleeves, a crew neckline, and a form-fitting silhouette. The dress is composed of a ribbed knit fabric with a moderate stretch. Perfect for styling with suede booties and a statement bracelet.

    Fit & Features

    • Long fitted sleeves
    • Crew neckline
    • Twisted open back detail
    • Midi-length hem
    • Form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1075

    Category Name: Winter Looks

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Loving Knit Cropped Sweater

    We're loving cute and cozy sweaters this season! This cropped sweater features a notched front V-neckline, long dolman-style sleeves, and a relaxed fit. The cable knit fabric has adorable multi-colored threads for a trendy pop of color! Pair this sweater with mom jeans and sneakers.

    Fit & Features

    • Notched V-neckline
    • Long dolman sleeves
    • Cropped, relaxed fit
    • Cable knit fabric, multi-colored threads, no stretch
    • Runs true to size

    Style Number/Barcode: 06005-1299

    Category Name: Winter Looks

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nine-To-Five Puff Shoulder Long Line Blazer

    The perfect blazer for that nine-to-five life! It features long sleeves with puff shoulders and cuffed hems, a collared neckline, faux side pockets, and a long line hem. The blazer is composed of smooth fabric with no stretch. Complete the look with knee-high boots.

    Fit & Features

    • Long sleeves, puff shoulders, cuffed hems
    • Collared neckline
    • Faux side pockets
    • Long line hem
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1136

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Cozy Vibes Cable Knit Sweater

    Get all the cozy vibes in this chunky knit sweater! It features a trendy turtleneck, long dolman-style sleeves, and a mid-length hem with a relaxed fit. Style this cable knit sweater with high-rise jeans and ankle booties.

    Fit & Features

    • Turtleneck
    • Long dolman sleeves
    • Mid-length hem
    • Relaxed fit
    • Thick cable knit fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06005-1297

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek Faux Leather Leggings

    These sleek faux leather leggings will be a trendy addition to your winter wardrobe. They feature a flattering high waist, exposed vertical seams down the front, and a form-hugging fit. The smooth faux leather fabric offers a moderate stretch. Style these leggings with a cropped sweater and platform booties.

    Fit & Features

    • High-rise banded waist
    • Front vertical seams
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0757

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Up Stacked Heel Ankle Booties

    You're in for a stylish ride in these buckle strap ankle booties! Featuring a pointed toe, low stacked block heel, side zipper, on faux leather material. Complete your look with an oversized plaid top.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Buckle strap detailing
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1504

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Up Waffle Knit Sweater

    Cozy up in a knit sweater that is perf for those chilly days! The sweater features a mock neck, long sleeves with a ribbed cuff, and a matching ribbed hem. The sweater is composed of a waffle knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and ankle booties. 

    Fit & Features

    • Mock neck 
    • Long sleeves, ribbed cuff
    • Ribbed hem 
    • Waffle knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1032

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Vixen Snake Faux Leather Boots

    Walk it out in boots that showcase your edgy style! The boots feature a snake print, a below-the-knee fit, inner zipper closure, a stacked block heel, and an almond toe. The boots are composed of a faux leather material. Complete outfit with dainty necklaces and a long sleeve ribbed bodycon. 

    Fit & Features 

    • Snake print
    • Below the knee fit
    • Inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07402-0775

    Category Name: Winter Looks

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Kicks Pointed Toe Booties

    These pointed-toe booties are sure to become your favorite for creating all sorts of looks! They feature a block heel, side zipper, and faux leather material on an ankle-length fit. Style with a cute jumpsuit.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper 
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1388

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Chic Panama Hat

    Top off your trendy look with this classic chic Panama hat. It features a short flat brim and a basic ribbon band with a bow accent. Pair this hat with stylish hoop earrings.

    Fit & Features

    • Short flat brim
    • Ribbon band, bow detail
    • Faux wool material

    Style Number/Barcode: 07302-0426

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Strut Faux Suede Boots

    Strut it out with boots that bring elevate your outfit! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, a stacked block heel, and inner zipper closure. The boots are composed of a faux suede material. Complete look with a sweater and high waist jeans. 

    Fit & Features

    • Over the knee fit 
    • Tie-back accent, inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0388

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Moves Ruched Mini Dress

    Make chic moves in this curve-hugging mini dress! It features a trendy mock neckline, long sleeves, a sultry cutout above the bust, ruched detailing down the sides, and a short, form-fitting silhouette. Style this dress with sleek hoop earrings.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cutout above the bust
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4144

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Vixen Over-The-Knee Boots

    You'll be a total stylish vixen in these sultry over-the-knee boots! They feature an almond-shaped toe, a partial inner zipper closure, a tall platform, a sleek stiletto heel, and a tie-back detail. Pair these boots with a casual dress to amp up the look.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Stiletto heel
    • Over-the-knee design, tie-back detail
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0407

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hey Stud Caged Stiletto Booties

    Look and feel like a total fashion stud in these stiletto booties! They feature an almond toe, side zipper, and a caged stud design on faux suede. Perfect for styling with a bodycon dress.

    Fit & Features

    • Almond toe
    • Side zipper
    • Stiletto heel
    • Caged stud design
    • Faux suede
    • Runs true to size

    Style Number/Barcode: 07403-1490

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale