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.

  • Wild N' Free Faux Leather Lug Booties

    Take a walk on the wild side in these edgy booties! The booties feature an around the ankle fit, an elastic gore detail, an ankle strap with buckle detail, a lug sole, and a block heel. The booties are composed of faux leather material. Complete look with high waist jeans and a crop top.

    Fit & Features

    • Around the ankle fit
    • Inner elastic gore detail
    • Almond toe
    • Ankle strap with buckle detail
    • Lug sole
    • Block heel
    • Faux leather material 


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

    Style Number/Barcode: 07403-0567

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oversized Chunky Knit Fringe Scarf

    Layer on this adorable oversized chunky knit scarf for a cozy-cute look! It features stylish pocket detailing and long fringe hems. Pair this scarf over a sweater and denim for a chic go-to fall look.

    Fit & Features

    • Oversized design
    • Chunky knit material
    • Pocket detailing
    • Fringe hems

    Style Number/Barcode: 07305-0148

    Category Name: Winter Looks

    Price: $8.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy and Chill Pom Knit Beanie

    Keep it cozy and chill in a beanie to adorn tresses with. Designed with a traditional vertical ribbed knit fabric. Beanie has a traditional fold over fit and a cute faux fur pom pom accent at the top. Complete look with faux fur teddy jacket for those winter vibes!

    Fit & Features

    • Vertical ribbed fabric
    • Traditional fold over fit
    • Faux fur pom pom accent

    Style Number/Barcode: 07302-0255

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stacked On Style Block Heel Boots

    Stack on the style in these must-have boots this season! The boots feature a below the knee fit, an almond toe, a block heel, and an inner zipper closure. The boots are composed of faux suede material. Complete look with a chunky knit sweater and high waist jeans. 

    Fit & Features

    • Below the knee fit
    • Almond toe 
    • Inner zipper closure 
    • Block heel 
    • Faux suede material

     

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

    Style Number/Barcode: 07402-0231

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Wild One Lug Booties

    Take a walk on the wild side in booties that bring the edge! The booties feature an around the ankle-length, an ankle strap with buckle accent, a block heel, and a lug sole. Booties are composed of faux suede material. Complete look with a teddy jacket and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Ankle strap with buckle accent
    • Inner zipper closure
    • Almond toe
    • Lug sole
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0326

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Slouched Knee-High Boots

    Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.

    Fit & Features

    • Knee-high length
    • Almond toe
    • Low heel
    • Slouched detailing
    • Faux leather material

    Style Number/Barcode: 07402-0218

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Sophistication Crepe Trench Coat

    Keep it so sophisticated in a trench coat that is perfect for creating chic workwear outfits. The trench coat features a traditional lapel collar, quarter-length sleeves, a draped open front, and an above the knee fit. The trench coat is composed of a crepe knit fabric that offers a relaxed fit. Complete look with clear mules.

    Fit & Features

    • Lapel collar
    • Ruched 3/4 length sleeves
    • Draped open front 
    • Above the knee length
    • Crepe knit fabric

    Style Number/Barcode: 06204-0727

    Category Name: Winter Looks

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cutie Plaid Frayed Blanket Scarf

    Be a total cozy cutie in this adorable plaid blanket scarf! It features frayed hem detailing and a multi-colored allover plaid print. Pair this scarf over a sweater and denim for a classic everyday fall and winter look.

    Fit & Features

    • Blanket scarf
    • Frayed hem
    • Multi-colored allover plaid print

    Style Number/Barcode: 07305-0157

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chilly Day Rhinestone and Pom Knit Beanie

    Get toasty on a chilly day by adding a beanie to your look! Designed with a traditional vertical ribbed cable knit fabric. Beanie has a traditional fit, dazzling rhinestones throughout, and a cute little faux fur pom pom accent at the top. Complete look with a faux fur jacket! 

    Fit & Features 

    • Vertical ribbed cable knit
    • Rhinestones
    • Faux fur pom pom

    Style Number/Barcode: 07302-0233

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Feels Plaid Fringe Scarf

    Get cozy and cuddle up with this adorable plaid scarf! It features an oblong design with fringe detailing and a soft fabric. Layer this scarf over a faux fur coat to get a total winter ready vibe.

    Fit & Features

    • Oblong design
    • Fringe detailing
    • Multi-colored allover plaid print
    • Soft fabric

    Style Number/Barcode: 07305-0156

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Fringed Infinity Scarf

    Wrap yourself in a basic infinity scarf to go with your favorite layered looks! The scarf features an infinity design with a fringed hem. Complete look with a long sleeve top and ankle booties.

    Fit & Features

    • Infinity design 
    • Fringe hem
    • Soft to the touch knit material 

    Style Number/Barcode: 07305-0147

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Staying Cozy Chunky Knit Beanie

    Keep it cute and cozy in this adorable chunky knit beanie! It features a fold-over hem with a faux fur pom at the top. Pair this beanie with a sweater dress for a winter date night with bae.

    Fit & Features

    • Fold-over hem
    • Chunky knit material
    • Faux fur pom accent

    Style Number/Barcode: 07302-0256

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chunky Knit Pom Beanie

    Get ready for the cooler months by styling up this adorable knit beanie! It features a chunky knit material with with a cute faux fur pom on top. Pair this beanie with a chic sweater and heeled booties for a stylish warm weather 'fit.

    Fit & Features

    • Chunky knit material
    • Wide banded hem
    • Faux fur pom

    Style Number/Barcode: 07302-0262

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • All About The Stripes Cropped Sweater

    With this cozy knit sweater, it's all about the stripes, and you of course! It features a crew neckline, long dolman style sleeves, and a cropped, relaxed and comfortable fit. Pair this sweater with a faux leather skirt and over the knee boots to edge up your 'fit.

    Fit & Features

    • Ribbed crew neckline
    • Long dolman style sleeves
    • Cropped, relaxed fit
    • Marled sweater knit fabric
    • Striped print

    Style Number/Barcode: 06005-0858

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Distressed Cold Shoulder Crew Neck Sweater

    Give your everyday fall look a trendy feel in this distressed crew neck sweater! It features a cold shoulder detail, destructed hems, and an overall relaxed and comfortable fit. Pair this sweater with dark wash denim and booties for a night at the pumpkin patch.

    Fit & Features

    • Ribbed crew neckline
    • Cold shoulder detail
    • Long dolman style sleeves
    • Distressed hems
    • Relaxed fit
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0833

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quilted Faux Leather Buckle Detail Boots

    Style up your winter wardrobe in these chic faux leather boots! They feature a below the knee fit with a quilted faux leather design, side zipper and buckle accents, and a low block heel. Pair these boots with a cute sweater dress for an adorable everyday look.

    Fit & Features

    • Below the knee fit
    • Round toe
    • Side zipper and dual buckle accents
    • Inner zipper closure
    • Low block heel
    • Faux leather material with partial quilted design

     

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

    Style Number/Barcode: 07402-0222

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Brushed Knit Mini Dress

    Elevate your everyday style with this adorable brushed knit mini dress! It features an off the shoulder fold-over neckline with long fitted sleeves and a short, curve-hugging silhouette. Pair this dress with heeled booties for the perf winter date night with bae.

    Fit & Features

    • Off the shoulder fold-over neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Stretchy ribbed brushed knit fabric
    • Stretchy knit lining
    • Merrow edge hems

    Style Number/Barcode: 05102-0917

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Chic Vibe Mini Sweater Dress

    Get a major chic vibe in this adorable sweater mini dress! It features a trendy mock neckline, long fitted sleeves, and a short form-hugging fit with a side slit. Pair this dress with over the knee boots for the perf fall date night look.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves with ribbed hems
    • Short, form-hugging fit
    • Side slit
    • Sweater knit fabric
    • Moderate stretch

    Style Number/Barcode: 06005-0734

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Girl Cropped Moto Jacket

    Hey girl! Showcase a gorgeous 'fit by layering on this chic cropped moto jacket. It features a lapel collar neckline with stud detailing, a complete zip front, and a cropped, form-fitting style. Pair this jacket with a basic bodysuit and high rise skinny jeans for that perfect fab fall look.

    Fit & Features

    • Lapel collar neckline with stud detailing
    • Shoulder tab accents
    • Complete zip front
    • Long sleeves
    • Zippered side pockets
    • Cropped, tapered fit
    • PU fabric

    Style Number/Barcode: 06204-0736

    Category Name: Winter Looks

    Price: $20.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Stripes Brushed Knit Top

    Wrap yourself in a stylish striped top that is always on-trend. The top features a multi-colored striped print, a plunging V-neckline, and a wrap bodice with ties at the hem. The top is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high rise skinny jeans and chunky dad sneakers. 

    Fit & Features

    • Plunging V-neckline
    • Wrap bodice with tie straps at the hem
    • Multicolored horizontal stripe design
    • Long sleeves
    • Brushed knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06001-2950

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Faux Suede Block Heel Booties

    Get stacked on these cute booties that bring the glam to your favorite layered looks! The booties feature an around the ankle fit, lace-up detail at the back with metal grommets, and a stacked block heel. Booties are composed of faux suede material. Complete look with a chunky sweater.

    Fit & Features

    • Around the ankle fit
    • Lace-up detail at the back with metal grommets
    • Stacked block heel 
    • Almond toe 
    • Inner zipper closure

    Style Number/Barcode: 07403-0344

    Category Name: Winter Looks

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy and Poised Plaid Skinny Pants

    Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Slant pockets 
    • Two zippered pockets
    • Belt loops
    • Plaid print
    • Stretchy woven fabric with skinny leg fit

    Style Number/Barcode: 06402-0289

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Back Stiletto Boots

    Girl, it's time to make a statement! These boots are composed of faux suede material and hit over the knee, they have a pointed toe, and a zipper at one side. They have a lace-up detail at the back with gold detailing leading up. They are a perfect addition to your wardrobe for the cold weather! Complete look with a sweater dress.

    Fit & Features

    • Over-the-knee fit
    • Pointed toe
    • Lace-up back
    • Faux suede material
    • Zipper closure

    Style Number/Barcode: 07402-0233

    Category Name: Winter Looks

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step It Up Snake Print Booties

    Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Faux suede front
    • Faux leather snake embossed back 
    • Pointed toe
    • Block heel
    • Inner zipper closure 


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

    Style Number/Barcode: 07403-0545

    Category Name: Winter Looks

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale