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.

  • Cold Girl Era Faux Fur Trapper Hat

    Snow-day vibes, but make it chic. This faux fur trapper hat brings warmth and attitude with a plush texture and cozy ear flaps that make bundling up actually feel like a style moment.

    Fit & Features

    • Soft faux fur exterior and lining
    • Trapper silhouette with ear flaps
    • Adjustable buckle strap

    Style Number/Barcode: 07302-000115

    Category Name: Winter Looks

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Forecast Sherpa Trim Faux Leather Gloves

    For the ones who treat every cold day like a fashion moment. These faux leather gloves bring major style points with plush faux sherpa trim and a soft faux fur lining.

    Fit & Features

    • Faux leather material
    • Faux sherpa trim
    • Plush faux fur lining

    Style Number/Barcode: 07304-000012

    Category Name: Winter Looks

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Girl Classic Faux Fur Hat

    Meet your winter style flex. This faux fur ushanka hat keeps you extra warm while serving major vintage ski-glam energy—soft, plush, and ready to make every cold-weather outfit look effortlessly luxe.

    Fit & Features

    • Ultra-soft faux fur exterior
    • Classic ushanka silhouette
    • Quilted woven lining

    Style Number/Barcode: 07302-000117

    Category Name: Winter Looks

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Luxe Faux Fur Bucket Hat

    Cold days just got a glow-up. This faux fur bucket hat adds instant glam to any outfit—serving cozy vibes with a side of it-girl energy.

    Fit & Features

    • Soft faux fur material, woven lining
    • Plush texture with luxe feel
    • Classic bucket hat silhouette

    Style Number/Barcode: 07302-000121

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feelings Faux Fur Bucket Hat

    Soft, shaggy, and straight-up stylish. This faux fur bucket hat brings cozy glam to every outfit—perfect for cold days, bad hair days, or just extra-fab ones.

    Fit & Features

    • Plush faux fur
    • Bucket hat silhouette
    • Lined interior
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000116

    Category Name: Winter Looks

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Check Plaid Knit Scarf

    Wrapped, but make it chic. This plaid knit scarf adds a soft, brushed texture that brings instant warmth and laid-back luxury—effortlessly tying together any cold-weather outfit with cozy polish.

    Fit & Features

    • Brushed knit fabric
    • Plaid pattern
    • Long fringe ends

    Style Number/Barcode: 07305-000026

    Category Name: Winter Looks

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Girl Moment Beanie

    Soft, snug, and seriously cute—this faux fur trim beanie is your cold-weather crush. The sherpa lining keeps you toasty while the rib knit texture brings that cozy-with-attitude vibe you’ll wear all season long.

    Fit & Features

    • Soft rib knit 
    • Faux fur plush trim
    • Lined luxe faux sherpa lining

    Style Number/Barcode: 07302-000122

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Drama Cropped Faux Fur Jacket

    Glam nights call for a little drama. This glam faux fur jacket brings instant luxe energy with its plush texture and cropped silhouette. Soft, statement-making, and effortlessly chic—it’s the finishing touch for every cold-weather night out.

    Fit & Features

    • Soft faux fur fabric, sewn-in woven lining
    • Collar neckline
    • Long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000015

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Checkmate Plaid Trench Vest

    Plaid, but polished. This faux wool trench vest comes belted at the waist for a cinched fit, making it the perfect pairing with the matching skort.

    Shop Matching Bottoms: Checkmate Plaid Mini Skort

    Fit & Features

    • Plaid pattern, faux wool-lined fabric
    • Sleeveless design
    • Lapel collar neckline
    • Double-breasted button front closures
    • Tie-waist belt, belt loop accents
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000024

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Style Cozy Faux Leather Puffer Vest

    Unlock a cozy fall style. This faux leather puffer vest is lined with soft faux sherpa for that perfect mix of edgy and cozy—ideal for layering over knits, hoodies, or flannels when the temps drop.

    Fit & Features

    • Faux leather fabric, soft faux sherpa lining
    • Insulated puffer design
    • Mock neck
    • Zip-up front closure
    • Front pockets
    • Elasticized hem
    • Runs true to size

    Style Number/Barcode: 06201-000021

    Category Name: Winter Looks

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Life Faux Fur Trench Coat

    Not your average coat—this faux fur trench owns the room. With its oversized texture and ultra-plush feel, it brings instant drama to cold-weather looks while keeping you perfectly cozy.

    Fit & Features

    • Long hair faux fur fabric
    • Lapel collar
    • Long sleeves
    • Long-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-000022

    Category Name: Winter Looks

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Society Faux Fur Crop Bolero

    The luxe layer your cold-weather wardrobe was waiting for. This faux fur bolero brings soft glamour with its plush texture and cropped silhouette—perfect for dressing up a satin dress or making your coffee run feel red-carpet worthy.

    Fit & Features

    • Plush faux fur fabric
    • Long sleeves
    • Open front design
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000020

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Luxe Faux Fur Crop Vest

    Your cold weather layering just got a luxe upgrade. This faux fur crop vest is cozy-chic with its sleeveless cut and handy pockets—perfect for tossing over knits or long sleeves when the vibe calls for plush drama.

    Fit & Features

    • Plush faux fur, sewn-in woven lining
    • Sleeveless collared neckline
    • Side pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000019

    Category Name: Winter Looks

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Drama Hour Faux Fur Cropped Jacket

    This faux fur cropped jacket delivers luxe vibes with its plush texture and oversized lapel collar. Perfect for a night out, party, or just adding extra flair to your everyday looks.

    Fit & Features

    • Plush faux fur fabric, sewn-woven lining
    • Lapel collar neckline
    • Long sleeves
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000026

    Category Name: Winter Looks

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Downtown Girl Faux Leather Sherpa Crop Jacket

    For the girl who’s always on the move (and always looks good doing it). This cropped faux leather jacket with plush sherpa lining brings that downtown ease—structured, soft, and effortlessly elevated. It’s the jacket that makes even a coffee run feel like a moment.

    Fit & Features

    • Faux leather fabric, faux sherpa plush lining
    • Faux sherpa collar neckline
    • Long sleeves, faux sherpa cuffs
    • Front zip-up closure
    • Front pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000027

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Affair Removable Faux Fur Bolero

    When the vibe calls for drama, this is the bolero. Soft rib knit meets removable faux fur trim for a look that’s pure Old Hollywood with a modern luxe. Whether it’s a cocktail party or a fancy soirée, this bolero guarantees every entrance feels cinematic.

    Fit & Features

    • Soft rib knit fabric with stretch
    • Removable faux fur collar
    • Fitted long sleeves, removable faux fur cuffs
    • Form-hugging fit
    • Ultra-cropped length hem
    • Runs true to size

    Style Number/Barcode: 06202-000072

    Category Name: Winter Looks

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Slick Moves Faux Leather Pleated Skort

    This skort shows up polished but never boring. The sleek finish and sharp pleats give you that put-together feel, whether you’re styling it casual or leaning all the way into a night-out look.

    Fit & Features

    • Smooth faux leather fabric
    • High-rise drop waist silhouette
    • Pleated skort design with built-in fitted shorts
    • Mini length hem
    • Pull-on style
    • Runs true to size

    Style Number/Barcode: 06403-000058

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Cozy Girl Faux Fur Leg Warmers

    Winter days just got a style upgrade. These faux fur leg warmers bring instant drama and cozy luxury to any outfit—whether you’re pairing them with sleek boots, mini skirts, or a statement coat. They’re the definition of “extra,” but in the best way possible.

    Fit & Features

    • Faux fur material
    • Under-the-knee height

    Style Number/Barcode: 07306-000024

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snow Angel Pearl Bow Beanie

    The coziest way to sparkle this season. This ribbed knit beanie features a fluffy pom pom and faux pearl bow accent for that soft, polished finish your winter fits deserve.

    Fit & Features

    • Pom pom 
    • Faux pearl bow
    • Foldover design
    • Soft rib knit material

    Style Number/Barcode: 07302-000123

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Tactics Faux Leather Blazer

    Boardroom polish meets night-out edge. This faux leather double-breasted blazer brings structure, shine, and instant confidence—perfect layered over sleek minis or dressed down with denim.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Lapel collar neckline
    • Long sleeves with button cuffs
    • Dual front button closures
    • Flap front pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000046

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ice Queen Removable Faux Fur Denim Jacket

    Cooler weather, elevated. This cropped denim jacket brings a luxe twist with its removable faux fur collar and cuffs—soft, plush, and totally statement-making. Pair it with sleek basics or layer it over a party dress for that “it-girl” vibe.

    Fit & Features

    • Denim cotton fabric, sewn-in woven lining
    • Removable faux fur collar neckline
    • Long sleeves with removable faux fur cuffs
    • Single snap-button front closure
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000023

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Rebel Faux Leather Bomber Jacket

    Street meets statement. This faux leather bomber jacket brings an effortlessly cool oversized fit with a zip front and classic collar—perfect for layering over any outfit.

    Fit & Features

    • Vintage-inspired faux leather fabric
    • Sewn-in woven lining
    • Collar neckline
    • Long sleeves with snap-button cuffs
    • Hidden front zip-up and snap-button closures
    • Flap side pockets
    • Oversized fit, elasticized hem

    Style Number/Barcode: 06204-000050

    Category Name: Winter Looks

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Command Attention Faux Leather Bustier

    Bring the drama with this faux leather corset—fitted, strapless, and designed to sculpt, it’s a piece that does the talking.

    Fit & Features

    • Distressed faux leather fabric, sewn-in knit lining
    • Strapless sweetheart neckline, underwire bust
    • Lace-up back placket
    • Flexible boning inserts
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06003-000168

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Luxe Faux Fur Trim Trench Coat

    A little drama never hurt anyone. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim and cinched waist belt. Equal parts glam and attitude, it’s the statement layer of the season.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Long sleeves with faux fur trim cuffs
    • Faux fur collared neckline and front trim
    • Tie-waist belt
    • Side pockets
    • Faux fur trim longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000031

    Category Name: Winter Looks

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale