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.

  • Prim And Proper Text Friendly Gloves

    You got that prim and proper vibe, but, like, you still gotta be able to text okayyy. We love a good set of gloves to complete your winter look!

    • Lined with soft warm knit fabric
    • Button detailing at the sides
    • Text friendly 

    Style Number/Barcode: 07304-0000

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Wrap Front Sweater

    You may like your basic pieces, but you most definitely don't have a basic style! This wrap front sweater is a great starter for a cute 'fit.

    Fit & Features

    • V neckline
    • Surplice design
    • Long dolman sleeves
    • Ribbed hems
    • Textured knit fabric | Moderate stretch
    • Relaxed, comfortable fit

    Style Number/Barcode: 06005-0504

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Confetti Knit V Neck Sweater

    Style it up in this cute confetti knit sweater! The adorable all over woven pattern will add a pop of color this season.

    Fit & Features

    • V neck and back
    • Long dolman sleeves
    • Ribbed hem
    • Oversized, relaxed fit
    • Soft knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0502

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Beauty Cropped Sweater

    You're such a stylish beauty who will love this cropped sweater! The top is a simple look that can be dressed up or down.

    Fit & Features

    • V neck and back | Back bar detail
    • Surplice front and back design
    • Long dolman sleeves with ribbed cuffs
    • Wide ribbed cropped hem
    • Knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0493

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cable Knit Crop Top

    Get on that cable knit trend with this adorable crop! The top's stretchy knit fabric provides for comfortable wear.

    Fit & Features

    • V neckline
    • Long sleeves
    • Cropped
    • Ribbed hems
    • Cable knit fabric
    • Form-fitting style

    Style Number/Barcode: 06005-0445

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Text Friendly Gloves

    Get a little fancy with your look girrrl! Add a little faux fur and don't worry about texting while you're at it. 

    • Text friendly
    • Faux fur trim
    • Composed of a faux suede

    Style Number/Barcode: 07304-0003

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Long Time Obsession Leopard Cardigan

    Are you in a long term relationship with leopard print like we are!? Changing up your tones gives you an on trend vibe with a unique twist!

    Fit & Features

    • Open front
    • Fuzzy knit material 
    • Moderate stretch 
    • Long hemline
    • Over-sized fit
    • Leopard print pattern

    Style Number/Barcode: 06005-0491

    Category Name: Winter Looks

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Fall Wide Calf Thigh High Boots

    Forever inspired by fall fashion year round! Whether with leggings or denim shorts thigh high boots are alwayssss a good idea! 

    • Thigh high fit
    • Lace back detailing
    • Almond toe
    • Block heel
    • Faux suede
    • Wide calf friendly

    Style Number/Barcode: 07402-0095

    Category Name: Winter Looks

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • I Want It All 50/50 Wide Calf Boots

    Baby we want it all! And a closet filled with thigh high boots doesn't sound too bad!

    • Wide-Calf fit
    • Thigh high
    • Flat sole
    • Faux suede
    • Nylon
    • Zipper closure

    Style Number/Barcode: 07402-0096

    Category Name: Winter Looks

    Price: $31.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Wool Belted Boater Hat

    Take it up a notch and add the final touch to your look with a boater hat! Pair with your fav fall dress, or a simple denim and tee look!

    • Faux wool
    • Faux leather leopard belt
    • Flat top
    • Mid-width brim 

    Style Number/Barcode: 07302-0123

    Category Name: Winter Looks

    Price: $7.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorblock Shaggy Cardigan

    Show off some major swag in this shaggy colorblock cardi!

    Fit & Features

    • Long sleeves
    • Open front
    • Long knit fringe fabric
    • Contrasting colorblock pattern
    • Relaxed, comfortable fit

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

    Style Number/Barcode: 06005-0151

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Button Up Distressed Cropped Cardigan

    Button up into this adorably distressed cropped cardi!

    Fit & Features

    • V neckline
    • Long sleeves with ribbed hems
    • Button up front
    • Destructed cropped hem
    • Knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0444

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfy Cozy Chic Mini Dress

    Comfy, cozy, and chic, the ultimate combo. This mini dress is beyond perf for fall and winter.

    Fits & Features

    • Turtleneck 
    • Long Sleeves
    • Mini Silhouette 
    • Ribbed Knit 
    • Form Hugging Fit | Moderate Stretch 
    • No Zipper 

     

    Style Number/Barcode: 06005-0475

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Long Sleeve Ribbed Mini Dress

    Add this staple to your closet to create some seriously fab fall looks! 

    Fits & Features

    • Turtleneck 
    • Long Sleeves
    • Mini Silhouette 
    • Ribbed Knit 
    • Form Hugging Fit | Moderate Stretch 
    • No Zipper 

     

    Style Number/Barcode: 06005-0474

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Wild Leopard Print Sweater

    Keep your style wild and untamed in this leopard print sweater! The pullover pairs well with your fave denim and ankle boots for a chic everyday look.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ribbed hems
    • Leopard print
    • Knit fabric | Mpderate stretch
    • Relaxed, comfortable fit

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

    Style Number/Barcode: 06005-0115

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cable Knit Turtleneck Sweater

    Fall back on a classic turtleneck to keep it timelessly chic this season! Pair this cozy find with your favorite prints and silhouettes! 

    Fit & Features

    • Turtleneck
    • Long Sleeves 
    • Ribbed Cuffs and Hem
    • Cable Knit 
    • Unlined
    • Relaxed Fit
    • Slight Stretch 

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

    Style Number/Barcode: 06005-0086

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft In Stripes Sweater

    Soft and stylish, this casual striped sweater can be dressed up or down. It features a crew neckline, long dolman style sleeves, and a mid-length hem with a relaxed fit. The marled knit fabric offers moderate stretch.

    Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0126

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Pom Pom Knit Beanie

    Double the pom pom, double the fun, and double the cutenessss!!

    • Woven knit design
    • Fold over edge
    • Double faux fur pom pom
    • Head hugging fit with stretch

    Style Number/Barcode: 07302-0134

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taffeta Trench Coat Dress

    For the fancy babe, the one that isn't scared to dress it up a little! Wear as a dress or as a glam coat!

    Fits & Features

    • Long Sleeves
    • Collared Neckline
    • Princess Seams I Double Breasted Button Closure At Mid-Waist
    • Flare Hemline
    • Slant Hand Pockets I Removable Waist Tie 
    • Sheen Taffeta Composition
    • Form Fitting I Moderate Stretch 

     

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

    Style Number/Barcode: 06204-0126

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh Yeah It's A Classic Knit Beanie

    Oh yeah, we all need our soft go-to classic beanie, and this is it bb!

    • Head hugging fit
    • Soft knit ribbed material with stretch
    • Fold over design
    • Faux fur pom pom

    Style Number/Barcode: 07302-0045

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh Yeah It's A Classic Knit Beanie

    Oh yeah, we all need our soft go-to classic beanie, and this is it bb!

    • Head hugging fit
    • Soft knit ribbed material with stretch
    • Fold over design
    • Faux fur pom pom

    Style Number/Barcode: 07302-0047

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh Yeah It's A Classic Knit Beanie

    Oh yeah, we all need our soft go-to classic beanie, and this is it bb!

    • Head hugging fit
    • Soft knit ribbed material with stretch
    • Fold over design
    • Faux fur pom pom

    Style Number/Barcode: 07302-0046

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Drops Of Jewelz Knit Pom Beanie

    Designed with tiny drops of rhinestone detailing, this knit beanie reminds us of a winter wonderland!

    • Woven knit material
    • Head hugging fit
    • Dainty rhinestone details
    • Faux fur pom pom

    Style Number/Barcode: 07302-0056

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep Me Toasty Knit Infinity Scarf

    We are here to make sure you are keepin' cozy, and keepin' cute too! Throwing on an infinity scarf will do both!

    • Woven knit material
    • Moderate stretch
    • Vertical knit detailing
    • Closed ends

    Style Number/Barcode: 07305-0021

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance