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.

  • Trendy And Sleek Faux Leather Bucket Hat

    Trendy and sleek, this faux leather bucket hat is the perf accessory to top off your everyday 'fits! It features a short brim and is composed of faux leather material with a chic sheen. Style with large hoop earrings.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Woven lining
    • Faux leather material

    Style Number/Barcode: 07302-1391

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shooting Star Rhinestone Earrings

    Shoot for the stars! These earrings feature a linear design with rhinestone star charms and a rubber-back stopper for a secure fit. Complete the look in a trendy mini dress for festival season!

    Fit & Features

    • Linear design
    • Rhinestone star charms
    • Rubber-back stopper

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1208

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • My Edgy Side One Shoulder Bodysuit

    Turn up your stylish edge in this sleek and chic faux leather bodysuit featuring a one-shoulder crew neckline, a fitted long sleeve, a back keyhole with button closure, and a sultry waist cutout. Style with straight-leg jeans to complete the look! 

    Fit & Features

    • One-shoulder crew neckline
    • Fitted long sleeve
    • Back keyhole with button closure
    • Waist cutout accent
    • Faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06001-4383

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everyday Glamour Chain-Link Necklace

    This chic necklace will give your outfits that everyday glam vibe! It features two rows in a layered design with thick chain links in silver and gold. Style with sleek hoop earrings.

    Fit & Features

    • Two-row necklace
    • Chain-link designs
    • Silver and gold hues
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1344

    Category Name: Winter Looks

    Price: $1.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Mood Crop Top And Joggers Set

    Show off the perfect casual style in this trendy lounge set! It features a henley crop top with a crew neckline with a notched V-cut design, long sleeves, and a cropped, relaxed fit. The matching joggers feature a high-rise elasticized waist, a front adjustable drawstring, a relaxed fit, and tapered jogger hems. You'll love cozying up in the soft knit fabric. Style this set with a cute hair clip.

    Fit & Features

    • Henley crop top and joggers set
    • Ribbed crew neckline, notched V-cut design
    • Long sleeves with ribbed cuffs, cropped hem
    • Ribbed high-rise elasticized waist, front adjustable drawstring
    • Ribbed tapered jogger hems
    • Relaxed fit, knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0875

    Category Name: Winter Looks

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Must-Have Crop Top And Leggings Set

    This ribbed knit lounge set is a cozy must-have! It features a crop top with a scoop neckline, a partial button-down front, long fitted sleeves with cute lettuce-edge hems, a cropped lettuce-edge hem, and a form-hugging fit. The matching leggings feature a high-rise elasticized waist with a partial faux button-down front, skinny pant legs, and a form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Style this set with a cute robe!

    Fit & Features

    • Crop top and leggings set
    • Scoop neckline, partial button-down front
    • Long fitted sleeves, cropped fit, lettuce-edge hems
    • High-rise elasticized waist, partial faux button-down front
    • Skinny pant legs, form-hugging fit
    • Stretchy ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 07103-0889

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Dream Sweater And Shorts Set

    Snuggle up and have sweet dreams in this cozy sleepwear set! It features a cropped sweater with a crew neckline, long sleeves, ribbed knit hems, and a form-hugging fit. The matching shorts feature a high-rise elasticized waist with a ribbed knit waistband and a form-hugging fit. The ultra-soft textured knit fabric offers a moderate stretch. Style this set with a cute robe.

    Fit & Features

    • Sweater and shorts set
    • Ribbed crew neckline, long sleeves with ribbed cuffs
    • Cropped ribbed hem
    • High-rise elasticized waist, ribbed knit waistband
    • Form-hugging fit
    • Soft textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0890

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Girls Gotta Shine Knit Crop Top

    A girl's gotta shine and this crop top brings the sparkle! It features fitted long sleeves, a scoop neckline, a front cutout with rhinestone embellished safety pins, and a fitted hem on stretchy rib-knit fabric. Style with skinny jeans to complete the look! 

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Front cutout, rhinestone embellished safety pins
    • Fitted crop hem
    • Rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1502

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desa High-Rise Straight Leg Jeans By Windsor Denim

    Stylish and shapely, the Desa jeans by Windsor denim look and fits like a dream! They feature a flattering high-rise waist, a straight-leg silhouette with an ankle-length hem on medium-wash denim fabric with minimal stretch. Style with a corset top to complete your sassy look!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette
    • Ankle-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0383

    Category Name: Winter Looks

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Best Match Plaid Slit Mini Skirt

    From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look in the matching shacket and knee-high boots.

    Shop The Matching Shacket: Best Match Plaid Longline Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Slit accent 
    • Mini-length hem
    • Plaid pattern, soft woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0462

    Category Name: Winter Looks

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Best Match Plaid Longline Shacket

    From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look in the matching cozy skirt and knee-high boots.

    Shop Matching Bottoms: Best Match Plaid Slit Mini Skirt

    Fit & Features

    • Long sleeves, button cuffs
    • Collar neckline
    • Front button-down closures
    • Flap pockets, side slit accents
    • Longline hem
    • Plaid pattern, soft woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1459

    Category Name: Winter Looks

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Love Mock Neck Midi Dress

    This midi dress is what dreams are made of! It features a cozy brushed rib-knit fabric designed with a mock neck, fitted long sleeves, and a bodycon silhouette. The knit fabric offers a moderate stretch. Style with a crop denim jacket to complete the look!

    Fit & Features

    • Mock neck
    • Fitted long sleeves
    • Bodycon silhouette
    • Midi-length hem
    • Super soft brushed rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5035

    Category Name: Winter Looks

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • First Pick Henley Knit Maxi Dress

    Cute and stylish, this maxi dress will be your first pick for looking good always! It features fitted long sleeves, a v-neckline with button front closures, a bodycon silhouette, and is composed of stretchy rib-knit fabric. Style with booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-front closures
    • Bodycon silhouette
    • Maxi-length hem
    • Rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5036

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Cozy Turtleneck Mini Dress

    You'll forever be cozy in this soft and stretchy brushed knit mini dress! It features a turtleneck, long fitted sleeves, and a short, curve-hugging, bodycon silhouette. Style with a plaid blanket scarf and knee-high boots.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Mini-length hem
    • Fitted bodycon silhouette
    • Double-lined brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4811

    Category Name: Winter Looks

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hit The Basics Mock Neck Crop Top

    A basic crop top like this is essential for creating the perfect capsule closet! It features fitted long sleeves, and a mock neck, and is composed of stretchy knit fabric. Style with jeans, a coat, and new shoes to complete the look! 

    Fit & Features

    • Fitted long sleeves
    • Mock neck
    • Cropped hem
    • Stretchy knit fabric, double-lined
    • Runs true to size

    Style Number/Barcode: 06002-1491

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layered In Luxe Faux Leather Trench Coat

    You'll be layered in luxe in this trendy faux leather trench coat! It features a faux fur lapel collar, long sleeves with a faux fur trim, dual button-front closures, a belted waist to stylishly cinch your silhouette, and a long-line hem. The smooth faux leather fabric includes a woven lining. Pair over a crop top and a satin midi skirt with knee-high boots for a city-chic look.

    Fit & Features

    • Faux fur lapel collar
    • Long sleeves, faux fur trim
    • Dual button-front closures
    • Belted waist, rectangular buckle, lined side pockets
    • Long-line hem
    • Faux leather fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1503

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Glamour Gemstone Ring Set

    Bring bold glamorous vibes to your everyday look with this trendy ring set! The pack features five sleek metal bands with varying designs with gemstone and rhinestone embellishments. Style this set with a dainty choker necklace.

    Fit & Features

    • Five-pack ring set
    • Gemstone and rhinestone embellishments

    Style Number/Barcode: 07004-0308

    Category Name: Winter Looks

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Nights Faux Leather Cabby Hat

    Explore the city at night in this chic faux leather cabby hat to give your outfit the perf vibe! It features a classic and sleek design with a curved brim. Complete the look in a trench coat.

    Fit & Features

    • Classic and sleek design
    • Curved brim
    • Cabby hat style
    • Faux leather material

    Style Number/Barcode: 07302-1362

    Category Name: Winter Looks

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Central Park Chic Trench Coat

    Layer on this structured trench coat for a city-chic look! Featuring a lapel collar, long sleeves, hidden lined side pockets, and a long-length hem, this fleece coat is a perfect pick for the season. Style over a mock neck bodysuit with dark wash denim.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Dual hidden side pockets, smooth woven lining
    • Long-length hem, fitted silhouette
    • Fleece fabric, little to no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0330

    Category Name: Winter Looks

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Pearl Chain Link Earrings

    Edgy and classy, complement your look with these earrings featuring a linear chain link with faux pearl charms and a push-clasp closure. Perfect for styling with a little black dress.

    Fit & Features

    • Linea chain link
    • Faux pearl charms
    • Push-clasp closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1440

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Fab Rhinestone Choker Necklace

    You're all about that glam life look! This gorgeous choker necklace is totally fab and perfect for you. It features a five-row rhinestone embellished choker necklace with ten rows of draped rhinestone embellished layers. Style this bold necklace with a dress with a plunging necklace and complete the look with strappy heels.

    Fit & Features

    • Five-row rhinestone embellished choker necklace
    • Ten rows of draped rhinestone embellished layers
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1262

    Category Name: Winter Looks

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country-Chic Cowboy Boots

    Show off a trendy country-chic style in these faux leather cowboy boots! They feature a below-the-knee height, a pointed toe, a low-stacked block heel, and a western-inspired stitched design. Pair with a casual dress and hoop earrings.

    Fit & Features

    • Below-the-knee height
    • Pointed toe
    • Low-stacked block heel
    • Pull tabs on each side
    • Western-style stitching
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0868

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Must-Have Over-The-Knee Boots

    These classic over-the-knee boots are a definite must-have this winter! They feature a round toe, a low block heel for comfortable wear, a form-hugging fit, and a top tie-back design. Style with your favorite sweater dresses this season!

    Fit & Features

    • Over-the-knee height
    • Round toe
    • Low block heel
    • Form-hugging fit
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0840

    Category Name: Winter Looks

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rule The Scene Knee-High Boots

    Rule the style scene when you step out in these faux leather boots showcasing high-fashion vibes! It features an almond toe, block heel, inner zipper closure, a lace-up back with tie closure, and a knee-high shaft length. Complete the look in a trendy crop jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Inner side zipper
    • Lace-up back with tie closure
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0831

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance