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.

  • Comfy Cozy Teddy Hoodie

    Comfy cozy is the way to go this winter season. This adorable teddy hoodie is just that!

    Fit & Features

    • Hooded
    • Front pocket
    • Long sleeves
    • Cropped
    • Relaxed fit
    • Fuzzy teddy knit fabric
    • Moderate stretch

    Style Number/Barcode: 06002-0229

    Category Name: Winter Looks

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Color-Block Waffle Knit Pullover

    In the market for the softest sweater in the world? You found it here! This waffle knit sweater features a high crew neckline, long sleeves, and a cropped hemline. Composed of a knit chenille fabric that offers moderate stretch and a cozy fit!

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0128

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knot So Innocent Knit Sweater

    We are feelin' this sweater weather! The long sleeve top features a modest V neckline, a trendy low knot back with a bar detailing and a thick sweater knit. The stretchy knit offers plenty of room for comfort and keeps you warm all season long!

    Model is 5'8" with a 34" bust, 25" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0137

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking Names Faux Leather Lug Boots

    Kick a** and take names in this edgy pair of lug boots gurl!

    • Almond toe
    • Lug Sole 
    • Pleated detail
    • Short lug heel
    • Lug style sole
    • Inner zipper closure
    • Faux leather

    Style Number/Barcode: 07403-0175

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wanderlust Over The Knee Stiletto Boots

    You are a wanderlust, and have a desire for adventure, and a long with that you love to look good on your endeavors! And these thigh high boots will take u there babe!

    • Thigh high fit
    • Adjustable lace up detail
    • Almond toe
    • Inner zipper closure
    • Faux suede

    Style Number/Barcode: 07402-0035

    Category Name: Winter Looks

    Price: $24.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swerve Soft Hoodie

    Make some moves this weekend in a totally not-so-basic outfit. This hoodie offers a cropped hemline that hits mid torso, long sleeves, and is composed of a knit material that offers a lightweight relaxed fit with moderate stretch. Pair with biker shorts and boots or sneakers!

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

     

    Style Number/Barcode: 06002-0070

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Into Knit Sweater

    Add this cozy addition to your winter collection for limitless styling possibilities. Pair it with a midi skirt and some boots and you're all set girl! 

    Fits & Features

    • V Neckline
    • Long Sleeves
    • Splits At The Side Seams
    • High-Low Hemline
    • Relaxed, Comfy Fit I Pullover Design

     

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 06005-0522

      Category Name: Winter Looks

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Stripe A Pose Sweater Dress

      Now this is a look that'll have anyone stopping dead in their tracks! Show your bold and fierce side in our Stripe A Pose sweater dress.

      Fits & Features

      • Crew Neckline
      • Long Fitted Sleeves
      • Keyhole Opening At Back I Button Closure At Nape 
      • Mini Length Silhouette
      • Curve-Hugging Fit I Moderate Stretch
      • Ribbed Knit 

       

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

      Style Number/Barcode: 06005-0539

      Category Name: Winter Looks

      Price: $4.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Just My Type Ribbed Knit Sweater

      This adorable ribbed knit sweater is just sooo your type! Be sure to snag it in both of the colors!

      Fit & Features

      • Wide V neckline
      • Long fitted sleeves
      • Center cinched bust detailing
      • Cropped
      • Ribbed knit
      • Form-fitting style

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

      Style Number/Barcode: 06005-0409

      Category Name: Winter Looks

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Colorblock Striped Crew Neck Sweater

      Soft toned stripes make this sweater a perfect fit for fall. Pair with your fave denim and a cabby hat for a trendy feel!

      Fit & Features

      • Crew neckline
      • Long dolman sleeves
      • Mid-length, relaxed and comfortable fit
      • Colorblock striped pattern

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

      Style Number/Barcode: 06005-0195

      Category Name: Winter Looks

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Just My Type Ribbed Knit Sweater

      This adorable ribbed knit sweater is just sooo your type! Be sure to snag it in both of the colors!

      Fit & Features

      • Wide V neckline
      • Long fitted sleeves
      • Center cinched bust detailing
      • Cropped
      • Ribbed knit
      • Form-fitting style

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

      Style Number/Barcode: 06005-0408

      Category Name: Winter Looks

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Here To Slay Faux Leather Combat Booties

      You are here to slay, and here to stay with that style gurl! These nude shiny faux leather booties are giving us life!

      • Over the ankle fit
      • Almond toe
      • Platform lug sole
      • Block heel
      • Lace up detail | Zipper closure
      • Shiny faux leather

      Style Number/Barcode: 07403-0165

      Category Name: Winter Looks

      Price: $11.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Keep It Traditional Riding Boots

      Keep it traditional with a staple pair of faux leather riding boots this season!

      • Over the knee fit
      • Round toe
      • Low heel
      • Faux zipper at back of calf
      • Inner leg functioning hidden zipper 
      • Belt detail at the heel
      • Faux leather 

      Style Number/Barcode: 07402-0115

      Category Name: Winter Looks

      Price: $18.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lovin' Knit Teddy Trench Coat

      Stay on trend with these cozy teddy to create some seriously cute layers! The coat features a flat collar, a multi-button closure, side pockets, long sleeves and a mid-thigh length. Coat is composed of a faux-fur like teddy fabric that offers a cozy fit with slight stretch. Jacket is lined with a smooth knit lining.

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

      Style Number/Barcode: 06201-0005

      Category Name: Winter Looks

      Price: $16.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Oversized V Neck Pullover Sweater

      Cozy on up in this cuddle worthy oversized pullover sweater! Pair with some leggings and you'll be totally ready for a major movie marathon!

      Fit & Features

      • V neckline
      • Long dolman sleeves
      • Large front pocket
      • Soft knit fabric | Plenty of stretch
      • Relaxed, comfortable fit

      Style Number/Barcode: 06005-0083

      Category Name: Winter Looks

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bomber Babe Faux Fur Jacket

      Hey babe! Zip up in this must-have to beat those cold weather blues! The bomber features a collar, a zippered front, long sleeves and side pockets. Jacket is composed of a faux fur fabric and fully lined.

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

      Style Number/Barcode: 06201-0010

      Category Name: Winter Looks

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Crew Neck Color-block Pullover Sweater

      Don't be afraid to introduce a little color into your wardrobe doll! A color-block sweater is an easy pair with your go-to denim and gives you a fun sweet vibe!

      Fit & Features

      • Crew neckline
      • Long sleeves that puff at the wrist
      • Soft knit material
      • Vertical color-block design
      • Mid length 
      • Relaxed fit
      • 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: 06005-0150

      Category Name: Winter Looks

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Main Squeeze Zip-Up Boots
      Made for minis, these thigh-grazing boots are sleek and chic in supple faux suede. Boots feature a rounded toe, a block heel, an exterior side zip, and an adjustable drawstring tie at top of unstructured shaft. Boots are made from a soft, suede-like material.

      Style Number/Barcode: 07402-0012

      Category Name: Winter Looks

      Price: $12.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Main Squeeze Zip-Up Boots
      Made for minis, these thigh-grazing boots are sleek and chic in supple faux suede. Boots feature a rounded toe, a block heel, an exterior side zip, and an adjustable drawstring tie at top of unstructured shaft. Boots are made from a soft, suede-like material.

      Style Number/Barcode: 07402-0011

      Category Name: Winter Looks

      Price: $15.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Block Cutie Booties
      Hey, hey, cutie with the booties! These ankle boots feature a front lace-up closure with a side zipper closure for a quick on-and-off styling. Composed of a faux suede material and a rubber sole for plenty of traction.

      Style Number/Barcode: 07403-0082

      Category Name: Winter Looks

      Price: $21.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fuzzy Mid-Length Cardigan

      Throwing on a fuzzy cardi gives you that effortlessly trendy vibe without having to think too much, or plan out a whole look! It just brings you together!

      Fit & Features

      • Open front
      • Mid length
      • Ribbed fuzzy material
      • Moderate stretch
      • Relaxed fit
      • Two front pockets

      Style Number/Barcode: 06005-0442

      Category Name: Winter Looks

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Won't Stop Leopard Print Cardigan

      Nope, we wont stop wearing leopard print! This cute cardi features a v neckline, long sleeves, and a cropped hemline that meets high waistline. Designed with a triple button closure down the center and composed of a ribbed knit material that offers moderate stretch and showcases a soft toned leopard pattern.

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

      Style Number/Barcode: 06005-0101

      Category Name: Winter Looks

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Get A Clue Fuzzy Cardigan
      This cardigan has the sweetest touch! A high neckline, long sleeves and a cropped hem. It is composed of a soft and fuzzy knit material that give you that " Girl next door" vibe. Cardigan has button closures and offers moderate stretch with a form fit.

      Style Number/Barcode: 06005-0248

      Category Name: Winter Looks

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Shaggy Long Line Cardigan
      'Tis the season for shaggy sweaters! This cardigan offers a popcorn shaggy design, an open front, long sleeves, and a long line hem. The soft knit material offers a toasty warmth and moderate stretch! Cardigan is fully lined.

      Style Number/Barcode: 06204-0139

      Category Name: Winter Looks

      Price: $17.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance