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.

  • Glitter Knit PJ Joggers

    Glimmer and shimmer as you have a girl's night in! These glitter knit PJ joggers feature a high rise elastic banded waist paired with tapered pant legs. The knit fabric offers moderate stretch and includes a fuzzy knit lining. 

    Shop Matching Top: Glitter Knit PJ Tank

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0036

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitter Knit PJ Tank

    Glimmer and shimmer as you have a girl's night in! This glitter knit PJ tank features a sleeveless bodice, a square neck and back, and a cropped hem. The knit fabric offers moderate stretch and includes a knit lining. 

    Shop Matching Bottoms: Glitter Knit PJ Joggers

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0035

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Teddy Trucker Jacket

    Amp up your casual look with a cute teddy jacket! Designed with a collared neckline, long sleeves, and functioning sleek metal buttons down the center. Jacket features traditional breast pockets that have functioning buttons as well. Trucker jacket is composed of faux fur, and fully lined on the inside!

    Model is 5'7" with a 32" bust,  23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0022

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovin' Knit Teddy Trench Coat

    Stay on trend with these cozy teddy to create some seriously cute layers! The coat features a flat collar, a multi-button closure, side pockets, long sleeves and a mid-thigh length. Coat is composed of a faux-fur like teddy fabric that offers a cozy fit with slight stretch. Jacket is lined with a smooth knit lining.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0006

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Long Line Faux Fur Coat

    Keep it sassy in spots with this wildly chic coat! It features a flat collar, long sleeves, hook and eye closure at center, and a long line length. Jacket is fully lined and composed of a faux fur fabric, perfect for the season! 

     Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0086

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Toasty Tartan Plaid Scarf
    Get toasty in a scarf that makes you look like a cute little warm toaster strudel. Designed with a dark watch tartan plaid pattern, open ends with fringe. Scarf is composed of a soft knit material.

    Style Number/Barcode: 07305-0041

    Category Name: Winter Looks

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Classic Scarf
    Bring a little class to your scarf game. Designed with a faux fur long hair material, open ends with fringe and a classic over-sized fit.

    Style Number/Barcode: 07305-0045

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Non Slip Knit Socks
    Slip into the coziest of cozy knit socks!  Designed with a faux fur lining, and a chenille outer, with a woven knit detailing! Bottom of socks have non slip dots, and offer stretch.  Keep for warm nights in or gift to a loved one this holiday season!

    Style Number/Barcode: 07306-0029

    Category Name: Winter Looks

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozier Than Ever Sherpa PJ Top

    Get cozier than you ever have in some super soft pajamas! This top is designed with a round neckline, long sleeves, and a cropped hem that hits mid torso. It is composed of a sherpa material that offers a form fit and moderate stretch. 

    Shop Matching Bottoms: Cozier Than Ever Sherpa PJ Joggers

    Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 07103-0011

    Category Name: Winter Looks

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozier Than Ever Sherpa PJ Joggers

    Get cozier than you ever have in a some super soft pajamas! These soft joggers are designed with a high waist line and skinny legs that lead to a banded ankle. They are composed of a super soft sherpa material that offers moderate stretch and a form fit. 

    Shop Matching Top: Cozier Than Ever Sherpa PJ Top

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0012

    Category Name: Winter Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh So Sporty Lightweight Jacket

    Get sporty and keep it cute at the same time! This lightweight jacket is designed with an exaggerated collar with drawstrings, long sleeves that are banded at the wrist band, and a silver zipper closure down the center. Hem reaches at the waist line and has a drawstring detailing as well. Jacket is composed of a soft knit material that offers no stretch with a relaxed fit. Pockets are faux.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0336

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Corduroy Faux Fur Trucker Jacket

    Mix and match with textures! This corduroy jacket is a season must have! Designed with a sherpa lining, long sleeves, a collared neckline, and smooth metal button closures down the center. Jacket features faux breast pockets, and a hem that hits just passed the waist line. Composed of a faux fur lining and a cordoroy outer offering no stretch and a form fit.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0349

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Thermal PJ Bottoms

    Get cuddly in a pair of cute af pajamas! This pair of thermal bottoms are designed with a high waist line with a drawstring, and skinny tapered legs. Bottoms are composed of a soft thermal material that offers moderate stretch and a cozy warm fit! 

    Shop Matching Top: Soft Thermal PJ Top

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 07103-0020

    Category Name: Winter Looks

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Thermal PJ Top

    Get cuddly in a pair of cute af pajamas! This thermal top is designed with long sleeves, and a round Henley neckline, that buttons down partially. Top is full length and composed of a soft thermal material that offers moderate stretch and a cozy warm fit! 

    Shop Matching Bottoms: Soft Thermal PJ Bottoms

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0019

    Category Name: Winter Looks

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Full On Shine Knit Pom Beanie
    Sparkle and shine in this rhinestone beanie! It's composed of a thick knit fabric that offers plenty of stretch and features a fold over hem. Small rhinestones adorn the whole entire cute beanie, and a faux fur pom pom tops it all off!

    Style Number/Barcode: 07302-0038

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fab Surplice Cropped Sweater

    Keep it fab this season with a stylish sweater! This must-have features a plunging wrap V neckline, long dolman sleeves, a v-shaped back with a bar strap accent and a cropped hem. The sweater is composed of knit fabric.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06005-0058

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Colorblock Turtleneck Sweater

    Create a perfect fall look with this neutral-toned colorblock sweater! It features a turtleneck, long loose sleeves with cuffed hems, and a mid-length, relaxed fitting hem. The ribbed knit fabric offers plenty of stretch and a comfortable fit.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0374

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buttoned Zebra Print Cardigan
    Button up into this trendy zebra print cardigan! It features long sleeves with ribbed cuffs, a complete button up front, and a ribbed hem. The fuzzy knit fabric offers moderate stretch and a relaxed and overall comfortable fit.

    Style Number/Barcode: 06005-0388

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Leopard Print Caridgan
    Get a cozy chic look in this leopard print cardigan! It features long sleeves with ribbed hems, a drape open front, and a relaxed and comfortable fit. The thick knit fabric offers moderate stretch, a trendy all over leopard print, and striped detailing down the center.

    Style Number/Barcode: 06005-0387

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off Shoulder Popcorn Knit Sweater

    Reach for a sweater that makes you feel cozier than ever!

    Fits & Features

    • Straight Off Shoulder Neckline
    • Long Sleeves
    • Long Hemline Hits Past Your Bottom
    • Popcorn Knit Material
    • Moderate Stretch 

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0079

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Puffer Jacket

    Bring meaning to the word fierce!

    Fits & Features 

    • Collared Neckline
    • Fixed Hood
    • Zipper Front
    • Mid Length Hemline
    • Cotton Lining Keeps Jacket Puffed & Insulated
    • Nylon Composition I Leopard Print Pattern 
    • Relaxed Fit, Minimal Stretch

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0063

    Category Name: Winter Looks

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Embellished Knit Headwrap
    Sparkle like the snow this season with an embellished head-wrap! It features a large front decoration with a cluster of beads, silver stones. Head-wrap is composed of a stretchy cable knit material.

    Style Number/Barcode: 07302-0050

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pom Pom Leopard Print Beanie
    Bring a little style to your winter look! This beanie is designed with a leopard print pattern, a fold over hem, and a faux fur pom pom at the top. Composed of a knit material that is stretchy and offers warmth!

    Style Number/Barcode: 07302-0052

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Collared Bomber Jacket
    Lookin' bomb in a bomber jacket babe! Designed with a collared neckline, long sleeves, and banded hemline this bomber jacket is a winter go to! Jacket also features a zipper closure with an o-ring detail, and traditional slanted pockets at the waist. Jacket is fully lined on the inside and the outside is composed of a super soft faux fur offering little stretch and a relaxed fit.

    Style Number/Barcode: 06201-0065

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance