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 Cabby Hat
    Get ya cabby hat here, girl! This cabby hat features allover faux leather fabric with a button top and short brim.

    Style Number/Barcode: 07302-0015

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swag in Shag Knit Cardigan

    Too cozy and cute in this adorable shaggy cardi! This ultra-soft cardigan features an open front with a single hook closure, a relaxed fit, and is composed of a knit fabric with shaggy accents. Offers moderate stretch.

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

    Style Number/Barcode: 06005-0047

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Runnin' Away From These Jogger Jeans
    Get away from all the fakeness with a new pair of essential, high-rise jeans. Featuring a paperbag waist, zip fly, belt loops, side seam and back patch pockets, these denim pants fit slim through the waist and leg. They included elasticized leg openings and a bit of stretch for a flattering fit.

    Style Number/Barcode: 06602-0038

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Thigh's The Limit Suede Boots
    You aim high, and your footwear's no exception! Slip into these thigh-high faux suede boots and make it happen. Shoes feature a pointed peep toe, an interior side zipper, a stiletto heel, and an elasticized, pull-on shaft.

    Style Number/Barcode: 07402-0010

    Category Name: Winter Looks

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Classic Boyfriend Jeans
    Get a classic look that will pair well with all your outfits with these high rise boyfriend jeans! They feature a high rise waist, the traditional five pocket and belt loop design, a front button and hidden zipper closure, and a straight fit through the pant legs. The jeans are composed of a denim fabric that offers moderate stretch.

    Style Number/Barcode: 06602-0037

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flatter Me Please Tank Bodysuit

    You won't be able to live without this one, bb! This tank bodysuit features a slightly curved neckline and elasticized shoulder straps with a comfy amount of stretch. A thong back with a snap bottom closure means a seamless look for you. Constructed of thick rib knit fabric.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0153

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Button Fly Crop Jeans
    A high waist and cropped cut lend these straight-leg jeans a perfectly proportioned silhouette! Jeans feature belt loops and a button fly, classic five-pocket styling, light whiskering, and raw hems. Jeans are made from pure cotton with a hint of stretch.

    Style Number/Barcode: 06602-0036

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Chenille Crop Top

    Stay cozy in this must have top! It features a ribbed crew neckline, long sleeves and a high-low cropped hem. Sweater is composed of soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06001-1805

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • True Hues Velvet Dress

    Be true, be you in this stunning velvet flocked mini dress! It features a high round neckline with a partially sheer bodice, long sheer fitted sleeves, and a short, form-hugging fit. Pair this dress with strappy heels and a chic clutch.

    Fits & Features

    • Round neckline with a partially sheer bodice
    • Back zipper and hook and eye closure
    • Long sheer fitted sleeves
    • Mini length silhouette
    • Curve-hugging fit
    • Velvet flocked pattern on partially lined mesh fabric
    • Moderate stretch

    Style Number/Barcode: 05101-6975

    Category Name: Winter Looks

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Stylish Sweater Dress

    Keep your adorable 'fit sassy and stylish with this perfect sweater dress! It features an off the shoulder square neckline, short sleeves, and a curve hugging, mid-length fit. The dress is composed of a ribbed sweater knit fabric that offers plenty of stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0004

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Middle Ground Distressed Skinny Jeans
    (Mid) rise to the occasion in these stylish skinnies! Medium-blue jeans feature a button-closure tab waist with belt loops, classic five-pocket styling, whisker detailing at thighs, and strategic distressed detailing at rear, thighs and calves. Jeans taper through legs and are made from a cotton blend with a hint of stretch.

    Style Number/Barcode: 06602-0012

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie It All Together Midi Dress

    Tie your look all together with this adorable knit midi dress!

    Fits & Features

    • Long Fitted Sleeves
    • V Neckline
    • Tie Front Detail
    • Mid-Length I Form-Hugging Fit
    • Wide, Ribbed Knit 
    • Ample Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06005-0188

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clara High Waist Cropped Jeans

    Oasis By Eunina

    Add a little edge to your denim repertoire with these Clara high-waist skinnies. Jeans have an ankle-length cropped cut and feature belt loops, a zip fly with button closure, classic five-pocket styling, light whiskering through thighs, and distressed detail through front. Jeans are made from a mid-weight cotton blend with a hint of stretch.

    Model is 5’9” with a 32” bust, 24.5 waist, and 35” hips. She is wearing a size 3.

    Style Number/Barcode: 06602-0031

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boss Lady Crop Top
    Be the chick that raises the stakes with this crop top! It features a mock neckline, three-quarter sleeves, stretchy knitted fabric, and an embossed design. Pair with its matching skirt to complete this in demand look!

    Style Number/Barcode: 06005-4749

    Category Name: Winter Looks

    Price: $18.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Newsgirl Cabby Hat
    Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.

    Style Number/Barcode: 07302-0093

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Newsgirl Cabby Hat
    Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.

    Style Number/Barcode: 07302-0094

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetter Bleach Dyed Joggers
    Lead the way with these trendy sweatpants-style joggers! They features a bleach dyed design with an elastic waist and pockets. Joggers are composed of a stretchy knit fabric that offers a relaxed fit. Don't forget the matching sweatshirt to complete your trendsetter look!

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0076

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Raw Edge Sweater

    Perfect for those chilly warm-weather evenings—or when you're simply looking to chill—this streamlined open-weave sweater is a must. Pullover has a boxy, slightly cropped cut and features a V neck with raw-edge trim and long, batwing-style sleeves. Sweater is made from a soft, lightweight knit with a hint of stretch.

     Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1764

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Want It Shawl Knit Cardigan

    Keep it cozy in a perennially flattering layering piece like this mid-weight cardigan. Sweater features a cable knit construction, shawl collar, long sleeves, open front, front pockets, and rib trim at cuffs at hem. Sweater is made from a soft acrylic material and cut for a normal fit.

    Style Number/Barcode: 06005-0179

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Cute Cardigan

    Lightweight and airy, add this knit sweater cardigan to your closet for those cooler summer days. It features long fitted sleeves with ribbed cuffs, a V neckline, a button down front, and a cropped, relaxed fit. The cardigan is composed of a knit fabric with moderate stretch.

    Style Number/Barcode: 06005-0159

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Town Suede Trench

    In need of a little layering pick me up? Then elevate your ensemble with this chic faux suede trench! Versatile and elegant, it features a drape-front collar, long sleeves, an open front, belt loops, and a removable tie. The jacket is made from a soft, suede-like fabric with a moderate stretch. Pair this trench over a basic bodysuit and trendy mom jeans.

    Fit & Features

    • Drape-front collar
    • Long fitted sleeves
    • Open front
    • Tie-front belt
    • Faux suede fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0024

    Category Name: Winter Looks

    Price: $34.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stay Chic Crop Top

    Stay chic and stylin' in this must have essential! The crop top features a mock neckline, tank-like shoulder straps, and a cropped hem. The ribbed sweater knit fabric offers plenty of form-fitting stretch.

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0111

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Up PJ Top
    Cozy on up in this cute and comfy PJ top! It features short sleeves, a V neckline, and a mid-length hem. The heather gray ribbed knit top offers plenty of stretch. Don't forget to purchase the matching leggings!

    Style Number/Barcode: 07103-0003

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Up PJ Leggings
    Cozy on up in these cute and comfy PJ leggings! They feature a high rise elastic banded waist, a faux front drawstring detail, and a skinny leg fit. The heather gray ribbed knit leggings offer plenty of stretch. Don't forget to purchase the matching PJ top!

    Style Number/Barcode: 07103-0004

    Category Name: Winter Looks

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance