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.

  • City Flirt New York Off-Shoulder Pull-Over Top

    Sporty, but with a little extra flirt. This fleece knit pull-over top pairs a relaxed fit with an asymmetric off-shoulder neckline and embroidered script for an effortless vibe.

    Fit & Features

    • Fleece knit fabric, moderate stretch
    • Asymmetric off-shoulder neckline
    • Long sleeves, embroidered "NY"
    • Front "New York" embroidered script
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-000703

    Category Name: Winter Looks

    Price: $44.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • Extra Plush Faux Fur Crop Jacket

    Cute, cozy, and doing the absolute most in the best way. This plush faux fur crop jacket brings serious texture with an oversized collar, fluffy finish, and statement shape that makes even jeans feel way more styled.

    Fit & Features

    • Plush two-toned faux fur fabric
    • Oversized collar with open front
    • Long sleeves
    • Crop-length fit
    • Runs true to size

    Style Number/Barcode: 06201-000106

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Soft Season Faux Fur Cropped Jacket

    Winter glam, with a softer side. This plush faux fur cropped jacket brings luxe texture, an oversized collar, and a polished silhouette that layers effortlessly over holiday dresses, gala looks, and dressed-up cold-weather plans.

    Fit & Features

    • Plush faux fur, sewn-in woven lining
    • Spotted pattern
    • Collar neckline, long sleeves
    • Hidden front hook and eye closures
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000107

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: TAN

    Available Size: XS, S, M, L

  • Snowed In Faux Fur Crop Jacket

    Cold weather, but make the outfit worth leaving the house for. This plush faux fur crop jacket brings major texture with an open front and relaxed shape that layers easily over everything from mini skirts to denim jeans.

    Fit & Features

    • Faux fur feather fabric, sewn-in woven lining
    • Long sleeves
    • Open front design with hidden hook-eye fastener
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000100

    Category Name: Winter Looks

    Price: $59.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L, XL

  • Chalet Mood Faux Fur Denim Jacket

    Denim just booked a cozy weekend away. This cropped jacket mixes classic denim with an oversized faux fur collar and matching cuffs for a plush fall layer that makes even the simplest outfit feel styled. 

    Shop The Matching Skirt: Chalet Mood Faux Fur Denim Skirt

    Fit & Features

    • Denim fabric, sewn-in knit lining
    • Oversized faux fur collar
    • Long sleeves with faux fur cuffs
    • Cropped silhouette with front snap-button closure
    • Fitted crop-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000069

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • Plush Move Faux Fur Cropped Long Sleeve Jacket

    This cropped faux fur jacket gives layered looks a softer, more polished finish. The plush texture and open front keep the relaxed silhouette easy to style over fitted tops, mini dresses, or sleek separates. Pair it with streamlined bottoms to keep the volume balanced.

    Fit & Features

    • Open front with hook and eye fastener
    • Plush faux fur texture
    • Long sleeves
    • Relaxed silhouette
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06201-000097

    Category Name: Winter Looks

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK, IVORY

    Available Size: XS, S, M, L, XL

  • Cold Front Glam Faux Fur Cropped Jacket

    Winter plans just got a little more luxe. This plush faux fur cropped jacket brings rich texture, an oversized shawl collar, and a sculpted silhouette that layers perfectly over holiday dresses, gala looks, and polished night-out fits.

    Fit & Features

    • Plush faux fur, sewn-in woven lining
    • Cropped jacket silhouette
    • Collar neckline
    • Long sleeves
    • Runs true to size

    Style Number/Barcode: 06201-000094

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Plush Plans Faux Fur Crop Jacket

    Cold weather styling just got a whole lot more luxe. This plush faux fur crop jacket brings oversized texture, a dramatic collar, and an easy open front for layering over everything from fitted minis to denim.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Oversized collar
    • Open front design with hidden hook-eye fasteners
    • Long sleeves
    • Cropped silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000099

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: BLUE, IVORY

    Available Size: XS, S, M, L, XL

  • Cozy Moto Faux Sherpa Jacket

    Cold weather just found its cutest upgrade. This cropped faux leather jacket mixes plush sherpa trim with a zip front and structured pockets for an easy layer that's equal parts cozy and put together.

    Fit & Features

    • Faux leather fabric, plush faux sherpa lining
    • Oversized faux shearling collar with front zip-up closure
    • Long sleeves with faux sherpa cuffs
    • Cropped silhouette, front pockets
    • Runs true to size

    Style Number/Barcode: 06201-000108

    Category Name: Winter Looks

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Fall Forecast Faux Leather Bomber Jacket

    Consider your fall outfit officially upgraded. This faux leather bomber jacket brings a polished collared neckline, relaxed cropped fit, and sleek zip front that makes plaid mini skirts, denim, and knee-high boots feel instantly more put together.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Collar neckline
    • Long sleeves
    • Front zip-up closure
    • Front pockets
    • Bubble crop-length hem
    • Bomber jacket silhouette
    • Runs true to size

    Style Number/Barcode: 06204-000190

    Category Name: Winter Looks

    Price: $69.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Chalet Mood Faux Fur Denim Skirt

    Denim just booked a cozy weekend away. This mini skirt mixes classic denim with an oversized faux fur trim and bodycon fit for a plush fall layer that makes even the simplest outfit feel styled.

    Shop The Matching Jacket: Chalet Mood Faux Fur Denim Jacket

    Fit & Features

    • Denim fabric, sewn-in knit lining
    • Mid-rise waist
    • Bodycon silhouette
    • Faux fur trim mini-length hem
    • Front button closure
    • Runs true to size

    Style Number/Barcode: 06601-000040

    Category Name: Winter Looks

    Price: $42.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, S, M, L

  • City Plush Faux Fur Cabby Hat

    Cold weather accessories just got way more polished. This faux fur newsboy cap pairs a plush crown with a sleek structured brim for the kind of finishing touch that makes coats, knits, and boots feel instantly pulled together.

    Fit & Features

    • Plush faux fur fabrication
    • Cabby hat silhouette
    • Structured faux leather brim
    • Decorative side button detail

    Style Number/Barcode: 07302-000449

    Category Name: Winter Looks

    Price: $16.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: NS

  • Wild Side Faux Fur Leopard Cabby Cap

    Cold weather styling just got a little wilder. This plush faux fur cabby cap pairs a leopard print crown with a sleek faux leather structured brim for that polished city look that makes the whole outfit feel more considered.

    Fit & Features

    • Plush faux fur leopard print crown
    • Structured cabby cap silhouette
    • Smooth faux leather brim and band trim
    • Side button hardware detail
    • Runs true to size

    Style Number/Barcode: 07302-000450

    Category Name: Winter Looks

    Price: $18.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: NS

  • Check Mate Plaid Cabby Hat

    Prep just got a little more interesting. This plaid cabby hat brings textured charm and a vintage-inspired shape to denim, mini skirts, and layered fall looks that could use something extra.

    Fit & Features

    • Cabby hat structure
    • Short curved brim
    • Textured plaid woven fabric

    Style Number/Barcode: 07302-000447

    Category Name: Winter Looks

    Price: $16.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: NS

  • Fierce Front Faux Fur Trim Coat

    Cold weather dressing just got way more interesting. This faux leather coat balances a sleek belted shape with plush faux fur trim along the collar, front, cuffs, and hem for a statement layer that makes outfits styled.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Leopard faux fur trimmed cuffs, collar and hem
    • Long sleeves
    • Tie-waist belt, front pockets
    • Trench coat silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000098

    Category Name: Winter Looks

    Price: $89.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Snap Luxe Faux Fur Bomber Jacket

    Winter layering just got a sharper point of view. This bomber jacket pairs plush faux fur through the sleeves and upper body with a sleek zip front and smooth contrast panels for a cropped, city-ready finish that works from holiday plans to dressed-up nights out.

    Fit & Features

    • Faux leather, sewn-in woven lining
    • Plush faux fur long sleeves and upper body
    • Front zipper closure
    • Cropped jacket silhouette
    • Fitted knit crop hem panel
    • Runs true to size

    Style Number/Barcode: 06201-000102

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Belted Up Faux Fur Trim Faux Leather Jacket

    This faux leather jacket goes all in on texture. The oversized faux fur collar, plush cuffs and hem, and self-tie belt give the sleek faux leather finish a bold contrast. Pair it with a mini and tall boots to keep the look sharp and statement-ready.

    Fit & Features

    • Faux leather material
    • Oversized faux fur collar
    • Faux fur cuffs and hem
    • Long sleeves
    • Self-tie belt
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06201-000109

    Category Name: Winter Looks

    Price: $89.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free
  • Winter Opulence Faux Fur Long Coat

    Consider your cold-weather entrance handled. This plush faux fur long coat brings luxe texture, an oversized lapel collar, and a sweeping silhouette to holiday parties, gala nights, and every dressed-up winter plan in between.

    Fit & Features

    • Plush faux fur fabric, herringbone pattern
    • Sewn-in woven lining
    • Lapel collar neckline, long sleeves
    • Hidden front hook-and-eye closures
    • Side pockets
    • Oversized longline hem
    • Runs true to size

    Style Number/Barcode: 06201-000093

    Category Name: Winter Looks

    Price: $99.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free
  • Wild Side Plush Spotted Faux Fur Jacket

    The animal print trend is getting a plush new attitude. This spotted faux fur jacket brings statement texture and a relaxed silhouette together for a bold take on outerwear. Your layering lineup just got a little wilder.

    Fit & Features

    • Plush animal print faux fur fabric, lined
    • Long sleeves
    • Collar neckline
    • Hip-length fit
    • Runs true to size

    Style Number/Barcode: 06201-000110

    Category Name: Winter Looks

    Price: $89.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Ships Free
  • After Hours Luxe Faux Fur Cropped Jacket

    The finishing layer for plans that call for a little extra polish. This plush faux fur cropped jacket brings an oversized collar, rich texture, and a sleek silhouette that slips effortlessly over holiday dresses, gala looks, and cold-weather evening outfits.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Cropped jacket silhouette
    • Oversized collar
    • Long sleeves
    • Runs true to size

    Style Number/Barcode: 06201-000095

    Category Name: Winter Looks

    Price: $64.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • Power Buckle Strap Platform Ankle Booties

    Platforms are back on their boldest behavior. These ankle boots pair a chunky platform sole with a high block heel and buckle strap for a confident, trend-forward profile. The result feels edgy, polished, and ready to anchor the whole look.

    Fit & Features

    • 3.5” Block heel, 4.5” leg opening, 5” shaft
    • Square toe
    • Buckle strap detail
    • Chunky platform sole
    • Side zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000071

    Category Name: Winter Looks

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Fall Routine Faux Suede Utility Jacket

    Your layering lineup just found its new favorite. This faux suede jacket mixes a relaxed cropped shape with oversized utility pockets and a zip front for an easy autumn style that still feels polished.

    Fit & Features

    • Vintage-inspired faux suede fabric, sewn-in woven lining
    • Collared neckline, front zip-up closure
    • Long sleeves with snap-button cuffs
    • Front flap pockets with snap closures
    • Elasticized hem with snap-button strap accent
    • Runs true to size

    Style Number/Barcode: 06204-000200

    Category Name: Winter Looks

    Price: $69.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L, XL

  • Street Signal Faux Leather Bomber Jacket

    A little moto attitude makes every outfit hit harder. This faux leather bomber jacket brings a sleek zip front, utility-inspired pockets, and a relaxed fit that layers perfectly over your outfits.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Standing collar neckline
    • Long sleeves with rib knit cuffs
    • Hidden front zip-up closure and snap-button closures
    • Front flap pockets with snap-button closures
    • Ribbed knit elasticized hem
    • Runs true to size

    Style Number/Barcode: 06204-000208

    Category Name: Winter Looks

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Cozy Wrap Faux Fur Headwrap

    Cold weather styling just got a little more plush. This faux fur headwrap adds a cozy, polished finish to jackets, knits, and snow-day looks without feeling overdone.

    Fit & Features

    • Plush faux fur construction
    • Wide headwrap silhouette
    • Easy slip-on styling
    • Elastic insert 

    Style Number/Barcode: 07302-000373

    Category Name: Winter Looks

    Price: $15.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: NS