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.

  • Warm Embrace Cable Knit Sweater

    Cozy up on chilly autumn days in this cable knit sweater featuring the perfect oversized fit, long sleeves with ribbed cuffs, a mock neckline with a trendy cutout, and a relaxed hem. Complete the look in leggings and cute suede boots.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Mock neckline with cutout
    • Oversized silhouette
    • Relaxed fit hem
    • Cable knit design
    • Fits true to size

    Style Number/Barcode: 06005-1452

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Chic Over-The-Knee Slouch Boots

    Your look will always be chic in these bold over-the-knee boots! They feature a slouched design, a pointed toe, a sleek stiletto heel, and an inner zipper closure. Pair with a corset top and a faux leather skirt and strut in style!

    Fit & Features

    • Over-the-knee fit
    • Slouched design
    • Pointed toe
    • Stiletto heel
    • Zipper closure
    • Faux leather material, smooth lining
    • Runs true to size

    Style Number/Barcode: 07402-0830

    Category Name: Winter Looks

    Price: $30.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Story Over The Knee Boots

    Create a sleek and sophisticated outfit with these over-the-knee boots featuring a pointed toe, stiletto heel, and a pull-up/off styling. The boots are composed of faux suede material. Complete the look in a chic trench coat.

    Fit & Features

    • Pointed-toe 
    • Stiletto heel
    • Over-the-knee shaft length
    • Pull-up/off styling
    • Faux suede material
    • Fits true to size

    Style Number/Barcode: 07402-0835

    Category Name: Winter Looks

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Diva Leopard Print Faux Fur Coat

    Layer on this ultra-soft faux fur coat to showcase fabulous diva energy! The coat features a lapel collar, long sleeves, lined side pockets, a relaxed silhouette, and an all-over trendy leopard print pattern. The faux fur fabric includes a knit lining. Style with knee-high boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Lined side pockets
    • Relaxed fit
    • Leopard print
    • Faux fur fabric, knit lining with minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0322

    Category Name: Winter Looks

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Scene Lace Up Over The Knee Boots

    Steal the scene in these sassy over-the-knee boots featuring a trendy pointed-toe, stiletto heel, side bungee lace-up sides, and inner zipper closure, composed of smooth faux suede material. Complete the look in a short dress for a night on the town!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Side bungee lace-ups
    • Inner zipper closure
    • Over-the-knee shaft length
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0827

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Style Strapless Satin Bodysuit

    Show off a sultry style in this sleek satin bodysuit! It features a strapless plunging V-neckline with a wired design for added structure, a knit thong bottom, and a form-hugging fit. The smooth satin-knit fabric offers a moderate stretch. Pair with faux leather pants and clear heels.

    Fit & Features

    • Strapless plunging V-neckline, wired design
    • High waist seam, knit thong bottom, dual snap button closure
    • Form-hugging fit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4810

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked On Style Lace-Up Boots

    Stack on the style with boots that dare to go bold! The faux suede boots feature an over-the-knee shaft length, a sexy bungee strap lace-up back, an inner zipper closure, a pointed toe, and a sleek stiletto heel. Complete the look with a sweater and mini skirt for a dinner date!

    Fit & Features

    • Over-the-knee shaft length
    • Lace-up bungee strap back 
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0825

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Tale Corduroy Faux Sherpa Shacket

    This tale is as chill as time! The corduroy shacket offers a cozy and cute look to bundle up in this season. It features long sleeves, button cuffs, a hooded neckline, four-pocket styling, a button-down front, and a longline hem with faux sherpa lining. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, button cuffs
    • Hooded neckline
    • Four-pocket styling
    • Button-down front
    • Longline hem
    • Corduroy fabric, faux sherpa lining, no stretch
    • Fits true to size

    Style Number/Barcode: 06201-0307

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Out Style Sheer Mesh Crop Top

    Keep your night out style on-trend with this alluring completely sheer mesh crop top! It features a mock neckline, long fitted sleeves, a cropped, form-hugging fit, and an all-over eye-catching flocked velvet swirl pattern. Style over a lace bralette with a faux leather mini skirt.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Flocked velvet swirl pattern
    • Sheer mesh fabric, no lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4382

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Knit Distress Crop Sweater

    The perfect knit crop sweater to level up your autumn closet! The crew neck sweater features long sleeves and a hem with distressed accents on a purl knit fabric. Complete your trendy look in high-rise jeans and booties for everyday styling!

    Fit & Features

    • Long sleeves and hem with distressed accents
    • Crew neck
    • Cropped length
    • Purl knit design
    • Fits true to size

    Style Number/Barcode: 06005-1548

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Femme Edge Platform Lug Booties

    Play up your edgy female energy in these faux leather booties featuring a trendy utility design, a round toe, block heel, chunky platform lug sole, knit side panels, and inner zipper closure on an ankle-length shaft. Complete the look in a cool moto jacket!

    Fit & Features

    • Round toe
    • Block heel
    • Chunky platform lug sole
    • Side knit panels and inner zipper closure
    • Ankle-length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1559

    Category Name: Winter Looks

    Price: $12.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Babe Plaid Blanket Scarf

    You can still be a babe and brace for the cold thanks to this cozy plaid blanket scarf! It features a trendy fringe edge design on cozy and soft fabric. Complete the look in a trendy jacket for a coffee run.

    Fit & Features

    • Plaid pattern
    • Fringe edge design
    • Soft and cozy fabric

    Style Number/Barcode: 07305-0431

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In A Lug Bootie

    Hey, there cutie rocking these lug sole booties! They feature a round toe, chunky block heel, and rib-knit upper design on faux leather material. Complete the look in a flannel shacket for cold-weather vibes. 

    Fit & Features

    • Almond toe
    • Lug sole
    • Chunky block heel
    • Rib-knit upper design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1584

    Category Name: Winter Looks

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Friends Color Block Sweater

    You and this cozy sweater will be the best of friends! The sweater top features color block long sleeves, a crew neck, a ribbed-knit design, and a relaxed fit hem. Complete the look in skinny jeans.

    Fit & Features

    • Color block long sleeves
    • Crew neck
    • Relaxed silhouette
    • Ribbed-knit design
    • Comfortable and soft fabric
    • Fits true to size

    Style Number/Barcode: 06005-1521

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polish Up Real Nice Long Blazer

    You'll polish up your outfit real nice with this faux suede blazer featuring three-quarter-length sleeves with roll cuffs, a lapel collar neckline, an open-front design, side pockets, and a slim longline hem. Layer this blazer over a chic corset and jeans.

    Fit & Features

    • Three-quarter-length sleeves, roll cuffs
    • Lapel collar neckline
    • Open-front design
    • Side pockets
    • Slim longline hem
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1269

    Category Name: Winter Looks

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jay High-Rise Wide Leg Jeans By Windsor Denim

    Easy, breezy, and effortlessly cool slip into the Jay jeans by Windsor denim designed to showcase your edgy-cute style! They feature a flattering high-rise waist, front distressed accents, and knee rips along the wide-leg silhouette. The jeans are crafted from a medium wash with vintage-inspired color fading for the perfect worn-in fit and feel. Complete the look in sleek pointed-toe booties.

    Fit & Features

    • High-rise waist
    • Front distressed accents, knee rips
    • Wide-leg silhouette
    • Hidden front five-button fly
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect
    • Runs true to size

    Style Number/Barcode: 06602-0380

    Category Name: Winter Looks

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look Back At Me Cable Knit Top

    Watch head-turn as you walk by in this fab cable knit sweater top featuring a sleeveless mock neck, a flirty open-back design, and a cropped hem. Pair with skinny jeans and booties for a fall festival!

    Fit & Features

    • Sleeveless mock neck
    • Open-back design
    • Cropped hem
    • Cable knit sweater fabric
    • Soft and comfortable
    • Fits true to size

    Style Number/Barcode: 06005-1673

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish In The Chill Puffer Jacket

    Keep stylish through the chill in this quilted puffer jacket featuring long sleeves with buttoned cuffs, a collar neckline, snap-button down front closures, flap pockets, and a cropped hem. The jacket is designed with thin insulation to help keep you comfortable and protected from the elements. Style over a long sleeve top with woven joggers.

    Fit & Features

    • Long sleeves, buttoned cuffs, collar neckline
    • Snap-button down front closures
    • Flap pockets
    • Cropped hem
    • Quilted thin puffer woven fabric
    • Insulated and lined
    • Fits true to size

    Style Number/Barcode: 06201-0317

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Press Pause Faux Leather Corset Bodysuit

    You'll wanna press pause cause you'll be obsessed with how you slay in this faux leather corset bodysuit perfect for a night out. It features a sleeveless sweetheart neckline, adjustable and detachable spaghetti straps, ruched bust, fitted bodice, and mesh thong bottom with dual snap-button closures. Complete the look in straight-leg jeans.

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable and detachable spaghetti straps
    • Ruched bust, back zipper closure
    • Corset-style fitted bodice
    • Mesh thong bottom, dual snap-button closure
    • Faux leather non-stretch lined fabric
    • Runs true to size

    Style Number/Barcode: 06003-1972

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prepped Success Plaid Long Blazer

    You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!

    Shop Matching Skirt: Prepped Success Plaid Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Open-front design, side pockets
    • Long-length hem
    • Houndstooth plaid pattern
    • Faux suede fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1463

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Contrast Stitch Knit Sweater

    Your closet will be happy to meet this cute contrast stitch sweater perfect for showcasing your unique style! The sweater features a ribbed crew neck, long sleeves with cuffs, and a relaxed fit hem. Complete the look with faux leather pants for a Friday night out!

    Fit & Features

    • Ribbed crew neck
    • Long sleeves with cuffs
    • Relaxed fit hem
    • Contrast stitch seams
    • Sweater knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1566

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Nights Satin Button-Up Short Dress

    The perfect satin short dress for a night of wine and dining! Featuring long sleeves with buttoned cuffs, a collar neckline, button-up front closures, a smocked waist, and a curved short-length hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar neckline
    • Button-up front closures
    • Smocked waist
    • Curved short-length hem
    • Smooth satin fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1927

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All An Illusion Mesh Stripe Jumpsuit

    This sleeveless jumpsuit is the real stylish deal! It features a square neck, spaghetti straps, a mesh striped bodice, and a straight-leg silhouette. Complete your sultry look with a statement choker for cocktail hour!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Mesh striped bodice
    • Straight-leg silhouette
    • Smooth knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2236

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always In Plaid Woven Crop Shacket

    Don't be surprised if you find yourself wearing this plaid crop shacket on repeat! It features long sleeves with button cuffs, a collar neckline, a button-down placket, pockets, and a boyfriend silhouette. Complete the look in knee-high boots for a chic autumn outfit!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down placket, pockets
    • Boyfriend silhouette
    • Cropped hem
    • Plaid pattern, flannel woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1454

    Category Name: Winter Looks

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price