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.

  • Off The Shoulder Ribbed Cutout Mini Dress

    Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings. 

    Fit & Features

    • Off the shoulder neckline
    • Fitted long sleeves
    • Mid-drift cutout
    • Vertical seams
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0820

    Category Name: Winter Looks

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Ribbed Knit Basic Mini Dress

    Basic yet still so chic, this ribbed knit mini dress is an everyday essential! It features a doubled ribbed knit fabric for comfortable wear and a form-hugging fit to enhance your curves. Pair this adorable dress with some chunky sneakers to get that effortless vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Doubled ribbed knit fabric

    Style Number/Barcode: 05102-0841

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Collared Cropped Cardigan

    Amp up your everyday style with this trendy collared cropped cardigan! It features an overall form-hugging fit and a ribbed sweater knit fabric for comfort. Pair this adorable top with biker shorts for the perf back to school 'fit.

    Fit & Features

    • Collared
    • V neckline
    • Button-down front
    • Long fitted sleeves
    • Cropped
    • Ribbed sweater knit fabric

    Style Number/Barcode: 06005-0873

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Knot Back V Neck Sweater

    This trendy knot-back V-neck sweater is definitely a level up from your basic pull-over! Featuring a knot back detail that can be worn in the front or the back, this sweater will be your go-to for the fall. Pair it with dark wash denim for a casual chic vibe.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Knot back detail
    • Relaxed fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0765

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Tie Dye Moment Crew Neck Sweater

    Have a major tie dye moment in this trendy crew neck sweater! It features an overall relaxed, comfortable fit with a wrap back detail. The lightweight knit fabric is perf for transitioning into the fall season. Pair with denim and some chic white booties for an elevated look.

    Fit & Features

    •  Crew neckline
    • Long sleeves
    • Wrap back detail
    • Lightweight knit fabric
    • Allover tie dye print

    Style Number/Barcode: 06005-0874

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laidback Cutie French Terry Joggers

    You'll be lookin' like a laidback cutie in these adorable french terry joggers! They feature a flattering high-rise banded waist and a relaxed fit. Pair with the matching hoodie and some chunky sneakers for the perf loungewear look.

    Shop Matching Hoodie: Laidback Cutie French Terry Corset Hoodie

    Fit & Features

    • High-rise elastic banded waist
    • Slanted front ribbed pockets
    • Relaxed fit
    • Jogger hem
    • French terry knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-0491

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Cable Knit Boat Neck Sweater

    Stay ever so chic and on-trend in this knit boat neck sweater! Featuring a wide neckline and a relaxed, comfortable fit, this sweater is perf to layer on with a pair of high rise denim and heeled booties for your dream everyday 'fit.

    Fit & Features

    • Wide boat neckline
    • Long dolman sleeves with ribbed hems
    • Relaxed fit
    • Cable knit fabric

    Style Number/Barcode: 06005-0875

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Weekend Chill V-Neck Sweater

    Chill this weekend in this cute V-neck sweater! It features trendy dolman style sleeves and an overall relaxed, comfortable fit. Pair this adorable fall essential with a plaid mini skirt for the perfect back-to-school look.

    Fit & Features

    • V-neckline
    • Long dolman sleeves
    • Large front pocket
    • Mid-length, relaxed fit
    • Sweater knit fabric

    Style Number/Barcode: 06005-0869

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Stun On Them Cropped Skinny Jeans

    Stun on them in skinny jeans that bring low-key glam to your every day looks. Step out for that next coffee run in style with skinny jeans that feature a high rise waist, slight destruction, and a cropped hem. Complete your look with a cute crop top and sporty sneakers. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Slight destruction 
    • Skinny leg 
    • Cropped hem 

    Style Number/Barcode: 06602-0167

    Category Name: Winter Looks

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Every Day Ribbed Tie Waist Cardigan

    Layer up every day in a cute cardigan to create those oh so stylish back to school outfits. The cardigan features a draped open front, a cinching tie waist belt, and a flowy long length. Complete your look with chunky sneakers and a ribbed mini dress. 

    Fit & Features

    • Drape open front
    • Long sleeves
    • Cinching tie waist belt
    • Flowy long length
    • Ribbed knit fabric
    • Relaxed fit
    • Moderate stretch 

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0807

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Mock Neck Cropped Sweater

    A must-have for sure, this mock neck cropped sweater will have you ready for all things fall! It features destructed detailing to give it a trendy vibe and a majorly cropped hem. Pair with high rise denim and heeled booties for a day out with your girls.

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Cropped hem
    • Destructed detailing along the hems
    • Sweater knit fabric

    Style Number/Barcode: 06005-0737

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Henley Button-Front Bodysuit

    Keep it casual and cute in this basic must-have knit henley bodysuit. It features a wide V-neckline, button-down front detailing, and a comfy ribbed knit. Add on some cargo joggers and booties to get that edgy-chic vibe.

    Fit & Features

    • Wide V-neckline
    • Long fitted sleeves
    • Button-down front
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0747

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Belted Cargo Joggers

    Keep your look trendy in these of the moment belted cargo joggers! They feature a flattering high-rise fit with a cool buckle belt detail and cargo-style pockets. Pair with a simple bodysuit and accessorize with some chunky gold hoop earrings for that casual chic vibe.

    Fit & Features

    • High-rise waist
    • Buckle belt
    • Cargo-style side pockets
    • Jogger hem with button detailing
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0158

    Category Name: Winter Looks

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Comfy Chic French Terry Joggers

    Comfy chic will be your total vibe in these trendy french terry joggers! Featuring a flattering high rise waist and a soft knit fabric, these bottoms can be dressed down to lounge in or styled up for a day out. Pair with a cute crop top and some statement shades. 

    Fit & Features

    • High rise waist
    • Tie front detail
    • Side pockets
    • Tapered jogger hem
    • Relaxed fit
    • French terry knit fabric

    Style Number/Barcode: 06502-0420

    Category Name: Winter Looks

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Knit Mock Neck Mini Dress

    You'll be totally all about this chic mock neck mini dress! Featuring long fitted sleeves and a curve-hugging fit, this dress is perfect for the fall season. Pair with gold hoop earrings and chunky sneakers for that fab everyday 'fit.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Knit fabric

    Style Number/Barcode: 05102-0855

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bundle Up Zip Front Teddy Jacket

    Get ready to bundle up in the perfect teddy jacket you need for this season! Featuring a collar, zip front, and a fitted ribbed hem, this jacket is a must-have for everyday wear. Pair with some distressed denim and faux suede heeled booties for a coffee date with bae.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Ribbed hem

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0130

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay All Day In Snake Print Duster

    Rise up and slay all day in trendy snake print with this must have duster!

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Tie front belted waist
    • High side slits
    • All over snake print
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06202-0071

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Over-The-Knee Socks

    Add a touch of sexiness to your look with these classic over-the-knee socks! They hit right above the knee for a chic look. Pair them with your fave mini skirt and lace-up heeled booties.

    Fit & Features

    • Knit fabric
    • Hit right above the knee

    Style Number/Barcode: 07306-0064

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top It All Off Clear Jelly Crossbody Purse

    Top off your look with high end style! Easily paired with all looks this clear jelly bag is just the trend for you!

    • Long rectangular structure
    • Turn lock closure
    • Cloudy jelly
    • Chevron stitching
    • Inner divider
    • Convertible crossbody chain
    • Gold hardware

    Style Number/Barcode: 07203-0376

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moment Satin Face Mask

    Stay safe and create a chic moment in this satin knit face mask! It features a breathable knit material with a satin-like exterior and ear loops for a comfortable fit. Complete the look with a cute clutch.

    Fit & Features

    • Satin knit material
    • Ear loops
    • This is not a medical-grade mask nor is a substitute for medical-grade equipment
    • Wash before and after use is recommended
    • Please consult local health authority for guidance on the use of non-medical grade masks

     

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

    Style Number/Barcode: 07305-0169

    Category Name: Winter Looks

    Price: $1.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Sultry Faux Leather Mini Dress

    Sleek and sultry is totally your vibe in this chic faux leather mini dress. With its sleeveless bodice and short, curve-hugging silhouette, you'll be feelin' fab for your next night out. Pair with a rhinestone choker and hoop earrings for a gorgeous look.

    Fit & Features

    • Spaghetti straps
    • Square neckline
    • Back zipper closure
    • Vertical seam detailing
    • Short, form-hugging fit
    • PU fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-0687

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fab Pleated O-Ring Statement Earrings

    These O-ring statement earrings are so fab! Their pleated texture will add a glam touch to your look. Perf to dress up an everyday outfit, pair with a sleek satin dress and some block heels for a chic cocktail hour look.

    Fit & Features

    • Large metal O-ring earrings on post
    • Pleated textured design

     

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

    Style Number/Barcode: 07001-0434

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Way To My Heart Shaped Hoop Earrings

    Fall head over heels in love with these pretty heart-shaped hoop earrings! They feature a large heart-shaped hoop encrusted with sparkly rhinestones. Pair with your fave off the shoulder top and mom jeans for a casual chic look you can wear to dinner with the girls.

    Fit & Features

    • Large heart-shaped hoop earrings
    • Rhinestone adorned

     

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

    Style Number/Barcode: 07001-0667

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fashionista High Waist Faux Suede Mini Skirt

    Keep it chic with this trendy mini skirt. This high waist skirt features flattering vertical seams at the front, and a mini side slit and is composed of faux suede fabric. The skirt offers a form-hugging fit that enhances curves and a moderate stretch. Style it up with a mesh blouse, or keep it chill with a tucked-in tee and combat boots.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front side slit, vertical seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0347

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free