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.

  • Pj Party Cozy Sherpa Joggers

    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 cropped top!

    Shop Matching Top: Pj Party Cozy Sherpa Crop Top

    Fit & Features

    • High waist fit
    • Banded ankles
    • Fuzzy soft sherpa
    • Knit lining
    • Minimal stretch

    Style Number/Barcode: 07103-0152

    Category Name: Winter Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knits A Look Off Shoulder Sweater

    Embrace sweater weather in style with this trendy sweater! 

    Fits & Features

    • Off Shoulder, Ribbed Neckline
    • Long Sleeves | Ribbed Cuffs
    • Mid-Length Hem 
    • Knit Fabric | Cable Knit Design Throughout 
    • Relaxed Fit  

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

    Style Number/Barcode: 06005-0273

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Eyelash Knit PJ Romper

    Stay in and cozy on up for the night in this adorable eyelash knit PJ romper!

    Fit & Features

    • Long fitted sleeves
    • Scoop neckline | Partial snap button down front
    • Fitted shorts
    • Fuzzy eyelash knit fabric
    • Plenty of stretch

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

    Style Number/Barcode: 07103-0062

    Category Name: Winter Looks

    Price: $3.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maxin' And Relaxin' Pj Leggings

    Chill out, maxin' and relaxin' but also look bomb af doing it babe! Don't forget to pick up the matching tank for the maximum relaxed lewk!

    Shop Matching Top: Maxin' And Relaxin' Pj Tank

    Fit & Features

    • High waist line
    • Skinny tapered leg
    • Fuzzy eyelash material
    • Moderate stretch

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

    Style Number/Barcode: 07103-0058

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eyelash Knit Crew Neck Top

    Freshen up your look with this pretty pastel hued knit top.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Mid-length, form-fitting style
    • Eyelash knit fabric | Plenty of stretch

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

    Style Number/Barcode: 06005-0300

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Off Shoulder Sweater Dress

    We're such softies for soft sweaters. Cuddle up to this cozy and sweet sweater dress!

    Fits & Features

    • Off Shoulder Neckline 
    • Fitted Long Sleeves
    • Midi Length Silhouette
    • Ribbed Knit Fabric
    • Form-Hugging Fit 
    • Ample Stretch

    Style Number/Barcode: 06005-0275

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • An Exquisite Moment Faux Fur Shawl

    Have yourself an Exquisite Moment when you throw on a faux fur shawl for your special night!

    • Faux fur
    • Satin lining
    • Large design
    • Three hook and eye closures

    Style Number/Barcode: 07305-0070

    Category Name: Winter Looks

    Price: $11.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chenille Cable Knit Crop Top

    Get an effortlessly chic and cozy look with this fuzzy chenille crop!

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Cropped
    • Cable knit chenille fabric

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

    Style Number/Barcode: 06005-0205

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ur Fav Cable Braid Sweater

    Okay, but the styling possibilities for this one? Endless. Wear it over a satin midi dress or pair it with your fave skirt! 

    Fits & Features

    • Boat Neckline 
    • Roomy Bishop Long Sleeves I Ribbed Cuffs
    • Soft Knit Fabric | Cable Braid Detail 
    • Mid-Length Hem 
    • Relaxed Fit | Ample Stretch 

     

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

     

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

    Style Number/Barcode: 06005-0284

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Chic Plaid Fringe Scarf

    Layer on this plaid fringe scarf to make your 'fit all the more stylish & chic!

    • Fringe detailing at each end
    • Plaid pattern
    • Oblong design

    Style Number/Barcode: 07305-0073

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • More Than A Crush Faux Leather Booties

    We have more than a crush on these goes-with-everything faux leather booties! Weather you are wearing denim jeans, or tights, they will amp up your lewk!

    • Ankle fit
    • Inner zipper closure
    • Round toe
    • Block heel
    • Belted detailing
    • Faux leather

    Style Number/Barcode: 07403-0195

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boho Ready Faux Wool Panama Hat

    Be ready to channel your inner boho with this picture worthy panama hat that we are loving right now! Pair with a simple tee & jeans for an effortlessly trendy vibe!

    • Faux wool
    • Braided matching belt
    • Medium brim

    Style Number/Barcode: 07302-0126

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring Some Curve Bodycon Ribbed Crop Top

    Bring the curves with a bodycon bandage style cropped tank! And if you are feeling extra spicy pick up the matching bandage midi skirt to complete your hot fire attire!

    Shop Matching Skirt: Bring Some Curve Bodycon Bandage Ribbed Midi Skirt

    Fit & Features

    • Scoop neckline
    • Tank straps
    • Cropped hemline
    • Form fitting bandage silhouette
    • Ribbed knit material | 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: 06005-0278

      Category Name: Winter Looks

      Price: $9.97 $21.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Off The Shoulder Ribbed Knit Bodysuit

      Your basic bodysuit just got even better. The off the shoulder detail is super flattering!

      Fit & Features

      • Off the shoulder V neckline
      • Long fitted sleeves
      • Thong bottom | Dual snap button closures
      • Ribbed knit fabric | Plenty of stretch
      • Form hugging fit

      Style Number/Barcode: 06005-0176

      Category Name: Winter Looks

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Knit Girl Mock Neck Sweater Dress

      When cozy meets chic. This midi is just what you need for that winter wardrobe! 

      Fits & Features

      • Mock Neckline 
      • Fitted Long Sleeves 
      • Midi Length Silhouette 
      • Ribbed Knit 
      • Bodycon Fit I Ample Stretch 
      • Zipper Not Included 

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

        Style Number/Barcode: 06005-0569

        Category Name: Winter Looks

        Price: $6.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Plaid Corduroy Bomber Jacket

        Add a casual cute vibe to your look with this plaid corduroy bomber, perf for everyday wear!

        Fit & Features

        • Drawstring hood
        • Long sleeves | Elastic banded cuffs
        • Zip front | O-ring detail
        • Slanted front pockets
        • Elastic banded hem
        • Plaid corduroy fabric
        • No stretch

        Style Number/Barcode: 06204-0291

        Category Name: Winter Looks

        Price: $14.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • So Posh In Plaid Coat

        Oh so posh and poised, this plaid coat is a winter must-have.

        Fit & Features

        • Collared
        • Long sleeves
        • Front button closure
        • Mid-thigh length
        • All over plaid print
        • Thick woven fabric | Smooth woven lining

        Style Number/Barcode: 06204-0337

        Category Name: Winter Looks

        Price: $10.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Cozy Up Dolman Sleeve Sweater Dress

        A cold-weather staple. Bundle up in the Cozy Up sweater dress for a chic and warm look!

        Fits & Features

        • Wide, Round Neckline
        • Roomy, Dolman Long Sleeves
        • Detachable Tie Waist
        • Mini Length Silhouette
        • Midweight Sweater Knit 
        • Relax Fit I Ample Stretch

        Style Number/Barcode: 06005-0554

        Category Name: Winter Looks

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Fleece Lined Tights Set Of Two

        Snuggle into maximum comfort with a pair of stretchy, soft tights!

        Fit & Features

        • Set of two
        • One dark gray | One black
        • Fleece lined
        • Moderate stretch
        • High waist

        Style Number/Barcode: 07306-0053

        Category Name: Winter Looks

        Price: $5.97 $12.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Eyelash Knit Button Down Cardigan

        The fuzzy cardi of your dreams! This eyelash knit sweater keeps it comfy and chic.

        Fit & Features

        • Round neckline
        • Long fitted sleeves
        • Button down front | Shiny button detailing
        • 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: 06005-0277

        Category Name: Winter Looks

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Take A Walk Faux Suede Booties

        Take a walk on the comfortable side, it's nice over here! We are obsessing over these everyday style booties, must have fo' sho'.

        • Ankle fit
        • Lace up front
        • Round toe
        • Low heel
        • Inner zipper closure
        • Faux textured nubuck

        Style Number/Barcode: 07403-0201

        Category Name: Winter Looks

        Price: $14.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Corduroy And Sherpa Jacket

        Cozy up in this chic corduroy jacket that is perfect for creating your favorite looks! 

        Fit & Features

        • Flat Collar 
        • Multi-Button Down Front
        • Two Chest Pockets 
        • Long Sleeves 
        • Lined Side Pockets
        • Sherpa Lining
        • Relaxed Fit | Minimal Stretch   

         

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

        Style Number/Barcode: 06204-0339

        Category Name: Winter Looks

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Faux Fur Moto Jacket

        Want to feel oh so cozy while looking stylishly chic? Add this jacket to cart ASAP!

        Fit & Features

        • Collar
        • Zip down front
        • Front angled zippered pockets
        • Long sleeves
        • Faux fur exterior | Woven lining

        Style Number/Barcode: 06201-0090

        Category Name: Winter Looks

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Babes Day Out Panama Hat

        It's babes day out, grab your gals and go on an adventure in the city! Don't forget to throw on a panama hat to finish off that look!

        • Faux wool
        • Curved top
        • Braided belt accent 

        Style Number/Barcode: 07302-0127

        Category Name: Winter Looks

        Price: $7.97 $15.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale