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.

  • Cute Chills Surplice Crop Sweater

    This crop sweater will give you chills because of how cute it is! It features long sleeves, an off-the-shoulder neckline, and a surplice accent that shapes the open-back design. The purl knit fabric offers a moderate stretch. Style with high-rise jeans.

     Fit & Features

    • Long sleeves
    • Off-the-shoulder neckline
    • Surplice accent 
    • Cropped hem
    • Open-back design
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1163

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kristy Off-The-Shoulder Formal Midi Dress

    Special Occasion

    Raise a glass in the chic Kristy formal midi dress designed to flatter your curves! She features an off-the-shoulder sweetheart neckline with a wrap-front design, long fitted sleeves, ruched detailing down one side, a wrap-front skirt with a sultry front slit, and a mid-length form-hugging silhouette. Style this dress with lucite heels.

    Fit & Features

    • Off-the-shoulder, sweetheart wrap neckline
    • Strapless bra friendly
    • Long sleeves, side ruching
    • Form-hugging silhouette
    • Wrap-front midi skirt, slit accent
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0873

    Category Name: Winter Looks

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shirr Thing Long Sleeve Mini Dress

    This mini dress is sure to be a hit for your closet! It features long fitted sleeves, a mock neck, and a side shirring detail that shapes the high-low short hem. The brushed knit fabric offers a moderate stretch. Style with an oversized jacket.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Side shirring detail
    • Bodycon silhouette
    • High-low mini hem
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4139

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Long Sleeve Cropped Topper

    This trendy-chic cropped topper will level up your fall and winter looks. It features a turtleneck with a fold-over design, long tapered balloon sleeves, and a majorly cropped hem. Layer this topper over your fave casual dresses or tops for an elevated vibe.

    Fit & Features

    • Turtleneck, fold-over design
    • Long balloon sleeves, tapered hems
    • Majorly cropped hem
    • Ribbed sweater knit fabric
    • Runs true to size
    • The top and dress pictured with the topper are not included

    Style Number/Barcode: 06005-1025

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Faux Fur Plaid Coat

    Keep your look so stunning with a statement coat that elevates your outfit. The coat features a plaid pattern, a collared neckline, long sleeves, a single-button closure, two large pockets, and a long line length. The coat is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a mock neck top and skinny pants. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves
    • Single-button closure
    • Two large pockets
    • Longline length
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0206

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty in Plaid Wubby Jacket

    Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a zipper front closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Zipper front closure
    • Long sleeves
    • Lined wubby knit fabric
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0286

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Illusion Stripe Faux Fur Jacket

    Stay on trend with a jacket that is part casual, part glam! The jacket features a collared neckline, a zipper front with multi-button closure, long sleeves, side pockets, and an illusion stripe design. Complete look with a bustier and high waist jeans. 

    Fit & Features

    • Collared neckline
    • Zipper front, multi-button closure
    • Long sleeves
    • Side pockets
    • Illusion stripe design 
    • Faux fur fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 06201-0220

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Daring Chic Cutout Mini Dress
    Dare to go bold with a dress that is anything but basic! The dress features a collared neckline, a multi-button down front, long sleeves, dual waist cutouts, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and a crossbody. 

     

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Long sleeves
    • Dual waist cutouts
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4276

    Category Name: Winter Looks

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Faux Leather Joggers

    These trendy-chic faux leather joggers will stylishly elevate your look. They feature a high-rise waist, a hidden front zipper and hook and bar closures, side pockets, cargo-style pockets, a relaxed fit, and a tapered jogger hem. Pair these joggers with a cute crop top and clear heels.

    Fit & Features

    • High-rise waist, elastic-banded back
    • Hidden front zipper, two hook and bar closures, a single button closure
    • Side pockets
    • Cargo-style side pockets
    • Relaxed fit, tapered elastic-banded jogger hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0355

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Casual Slay Ruched Midi Dress

    You'll casually slay in this basic chic midi dress with elevated details. It features a mock neckline, long fitted sleeves, a curve-hugging silhouette, and a front slit with ruching. Style this dress with trendy clear mules.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Form-fitting silhouette
    • Front slit, ruching
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4284

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Faux Leather Booties

    Keep your look on point with booties that elevate your casual outfits. The booties feature an around the ankle fit, elastic goring at the ankle, pointy toe, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the ankle 
    • Pointy toe
    • Block heel 
    • Faux leather material 
    • Runs true to size 

    Style Number/Barcode: 07403-1449

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Baddie Lug Sole Booties

    Showcase an edgy-chic style with these patent faux leather booties. They feature a round toe, a strap with a buckle detail, and a tall lug sole. Pair these booties with a casual mini dress and a trendy shoulder bag.

    Fit & Features

    • Round toe
    • Strap, buckle detail
    • Lug sole
    • Patent faux leather material
    • Runs small to size


    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-1355

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Vibes Only Faux Leather Bodycon Dress

    Channel chic vibes with a bodycon that showcases curves in all the right places! The dress features a strapless square neckline, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a clutch.

    Fit & Features

    • Strapless square neckline
    • Bodycon fit
    • Mini-length silhouette
    • Faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4252

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Sophistication Moto-Style Trench

    Showcase a chic, sophisticated vibe with this long moto-style trench! It features a lapel collar, long sleeves, a dual snap button-down design, a stylish belted waist, and a long, relaxed fit. The smooth faux suede fabric has a luxe feel and will bring an elevated look to your outfit. Pair this trench with sleek booties.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Dual snap button-down design
    • Belted waist
    • Side pockets
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0268

    Category Name: Winter Looks

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Chic Cropped Blouse

    Create an effortless and chic look with this woven cropped blouse. It features a subtle sweetheart neckline with a cute tie-front detail, long peasant sleeves with flared hems, and a cropped, fitted silhouette. Style this top with high-rise jeans and mules.

    Fit & Features

    • Sweetheart neckline, tie-front detail
    • Long peasant sleeves, flared hems
    • Back zipper and hook and eye closure
    • Cropped fit
    • Lightweight woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1620

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Corduroy Puffer Jacket

    Achieve the stylish status of fab trendsetter with this corduroy puffer! The jacket features a mock neckline, long sleeves, a complete button-down and zip front, front pockets, and adjustable drawstrings at the hem. The jacket is composed of corduroy fabric with a smooth lining and offers a relaxed fit for a casual-chic look. Style this puffer with cute booties.

    Fit & Features

    • Mock neckline
    • Long sleeves, elastic-cinched hems
    • Button-down and zip front
    • Front lined pockets
    • Adjustable drawstrings at the hem
    • Corduroy fabric, smooth lining, minimal stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0247

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Sultry And Stunning Mini Dress

    You'll look simply sultry and stunning in this lightweight knit mini dress! It features a strappy cross-front design with a V-neckline, long fitted sleeves, an open back with a strappy cross-back design, and a short, curve-hugging fit. Style this dress with clear mules.

    Fit & Features

    • Front and back cross-strap designs
    • V-neckline
    • Open back
    • Long fitted sleeves
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4289

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All the Feels Faux Fur Lined Denim Jacket

    Cuddle up in this must-have jacket to layer with your favorite flannel tops! The jacket features a multi-button down front, two chest pockets, long sleeves, side pockets, a faux fur hood, and a soft-to-the-touch faux fur lining.

    Fit & Features

    • Multi-button down front
    • Two chest pockets
    • Long sleeves
    • Side pockets
    • Faux fur hood
    • Denim fabric, faux fur lining
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0157

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Up Camo Long Line Jacket

    Step up your casual style with this cute long line camo jacket! It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, distressed detailing, and a long line relaxed silhouette with a frayed hem. Layer this jacket over a mini dress and complete the look with booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front, buttoned chest pockets
    • Distressed detailing
    • Long line relaxed fit, frayed hem
    • Woven fabric, no stretch, camouflage print
    • Runs true to size

    Style Number/Barcode: 06204-0998

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Moment Glitter Knit Mini Dress

    Have a gorgeous glitzy moment at homecoming in this stunningly chic mini dress. The short dress features a V-neckline, long fitted sleeves, a short, curve-hugging silhouette, and is composed of a glitter knit fabric with a stylish all-over textured pattern. Complete the look with strappy stilettos.

    Fit & Features

    • V-neckline
    • Long fitted sleeves
    • Mini-length, form-fitting silhouette
    • Lined glitter knit fabric, textured pattern
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1181

    Category Name: Winter Looks

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Forward Faux Suede Stiletto Boots

    Step up in fashion-forward boots that make a stylish impression! The boots feature a mid-calf fit, an inner zipper closure, a pointed toe, and a sleek stiletto heel. The booties are composed of a faux suede material. Complete look with a ribbed sweater and skinny jeans. 

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07403-1479

    Category Name: Winter Looks

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Vibe Alert Faux Suede Booties

    Bring those chic vibes with booties that dress up your casual outfits! The booties feature an around the ankle fit, an inner zipper closure, elastic goring accent, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with plaid coat and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Elastic goring accent
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1459

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strut It Out Lug Sole Combat Boots

    Strut it out in boots that bring major attitude to your look! The boots feature an around the ankle fit, knit goring, an almond toe, a lug sole. and a block heel. The boots are composed of a faux leather material. Complete look with a crop top and camo joggers. 

    Fit & Features

    • Around the ankle fit with knit goring
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1462

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Stylish Faux Suede Booties

    These simple yet stylish faux suede booties are a fall and winter essential! They feature a pointed toe, an ankle-high design, an inner zipper closure, and a short block heel for comfortable wear. Pair these booties with a sweater dress and a cute Panama hat.

    Fit & Features

    • Pointed toe
    • Ankle-high design
    • Inner zipper closure
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1406

    Category Name: Winter Looks

    Price: $10.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale