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.

  • Falling For You Off-The-Shoulder Sweater

    The perfect sweater for crisp-air plans—this off shoulder ribbed knit sweater keeps things cozy with just the right hint of skin. Pair it with leather, denim, or your favorite latte for peak fall energy.

    Fit & Features

    • Soft ribbed knit fabric
    • Off shoulder foldover neckline
    • Long fitted sleeves
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000215

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Muse Off-The-Shoulder Sweater

    The sweater that nails cozy and confident. This off-the-shoulder sweater features a foldover neckline and a fitted, flattering shape that feels effortlessly chic. Perfect for pairing with capris, denim, or the classic skirt and tights combo.

    Fit & Features

    • Stretchy rib knit soft fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Crop length hem
    • Runs true to size

    Style Number/Barcode: 06005-000219

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ring Leader Long Sleeve Mini Dress

    Minimal effort, major payoff. This mini dress levels up your classic LBD with bold ring accents and a body-hugging fit made to steal the spotlight every time you step out.

    Fit & Features

    • Stretch rib knit fabric
    • Crew neckline
    • Front hoop inserts and cutout design
    • Fitted long sleeves
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000221

    Category Name: Winter Looks

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Curves Off-Shoulder Knit Midi Dress

    This midi dress keeps it classy with a side of allure—the foldover neckline, sleek rib knit, and gold hardware detail turn a timeless silhouette into a subtle showstopper. It’s the kind of dress that makes minimal feel magnetic.

    Fit & Features

    • Rib knit fabric
    • Foldover off-shoulder neckline with hardware accent
    • Long fitted sleeves
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000232

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heart to Heart Cable Knit Crop Sweater

    Cute, cozy, and just the right amount of flirty—this cable knit sweater features a heart-shaped cutout that brings a soft romantic twist to your cold-weather lineup. The cropped fit and mock neck keep it equal parts warm and stylish.

    Fit & Features

    • Soft cable-knit sweater fabric
    • Mock neckline with ribbed trim
    • Heart-shaped front cutout detail
    • Long sleeves with cable-knit patterning and ribbed cuffs
    • Cropped hem with ribbed band
    • Runs true to size

    Style Number/Barcode: 06005-000241

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Chic Lurex Bolero Shrug

    This little bolero is the secret weapon for every going-out top you love but wish was just a bit warmer. With a soft knit feel and a touch of shimmer, it adds cozy-girl energy without covering your whole vibe.

    Fit & Features

    • Soft knit fabric with subtle lurex shimmer
    • Cropped bolero silhouette
    • Long sleeves with a relaxed fit
    • Open front, easy layering design
    • Runs true to size

    Style Number/Barcode: 06005-000240

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Tease Off-Shoulder Oversized Sweater

    This is the oversized sweater that knows exactly what it’s doing—soft, slouchy, and showing just enough shoulder to keep things interesting. The cable knit adds that plush, lived-in comfort while still reading chic for brunch dates, cabin trips, or any cozy winter plans.

    Fit & Features

    • Soft cable knit sweater fabric with ribbed trim
    • Off-the-shoulder neckline
    • Long oversized sleeves with ribbed cuffs
    • Oversized silhouette with straight hem
    • Runs true to size

    Style Number/Barcode: 06005-000242

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Saddle Chic Off Shoulder Top

    Bring a luxe, equestrian-inspired vibe to your cold-weather lineup with this off-shoulder ribbed knit top. The folded neckline gives that effortless, draped look while the gold-tone horsebit detail adds a polished designer touch.

    Fit & Features

    • Off-the-shoulder foldover neckline with a V-notch shape
    • Gold-tone horsebit hardware accent at the front
    • Ribbed knit fabric with a soft, stretchy feel
    • Long, fitted sleeves
    • Cropped, body-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000246

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off Duty But Polished Cable Knit Sweater

    This is what happens when cozy decides to clean up nicely. A cropped cable knit sweater with a flattering V-neckline that makes everyday outfits feel intentional, even when you’re dressing on instinct.

    Fit & Features

    • Soft knit fabric with cable texture
    • V-neckline with ribbed trim
    • Long sleeves with relaxed volume
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-000237

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lowkey Luxe Off Shoulder Hardware Sweater Dress

    Soft glam with a confident twist. This off-the-shoulder mini dress balances a clean silhouette with a subtle hardware detail that feels elevated, intentional, and ready for plans that matter.

    Fit & Features

    • Ribbed stretch knit fabrication
    • Off-the-shoulder neckline
    • Foldover accent with cutout hardware detail
    • Fitted long sleeves
    • Bodycon silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06005-000239

    Category Name: Winter Looks

    Price: $42.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Casual Plans Cable Knit Sweater

    Looks cozy from the front, surprises from the back. This cable knit sweater keeps things relaxed up top with a tie-back moment that makes everyday outfits feel a little more intentional.

    Fit & Features

    • Soft knit fabric with stretch
    • Crew neckline, rib knit design
    • Long sleeves, rib knit cuffs
    • Open back with a tie closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000255

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux-Ever Yours Mini Dress

    This faux fur dress was forever made to be yours! It features an off the shoulder neckline with a faux fur overlay, long sleeves, and a short, fitted look. The black dress is composed of a crepe fabric that offers plenty of stretch, a flattering, form hugging fit, and includes a knit lining.

    Style Number/Barcode: 05101-8374

    Category Name: Winter Looks

    Price: $15.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Unicorn Style Pullover Top

    Get mystical with this cute pullover! It has a crew neck paired with wide, long sleeves that feature colorful, faux fur cuffs! The cropped pullover is composed of a basic knit that offers plenty of stretch.

    Style Number/Barcode: 06001-0812

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • What The Fuzz Teddy Sweater

    You'll know what the buzz is all about! This trendy black teddy sweater has a high round neckline, long sleeves, a relaxed fit throughout, and is composed of a cozy teddy fabric with minimal stretch. 

    Style Number/Barcode: 06002-5296

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fuzzy Feelings Hoodie

    Get those fuzzy feelings and stay warm in this adorable must have blue hoodie! It features a drawstring hood, a front half zipper, long sleeves, and a ribbed knit hem. The hoodie is composed of a soft to the touch faux fur fabric with a relaxed fit.

    Style Number/Barcode: 06002-5291

    Category Name: Winter Looks

    Price: $5.00 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Here Faux A Good Time Fur Vest

    Because we're here for a good time, not a long time! This fab ivory faux fur vest has an open front with a hidden single hook closure, faux leather side panels, and a relaxed fit. Vest is composed of a soft, faux fur fabric with an interior satin lining. 

    Style Number/Barcode: 06201-0699

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Faux You Fur Coat

    Bring the luxe and glam as you draw all eyes on you in this dramatic black coat! It features an all over faux fur body, a drape open front with a wide lapel collar, long sleeves and side pockets. Coat is composed of a cozy faux fur fabric that offers a relaxed fit with minimal stretch. Garment is lined with smooth nylon-like fabric.

    Style Number/Barcode: 06201-0708

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Chicness Faux Fur Vest

    Go big with a high fashion look in this navy blue faux fur vest! It has an open front with a single hook closure, a satin lining, and a fluffy faux fur exterior. Vest offers a relaxed fit and no stretch. 

    Style Number/Barcode: 06201-0727

    Category Name: Winter Looks

    Price: $31.87 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Outside Faux Fur Hoodie

    You're lookin' pretty cozy there! Get warmed up in this trendy mustard yellow jacket. It features a zip up front, a hood, and a relaxed fit throughout. Jacket is composed of a faux fur fabric. Garment is lined with a smooth knit fabric. 

    Style Number/Barcode: 06201-0792

    Category Name: Winter Looks

    Price: $31.87 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Shaggy With It Jacket
    Rock your swagger girl with a jacket as fierce as you! This black jacket features an open front, long sleeves and an all over lined shaggy faux fur fabric that offers a relaxed fit with minimal stretch. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
     

    Style Number/Barcode: 06204-4422

    Category Name: Winter Looks

    Price: $30.87 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lucky Mesh Bralette And Pants Set

    You're a star and everyone knows it! Dress your lucky looks in this cute set that includes a triangle bust, bralette featuring adjustable straps. The bralette is composed of a soft knit with a mesh overlay and closes with a tie back. The set also comes with a matching pair of sheer, mesh pants that features built in briefs and a faux fur trim.

    Style Number/Barcode: 07103-0279

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Seductive Short Mesh Robe

    Take them to the candy shop in a robe that brings the sultriness!  It features an open front with a ribbon tie, bell sleeves, and faux fur trim. The robe is composed of an unlined, sheer mesh fabric that offers a flowy fit and plenty of stretch. Whether you're going for a sweet or naughty look, this robe is the perfect piece to pair with your favorite bra and panty sets!

    Fit & Features

    • Open front
    • Ribbon tie
    • Long bell sleeves
    • Faux fur trim 
    • Flowy fit, plenty of stretch 
    • Unlined mesh fabric 

     

    Model is 5'7" with a 32" bust, 24" waist and 37" hips.

    Style Number/Barcode: 07106-0022

    Category Name: Winter Looks

    Price: $31.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Glam Faux Fur Clutch

    Be your best glam self with this stylin' faux fur box clutch! It features a black hued faux fur exterior, a gold metal frame with a clasp closure, a woven interior, and hooks to attach an included gold chain to convert it to a crossbody.

    Style Number/Barcode: 07204-0363

    Category Name: Winter Looks

    Price: $14.45 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fur Elegance Stole Wrap

    Wrap your shoulders in this elegant piece! The wide stole wrap hugs your shoulders with a faux fur exterior and nylon lining. The piece includes a satin tie front.

    Style Number/Barcode: 07305-0913

    Category Name: Winter Looks

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free