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.

  • Cuddle Buddy Knit Pom Pom Beanie

    Will you be our cuddle buddy? We can wear matching beanies and keep it warm and toasty!

    • Tube Knit
    • Fold over design
    • Faux fur pom pom

    Style Number/Barcode: 07302-0074

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kimono Sleeve Peplum Top
    Stazy cozy while still looking effortlessly chic in this peplum top! It features long kimono style sleeves with long ribbed cuffs, a wrap front V neck and back with a back bar accent, and a cinched peplum design with a ruffle hem. The ribbed knit top offers moderate stretch and a flattering fit.

    Style Number/Barcode: 06005-0395

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Treat Yourself Chenille Cropped Sweater

    Treat yourself to somethin' nice girrrl. You deserve to be cute n' cozy, and a chenille sweater offers the softest touch!

    Fit & Features

    • Chenille ribbed knit material 
    • Fitted
    • Moderate stretch
    • Cropped
    • Boat neckline

    Style Number/Barcode: 06005-0035

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Turtleneck Cabe Knit Sweater

    Cozy and cute, this oversized relaxed fitting sweater is a must have for cooler days.

    Fit & Features
    • Turtleneck
    • Long dolman sleeves
    • Ribbed hems
    • Moderate stretch

    Style Number/Barcode: 06005-0075

    Category Name: Winter Looks

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit Mock Neck Sweater

    Cozy chic is a total vibe this season! This adorable fuzzy ribbed knit sweater will pair well with your fave denim or a chic faux leather skirt!

    Fit & Features
    • Mock neckline
    • Long fitted sleeves
    • Mid-length
    • Form-fitting
    • Stretchy ribbed knit

    Style Number/Barcode: 06005-0125

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed Leopard Print Duster

    Fiercly distressed, this trendy leopard print duster is a must-have babes!

    Fit & Features

    • Long sleeves with ribbed cuffs
    • Open front
    • Large front pockets
    • Destructed hems
    • Leopard print
    • Thick knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0141

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pom Pom Sock Slipper
    Get comfy in soft slippers and do it quick! Designed with the cutest little pom poms and composed of soft sherpa with a ribbed detailing. Slip them on for maximum comfort or turn them into the best gift!

    Style Number/Barcode: 07408-0015

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Long Line Cardigan

    Get a fierce and cozy look with this adorable leopard print long line cardi! It features long sleeves with ribbed cuffs, an open front, large front pockets, and a longer length with an overall relaxed and comfortable fit. The knit fabric offers moderate stretch.

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

    Style Number/Barcode: 06005-0436

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Long Teddy Trench Coat

    Keep warm and toasty this season with a cozy teddy trench coat!

    Fits & Features

    • Long Sleeves
    • Collared Neckline
    • Slant Hand Pockets
    • Button Down Closure
    • Long Hemline 
    • Faux Fur Composition I Fully Lined
    • Over-Size Fit I No Stretch 

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

    Style Number/Barcode: 06201-0003

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunday Funday Faux Suede Heel

    Take some time this weekend for a Sunday fun-day because girl we know you deserve it! And really whether it's Sunday, or not, these booties feel good any day of the week!

    • Point toe
    • Skinny square heel
    • Faux suede
    • Side zipper
    • Ankle fit
    • Soft knit inner lining

    Style Number/Barcode: 07403-0128

    Category Name: Winter Looks

    Price: $24.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laid Back Lover Pullover Sweater

    For our laid back lover girl! This relaxed pullover sweater is one of those "goes with everything" pieces. Dress it up for the office, or sport it on the couch during a movie marathon. Designed with a modest V neckline, long sleeves and a low knotted back with a bar detail across the shoulders. Composed of a soft knit material that offers an over-sized fit with moderate stretch. 

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

    Style Number/Barcode: 06005-0072

    Category Name: Winter Looks

    Price: $23.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cable Knit Off Shoulder Sweater

    Snuggle into the Cable Knit Off Shoulder sweater! This pullover features an off shoulder neckline, long sleeves, and splits at the side seams. Composed of a soft knit, it showcases a cable knit design along the center front, back, and down the long sleeves and crochet detailing throughout. Relaxed fit, it offers an ample amount of stretch. 

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

    Style Number/Barcode: 06005-0146

    Category Name: Winter Looks

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Those Shoulders Surplice Sweater

    Show off those shoulders cutie! We love the design of this flattering off shoulder sweater! Featuring long sleeves, a wrap surplice body, a dramatic wrist and hem, and a v shaped back with a bar detailing. This sweet light sweater is composed of a ribbed knit material that offers a form fit with moderate stretch.

    Model is 5'7" with 32" bust, 24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06005-0223

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Chic Shaggy Cardigan

    Elevate your OOTDs with this cozy cute cardi! It features a crew neckline, open front with hook and eye closure at the top, and long sleeves. Fully lined and composed of a woven shaggy knit, this sweater offers a relaxed fit with a minimal amount of stretch. 

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

    Style Number/Barcode: 06201-0023

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Fringe Over-Sized Scarf

    Nothing but warm and fuzzy feelings in this over-sized scarf! Designed with a plaid print pattern and composed of a soft knit material with fringe detailing at the ends, pair it with your fave fall wear! 

     

    Style Number/Barcode: 07305-0034

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Could Not Resist Faux Suede Booties

    We could not resist the idea of a closet full of booties! This pair is a closet staple with its simple, classic design!

    Fit & Features

    • Almond toe
    • Mid height stacked heel
    • Ankle fit
    • Elastic Sides for easy off and on
    • Faux Suede

    Style Number/Barcode: 07403-0178

    Category Name: Winter Looks

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Talk Fuzzy To Me Long Duster

    So obsessed with fuzzy right now, we can not get enough! Another thing we are obsessed with is sets, so don't forget to pick up the matching fuzzy crop top to complete your look!

    Fit & Features

    • Open front
    • Long hem
    • Fuzzy ribbed eyelash knit
    • Slight stretch
    • Crop top sold separately 

    Style Number/Barcode: 06202-0030

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh So Cozy Sock Two Pack

    Keep those toes-ies nice and cozy! These would make a cute little holiday gift for your bestie and yourself!

    • Stretch
    • Super soft knit
    • Pack of two

    Style Number/Barcode: 07306-0023

    Category Name: Winter Looks

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lightweight Crochet Infinity Scarf

    Keep it sweet and simple with a knitted infinity scarf! The simple design pairs well with all 'fits and offers a a little extra something to your everyday winter looks!

    • Crochet Knit Material
    • Closed ended
    • Fringe detailing

    Style Number/Barcode: 07305-0028

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Newsgirl Cabby Hat
    Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.

    Style Number/Barcode: 07302-0091

    Category Name: Winter Looks

    Price: $15.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Peep Toe Thigh High Boots
    Peep that pedi girrrl! This pair of thigh high boots are designed with a slip on form fit, an almond toe, a peep toe, a cut out at the heel of the foot, and a stacked wooden high heel. They are composed of a nylon material that offers a little bit of stretch.

    Style Number/Barcode: 07402-0104

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring The Edge Lug Booties

    Bring the edge to your look with these bold boots! They feature a closed back, a lace up front with metal grommets, an inner zipper closure, a round toe with textured lug sole and a stacked block heel. Boots are composed of a faux patent leather material.

     

     

    Style Number/Barcode: 07403-0203

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Over The Knee Boots
    Channel your inner pop star with these over the knee denim boots! They feature a point toe, chunky block heel, a zipper closure, and a slouch effect. They are composed of a light washed denim. Definitely a fierce addition to your closet!

    Style Number/Barcode: 07402-0051

    Category Name: Winter Looks

    Price: $22.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Chic Everyday Hoops

    Consider these simply chic hoop earrings an essential to your everyday outfit! With their sleek stylish design, you can easily take them from workwear to a night-out look. Their medium size and post-back closure make for easy wear. Pair with a curve-hugging pencil skirt and trendy heels.

    Fit & Features

    • Slim design
    • Medium-sized
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-0115

    Category Name: Winter Looks

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free