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.

  • So Zipped Jacket

    It's all in the zipper details! This moto jacket is a must for a chic and sleek vibe. Layer this jacket for a night out with the squad. The jacket features an asymmetrical zipper front, small zippered pockets, zipper details on the shoulder, a cropped, form-hugging fit, and is composed of faux leather fabric. Complete your look with high waist denim jeans and sleek hoops. 

    Fit & Features

    • Asymmetrical zip front
    • Zipper details along the shoulders
    • Small zipper pockets
    • Cropped silhouette, form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-3077

    Category Name: Winter Looks

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Chill Ribbed Bolero

    Your new favorite throw-on layer for cozy-chic moments. This ribbed bolero sweater brings that soft, lived-in feel with a modern cropped cut and easy balloon sleeves—perfect for topping off tanks, corsets, or lounge looks.

    Fit & Features

    • Soft stretchy rib knit fabric
    • Balloon long sleeves
    • Open front design
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000159

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layered Luxe Long Sleeve Knit Bolero

    Fit & Features

    • Ribbed knit fabrication
    • Open-front design
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2125

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Glam Cable Knit Long Sleeve Bolero

    Level up your look with this cable knit long sleeve bolero. Featuring a heart-shaped stitch and cropped hem, this open-front design is your new fave for chic vibes.

    Fit & Features

    • Cable knit soft fabrication
    • Open-front design
    • Long sleeves with a heart-shaped stitch pattern
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2128

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Perfectly Chill Long Sleeve Hoodie Sweater Topper

    Fit & Features

    • Rib knit fabric
    • Cozy long sleeves
    • Hoodie neckline
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2127

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Snuggle Chic Cable Knit Tie-Back Sweater

    Fit & Features

    • Soft cable-knit fabrication
    • Crew neckline
    • Long sleeves
    • Lower back cutout with tie-back ties
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2139

    Category Name: Winter Looks

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cozy Ribbed Knit Long Sleeve Top

    Fit & Features

    • Ribbed knit fabric
    • V-neck and back
    • Back bar strap
    • Long dolman sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2146

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Effortless Vibe Ribbed Knit Long Sleeve Mini Dress

    The ribbed knit dress features a scoop neckline with tank-shoulder straps, a faux topper accent with long sleeves, and a mini-length hem. Complete the look with ankle booties.

    Fit & Features

    • Ribbed knit fabrication
    • Scoop neckline
    • Tank shoulder straps
    • Faux topper detail 
    • Long sleeves
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06005-2161

    Category Name: Winter Looks

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Casual Mock Neck Knit Sweater

    This mock neck knit sweater is your go-to for cozy vibes. With its ribbed knit and long sleeves, it's perfect for layering and keeping it effortlessly chic.

    Fit & Features

    • Heathered ribbed knit fabric
    • Mock neckline
    • Long sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2160

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Muse Eyelash Knit Bolero

    Fit & Features

    • Eyelash knit fabrication
    • Open-front design
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2201

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Extra Faux Fur Trim Cardigan

    Fit & Features

    • Ribbed knit fabrication
    • Removable faux fur collar
    • Button-down front
    • Fitted long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2174

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Off-The-Shoulder Cable Knit Top

    Cozy up in this cute off-the-shoulder cable knit top perfect for everyday styling!

    Fit & Features

    • Cable knit design
    • Off-the-shoulder neckline
    • Fitted long sleeve
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2186

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Flirt Lace Trim Scoop Neck Knit Mini Dress

    Fit & Features

    • Soft rib knit fabric, moderate stretch
    • Lace trim scoop neckline with bow tie
    • Fitted long sleeves
    • Bodycon silhouette
    • Mini-length hem, dual slit accents
    • Runs true to size

    Style Number/Barcode: 06005-2199

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuddle Up Eyelash Knit V-Neck Sweater

    Fit & Features

    • Eyelash ribbed knit fabric
    • Wide V-neckline
    • Loose dolman sleeves
    • Mid-length relaxed hem
    • Runs true to size

    Style Number/Barcode: 06005-2200

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Asymmetrical Cropped Pullover Sweater

    Fit & Features

    • Knit fabrication
    • Asymmetrical one-shoulder neckline
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2204

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Weather Eyelash Knit Cardigan

    Snuggle up in this eyelash knit cardigan sweater. With its soft, cozy fabric and relaxed dolman sleeves, it's your go-to for effortless chic vibes.

    Fit & Features

    • Soft, cozy eyelash knit fabric
    • Dolman relaxed long sleeves
    • Open front design
    • Relaxed fit hem
    • Runs true to size

    Style Number/Barcode: 06005-2215

    Category Name: Winter Looks

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Striped And Stylish Knit Crop Bolero

    A stylish knit bolero features an open front design and cozy long sleeves with striped cuffs. Complete the look with the matching top.

    Fit & Features

    • Knit fabric
    • Long sleeves with striped cuffs
    • Open front design
    • Ultra-cropped hem
    • Runs true to size

     

    Shop The Matching Top: Striped And Stylish Knit Tank Top

    Style Number/Barcode: 06005-2223

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Striped And Stylish Knit Tank Top

    A stylish knit tank top features a striped scoop neckline and fitted crop hem. Complete the look with the matching bolero.

    Fit & Features

    • Knit fabric
    • Striped scoop neckline and shoulder straps
    • Striped fitted crop hem
    • Runs true to size

     

    Shop The Matching Bolero: Striped And Stylish Knit Crop Bolero

    Style Number/Barcode: 06005-2224

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chicly Defined Halter Button Vest

    Define your chic look with this halter button vest to elevate your favorite denim!

    Fit & Features

    • Stretchy knit fabric
    • Halter V-neckline
    • Back zipper closure
    • Button front accents
    • Front faux pockets
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2228

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cruising Cutie Off-The-Shoulder Striped Knit Sweater Top

    Turn heads in the cruising cutie off-the-shoulder striped knit sweater top. With its flirty folded neckline and fitted long sleeves, this cropped cutie is your new go-to for effortless style.

    Fit & Features

    • Striped print, stretchy soft knit fabric
    • Folded off-the-shoulder neckline
    • Fitted long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2232

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorably Cozy Eyelash Knit Button-Down Cardigan

    Get cozy in this eyelash knit button-down cardigan sweater. With a V-neck, long sleeves, and fitted cropped hem, it's your go-to for effortless style and comfort.

    Fit & Features

    • Eyelash ribbed knit fabric, moderate stretch
    • V-neckline
    • Long sleeves
    • Button-down front
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2234

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfectly Chic Button Crop Sweater Topper

    Let everyone admire your chic style in this button crop sweater topper and create a perfectly layered look! 

    Fit & Features

    • Sheer rib knit cotton fabric, moderate stretch
    • Fitted long sleeves
    • Button front closures
    • Ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2230

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Duo Long Sleeve Bolero

    A charming long sleeve bolero you'll adore for brunch or family gatherings! Pair with the matching dress for a complete look.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Fitted long sleeves
    • Open front design
    • Ultra-cropped hem
    • Runs true to size

     

    Shop The Matching Dress: Charming Duo Strapless Skater Mini Dress

    Style Number/Barcode: 06005-2236

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Varsity Girl Striped Knit Crop Sweater

    Get your game on with the varsity girl striped knit crop sweater! Soft knit, striped sleeves, and a cropped hem make it a must-have for your playful style.

    Fit & Features

    • Soft knit fabric, moderate stretch
    • Striped long sleeves
    • Crew neckline
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2229

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free