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.

  • Grab The Popcorn Pj Shorts

    Grab the popcorn because its movie night! And you have the perfect ensemble. This pair of cozy knit pj shorts are designed with a high waist line, and a short hem. Composed of a soft popcorn knit fabric that offers moderate stretch. 

    Shop Matching Top: Grab The Popcorn Pj Tank

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

    Style Number/Barcode: 07103-0024

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Grab The Popcorn Pj Tank

    Grab the popcorn because its movie night! And you have the perfect ensemble. This cozy knit pj tank is designed with tank straps, and a cropped hem. Composed of a soft popcorn knit fabric that offers moderate stretch. 

    Shop Matching Bottoms: Grab The Popcorn Pj Shorts

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

    Style Number/Barcode: 07103-0023

    Category Name: Winter Looks

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Straight Out Of Your Dreams Pj Tank

    Lookin' like you just came out of my dreams girl! This cozy pj top is features a v neckline, tank straps, and a cropped hemline. Composed of a super soft eyelash knit fabric that offers moderate stretch. 

    Shop Matching Bottoms: Straight Out Of Your Dreams PJ Shorts

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

    Style Number/Barcode: 07103-0021

    Category Name: Winter Looks

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Straight Out Of Your Dreams PJ Shorts

    Lookin like you just came out of my dreams girl! These cozy pj shorts have a high waistline, a short hem, and are composed of a super soft eyelash knit fabric that offers moderate stretch. 

    Shop Matching Top: Straight Out Of Your Dreams Pj Tank

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

    Style Number/Barcode: 07103-0022

    Category Name: Winter Looks

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Two Moods Reversible Bomber Jacket

    Who says you have to stick to one mood all the time? This jacket allows you to switch it up if you like! Designed to be reversible, this jacket features a mock neckline, traditional pockets at the sides- both inside and out, a zipper breast pocket, also on both sides, a zipper closure down the center, and a mid waist hem with an adjustable drawstring. One side is composed of a nylon material, and one side is composed of a sherpa offering a relaxed fit and no stretch.  

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

      

    Style Number/Barcode: 06201-0015

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live For The Comfort Pj Top

    Live in comfort girl! This off shoulder pj top is a cute and fun way to feel good while keepin' it cozy! Designed with long sleeves and a cropped hem, the soft ribbed fabric offers a form fit and moderate stretch. 

    Shop Matching Bottoms: Live For The Comfort Pj Leggings

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

    Style Number/Barcode: 07103-0029

    Category Name: Winter Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Live For The Comfort Pj Leggings

    Live in comfort girl! This pair of leggings has chill written all over them. Designed with a high waist line with a drawstring, and a form fit. They are composed of a soft knit ribbed material that offers moderate stretch. 

    Shop Matching Top: Live For The Comfort Pj Top

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

    Style Number/Barcode: 07103-0030

    Category Name: Winter Looks

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shades Of Gray Plaid Scarf
    Designed with a checkered plaid pattern, and open ends with fringe this fuzzy scarf offers the coziest feel with a stylish finish!

    Style Number/Barcode: 07305-0062

    Category Name: Winter Looks

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chunky Knit Pom Pom Beanie
    Be the ultimate snow bunny in this adorable beanie! It features a fold over cuff, a large, fluffy, faux fur pom pom and a warm knit.

    Style Number/Barcode: 07302-0042

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tartan Plaid Blanket Scarf
    That cuddly feeling you get when you wrap yourself in a scarf, the best. This soft scarf is designed with a neutral toned tartan plaid pattern, open ends with short fringe and is composed of a loose knit woven material that is soft and cozy!

    Style Number/Barcode: 07305-0036

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Cargo Joggers

    Casually level up your look with this pair of cargo joggers! They feature a mid rise waist, a front drawstring, button, and zipper closure, slanted front pockets, faux back pockets with snap button details, large buttoned side pockets, and a tapered ribbed jogger hem. The woven fabric offers a relaxed fit with minimal 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: 06302-0070

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boat Neck Chenille Pullover Sweater

    Add a touch of cozy to your winter attire! This chenille knit sweater is designed with long dolman style sleeves, a boat neckline, and a hem that hits past the waist. It has a comfy over-sized fit and is composed of a chenille knit material that offers moderate stretch. 

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

    Style Number/Barcode: 06005-0034

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Eyelash Knit Top

    Look pretty and radiant in this absolutely adorable knit top!

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Cropped
    • Eyelash ribbed knit fabric

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

    Style Number/Barcode: 06005-0044

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cable Knit Off Shoulder Sweater

    Bring on the sweater weather right!? It's all in the details with this woven sweater! Featuring an off shoulder neckline, long sleeves and a hem that reaches mid waist. Sweater is composed of a woven cable knit that offers a relaxed fit with moderate stretch.

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

    Style Number/Barcode: 06005-0383

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lightweight Cargo Joggers
    We are obsessed with athleisure wear right now and introducing joggers into your wardrobe is a trendy way to do so! This pair is designed with an elastic waist band, drawstrings, and traditional pockets at both sides. Hem leads into a tapered leg that is banded at the back but straight at the front. Pants are composed of a linen material that offers a relaxed fit with no stretch.

    Style Number/Barcode: 06302-0065

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Chill Chenille Sweater
    Netflix and chill? or date night with the gals. Either way your go-to sweater works! Designed with a v neckline, long sleeves, and a knotted back. Sweater is composed of a chenille material that is super soft and offers a relaxed fit with moderate stretch.

    Style Number/Barcode: 06005-0297

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living In Leopard Print Crop Sweater
    At this point we are living our everyday lives in leopard, we just can't stop! This relaxed sweater is designed with a crew neckline, long sleeves, and a cropped hemline. Composed of a woven knit material that offers moderate stretch and relaxed fit and showcases a subtle leopard print pattern.

    Style Number/Barcode: 06005-0122

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Angora Knit Mock Neck Sweater
    Bundle up in this adorable angora knit sweater! It featutres a mock neck, long dolman style sleeves, and a mid-length, relaxed fit. The fuzzy knit fabric has moderate stretch.

    Style Number/Barcode: 06005-0589

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Teddy Bear Sherpa Sock Slippers
    Get comfy in soft slippers and do it quick! Designed with the cutest little teddy bears and composed of soft sherpa. Slip them on for maximum comfort or turn them into the best gift!

    Style Number/Barcode: 07408-0019

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Bear Sherpa Sock Slippers
    Get comfy in soft slippers and do it quick! Designed with the cutest little bears and composed of soft sherpa. Slip them on for maximum comfort or turn them into the best gift!

    Style Number/Barcode: 07408-0018

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rainbow Striped Fringe Scarf
    Bring your look to life with an array of colors! This super cozy scarf is composed of a knit material, and showcases stripes in warm tones leading to cool tones. Scarf is open ended and has noodle fringe at the edges.

    Style Number/Barcode: 07305-0048

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Thigh High Peep Toe Stiletto Boots
    Peep this pair hottie! This pair of thigh high boots are designed with a slip on form fit, a peep pointed toe, and a skinny stiletto heel. They are composed of a nylon material that offers a little bit of stretch. 

    Style Number/Barcode: 07402-0087

    Category Name: Winter Looks

    Price: $28.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leopard Print Faux Fur Infinity Scarf
    Introduce some faux fur into your winter closet and make it fierce! This soft fur scarf features a closed infinity design that showcases leopard print and is composed of faux fur!

    Style Number/Barcode: 07305-0057

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Snug Plaid Blanket Scarf
    Keep it snug and create some seriously cute layers! The scarf features an oversized blanket design and a frayed edge hem. Scarf is composed of a soft to the touch knit fabric.

    Style Number/Barcode: 07305-0068

    Category Name: Winter Looks

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance