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.

  • Faux Leather Lace-Up Lug Sole Booties

    Style up these edgy faux leather booties for a girl's night out! They feature a front lace-up design, side zipper closure, and a tall block heel. Pair these booties with a plaid mini skirt and faux leather jacket.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Lug sole and tall block heel
    • Lace-up front design
    • Inner zipper closure
    • Back striped pull tabs
    • PU material

    Style Number/Barcode: 07403-0406

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Below The Knee Boots

    Effortlessly dress up your look and keep it comfortable in these below the knee boots! They feature a stacked low block heel, an inner zipper closure, and a faux suede material. Pair these boots with dark wash denim and a mock neck sweater.

    Fit & Features

    • Below the knee design
    • Almond toe
    • Low stacked block heel
    • Inner zipper closure
    • Faux suede material

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0238

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Lace-Up Lug Sole Booties

    Add some edge to your date night look with these trendy heeled booties! They feature a stylish lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a sweater dress and hoop earrings.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux micro suede material

    Style Number/Barcode: 07403-0605

    Category Name: Winter Looks

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Lace-Up Lug Sole Booties

    Get an effortlessly chic look with these trendy heeled booties! They feature a lace-up front design, a thin lug sole, and a sturdy block heel. Pair these booties with a faux leather mini skirt for an edgy date night outfit.

    Fit & Features

    • Almond toe
    • Lace-up front design
    • Inner zipper closure
    • Thin lug sole
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07403-0604

    Category Name: Winter Looks

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lightweight Nylon Hooded Puffer Jacket

    Layer on this lightweight nylon puffer jacket for the perf look to sip on a pumpkin spice latte on a chilly day! It features a complete snap button and hidden zipper front, a relaxed and comfortable fit, and a smooth nylon fabric. Pair this jacket with a chunky knit beanie for an adorable winter time vibe.

    Fit & Features

    • Hooded
    • Long sleeves
    • Complete snap button and hidden zipper front
    • Front pockets
    • Relaxed and comfortable fit
    • Nylon fabric

    Style Number/Barcode: 06201-0149

    Category Name: Winter Looks

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless Shaggy Knit Mini Dress

    Keep it chic in a shaggy knit dress that brings flair to your wardrobe. The dress features a sleeveless scoop neckline, tank straps, and a mini length silhouette. The dress is composed of an unlined shaggy knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Mini length silhouette
    • Shaggy knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0982

    Category Name: Winter Looks

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked On Basic Faux Nubuck Booties

    Turn to these stacked booties to create chic layered outfits this season. The booties feature an around the ankle fit, a pointed toe, and a stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure 
    • Faux nubuck material  

    Style Number/Barcode: 07403-0442

    Category Name: Winter Looks

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Lug Sole Boots

    Be the major trendsetter of your squad in these faux suede over the knee boots! They feature a round toe with a lug sole, sturdy block heel, and tie back detail. Pair these boots with a faux leather mini skirt for an edgy look this winter season.

    Fit & Features

    • Over the knee design
    • Round toe
    • Lug sole
    • Block heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede material

     

    Please be advised that these boots run a 1/2 size too small.

    Style Number/Barcode: 07402-0214

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Over The Knee Boots

    Step out in style this season in these trendy over the knee boots! They feature a lug sole, sturdy block heel, and a tie back detail. Pair these boots with a sweater dress for an edgy-chic vibe for a holiday party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Lug sole
    • Block heel
    • Tie back detail
    • Faux suede material

     

    Style Number/Barcode: 07402-0237

    Category Name: Winter Looks

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snap Button Front Teddy Bomber Jacket

    Layer on this cute teddy bomber jacket for a trendy touch to your everyday look! It features a complete snap button front with an overall relaxed fit. Pair this jacket with a basic tee and distressed denim for a perfect casual winter 'fit.

    Fit & Features

    • Ribbed neckline
    • Long sleeves with ribbed hems
    • Mid-length ribbed hemline
    • Complete snap button front
    • Zippered faux pocket
    • Front faux pockets
    • Faux fur fabric with a smooth lining

    Style Number/Barcode: 06201-0152

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Baddie Faux Leather Combat Boots

    These boots were made for a baddie look you, girl! The boots feature a mid-calf length, an inner zipper closure, lace-up front, and a lug sole. The boots are composed of a faux leather material. Complete your look with a moto jacket and skinny leg jeans.

    Fit & Features

    • Mid-calf length
    • Lace-up front 
    • Wide platform
    • Inner zipper closure
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-0583

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Cropped Cardigan

    Get those cozy vibes in this adorable cropped cardigan! It features long fitted sleeves, a V-neckline with a button-down front, and a fuzzy eyelash knit fabric. Pair this sweater with high-rise black jeans and heeled booties for a classic fall and winter look.

    Fit & Features

    • V-neckline
    • Long fitted sleeves
    • Button-down front
    • Cropped
    • Eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0790

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Off The Shoulder Tunic

    Keep it cozy but still chic in this ribbed knit tunic that's perf for the winter season! It features an off the shoulder boat neckline, long dolman style sleeves, and a relaxed and comfortable fit. Pair this top with denim for a casual look you can dress up with heeled booties!

    Fit & Features

    • Off the shoulder boat neckline
    • Long dolman style sleeves
    • Relaxed fit
    • Ribbed knit fabric

    Style Number/Barcode: 06001-2918

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Chain Link Rhinestone Hoop Earrings

    These trendy chain link hoops will add a trendy vibe to your stylish look! They feature a chunky chain link open hoop design with rhinestone detailing. Pair these earrings with a basic bodysuit and layer on a chic blazer for the perf workwear 'fit.

    Fit & Features

    • Chunky chain link design
    • Open hoop style
    • Rhinestone detailing

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0744

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Chill Off The Shoulder Mini Dress

    Keep your look casual and chill but still cozy for the cooler months in this off the shoulder mini dress! It features long fitted sleeves, a short, form-hugging fit, and a soft, cashmere-like fabric that offers plenty of stretch. Pair this dress with chunky sneakers for an adorable everyday look.

    Fit & Features

    • Off the shoulder fold-over neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Soft brushed knit fabric with plenty of stretch
    • Stretchy knit lining

    Style Number/Barcode: 05102-0951

    Category Name: Winter Looks

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Edge Faux Leather Lug Booties

    Bring the edge in booties that slay queen! The booties feature a mid-calf fit, goring on the exterior, an almond toe, lug sole, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed sweater and faux leather leggings. 

    Fit & Features

    • Mid-calf fit
    • Almond toe 
    • Goring accent on the exterior
    • Lug sole
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0505

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Moment Chunky Sneakers

    Have a major trendy moment in these cute chunky sneakers! They feature a lace-up front, a textured chunky sole, gold mesh material, and speckled detailing allover the sole. Pair these sneakers with some comfy biker shorts and an oversized graphic tee for an elevated everyday 'fit.

    Fit & Features

    • Round toe
    • Lace-up front
    • Gold mesh material
    • Holographic detail
    • Textured chunky sole with allover speckled detailing

    Style Number/Barcode: 07407-0184

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Extra Faux Fur Shaggy Jacket

    Go for those extra vibes in a shaggy jacket to layer up in! The jacket features a collared neckline, long sleeves, front pockets, and composed of faux fur fabric. Complete look with a knit beanie.

    Fit & Features

    • Collared neckline 
    • Long sleeves
    • Front pockets
    • Lined faux fur fabric
    • Relaxed fit with minimal stretch 

    Style Number/Barcode: 06201-0191

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back to Basics Knit Mini Dress

    Bring it back to basics in a dress that keeps it casual and cute. The dress features a crew neckline, long sleeves, and a mini length silhouette with a rounded hem. The dress is composed of cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Mini length silhouette 
    • Rounded hem 
    • Cotton knit fabric 
    • Relaxed fit 
    • Moderate stretch 

    Style Number/Barcode: 06002-0654

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Wrap Plaid Mini Skirt

    Wrap yourself in a trendy plaid skirt that brings the chic factor to your outfit this season. The skirt features a high rise waist, a plaid print, and a faux wrap hem. The skirt is composed of a brushed woven fabric that offers a form hugging fit with a moderate stretch. Complete look with a sweater and ankle booties.

    Fit & Features

    • High rise waist
    • Plaid print
    • Faux wrap hem
    • Brushed woven fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0340

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Tie Waist Duster

    Keep it casual in a duster that is perfect for lounging in or making a quick coffee run. The duster features a draped open front, a cinching tie waist belt, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching crop top and leggings.

    Shop Matching Crop Top: Keeping Knit Casual Crop Tube Top

    Shop Matching Leggings: Keeping Knit Casual High Waist Leggings

    Fit & Features

    • Draped open front
    • Tie waist belt
    • Long sleeves
    • Ribbed knit fabric
    • Relaxed fit
    • Matching crop top and leggings sold separately

    Style Number/Barcode: 06005-0830

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Girl Leopard Print Bomber Jacket

    Yes girl, showcase your trendy side in this adorable bomber jacket! It features a collared neckline, a complete zip front, and a mid-length, relaxed fit. The faux fur fabric has a fun allover leopard print. Layer this jacket over a basic tee and distressed denim for an edgy everyday vibe.

    Fit & Features

    • Collared
    • Complete zip front
    • Long sleeves
    • Lined pockets
    • Faux fur fabric with smooth lining
    • Allover leopard print
    • No stretch

    Style Number/Barcode: 06201-0168

    Category Name: Winter Looks

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Waist Plaid Joggers

    Stay on trend with plaid joggers that bring the chic factor. Perfect for creating stunning workwear outfits, the joggers feature a high rise waist, The pants feature a high rise waist, a single button closure with zipper, slant pockets, and a plaid print. Complete your look with a black bodysuit.

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Plaid print 
    • Slant pockets
    • Tapered straight leg 
    • Woven fabric 

    Style Number/Barcode: 06302-0166

    Category Name: Winter Looks

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shaggy Knit Tie Waist Jacket

    Go for shaggy chic in this fab jacket! This fashionista-approved jacket features a draped open front, 3/4 length sleeves, and a tie waist belt with loops. The jacket is composed of a combination lined shaggy knit fabric with eyelash knit. The jacket offers a relaxed fit with minimal stretch. Complete look with high waist skinny jeans.

    Fit & Features

    • Draped open front
    • 3/4 length sleeves
    • Tie waist belt with loops
    • Lined shaggy knit fabric
    • Eyelash knit fabric
    • Relaxed fit with minimal stretch 

    Style Number/Barcode: 06201-0171

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance