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.

  • Giddy Up Plush Horse Keychain

    Your daily lineup just got way more adorable. This plush horse keychain is soft, snuggly, and topped with the cutest tiny saddle—aka the perfect mini companion for your bag, keys, or backpack.

    Fit & Features

    • Soft plush horse design
    • Mini faux saddle detail
    • Keyring and lobster clasp for easy attachment
    • Lightweight and durable
    • Perfect for bags, keys, and gifting

    Style Number/Barcode: 07308-000064

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Puppy Energy Plush Keychain

    Cute with a little edge, because details matter. This plush dog keychain charm adds instant personality to your bag, keys, or wherever you want a playful vibe.

    Fit & Features

    • Faux fur fabrication with plush texture
    • Mini dog charm silhouette
    • Studded collar detail for added attitude
    • Attached keyring and clasp

    Style Number/Barcode: 07308-000062

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Soft Little Drama Removable Faux Fur Cardigan

    This cardigan walks in already flirting—between the plush removable faux fur collar and that tied-up front, it knows you love a little softness with your sass. The cropped silhouette layers effortlessly, adding that extra bit of charm to your go-to denim, minis, and cargos.

    Fit & Features

    • Rib knit soft stretchy fabric
    • Fitted long sleeves
    • Removable faux fur collar for customizable styling
    • Tie front detail
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-000064

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Downtown Chic Faux Leather Mini Skirt

    A little bold, very put-together. This faux leather mini skirt sits low on the waist with a sleek finish that instantly elevates your going-out lineup without trying too hard.

    Fit & Features

    • Faux leather fabrication with coated sheen, stretch knit lining
    • Low-rise waist, side zipper closure
    • Buckled belt with metal grommets
    • Pleated silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06401-000028

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Cozy Tease Removable Faux Fur Cardigan

    A little cozy, a little coquettish — this tie-front crop cardigan comes with a removable faux fur collar so you can choose your level of drama. It’s the easiest way to make your everyday fit feel curated with zero effort.

    Fit & Features

    • Soft knit fabrication, moderate stretch
    • Removable faux fur collar
    • Fitted long sleeves
    • Tie front closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000063

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Hard To Ignore Lace Up Faux Leather Pants

    These pants don’t whisper—they walk in knowing exactly what they’re doing. Sleek, sculpting, and unapologetically bold, this lace-up faux leather moment is made for nights when jeans just won’t cut it.

    Fit & Features

    • Faux leather fabrication
    • Mid-rise waist
    • Straight-leg silhouette
    • Lace-up detailing on front legs
    • Runs true to size

    Style Number/Barcode: 06402-000018

    Category Name: Winter Looks

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Twisted Style Open Back Long Sleeve Top

    Sweet in the front, stunning in the back. This twist open-back top turns a simple long sleeve into a total jaw-drop moment—sleek, stretchy, and made for double takes.

    Fit & Features

    • Knit fabric, high stretch
    • Crew neckline
    • Long fitted sleeves
    • Top twist-back design
    • Open back
    • Mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-000454

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Glam Games Faux Fur Trim Trench Coat

    This is the kind of coat that doesn’t just make an entrance—it owns the entire room. Wrapped in glossy faux leather with plush faux fur at the collar and cuffs, this trench brings full-on glam energy with zero effort.

    Fit & Features

    • Glossy faux leather fabric
    • Plush faux fur collar and cuffs
    • Adjustable tie belt 
    • Button-front closures
    • Convenient side pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000097

    Category Name: Winter Looks

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Perfect Twist Long Sleeve Crop Top

    Business in the front, party in the back. This twist open-back top keeps things sleek and minimal—until you turn around and steal the whole spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Crew neckline
    • Fitted long sleeves
    • Open back cutout design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000452

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Soft Fuzzy Sweater Topper

    Cozy meets a little sparkle—this fuzzy sweater topper brings that soft-girl warmth with a subtle shimmer woven through. The crew neckline and long sleeves keep it classic, while the lurex glow gives your layers a cute, elevated twist. 

    Fit & Features

    • Soft fuzzy sweater knit with metallic lurex threading throughout
    • Crew neckline with rib-knit trim
    • Long sleeves
    • Relaxed cropped bodice for easy layering
    • Pullover design
    • Runs true to size

    Style Number/Barcode: 06005-000257

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Barely Blush Shimmer Sweater

    This off-shoulder sweater mixes cozy with just a hint of sparkle—perfect for those “cute but comfy” days. The soft knit and relaxed fit make it easy to style, while the neckline sits effortlessly for that subtly flirty vibe.

    Fit & Features

    • Soft knit fabric with subtle lurex shimmer
    • Off-shoulder neckline with relaxed drape
    • Cozy long sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000256

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Lounge Edit Fuzzy Mule Slippers

    These fuzzy faux fur mules bring cozy-luxe energy to your off-duty rotation—perfect for lounging in style!

    Fit & Features

    • Closed square toe design
    • Strap accent
    • Slip-on styling
    • Faux fur material
    • Traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-000005

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sweet Intentions Wrap Top

    Soft, sleek, and a little sultry. This off-shoulder ribbed crop top wraps you in comfort with a flirty crossover neckline that’s perfect for casual date nights or daytime outings.

    Fit & Features

    • Smooth knit stretch fabric
    • Sweetheart wrap neckline
    • Fitted long sleeves
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000456

    Category Name: Winter Looks

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
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  • Wrapped Cutie Long Sleeve Crop Top

    Sleek, sculpted, and subtly bold. This long sleeve crop top features a sultry front cutout and wrap-style bodice that flatters every curve—perfect for everyday styling or dressed-up moments.

    Fit & Features

    • Smooth knit stretch fabric
    • Crew neckline with keyhole cutout
    • Fitted long sleeves
    • Surplice wrap crop fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-000358

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrap It Up Ribbed Crop Top

    Off-duty, but make it chic. This ribbed wrap crop top flatters every angle with its off-shoulder neckline and curve-skimming fit—perfect for styling with denim or a sleek mini for day-to-night styling.

    Fit & Features

    • Stretchy rib knit fabric
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Wrap-front design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000457

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fuzzy Feel Chunky Clog Mules

    Your cozy era just got taller. These faux fur trim platform clog mules serve up major ‘70s energy with a soft, plush finish and chunky heel that keeps every step comfy and cool.

    Fit & Features

    • Block heel
    • Almond toe, closed design
    • Faux fur trimmed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000593

    Category Name: Winter Looks

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Hour Flowy Sweater Poncho

    When you want comfort without compromising the vibe, this poncho steps in with that effortless, soft-but-chic style. The flowy silhouette and cozy sweater knit make it perfect for layering, lounging, or giving any outfit that breezy, elevated finish.

    Fit & Features

    • Soft boat neckline
    • Relaxed draped silhouette with open sides
    • Flowing asymmetrical hem
    • Cozy sweater knit material
    • Easy slip-on styling
    • Runs true to size

    Style Number/Barcode: 06005-000503

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Quiet Luxe Watch and Bracelet Stack

    The kind of stack that makes your whole look feel instantly elevated. With mixed textures, subtle sparkle, and a sleek watch to anchor it all, this set brings effortless polish to your wrist.

    Fit & Features

    • Multi-piece watch and bracelet set
    • Metal link watch with round face
    • Mixed rhinestone and beaded bracelets

    Style Number/Barcode: 07007-000076

    Category Name: Winter Looks

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
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  • Soft Sparkle Rhinestone Chiffon Scarf

    A soft sparkle moment that instantly levels up whatever you’re wearing. The sheer chiffon drapes effortlessly while the scattered rhinestones add that quiet, luxe shine you can pair with literally anything.

    Fit & Features

    • Sheer lightweight chiffon material
    • Scattered rhinestone embellishments throughout
    • Soft drape with flowy movement
    • Long rectangular silhouette

    Style Number/Barcode: 07305-000070

    Category Name: Winter Looks

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Luxe Moments Removable Faux Fur Mini Dress

    Giving retro glam with a cozy twist, this ribbed mini dress brings major soft-lux vibes. The faux fur collar and cuffs add effortless drama, making it the perfect piece for chilly nights when you still want to look very put together.

    Fit & Features

    • Rib knit fabric
    • Deep V neckline with a removable faux fur collar
    • Long sleeves with removable faux fur cuffs
    • Front button-down design for adjustable coverage
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000862

    Category Name: Winter Looks

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Flirty Faux Fur Mini Skort

    This faux fur mini skort is the cutest cold-weather flex — plush on the outside, stretchy knit shorts on the inside, and flirty enough to dress up or down. It’s comfort meets glam with zero effort required.

    Fit & Features

    • Soft faux fur exterior, sewn-in knit lining
    • Mini skort silhouette
    • Side zipper and hook-eye closure
    • Stretchy knit shorts lining
    • Comfortable, pull-on fit
    • Runs true to size

    Style Number/Barcode: 06403-000101

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Classic Faux Wool Cabby Hat

    The kind of cabby hat that makes even a simple tee look styled on purpose. Its soft faux wool finish adds that polished, lived-in vibe you swear you just threw on.

    Fit & Features

    • Faux wool material
    • Structured cabby hat silhouette
    • Soft, paneled crown
    • Adjustable inner strings for a snug fit
    • Short, curved brim

    Style Number/Barcode: 07302-000218

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Edge Faux Leather Bomber Jacket

    That effortless jacket you throw on when your outfit needs a little edge. Smooth faux leather meets a relaxed bomber shape that works for late plans, coffee runs, and everything in between.

    Fit & Features

    • Smooth faux leather fabric, sewn-in woven lining
    • Collared neckline
    • Long sleeves with ribbed cuffs
    • Full front zipper closure
    • Side pockets
    • Relaxed silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000101

    Category Name: Winter Looks

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Higher Standards Kitten Heel Boots

    When subtle meets statement. These faux suede over-the-knee boots add instant polish to any look—with a sleek pointed toe and low kitten heel that keeps it chic and comfy. Perfect for date nights, coffee runs, and everything in between.

    Fit & Features

    • 2.5” Kitten heel, 8" leg opening, 21" shaft height
    • Pointed-toe
    • Scrunched over-the-knee length
    • Pull-on/off styling
    • Smooth faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000107

    Category Name: Winter Looks

    Price: $11.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free