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.

  • Ribbed Knit Turtleneck Top
    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06005-0292

    Category Name: Winter Looks

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She Bad Shaggy Cardigan

    Layer your look with texture! This shaggy cardigan does just that! Designed with a v neckline, long sleeves and a cropped hem. Cardigan has a hook and eye closure at the top and is composed of a woven knit material with shaggy detailing throughout.

     

    Style Number/Barcode: 06005-0051

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Turtleneck Top

    When it comes to the cooler months, turtleneck tops are the way to go. This top features long fitted sleeves, a mid-length slim fit, and a merrow edge trim. The ribbed knit fabric offers plenty of 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: 06005-0291

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Knit Cargo Style Pants

    Command the room with style in these on point cargo pants! They feature a high rise waist, a drawstring tie front, two slanted front pockets and two back pockets, cargo inspired zippered pockets, vertical seam detailing, and a ribbed knit jogger hem. The knit fabric offers moderate stretch and a form hugging fit.

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

    Style Number/Barcode: 06302-0078

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Cutie Sweatpants

    Cozy on up into these cute and comfy sweatpants! They feature a high rise waist, a drawstring front tie, slanted front pockets, and a ribbed knit jogger hem. The knit fabric offers moderate stretch and an overall relaxed fit. Don't forget the matching hoodie!

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

    Style Number/Barcode: 06502-0216

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Cutie Hoodie

    Cozy on up into this cute and comfy hoodie! It features a drawstring hood, long dolman style sleeves, and a raw cut hem. The knit fabric offers moderate stretch and an overall relaxed fit. Don't forget the matching sweatpants!

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

    Style Number/Barcode: 06002-0307

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Super Cozy Grip Socks
    For the perfect gift or for keeping all to yourself, you can never go wrong with a pair of cozy socks! Ankle length and super soft on the inside, they showcase a snowflake fair isle design and include grips at the bottom!

    Style Number/Barcode: 07306-0021

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Houndstooth Fuzzy Beret
    Bonjour! je m'appelle most fashionable! This beret is designed with a flat  top, and downward brim. Composed of a fuzzy knit material that shows a houndstooth pattern!

    Style Number/Barcode: 07302-0069

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Snaps Ribbed Midi Dress

    Keep it sassy as you snap into this must have! The dress features a crew neck, fitted long sleeves, a curve hugging midi length silhouette and a multi row snap button detail on the left side seam. Dress is composed of an unlined ribbed knit fabric that offers a moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

     

    Style Number/Barcode: 06005-0304

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist Of Glam Ribbed Midi Dress

    Give your basics a little twist of glam to create a captivating look! Dress features a crew neck with a single button closure at the nape of the neck, fitted long sleeves and a bold open back that leads to twist knot design. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch. 

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

    Style Number/Barcode: 06005-0305

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walk All Over You Suede Boots
    You can walk all over us in these boots honey! They are designed with an almond toe, a tall block heel, an inner zipper and an over the knee reach. They are composed of  suede material and pair perfectly with all of your go to chunky sweaters!

    Style Number/Barcode: 07402-0029

    Category Name: Winter Looks

    Price: $28.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk All Over You Suede Boots
    You can walk all over us in these boots honey! They are designed with an almond toe, a tall block heel, an inner zipper and an over the knee reach. They are composed of  suede material and pair perfectly with all of your go to chunky sweaters!

    Style Number/Barcode: 07402-0030

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Can't Stop Won't Stop Lug Boots
    Stomp on all the haters with a pair of boots made for a baddie. Designed with a round toe, laces down the center, a lug sole with a short heel, and a zipper closure at the side. This faux leather pair boots have a combat style, and include an elastic detail at the sides and two stud accents at the back.

    Style Number/Barcode: 07403-0189

    Category Name: Winter Looks

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Flat Detailed Boots
    It's all in the little details! This pair of over the knee boots are designed with a flat sole, an inner zipper, a round toe, and a cut out detailing at the top with a small bow detail at the back. Boots are composed of a faux suede.

    Style Number/Barcode: 07402-0075

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovely Days Tall Suede Boots
    Create a lovely look with a stylish pair of suede boots this season! Designed with an almond toe, a tall stacked block heel, a below the knee fit, and a zipper closure. They are composed of a faux suede material.

    Style Number/Barcode: 07402-0062

    Category Name: Winter Looks

    Price: $31.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clearly Into You Thigh High Boots
    Clear heels are all the rage right now and they are here to stay! These thigh high boots are designed with an almond toe, a tall clear heel, an inner zipper closure. They are composed of a faux suede material.

    Style Number/Barcode: 07402-0102

    Category Name: Winter Looks

    Price: $26.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Collared Faux Fur Leopard Coat

    Add some class to your look! This brushed faux fur coat is designed with an over sized collar, three quarter sleeves, and a mid length hem that hits a little passed the waist line. Jacket includes two traditional pockets with a zipper, and a looped belt.

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

    Style Number/Barcode: 06204-0113

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Girl Chenille Pj Tank

    Keep it cozy but also keep it cute, you know? This adorable crop top is designed with a v neckline, thin tank straps and a short cropped hem that hits mid torso. Composed of a super soft chenille material that offers moderate stretch and a form it. Don't forget the matching bottoms to complete that super cute pj set!

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

    Style Number/Barcode: 07103-0037

    Category Name: Winter Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Girl Chenille Pj Leggings

    Keep it cozy but also keep it cute, you know? This adorable pair of leggings offer a high waist line and a skinny hem, they are composed of a super soft chenille material that offers a form fit with moderate stretch. Don't forget to pick up the matching top to complete your super cute pj set!

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

    Style Number/Barcode: 07103-0038

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Textured Knit Cabby Hat

    Keep it classic with a vintage inspired cabby hat! It features a traditional cabby design with an elastic back for stretch and button details at the sides. Wear this trendy hat with your fave knit sweater for the perfect fall time vibe.

    Fit & Features

    • Traditional cabby design
    • Elastic back
    • Button details
    • Composed of a soft knit fabric

    Style Number/Barcode: 07302-0034

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Knit Open Back Tunic

    Keep it casual cutie with pretty knits! The tunic features a turtle neck, long sleeves with ribbed cuff, a partial open back and a short form hugging fit. Tunic is composed of knit fabric that offers a moderate stretch. 

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

    Style Number/Barcode: 06005-0053

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • No Ones Perfect Destructed Pullover

    Go for the effortless, tousled look! It's easy, it's edgy, and we love. This tunic sweater is designed with a destructed v-neckline, a relaxed fit, long sleeves, and an over-sized fit with a destructed hem and sleeves. Composed of a soft knit material that 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: 06005-0060

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sky Thigh High Stiletto Boots
    HO-LY BOOTS!  Have heads turning in a pair that brings all the style you need. Designed with a point toe, a skinny stiletto heel. They have an inner zipper which makes them easy to wear, and are composed of a faux leather material.

    Style Number/Barcode: 07402-0106

    Category Name: Winter Looks

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layered In Basics Ribbed Bodysuit

    Layer up with this basic bodysuit to create head-turning looks this season! The bodysuit features a square neckline, fitted long sleeves and a thong bottom with snap button closure. Bodysuit is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch.

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

     

     

    Style Number/Barcode: 06002-0295

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale