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.

  • Live Your Coziest Life Slipper Socks

    Live your coziest life in a pair of comfy slipper socks boo!

    • Faux fur lining
    • Woven knit design
    • Over the ankle fit
    • Non-slip grip
    • Pom-Pom accents

    Style Number/Barcode: 07306-0033

    Category Name: Winter Looks

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You Are Darling Twist Back Sweater

    You are darling and we are loving ur soft glam vibe! This angora style sweater gives off that sweet casual vibe, and pairs well with your high waist denim!

    Fit & Features

    • Boat neckline
    • Long sleeves | Banded wrists
    • Angora material | Moderate stretch
    • Mid-length hemline
    • Twist back detailing

     Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.  

    Style Number/Barcode: 06005-0403

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Cable Knit Sweater

    Off the shoulder sweaters are a must have this season! Get a casual vibe by adding some distressed denim and a cute pair of booties!

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ribbed hems
    • Chenille knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0274

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyelash Knit Bell Sleeve Crop Top

    This fuzzy eyelash knit crop top is such a chic basic you need ASAP.

    Fit & Features

    • Crew neckline
    • Long bell sleeves
    • Cropped
    • Ribbed hems
    • Eyelash knit fabric | Moderate stretch
    • Form-fitting style

    Style Number/Barcode: 06005-0312

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Balloon Sleeve Ribbed Crop Top

    Get carried away in this chic top! The balloon sleeves make this top a one of a kind! 

    Fit & Features

    • V-Neckline 
    • Balloon Sleeves | Ribbed Cuffs
    • Ribbed Knit Fabric 
    • Cropped Hem 
    • Relaxed Fit
    • Moderate Stretch 


    Style Number/Barcode: 06005-0370

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Stunner One Shoulder Top

    Yassss! We love a statement top that wows and shows off your sassy side! Turn heads with this one-shoulder must have! 

    Fit & Features

    • Mock Neck
    • Asymmetrical One Shoulder Neckline
    • Fitted Long Sleeve
    • Ribbed Knit Fabric 
    • Relaxed Fit 
    • Moderate Stretch 
    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0425

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Your Mind Eyelash Mini Dress

    Stay comfy, look cute! Rock this adorbs mini dress that'll leave a lasting first impression! 

    Fits & Features

    • Ribbed Crew Neck & Hem
    • Short Sleeves 
    • Mini Length Silhouette
    • Fuzzy, Eyelash Knit Fabric 
    • Bodycon Fit I Ample Stretch 

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0286

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bandage Bustier Crop Top

    Go for a bold statement with this head-turning crop top! The bandage design hugs curves in all the right places! Make sure to pick up the matching skirt to complete your sexy look! 

    Shop Matching Skirt: Ruffled Bandage Mini Skirt

    Fit & Features

    • Sweetheart Neckline
    • Bustier Cups
    • Adjustable Spaghetti Straps 
    • Cropped Hem
    • Ponte-Knit Fabric
    • Form Hugging Fit | Moderate Stretch 

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0283

    Category Name: Winter Looks

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Mini Tie-Waist Sweater Dress

    Keep it cute and cozy in a soft sweater dress that has an effortlessly classy finish!

    Fit & Features

    • High neckline
    • Long flared sleeves
    • Long hemline
    • High waist slits
    • Tie waist 
    • Knit material | Moderate stretch

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

      Style Number/Barcode: 06005-0588

      Category Name: Winter Looks

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • What's The Fuzz Crop Top

      Cute, crop, and casually chic?! That's what the fuss is all about!

      Fit & Features

      • Ribbed Crew Neckline & Hemline
      • Short Sleeves
      • Pullover Design 
      • Eyelash Knit Fabric | Plenty Of Stretch
      • Form Hugging, Crop Fit

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

      Style Number/Barcode: 06005-0301

      Category Name: Winter Looks

      Price: $6.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Warming Sign Midi Sweater Dress

      All signs are pointing to *add to cart* with this cozy midi dress!

      Fits & Features

      • Off Shoulder Neckline
      • Cuffed, Roomy Blouson Sleeves 
      • Midi Length Silhouette I Side Slit 
      • Midweight Ribbed Knit 
      • Comfortable Relax Fit I Plenty Of Stretch 

       

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

      Style Number/Barcode: 05102-0558

      Category Name: Winter Looks

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • It's A Casual Girl Thing Cardigan

      You'll get it if you are a casual girrrl, because sometimes you just need to have a go to cajj cardi!

      Fit & Features

      • Open design
      • Long sleeves 
      • Knit detailed fabric
      • Moderate stretch
      • Scalloped mid-length hemline

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

        Style Number/Barcode: 06005-0586

        Category Name: Winter Looks

        Price: $9.97 $22.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Cozy Knit Turtleneck Top

        Cozy on up in this winter must have! The turtleneck top is a perfect basic for styling up.

        Fit & Features

        • Turtleneck
        • Long fitted sleeves
        • Mid-length, form-fitting style
        • Soft knit fabric | Plenty of stretch

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

          Style Number/Barcode: 06001-2395

          Category Name: Winter Looks

          Price: $9.97 $19.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Adore You Ribbed Knit Bodysuit

          Everyone will simply adore you in this ribbed knit bodysuit babe!

          Fit & Features

          • Off the shoulder neckline
          • Long fitted sleeves
          • Wrap front detail
          • Front cut out
          • Thong bottom | Dual snap button closures
          • Ribbed knit fabric | Plenty of stretch

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

            Style Number/Barcode: 06005-0309

            Category Name: Winter Looks

            Price: $6.97 $34.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Textured Knit Wrap Front Top

            Layer on this adorable knit wrap front top for a relaxed yet still fashionable vibe.

            Fit & Features

            • Long balloon sleeves with elastic banded cuffs
            • Deep V neckline
            • Wrap front tie closure
            • Textured knit fabric | Moderate stretch

            Style Number/Barcode: 06001-2364

            Category Name: Winter Looks

            Price: $9.97 $29.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • 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: 06005-0512

            Category Name: Winter Looks

            Price: $10.97 $26.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Bat Those Lashes Crop Top

            Bat those lashes girl in this flirty eyelash knit crop top!

            Fit & Features

            • Crew neckline
            • Long sleeves
            • Knot back detail
            • Ribbed hems
            • Cropped
            • Eyelash knit fabric | Plenty of stretch

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

            Style Number/Barcode: 06005-0261

            Category Name: Winter Looks

            Price: $6.97 $34.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Cute And Cozy PJ Leggings

            Hey cozy cutie! Cuddle up and binge watch your fave shows in these adorable PJ leggings! Don't forget to pair them with the matching PJ top.

            Shop Matching Top: Cute And Cozy PJ Top

            Fit & Features

            • High rise elastic banded waist
            • Front drawstring
            • Fitted pant legs
            • Ribbed knit fabric | Plenty of stretch

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

            Style Number/Barcode: 07103-0167

            Category Name: Winter Looks

            Price: $9.97 $19.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Cute And Cozy PJ Top

            Hey cozy cutie! Cuddle up and binge watch your fave shows in this adorable PJ top! Don't forget to pair it with the matching PJ joggers.

            Shop Matching Bottoms: Cute And Cozy PJ Leggings

            Fit & Features

            • Off the shoulder square neckline
            • Long fitted sleeves
            • Cropped
            • Ribbed knit fabric | Plenty of stretch

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

            Style Number/Barcode: 07103-0154

            Category Name: Winter Looks

            Price: $9.97 $19.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Old Soul Over-sized Corduroy Trench Coat

            Add a vintage touch to your everyday tee + denim looks when you top it all off with an over-sized corduroy coat!

            Fit & Features

            • Extra Over-sized Fit
            • Long sleeves| Drop shoulders
            • Straight silhouette 
            • Four functioning buttons
            • Collared neckline
            • Traditional square pockets
            • Corduroy | No stretch

            Style Number/Barcode: 06201-0098

            Category Name: Winter Looks

            Price: $9.97 $69.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • So Professional Long Line Blazer

            Give a girl the right blazer and she can take on the world! This long line blazer brings business a chic edge!

            Fit & Features

            • Collard Neckline
            • Fitted Long Sleeves
            • Engraved Multi-Button Down Closure 
            • Two Front Pockets 
            • Long line Silhouette 
            • Ponte Knit Fabric
            • Relaxed Fit | Moderate Stretch 

            Style Number/Barcode: 06204-0406

            Category Name: Winter Looks

            Price: $12.97 $29.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Don't Call Me Sherpa Pj Shorts

            Once the pj's are on don't bother calling because I'm in the for night friends! Don't forget to pick up the matching cozy pj top for for an ultimate night in 'fit!

            Shop Matching Top: Don't Call Me Sherpa Pj Top

            Fit & Features

            • High waist shorts
            • Elastic waist band
            • Cheeky fit
            • Sherpa 

             

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

            Style Number/Barcode: 07103-0055

            Category Name: Winter Looks

            Price: $9.97 $15.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Don't Call Me Sherpa Pj Top

            Once the pj's are on don't bother calling because I'm in the for night friends! Don't forget to pick up the matching cozy pj shorts for an ultimate night in 'fit!

            Shop Matching Bottoms: Don't Call Me Sherpa Pj Shorts

            Fit & Features

            • Crew neckline
            • Long sleeves
            • Cropped hemline
            • Sherpa
            • Moderate stretch

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

            Style Number/Barcode: 07103-0054

            Category Name: Winter Looks

            Price: $9.97 $19.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Pj Party Cozy Sherpa Crop Top

            Pj party of one please! This cozy 'fit is a must have for a solo movie marathon, sleep overs with the gals, or even a cuddle party with bae! Don't forget to pick up the matching bottoms!

            Shop Matching Bottoms: Pj Party Cozy Sherpa Joggers

            Fit & Features

            • Crew neckline
            • Long sleeves
            • Cropped hemline
            • Fuzzy soft sherpa
            • Knit lining
            • Minimal stretch

            Style Number/Barcode: 07103-0103

            Category Name: Winter Looks

            Price: $9.97 $16.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Ships Free