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.

  • Gloss Effect Patent Stiletto Boots

    The kind of boot that owns every room. These patent stiletto knee boots serve glossy drama with a sculpted pointed toe and sleek silhouette—made for statement looks and confident strides.

    Fit & Features

    • 3.5” stiletto heel, 7.5” leg opening, 15” shaft height
    • Pointed-toe
    • Inner zipper closure
    • Knee-length shaft
    • Glossy patent faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07402-000063

    Category Name: Winter Looks

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
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  • Too Luxe To Care Removable Faux Fur Jacket

    This jacket is giving “don’t talk to me unless your outfit is this good.” With a removable plush faux fur collar, sleek faux leather finish, and that cropped, cool-girl silhouette, it’s the perfect blend of cozy and iconic.

    Fit & Features

    • Sleek faux leather fabric, sewn-in quilted woven lining
    • Removable faux fur collar neckline
    • Long sleeves with zipper cuffs
    • Front zipper closure, pockets
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000054

    Category Name: Winter Looks

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

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  • Wild Chic Leopard Removable Faux Fur Cardigan

    Sweet, but with claws. This tie-front crop cardigan brings cozy meets chaos with its soft knit fabric and removable leopard faux fur trim. Whether you style it layered or solo, it’s the ultimate “don’t mess, I’m vibing” kind of top.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Removable leopard faux fur collar
    • Tie-front closure
    • Fitted long sleeves with leopard removable faux fur cuffs
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000047

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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  • Night Luxe Faux Fur Stiletto Boots

    Statement boots, but make them cozy glam. These faux leather stilettos are finished with plush faux fur trim for a bold mix of edge and luxe—perfect for nights out when you want your shoes to do the talking.

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Faux fur cuff
    • Sleek under-the-knee length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000064

    Category Name: Winter Looks

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Urban Icon Cropped Bomber Jacket

    The definition of cool-girl confidence. This faux leather bomber jacket brings an instant edge with its structured silhouette and timeless zip-front design. Throw it over your favorite mini or graphic tee—because every fall look needs a little attitude.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Collar neckline, snap-button closures
    • Zip-up front closure
    • Front pockets
    • Bomber silhouette
    • Adjustable drawstring hem
    • Runs true to size

    Style Number/Barcode: 06204-000053

    Category Name: Winter Looks

    Price: $59.90

    Availability: Out of Stock

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  • Wrapped in Drama Faux Leather Trench Coat

    When your outer layer is the outfit. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim, structured shape, and cinched tie-waist that serves instant confidence.

    Fit & Features

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

    Style Number/Barcode: 06204-000056

    Category Name: Winter Looks

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Icon Faux Fur Trim Suede Coat

    The vintage-chic coat that instantly upgrades your whole mood. With plush faux fur trim and a smooth faux suede finish, it’s made for cozy glam and instant confidence.

    Fit & Features

    • Faux suede fabric, faux fur trims
    • Wide lapel collared neckline
    • Long sleeves
    • Tie-front belt
    • Double-breasted button-front design, dual front pockets
    • Long-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000055

    Category Name: Winter Looks

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Heavy Duty Cool Lug Boots

    Built to flex with every fit. These faux leather lug sole boots bring that effortless street edge with an under-the-knee cut and chunky tread that keeps things grounded but sleek.

    Fit & Features

    • 3.5” block heel, 7.5” leg opening,15” shaft height
    • Square toe
    • Inner zipper closure
    • Under-the-knee length
    • Luxe fit cushioned insole
    • Traction lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000073

    Category Name: Winter Looks

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Western Chill Embroidered Suede Boots

    Cowgirl meets cozy season. These embroidered suede boots bring a western twist to your off-duty looks—perfect for pairing with denim, knits, or oversized flannels when the temps drop.

    Fit & Features

    • 1” in heel height, 6.5” leg opening, 7" shaft height
    • Round toe
    • Embroidered western-inspired detailing
    • Traction lug sole
    • Fuzzy faux fur lining
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000074

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Long Sleeve Zip-Up Crop Top

    A little sporty, a little sultry—this zip-up crop top does it all. With a deep V neckline and long sleeves, it’s the perfect mix of casual comfort and effortless vibes with your favorite bottoms.

    Fit & Features

    • Rib knit stretch fabric
    • Fitted long sleeves
    • V-neckline
    • Front zip-up closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000363

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Suede Moment Belted Trench Coat

    Classic trench, luxe upgrade. This faux suede coat is belted and double-breasted for timeless structure, giving you that polished fall look whether you’re layering over dresses, denim, or office outfits.

    Fit & Features

    • Soft faux suede fabric, sewn-in knit lining
    • Lapel collar neckline
    • Long sleeves, button strap cuffs
    • Double-breasted front button closures
    • Tie-waist belt, side pockets
    • Longline hem, center back slit design
    • Runs true to size

    Style Number/Barcode: 06204-000058

    Category Name: Winter Looks

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Up Faux Suede Booties

    A little polish, a little edge—these faux suede booties do it all. With square toes, buckle straps, and a sturdy block heel, they’re made for walking from weekday to weekend without missing a beat.

    Fit & Features

    • 3.5” block heel, 6” leg opening, 7.5” shaft height
    • Square toe
    • Side zipper closure
    • Buckled strap accents
    • Scrunched ankle-length shaft
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-000020

    Category Name: Winter Looks

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Street Command Camouflage Trench Coat

    Utility, but make it fashion. This camo trench coat is belted, detailed with distressed accents, and cut in a longline silhouette that’s equal parts cool and chic—your ultimate layering piece for city strolls and off-duty days.

    Fit & Features

    • Camouflage print, twill cotton denim fabric
    • Lapel collar neckline, button straps on the shoulders
    • Long sleeves, adjustable button cuff straps
    • Belted waist, front pockets
    • Longline hem, distressed accents, center back slit
    • Runs true to size

    Style Number/Barcode: 06204-000057

    Category Name: Winter Looks

    Price: $11.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Point Taken Lace-Up Stiletto Boots

    Equal parts bold and refined. These foldover stiletto boots serve a major edge with a pointed toe, sleek faux leather finish, and lace-up back detail that ties the look together—literally. Perfect for taking your outfit from casual to captivating in one step.

    Fit & Features

    • 4” Stiletto heel, 7" leg opening, 16" shaft height
    • Pointed-toe
    • Foldover shaft with lace-up placket
    • Inner side zipper closure
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000097

    Category Name: Winter Looks

    Price: $58.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Queen Faux Fur Boots

    Go big, go fuzzy, go bold—these faux fur boots bring all the drama your outfit’s been waiting for. Perfect for stepping out, staying cozy, or just making every entrance feel like a moment.

    Fit & Features

    • Plush faux fur fabrication
    • Below-the-knee length
    • Round toe
    • Flat insole
    • Slip-on design
    • Runs true to size

    Style Number/Barcode: 07403-000022

    Category Name: Winter Looks

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuffed Up Faux Fur Booties

    Your fall-to-winter uniform starts here. These faux fur booties keep things snug and stylish with a soft faux fur lining and a wear-everywhere flat sole. Perfect for morning coffee runs, lazy Sundays, or that “I just look effortlessly cute” vibe.

    Fit & Features

    • 7” leg opening, 8” shaft height
    • Round toe
    • Above-the-ankle length
    • Allover faux fur material
    • Soft fuzzy faux fur lining
    • Flat sole, traction bottom
    • Runs true to size

    Style Number/Barcode: 07403-000021

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Cool Mid-Rise Flare Jeans

    Meet your new go-to for that effortlessly cool vibe. These mid-rise flare jeans serve a trendy look that hugs in all the right places and gives legs for days.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Five-pocket and belt loop design, buttoned back pockets
    • Front button closure
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06602-000072

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Look Long Faux Fur Coat

    Consider this your luxe layer era. This faux fur coat brings that plush, polished drama your winter wardrobe’s been waiting for—elevated, effortless, and so put-together.

    Fit & Features

    • Faux fur fabric, sewn-in woven lining
    • Lapel collar
    • Long sleeves
    • Hidden side pockets
    • Long-length hem
    • Relaxed silhouette with structured look
    • Runs true to size

    Style Number/Barcode: 06201-000039

    Category Name: Winter Looks

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Urban Cool Oversized Puffer Jacket

    All the warmth, none of the bulk—this oversized faux leather puffer gives your winter look that effortless “don’t worry, I’ve got it handled” vibe. The glossy finish and hood bring street-style edge, while the cozy fill keeps you warm from coffee runs to late-night plans.

    Fit & Features

    • Faux leather fabric, insulated, lined
    • Hooded neckline
    • Long sleeves
    • Front zip and snap-button closures
    • Oversized puffer silhouette, front pockets
    • Adjustable drawcord crop hem
    • Runs true to size

    Style Number/Barcode: 06201-000034

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jet Set Mood Faux Fur Vest

    Your statement layer for cool-girl fall. This luxe faux fur vest brings high-glam texture and warmth with a plush finish that instantly elevates any look. Throw it over knits or leather for that “I just stepped off the runway” kind of energy.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless collar neckline
    • Hidden front hook and eye closures
    • Side pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000037

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Lineup Faux Fur Vest

    For the days your outfit needs a little drama. This long faux fur vest serves major texture play with striped faux fur panels and a tie-waist belt that pulls it all together—literally.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless lapel collar neckline
    • Faux leather tie waist belt
    • Long hem
    • Runs true to size

    Style Number/Barcode: 06201-000036

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frost Kiss Faux Fur Jacket

    Soft meets statement. This cropped jacket levels up any look with its plush faux fur and sleek fit—perfect for layering over your formal or night-out look.

    Fit & Features

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

    Style Number/Barcode: 06201-000035

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Plush Velvet Puffer Vest

    Your off-duty look, elevated. This velvet puffer vest brings cozy luxe energy with a plush texture and cropped fit that instantly upgrades any casual ‘fit. Pair it with your favorite bottoms—it’s giving soft glam meets street luxe.

    Fit & Features

    • Soft velvet, insulated, lined fabric
    • Sleeveless standing collar neckline
    • Front zip-up closure
    • Front pockets
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000048

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Icon Button-Up Trench Coat

    Your go-to layer for when cozy meets polished. This faux wool trench coat brings timeless structure with a soft touch—perfect for everyday errands, coffee dates, or city strolls.

    Fit & Features

    • Soft faux wool fabric, sewn-in woven lining
    • Lapel collar neckline
    • Long sleeves
    • Button-up front closures
    • Front pockets
    • Tailored longline silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000040

    Category Name: Winter Looks

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free