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.

  • Chilly Days Pom Knit Beanie
    Get toasty on a chilly day by adding a beanie to your look! Designed with a traditional vertical ribbed knit fabric. Beanie has a traditional fold over fit and a cute little pom pom accent at the top.

    Style Number/Barcode: 07302-0061

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft And Sweet Turtleneck Sweater
    Soft and fuzzy, you'll get a sweet look in this adorable turtleneck sweater. It features long dolman style sleeves and an oversize, relaxed fit with a high low hem. The knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0336

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sherpa Lined Combat Boots
    Walk into winter with a pair of boots that offer warmth plus style! Lined with a soft faux fur sherpa, and designed with a round toe, a lug sole, and a lace up closure at the center. They have snap buttons on the side so you can fold them over and snap in place! Boots are composed of a faux leather nubuck.

    Style Number/Barcode: 07403-0188

    Category Name: Winter Looks

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Follow Your Instincts Thigh High Boots
    Follow your instincts and go for a snake print boot! Designed with a point toe, and a low heel these boots give comfort and style. They are composed of a faux leather and have an over the knee fit. They feature a draw string detail at the thigh so that you are able to tighten the fit.

    Style Number/Barcode: 07402-0108

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Boss Camo Joggers
    Showcase the major boss babe you are in these camouflage joggers! They feature a high rise waist, a front drawstring, three front pockets, two cargo style pockets with snap button closures, and form-fitting pant legs. The bottoms are composed of a cargo fabric with moderate stretch.

    Style Number/Barcode: 06302-0080

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Cotton Leggings

    We all need that basic pair of cotton leggings to go with everything! The bottoms feature a high rise elastic banded waist paired with a slim fit. The thin, lightweight knit fabric offers plenty of stretch. Be sure to pick them up in all the colors!

    Style Number/Barcode: 06502-0205

    Category Name: Winter Looks

    Price: $6.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cute Confetti Knit Sweater
    Cute and cozy, this confetti knit sweater couldn't get anymore adorable! It features a distressed wide neckline, long dolman style sleeves with ribbed cuffs, and an oversize, relaxed fit with an unfinished, distressed hem. The soft, thick knit fabric offers moderate stretch.

    Style Number/Barcode: 06005-0329

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: 07402-0114

    Category Name: Winter Looks

    Price: $29.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Trouble Long Trench Coat
    Bring the trouble in a long trench coat! This lightweight coat is designed with a collared neckline, and a double breasted front with marble buttons that lead down. Jacket has long sleeves, and a a belted waist, and traditional pockets. Hem leads down to below the knee and trench is composed of a polyester material that offers a form fitting silhouette with moderate stretch.

    Style Number/Barcode: 06204-0153

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Sweater Dress

    Keep it classy in a sweater dress! This dress features a v neckline, and long sleeves that puff at the wrist with the help of a thick wristband. Bodice meets skirt high waist with a belt that ties at the side. Back of the garment has a tie detail below the neck.The hem of this dress hits mid thigh, and dress is composed of a knit material that offers a comfortable form fit with moderate stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0076

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Point Toe Tall Suede Boots
    Point toe is the way to go! We love the style of these knee high boots! They are designed with a stacked heel, a pointed toe, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede.

    Style Number/Barcode: 07402-0112

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stiletto Thigh High Faux Suede Boots
    Command the room in the sexiest boots that you can own! Designed with a point toe, a skinny high stiletto heel, and a lace detail at the ankle. These thigh high boots are composed of a faux suede and include a zipper closure at back of heel.

    Style Number/Barcode: 07402-0111

    Category Name: Winter Looks

    Price: $30.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid And Simple Long Coat

    Keep it simply chic with captivating plaid! The coat features a flat collar with lapel accent, long sleeves, a cinching tie waist belt with loops, a multi button down front and a knee length. The all over plaid pattern is perfect for mixing with your favorite layers this season! 

     

    Style Number/Barcode: 06204-0169

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever Fashionista Crop Top

    Shop Matching Skirt: Forever Fashionista Mini Skirt

    You're a forever fashionista kinda girl, and this leopard print crop top is a must for you. It features a ribbed crew neckline, long fitted sleeves, and a cropped ribbed hem. The soft knit fabric offers moderate stretch and a form hugging fit. Complete your chic look with the matching mini skirt!

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

    Style Number/Barcode: 06005-0343

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Sweet Knit Bodysuit
    Stay sweet and stylish in this adorable knit bodysuit! It features long fitted sleeves, a slight sweetheart neckline, and a thong bottom with dual snap button closures. The knit fabric offers plenty of stretch and a form-fitting style.

    Style Number/Barcode: 06001-1829

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Pom Pom Beanie

    Keep it cozy and cute with this beanie! It features a horizontal cable knit design, a ribbed brim, a soft sherpa inside, and a faux fur pom pom accent.

    Style Number/Barcode: 07302-0078

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Thigh High Snake Print Boots
    Thigh highs don't always have to have a tall heel, and we love that! This pair is designed with an almond toe, a low block heel, and a textured faux leather material that showcases a snake print pattern with reflective scales. Boots include a side zipper that makes them easy to take off and put on, and have an elastic stretch at the leg opening.

    Style Number/Barcode: 07402-0043

    Category Name: Winter Looks

    Price: $25.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Platform Faux Leather Booties
    Walk the walk in a pair of booties that shows 'em who is boss! These faux leather booties are designed with an almond toe, laces up the center with golden eyelets, and a zipper closure at the side. They have a tall heel and small platform with a lug sole that gives them an edgy vibe!

    Style Number/Barcode: 07403-0117

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flat Thigh High 50/50 Boots
    Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring a round toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!

    Style Number/Barcode: 07402-0028

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Pom Pom Beanie

    Keep it cozy and cute with this beanie! It features a horizontal cable knit design, a ribbed brim, a soft sherpa inside, and a faux fur pom pom accent.

     

    Style Number/Barcode: 07302-0076

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boucle Belted Blazer Trench
    You know how to keep your style in check! This blazer trench features a front lapel collar, long sleeves, a single snap button closure, a belted waist, and a fit and flare look. The thick boucle fabric has no stretch.

    Style Number/Barcode: 06204-0174

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Skinny Jeans

    Keep it cute and simple with a pair of staple skinny jeans! This pair hits mid waist, has two traditional pockets, and belt loops. They have a slightly destructed detail at one knee and lead down to a skinny tapered hem. They offer a form fit and 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: 06602-0021

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Open Back Turtleneck Sweater

    Definitely not your basic turtleneck pullover! This adorable sweater features long sleeves, an open back detail followed by crisss cross straps, and a relaxed, comfortable fit. The top is composed of a ribbed knit fabric with moderate stretch.

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

    Style Number/Barcode: 06005-0052

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knot Front Ribbed Knit Crop Top

    Add a trendy touch to your look with this cute crop! The top features a crew neckline, long fitted sleeves, a cropped hem, and a knot front detail. The ribbed knit fabric offers plenty of stretch and a form-fitting style.

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

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

     

    Style Number/Barcode: 06002-0272

    Category Name: Winter Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale