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.

  • Luxe Look Printed Tights

    Achieve that on-trend luxe look by pairing these chic tights under your fave sweater dress! The tights feature a high-rise banded waist with a form-hugging fit and are composed of a sheer unlined fabric with an all-over double O-ring pattern. Complete your look with ankle booties.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Sheer unlined fabric
    • Double O-ring pattern


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0095

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Trendy Everyday High-Rise Skinny Jeans

    These high-rise skinny jeans are the perfect pair to achieve that trendy-casual everyday look. They feature a traditional five-pocket and belt loop design, a front button and hidden zipper closure, destructed detailing at the knees, and a skinny-leg fit with an ankle-cut hem. Style these jeans with a graphic tee.

    Fit & Features

    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing at the knees
    • Skinny-leg fit, ankle-cut hem
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0325

    Category Name: Winter Looks

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cute Lattice Back Sweater

    Style up this cozy cute cable knit sweater for the perf fall look! It features a wide crew neckline, long sleeves, an adorable lattice back detail, and a mid-length, relaxed fit. The cable knit fabric offers a moderate stretch and is super soft for comfortable wear. Complete the outfit with faux leather pants and booties.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Lattice back, tie closure
    • Mid-length, relaxed fit
    • Cable knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1078

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Cuddles Tie-Back Sweater

    It's not a casual fling, this tie-back cable knit sweater is in for the long haul. It features a crew neck, cuffed long sleeves, and a keyhole back with tie detail. Perfect for styling with knee-high boots and leggings. 

    Fit & Features

    • Crew neck
    • Cuffed, long sleeves
    • Keyhole back with tie detail
    • Cable knit design
    • Cropped length hem 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1177

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit High Slit Midi Dress

    Channel effortless style while looking chic in a knit dress! The dress features a mock neck, long sleeves, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with ankle booties and a moto jacket.

    Fit & Features

    • Mock neck 
    • Long fitted sleeves
    • Asymmetrical high side slit
    • Midi-length silhouette
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06005-1174

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Shoulder Flocked Velvet Mini Dress

    Make a luxe impression with a mini dress that wows with elegant details. The dress features an off-the-shoulder neckline, a sweetheart bust with padded cups, long sleeves, a flocked velvet pattern, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Complete look with heels and a rhinestone choker. 

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust, padded cups
    • Long sleeves
    • Flocked velvet pattern 
    • Mini length silhouette
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1215

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drawn To Glam Ruched Mini Dress

    Get drawn to this fab dress that creates a head-turning moment. The dress features a mock neck, long sleeves, a ruched drawstring, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules and dainty rings.

    Fit & Features

    • Mock neck 
    • Long fitted sleeves
    • Ruched drawstring
    • Mini-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05102-4230

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Drama Chic Bodycon Mini Dress

    This chic bodycon mini dress will bring that dramatic flair you love to your look. It features a crew neckline with a back button closure, puff shoulders with long fitted sleeves, and a short, form-hugging silhouette. Style this dress with strappy stilettos.

    Fit & Features

    • Crew neckline
    • Back button closure, keyhole cutout
    • Puff shoulders, long fitted sleeves
    • Mini-length, form-fitting silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1240

    Category Name: Winter Looks

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love That Look Lace-Up Booties

    You'll absolutely love the look of these trendy faux leather booties! They feature an almond-shaped toe, a lace-up front design, an inner zipper closure, a block heel, and a lug sole for an edgy vibe. Style these booties with your fave pair of denim and a graphic tee.

    Fit & Features

    • Above the ankle design
    • Almond-shaped toe
    • Lace-up front
    • Inner zipper closure
    • Block heel, lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1325

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Basic Velour Hoodie

    This adorable velour hoodie is the cozy basic you need in your life! It features a drawstring hood, a complete zip-front, long sleeves, a cute ribbed knit design at the waist, and a cropped, form-hugging fit. The hoodie is composed of a soft velour fabric that offers a moderate stretch. Style this hoodie with denim and sneakers.

    Fit & Features

    • Drawstring hood
    • Zip-front closure
    • Long sleeves, ribbed hems
    • Cropped rib-knit waistband
    • Velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-0931

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Bold Cutout Crop Top

    Create a bold and trendy look for a night out with this chic crop top. It features a high crew neckline, long fitted sleeves, a front asymmetrical cutout above the bust, and a cropped, form-hugging fit. Style this top with the matching wide-leg pants and cute mules.

    Shop Matching Bottoms: Make It Bold High Waist Palazzo Pants

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Front asymmetrical cutout above the bust
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3765

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Elevated Velvet Burnout Mini Dress

    Chic and elevated, this mini dress is a must-have for date nights. It features a crew neckline, long sheer fitted sleeves, and a short, curve-hugging silhouette. The sheer knit fabric has a lining and an all-over vintage-inspired velvet burnout pattern. Style this dress with a sleek clutch.

    Fit & Features

    • Crew neckline
    • Long sheer fitted sleeves
    • Mini-length, form-fitting silhouette
    • Sheer knit fabric, knit lining, moderate stretch
    • Velvet burnout pattern
    • Runs true to size

    Style Number/Barcode: 05101-1129

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Cozy Cable Knit Mini Dress

    Keep it cozy with a mini dress that is perf for a casual date night! The dress features a wrap V-neckline, long balloon sleeves with ribbed cuffs, a cinching tie waist with belt loops, and a mini-length silhouette. The dress is composed of cable knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with ankle booties.

    Fit & Features

    • Wrap V-neckline
    • Long balloon sleeves, ribbed cuffed hems
    • Tie-waist belt with belt loops
    • Mini-length silhouette
    • Cable knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4250

    Category Name: Winter Looks

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Cozy Sherpa Detailed Boots

    Get a chic and cozy style this season with these faux suede boots that will totally elevate your look! They feature a below-the-knee design, a subtly pointed toe, a partial inner zipper closure, a faux sherpa trim, and a block heel and lug sole. Style these boots with a sweater dress.

    Fit & Features

    • Below-the-knee design
    • Pointed toe
    • Inner zipper closure
    • Faux sherpa trim
    • Block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0742

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Stunning Ruched Mini Dress

    Look oh-so-sweet and stunning in this trendy ruched mini dress that is perf for date night. It features an off-the-shoulder sweetheart neckline, padded cups with ruching at the bust, long sheer fitted sleeves with ruched detailing, and a corset-designed bodice. The dress has a flattering high waist seam that leads to a skirt with an asymmetrical faux wrap design and a short, curve-hugging silhouette. Complete the outfit with strappy heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Padded cups, ruching at the bust
    • Long sheer fitted sleeves, ruching
    • Back zipper and hook and eye closure
    • Corset-designed bodice, high waist seam
    • Short skirt, asymmetrical faux wrap design, form-hugging fit
    • Sheer mesh and crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1227

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sassy Chiffon Mini Dress

    Sweet and sassy will be your go-to style in this adorable chiffon mini dress. It features a sweetheart neckline, a tie-front detail at the bust, long sheer bishop sleeves, a stretchy smocked back design, a short, form-hugging silhouette, and an all-over leopard print pattern. Complete the outfit with clear mules and a trendy shoulder bag.

    Fit & Features

    • Sweetheart neckline
    • Tie-front detail at the bust
    • Long sheer bishop sleeves, elastic cinched hems
    • Stretchy smocked back design
    • High waist seam, mini-length, form-fitting silhouette
    • Sheer chiffon fabric, knit lining, leopard print
    • Runs true to size

    Style Number/Barcode: 05101-1267

    Category Name: Winter Looks

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy-Chic Faux Leather Leggings

    Edgy-chic will be your vibe in these sleek faux leather leggings. They feature a high-rise waist, a partial lattice lace-up design starting at the ankles, and a fitted silhouette. Style these leggings with a trendy crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Lattice lace-up design at the ankles
    • Fitted silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-0644

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Silhouette Long Sleeve Maxi Dress

    Create a chic silhouette in this curve-hugging maxi dress. It features a crew neckline, long fitted sleeves, a stylish cutout at the lower back, and a floor-length form-hugging fit with a side slit. Style this dress with clear heels.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cutout at the lower back
    • Floor-length, form-hugging fit
    • Side slit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4137

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Casual Crew Cropped Sweater

    Rock it out in a casual sweater to warm up those chilly days! The sweater features a crew neckline with a raw edge hem, long sleeves, and a cropped hem with a raw edge. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem
    • Distressing throughout
    • Knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1048

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Baddie Chic Faux Leather Lug Platform Booties

    Lace up in booties that show off your baddie style! The boots feature a mid-calf fit, dual zipper closure, lace-up front, lug sole, platform, and a block heel. The boots are composed of a faux leather material. Complete look with cargo joggers and a graphic tee. 

    Fit & Features

    • Mid-calf fit
    • Dual zipper closures
    • Lace-up front
    • Lug sole
    • Platform 
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07403-1305

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Chic Faux Wool Beret

    Keep it endlessly chic with a beret to adorn tresses with! The beret features a classic beret-styled brim and is composed of a wool knit material. Complete look with a ribbed midi dress and ankle booties.

    Fit & Features

    • Beret design
    • Faux wool knit material

    Style Number/Barcode: 07302-0394

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Split Hem High-Rise Pants

    Step up your everyday look with these chic and trendy high-rise pants. They feature an elastic-banded waist, vertical seams running down the legs leading to a split hem design, and a form-hugging fit. Style these pants with clear mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Vertical seams
    • Split hem design
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0739

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Style Faux Leather Midi Skirt

    Showcase a sleek style with this chic faux leather midi skirt. It features a high-rise waist, a trendy zip-front, front pockets, a center front slit, and a mid-length, curve-hugging silhouette. Pair this skirt with a basic bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Zip-front
    • Front pockets
    • Center front slit
    • Mid-length, form-fitting silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0384

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Basic Long Sleeve Crop Top

    This long sleeve crop top is a chic basic you need in your closet this season. It features a deep V-neckline with flattering ruched detailing, long fitted sleeves, and a cropped, form-hugging fit. Style this top with your fave mini skirt and cute mules.

    Fit & Features

    • V-neckline
    • Ruched detailing
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Jersey knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3648

    Category Name: Winter Looks

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free