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.

  • On The Run Thigh High Boots
    Girl you are runnin through our mind in a pair of thigh highs! These on trend boots are designed with an almond toe, a tall heel, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede material.

    Style Number/Barcode: 07402-0084

    Category Name: Winter Looks

    Price: $23.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pop Of Color Neon Beanie
    Add a pop of color to your winter attire! Traditionally designed with a head hugging fit that folds over at the bottom and is composed of a thick ribbed knit fabric that offers stretch.

    Style Number/Barcode: 07302-0108

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Slay Tall Faux Suede Boots
    Make everyday a day to slay! Over the knee boots are a way to start! Designed with an almond toe, a low block heel, and an over the knee fit with a drawstring adjustment. Boots are composed of a faux suede and have a zipper closure.

    Style Number/Barcode: 07402-0041

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Basic Skinny Pants
    Everyone needs that basic pair of skinny pants! These feature a high rise waist, the traditional five belt loop design, a front button and hidden zipper closure, faux front pockets, two back pockets, and form-fitting pant legs. The bottoms are composed of a denim fabric that offers moderate stretch.

    Style Number/Barcode: 06302-0081

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Frayed Plaid Infinity Scarf
    The perfect way to finish off a cold weather outfit is to add the perfect scarf! Designed with a large closed loop, this infinity scarf is easily slipped on and ready to go! Displaying a Scottish tartan plaid pattern and frayed edges, and composed of a tight knit material.

    Style Number/Barcode: 07305-0049

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Soft Plaid Fringe Over-sized Scarf
    It's cuddle season! This over-sized scarf is designed from a soft knit material and features a fall ready plaid pattern with a fringe at both ends. We love the idea of you layering it up with your fav knit cardigan!

    Style Number/Barcode: 07305-0023

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flat Faux Leather Tall Boots

    Add a touch of leather to your look! These faux leather boots are designed with an almond toe, a low heel, and a tall knee-high fit.  Boots have a zipper closure and, what we love most about them is how they work with all outfits!

     

    Style Number/Barcode: 07402-0097

    Category Name: Winter Looks

    Price: $23.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Leopard Print PJ Leggings

    Shop Matching Top: Cozy Leopard Print PJ Top

    Cozy on up for a girl's night in these adorable leopard print PJ leggings! They feature a high rise elastic banded waist paired with slim fitting pant legs. The fuzzy knit fabric is unlined and has moderate stretch. Don't forget to pruchase the matching PJ crop top!

    Style Number/Barcode: 07103-0028

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Leopard Print PJ Top

    Shop Matching Bottoms: Cozy Leopard Print PJ Leggings

    Cozy on up for a girl's night in this adorable leopard print PJ top! It features a sleeveless bodice, spaghetti straps, a scoop neckline, a square back, and a cropped hem. The fuzzy knit fabric is unlined and has moderate stretch. Don't forget to pruchase the matching PJ leggings!

    Style Number/Barcode: 07103-0027

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 50/50 Thigh High Faux Suede Boots
    Half faux suede, and half elastic knit, these boots add a unique flare to your style! They are designed with an almond toe, and a high block heel. They have a zipper closure at one side. Complete your look with a sleek polished vibe by adding these to your closet!

    Style Number/Barcode: 07402-0091

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Satin Joggers
    With their smooth satin fabric and flattering fit, these high waist joggers are a must-have. They feature a front drawstring at the waist, slanted front pockets, relaxed fitting pant legs, and a tapered jogger hem. The satin-like fabric has no stretch.

    Style Number/Barcode: 06402-0125

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fuzzy Zebra Print Cardigan

    Wrap yourself in this trendy zebra print cardigan and gain some major style points! It features long sleeves, a drape open front, hidden side pockets, and an overall relaxed and comfortable fit. The fuzzy knit fabric offers 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: 06005-0344

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautifully Buttoned Ribbed Sweater Dress
    Button up in this casually chic sweater dress to impress this season! It features a wrap V-neckline, long sleeves, a multi-button down accent on the left seam and a mini length silhouette. Dress is composed of an unlined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

    Style Number/Barcode: 06005-0322

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Cutie Cropped Joggers

    Shop Matching Top: Casual Cutie Crop Top

    You're a cutie who totally has a casual vibe when it comes to style! These adorable cropped joggers feature a high rise waist, a drawstring front, and a tapered fit. The french terry knit fabric offers moderate stretch. Don't forget to purchase the matching crop top!

    Style Number/Barcode: 06502-0230

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Wide Leg Crop Jeans
    This pair of high rise wide leg denim will add a total trendy vibe to your look. They feature the traditional five pocket and belt loop design, a front button and hidden zipper closure, and wide pant legs with a cropped raw cut hem. The bottoms are composed of a jean fabric, offering moderate stretch.

    Style Number/Barcode: 06602-0051

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Waist Cargo Style Denim Joggers
    A new take on cargo style joggers! This denim pair features a high rise waist with an elastic banded back, a tie front belt, a front button and hidden zipper closure, front pockets, two large side pockets halfway down the leg, and cute ankle ties. The jean fabric offers moderate stretch and a relaxed fit.

    Style Number/Barcode: 06602-0039

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab Flocked Velvet Mini Dress

    Keep it fab with captivating velvet in this gorgeous mini dress! It features a partially unlined bodice, a mock neck, unlined long fitted sleeves, a front keyhole cutout accent, and a mini-length silhouette that hugs curves in all the right places. The dress is composed of a sheer, partially lined mesh fabric with a velvet flocked pattern throughout and offers a moderate stretch. Style up this dress with rhinestone duster earrings and a sleek clutch.

    Fit & Features

    • Mock neckline, unlined long fitted sleeves
    • Partially unlined bodice
    • Front keyhole cutout
    • Back zipper and hook and eye closure
    • Mini-length, bodycon silhouette
    • Sheer mesh fabric with partial lining, velvet flocked pattern
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0050

    Category Name: Winter Looks

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Compress Hip Up Opaque Tights

    Shape up for the night with a pair of opaque tights that offer firm tummy control! They are designed to firm, lift, tone, and shape your legs with graduated compression, as well as lifts your bottom. They are composed of an opaque nylon that offers stretch.

     

    Fashion tape, adhesive bras, adhesive panties, pasties, hosiery, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0043

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: 07302-0079

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Open Back Sweater

    Stay cozy but also a little sassy in this adorable leopard print sweater! It features a crew neckline, long sleeves with ribbed cuffs, a large open back detail, and a mid-length, relaxed fit with a ribbed hem. The sweater is composed of a soft knit fabric, offering moderate stretch.

    Style Number/Barcode: 06005-0339

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fuzzy Popcorn Cardigan
    Get toasty and grab a cup of hot cocoa because this cardi is comfy! Designed with an open front, long sleeves, and a hem that hits passed the waist line. It is composed of a soft knit popcorn fabric that offers a relaxed fit and moderate stretch.

    Style Number/Barcode: 06005-0338

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft To The Touch Mock Neck Sweater
    Soft and lush to the touch, this sweater is a snug addition to your wardrobe! Designed with long sleeves, a cropped hem, and a mock neckline. Sweater features a keyhole cut out at the back and is composed of a soft knit ribbed material that offers moderate stretch. Easily styled with your fave high waist bottoms!

    Style Number/Barcode: 06005-0082

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Edgy Destructed Skinny Jeans

    Live it up on the edge with these super destructed jeans! They feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, heavy destructed detailing throughout and a skinny leg fit. Jeans are composed of a curve hugging denim 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: 06602-0049

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bling Bling Knit Pom Beanie
    Bring the bling baby doll! This rhinestone knit beanie adds a cute flare to your winter attire! Designed with the traditional woven knit fit, and featuring rhinestones throughout and a little pom pom atop!

    Style Number/Barcode: 07302-0055

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance