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.

  • Glam Touch Rhinestone Pom Beanie

    Add a glam touch in this knit beanie featuring a tonal pom, rhinestone insets, and a folded hem. Complete your look with a cuddly crop jacket.

    Fit & Features

    • Rhinestone insets
    • Tonal faux fur pom
    • Folded hem
    • Knit design, moderate stretch

    Style Number/Barcode: 07302-0418

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Harvest Scoop Neck Crop Tank

    This crop tank top has landed in the harvest for this season! It features a sleeveless, wide-strap design with a scoop neck, cropped hem, and cable knit fabric with a moderate stretch. Complete the look with the matching sweater. 

    Shop Matching Sweater: Autumn Harvest Mock Neck Sweater Top

    Fit & Features

    • Sleeveless, wide-straps
    • Scoop neck
    • Cropped hem
    • Cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1104

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Glam Rhinestone Fishnet Tights

    These embellished fishnet tights will give you a sultry glam vibe! They feature a high-rise waist, a small gauge fishnet design, and a front seam design of iridescent rhinestones. Style these tights with your fave bodycon dress for your next night out.

    Fit & Features

    • High-rise waist
    • Small gauge fishnet design
    • Front seam design, iridescent rhinestones
    • Nylon material, moderate stretch


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    Style Number/Barcode: 07306-0122

    Category Name: Winter Looks

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Regal Glamour Faux Fur Wrap

    Have yourself an elegant moment with this luxe faux fur wrap! It features faux fur, a soft lining with a single strap, and can be stylishly draped off-the-shoulder for a regal glam look. Layer this wrap over a glitzy formal glitter dress and complete the outfit with a sleek clutch.

    Fit & Features

    • Faux fur
    • Soft lining, single strap

    Style Number/Barcode: 07305-0375

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Cutie Striped Cardigan

    Cozy up in this adorable striped cardigan! It features long sleeves, an open front, dual front pockets, and a relaxed, comfortable fit. The ribbed knit fabric showcases an all-over striped pattern in tones that bring the fall vibes! Style this cardigan over a casual dress with over-the-knee boots.

    Fit & Features

    • Long blouson sleeves
    • Open front
    • Dual front pockets
    • Relaxed fit
    • Ribbed knit fabric, striped pattern
    • Runs true to size

    Style Number/Barcode: 06005-1100

    Category Name: Winter Looks

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Criminal Stiletto Sock Booties

    There's a warrant out for you looking too good in these sock booties! They feature a pointed toe, stiletto heel, side zipper, and smooth faux suede material. Complete your killer look with a chic moto jacket.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper
    • Smooth faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1495

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Babe Hooded Mini Dress

    Achieve that trendy sporty babe look with this casual ribbed knit mini dress. It features a hoodie, a high neckline with front drawstrings, long sleeves, ruched side detailing, and a short, curve-hugging silhouette. Style this dress with cute sneakers.

    Fit & Features

    • Hoodie
    • High neckline, front adjustable drawstrings
    • Long fitted sleeves
    • Ruched sides, adjustable drawstrings
    • Mini-length, form-fitting silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4324

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Embrace The Chill Mock Neck Sweater Tunic

    Embrace the chill in style! This sweater tunic features a sleeveless, mock neck design on a form-fitting silhouette and mini-length hem. Composed of a soft eyelash knit fabric with a moderate stretch. Complete the look in an oversized blazer.

    Fit & Features

    • Sleeveless, mock neck
    • Form-fitting silhouette
    • Mini-length hem
    • Soft eyelash knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1113

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Good Bell Sleeve Crop Top

    This cute crop top will have you looking and feeling good! The top features a crew neckline, long bell sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a mini skirt and mules. 

    Fit & Features

    • Crew neckline
    • Long  bell sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0836

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy And Chill Colorblock Sweater

    Keep it cozy and chill with a sweater that keeps you on-trend. The sweater features a colorblock design, an off-the-shoulder neckline, long sleeves, and a mid-length hem. The sweater is composed of an unlined knit fabric that offers a relaxed fit with slight stretch. Complete look with ankle booties and a panama hat for those cool-girl vibes. 

    Fit & Features 

    • Colorblock pattern 
    • Off the shoulder neckline
    • Long sleeves
    • Mid-length hem 
    • Unlined knit fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1094

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Wraps Envelope Side Tie Mini Skirt

    The perfect chic wrap to add style to your look. This mini skirt features a high-rise waist, envelope side tie, composed of faux leather fabric with a moderate stretch. Complete the look with peep-toe booties.

    Fit & Features

    • High-rise waist
    • Envelope side tie
    • Mini length hem
    • Faux leather fabric, moderate stretch
    • Fits true to size 

    Style Number/Barcode: 06501-0565

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild At Heart Brushed Knit Leopard Mini Dress

    Showcase your wild side in a mini dress that makes a fierce impression! The dress features a leopard print, a crew neckline, long sleeves, ruched drawstrings, and a mini-length silhouette with a rounded hem. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a moto and ankle booties. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ruched drawstrings
    • Leopard print
    • Mini length silhouette
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4263

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Vibes Velvet Jumpsuit

    Bring on the trendy vibes with this fab velvet jumpsuit! It features a sleeveless mock neckline, a sultry front cutout above the bust, structured cups, and flared pant legs. The velvet fabric has a chic burnout design. Complete the look with fringe earrings and clear heels.

    Fit & Features

    • Sleeveless mock neckline
    • Front cutout above the bust, padded cups
    • Back zipper closure
    • High waist seam
    • Form-hugging fit, flared pant legs
    • Velvet fabric, burnout design
    • Runs true to size

    Style Number/Barcode: 06502-0765

    Category Name: Winter Looks

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Fierce Snake Print Crop Top

    Keep your look flirty and fierce with this sultry snake print top. It features a mock neckline, long fitted sleeves, an open back with a tie detail, and a cropped, form-hugging fit. Style this top with faux leather pants and booties for your next girl's night out.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Open back, tie detail
    • Cropped, form-hugging fit
    • Brushed knit fabric
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06001-3716

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Sassy Snake Print Midi Skirt

    Keep your 'fit chic and sassy with this on-trend midi skirt! It features a high waist, a mid-length, form-hugging fit, a stylish side slit, and is composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Complete the look with a cropped blouse and clear heels.

    Fit & Features

    • High-rise waist, elastic band
    • Form-hugging fit
    • Side slit
    • Brushed faux suede fabric, minimal stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06401-0390

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Edge Lattice Crop Top

    Bring a major edge with a crop top that shows off a hint of skin. The crop top features a square neckline, long sleeves, a lattice back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and faux leather booties. 

    Fit & Features 

    • Square neckline
    • Long sleeves
    • Lattice back 
    • Cropped hem 
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1200

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serious Chills Quilted Puffer Wubby Jacket

    You take chilly days seriously stylish in this puffer longline jacket! It features long cuffed sleeves, a hoodie drawstring neckline, zipper closure, flap pockets, and a reversible design. The jacket is composed of a quilted puffer/wubby knit fabric with no stretch. Style with a casual top and jeans.

    Fit & Features

    • Long cuffed sleeves
    • Hoodie drawstring neckline
    • Zipper closure, flap pockets
    • Reversible design
    • Longline hem
    • Quilted puffer/wubby knit fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06201-0237

    Category Name: Winter Looks

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Cute Rib Knit Sweater Top

    Add this cute rib-knit sweater to your weekly rotation! Featuring long sleeves, a boat neckline, and a cropped hem. Complete the look with jeans and chic booties.

    Fit & Features

    • Long sleeves
    • Boat neckline
    • Rib knit design
    • Cropped hem
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1092

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Split Hem Faux Leather Leggings

    Step up your look with these sleek faux leather leggings. They feature a flattering high waist, vertical seams that lead to a trendy split hem design, and a form-hugging fit. Style these leggings with a cropped sweater and ankle booties.

    Fit & Features

    • High-rise waist, elastic-band
    • Vertical seams, split hem design
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0440

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Sass Snake Print Skinny Pants

    Bring sassy vibes with these on-trend skinny pants! They feature a high-rise waist, a form-hugging fit, and are composed of a luxe brushed faux suede fabric with an all-over snake print pattern. Style these pants with a basic crop top and combat boots.

    Fit & Features

    • High-rise waist, elastic band
    • Form-hugging fit
    • Brushed faux suede fabric, minimal stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06402-0433

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Fuzzy Knit Cardigan

    Cozy and chic, this fuzzy knit cardigan is the perf layering piece for the season! It features long sleeves, a long line silhouette with a relaxed fit, and dual pockets by the hem. Style this cardigan with over-the-knee boots.

    Fit & Features

    • Long sleeves
    • Open front
    • Long line silhouette
    • Relaxed fit
    • Dual pockets
    • Fuzzy knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1064

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Nylon Faux Fur Reversible Jacket

    Layer on this trendy reversible jacket for a cozy-chic vibe! It features a reversible design with a sleek nylon exterior and a soft faux fur interior. The jacket has a mock neckline, long sleeves, a complete zip front, and an adjustable drawstring hem. Style this jacket over a basic tee with denim for a casual look.

    Fit & Features

    • Reversible design
    • Nylon exterior with thin striped detailing, faux fur interior
    • Mock neckline
    • Long sleeves, elastic cinched hems
    • Complete zip front, adjustable drawstring hem, zippered pockets
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0254

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Warm & Toasty Cable Knit Pom Beanie

    Keep warm, toasty, and cute in this cable knit beanie featuring a tonal faux fur pom. Complete your cold-weather fit with jeans and boots.

    Fit & Features

    • Faux fur tonal pom
    • Cable knit design
    • Fold-over hem
    • Moderate stretch

    Style Number/Barcode: 07302-0414

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fireside Cozy Plaid Frayed Scarf

    Warm-up by the fire in this plaid frayed scarf that's perfect for styling with leggings and a cup of cocoa in hand!

    Fit & Features

    • Plaid pattern
    • Frayed edge trim
    • Soft fabric, no stretch

    Style Number/Barcode: 07305-0362

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale