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.

  • Rise Higher Paperbag Skinny Jeans
    An of-the-moment cut that hugs every curve, these cropped skinnies will be in heavy wardrobe rotation. They feature an ultra-high rise, a paperbag waist with button closure, zip fly, belt loops, and removable tie, and two pockets at either hip and rear.

    Style Number/Barcode: 06602-0026

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bella High Rise Skinny Jeans
    Oasis by Eunina


    Work your stellar sense of style in these must have Bella skinnies! The jeans feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle with light distressed detailing. Jeans offer a form hugging fit with a moderate stretch.

    Style Number/Barcode: 06602-1679

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clara High-Rise Skinny Jeans

    Oasis by Eunina

    These high-rise cropped skinny jeans are a staple that needs to be in your closet! They feature a high-rise waist, a skinny leg fit, trendy slits at the knees, and a frayed and cropped hem. The jeans are composed of a black denim fabric that offers a moderate stretch and a form-fitting style. Complete the look with a basic bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Skinny leg fit
    • Slit detailing at the knees
    • Frayed ankle-cut hem
    • Denim fabric, moderate stretch, form-hugging fit
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure

    Style Number/Barcode: 06602-1682

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Checking The Boxes Plaid Shirt
    Try an elevated take on your fave plaid shirt with this blouse-like button up. Shirt has a longer, slightly relaxed cut perfect for wearing loose or knotted.It features a standard collar, a button front, long cuffed sleeves, and two flap pockets at chest. Shirt is made from a lighter-weight brushed rayon with minimal stretch.

    Style Number/Barcode: 06003-0051

    Category Name: Winter Looks

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Snappy Dress
    Time to flaunt those curves and make it snappy girl! This white toned dress features adjustable spaghetti straps that lead to a square back. The dress has a form fitting silhouette and an a-symmetrical hem at the hip with a gold button detail and a small slit. This ensemble is composed of a ribbed knit material that offers moderate stretch.

    Style Number/Barcode: 06005-0129

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckled In Sleeveless Mini Dress

    Ready to take this sultry mini for a ride? We thought so! Dress features all-over ribbing and a sleeveless bodice with scoop neck and buckle-detailed shoulder straps. Dress is made from a soft, densely woven material with plenty of stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0112

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Plaid Button Up Top

    Get a perfectly plaid look in this staple button up! The top features a collar, long sleeves with buttons to cuff, a complete button down front, and a mid-length, relaxed fit. The top is composed of a lightweight woven fabric with no stretch.

    "Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size small."

    Style Number/Barcode: 06003-0052

    Category Name: Winter Looks

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clara High Rise Frayed Hem Jeans

    Oasis by Eunina

    Soon to be your favorite pair. These light blue denim skinny jeans feature a high rise waist, the traditional five pocket and belt loop design, a single button with zipper opening, slight distressing at the knee, and a cropped ankle length with frayed edges.

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06602-1654

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fleece Shaper Leggings

    Comfy and flattering, these fleece leggings are perfect for lounging, traveling, and the office! They feature a high-waist fit with tummy control to smooth and shape your figure. These fleece-lined leggings will keep you cozy while appearing incredibly chic paired with an elevated crop top and tailored blazer or moto jacket for a fierce #OOTD look.

    Fit & Features

    • Tummy control waistband
    • Skinny leg fit
    • Cozy fleece-lined knit fabric
    • Moderate stretch 
    • Sizes run small

    Style Number/Barcode: 06502-1228

    Category Name: Winter Looks

    Price: $6.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Radar Camo Pants

    Stay off the grid in these made for adventure pants! They feature a high rise waist, a single button with zipper closure, belt loops, a canvas belt with a double loop design, side pockets, cargo styled pockets and a straight leg that leads to a tapered leg with an elastic cuff. Pants are composed of a cargo fabric that offers a relaxed fit with little to no stretch. 

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0433

    Category Name: Winter Looks

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dress It Up Trench Coat

    We love versatile pieces, don't you? This must have taupe jacket can be worn as a coat or zipped up as a dress. It features a collar, a zippered front, pockets, and a waist tie belt. Ponte fabric offers a smooth feel with moderate stretch.

     

    Model is 5'8 with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4687

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Boss Trench Coat

    Take the lead in this boss babe trench coat! It features a lapel collar, long fitted sleeves, a tie-front belted waist to cinch your look, and a tailored fit. Layer this trench coat over a basic bodysuit for a dressier style.

    Fit & Features

    • Notched lapel collar
    • Long sleeves 
    • Tie-front belted waist
    • Woven fabric with moderate stretch 
    • Quality tailored fit
    • Runs true to size

    Style Number/Barcode: 06204-4680

    Category Name: Winter Looks

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boss Babe Trench Coat

    Get down to business and be the boss babe you are in this polished trench coat! It features a flat lapel collar, long sleeves with snap buttons to cuff, a drape front with button closures, and a chic tie front belted waist. The trench is composed of a polyester woven fabric with no stretch.

    Style Number/Barcode: 06204-4605

    Category Name: Winter Looks

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Touch Of Lace Trench Coat

    Add a little touch of lace to your fit with this cute jacket! The classy, trench coat features a notched, lapel collar paired with long sleeves and a button down front with two, lower flap pockets. The woven jacket has a lightweight feel and features a wide, lace inset across the waist with piped detailing.

    Style Number/Barcode: 06204-4597

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fray Days Long Denim Jacket

    Go for fray to complete your ensemble! This must-have denim jacket features a collared neckline, long cuffed sleeves, a complete button-down front, two small chest pockets, side pockets, heavy distressed detailing throughout, and a frayed hemline. The jacket is composed of a light wash unlined denim fabric that offers a relaxed fit with minimal stretch. Style with lace-up combat boots.

    Fit & Features

    • Collared neckline
    • Long cuffed sleeves
    • Button-down front
    • Buttoned chest pockets
    • Side pockets
    • Distressed detailing, frayed hemline
    • Light wash unlined denim fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06203-0410

    Category Name: Winter Looks

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Strings Attached Sweater Mini Dress
    Get all tied up with this LBD. It features spaghetti straps that lead to a sexy lace-up back, a sweater knit, and a mini length. Dress offers plenty of curve hugging stretch!

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-6358

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brave The Chill Chenille Sweater
    Brave the chill and stay cozy in this cute pullover chenille sweater! It features a wide V neckline, long dolman sleeves, a ribbed trim, and an overall relaxed and comfortable fit. The ivory hued sweater is composed of an extra soft chenille fabric that offers plenty of stretch.

    Style Number/Barcode: 06005-6245

    Category Name: Winter Looks

    Price: $32.87 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stripe It Right Sweater Dress

    Stripe it right with this adorable sweater dress! It features a mini mock neck, short cap sleeves, and a short, curve hugging fit. The white dress is composed of a ribbed knit fabric that offers plenty of stretch and showcases a black and red striped print.

    Style Number/Barcode: 06005-6179

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Balanced Pullover Knit Sweater

    This olive green sweater knows how to mix trends with comfort! Stay perfectly balanced with a deep V neckline, long sleeves, a plunging back with lace up straps, and a relaxed fit throughout. Sweater is composed of a ribbed knit fabric. 

    Style Number/Barcode: 06005-6148

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy And Striped Cropped Sweater

    Make a bold and sassy statement in this fun striped sweater! It features long fitted sleeves, a V neckline created by a cute knot front detail, and a cropped hem. The multi-colored top is composed of a lightweight, semi-sheer knit fabric with moderate stretch and showcases hues of blue, brown, pink, and yellow.

    Style Number/Barcode: 06005-6121

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit It In Glitter Tunic

    Get all knitted up in this glittery piece! The pullover tunic has a round neckline paired with long sleeves and a relaxed fit. The garment is composed of a sweater knit in a wide, ribbed pattern that narrows at the sleeves cuffs for a secure fit around the wrists. The highlight of this piece is the fun, lurex, glitter detail.

    Style Number/Barcode: 06005-5959

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snowy Vibes Fuzzy Pullover Top

    Get all those snowy, winter vibes with this cozy, fuzzy top! It features an off the shoulder neckline, long fitted sleeves, and an elastic banded hem. The ivory hued top is composed of a soft eyelash knit fabric with moderate stretch. 

    Style Number/Barcode: 06001-0854

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lounge Around Pullover Crop Top

    Spend a day in with this cozy black crop top! It has a V neckline, dolman sleeves, a cropped hem, and an overall relaxed fit. Top is composed of a small cable knit fabric with plenty of stretch. 

    Style Number/Barcode: 06001-0551

    Category Name: Winter Looks

    Price: $5.00 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sophisticated Beauty Formal Cover Up
    Special Occasion 

    Pair your dream dress with the perfect cover up to fully accessorize your look! This must have cover up features an all over navy blue, a drape open front and quarter length sleeves. Cover up is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. 

    Model is 5'8.5" with a 32 bust, 24 waist and 35" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05008-0209

    Category Name: Winter Looks

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
    • Clearance