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.

  • Trendsetter Long Sleeve Corset Top

    Set the trend and slay in this long sleeve corset top perfect for a girl's night! It features a crew neck, long sleeves, a corset-style bodice with flexible boning, and a curved crop hem. Composed of a smooth knit fabric with a moderate stretch. Style with skinny jeans and heels.

    Fit & Features

    • Long sleeves
    • Crew neck
    • Corset bodice, flexible boning
    • Curved crop hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3811

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Best Of Both Worlds Eyelash Knit Dress

    Stylish and cozy, this off-the-shoulder dress is all you need to keep it chic this season! It features long sleeves, a bodycon silhouette, and a fitted mini-length hem. The dress is composed of eyelash knit fabric with a moderate stretch. Complete the look with a beret.

    Fit & Features

    • Long sleeve
    • Off-the-shoulder neckline
    • Bodycon silhouette
    • Fitted, mini-length hem
    • Eyelash knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1090

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Chills Rib Knit Cami

    Embrace the chill looking cute in this knit cami all season long! Featuring a sleeveless, sweetheart neckline, underbust lining, and a ribbed knit crop hem on soft fabric with a moderate stretch. Complete the look in the matching cardigan.

    Shop The Matching Cardigan: Winter Chills Knit Cardigan

    Fit & Features

    • Sleeveless, sweetheart neckline
    • Underbust lining
    • Ribbed crop hem
    • Soft fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1131

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Steal The Scene High Waist Faux Leather Leggings

    Steal the scene in statement leggings that command attention! The leggings feature an elastic high-rise waist, a zippered front with a mini O-ring accent, and a skinny tapered leg. The leggings are composed of a faux leather fabric that offers a form-hugging fit with slight stretch. Complete look with a faux fur jacket and mules.

    Fit & Features

    • Elastic high-rise waist
    • Zippered front with mini O-ring detail
    • Skinny tapered leg 
    • Faux leather fabric
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0432

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Day Faux Suede Boots

    Make your day a stylish one with boots that slay, babe! The boots feature an under-the-knee length, an inner zipper closure, a closed square toe with metal trim, and a stacked block heel. The boots are composed of a faux suede material. Complete look with a cardigan and skinny jeans.

    Fit & Features

    • Under the knee length
    • Inner zipper closure
    • Closed-square toe, metal trim
    • Stacked block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0792

    Category Name: Winter Looks

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brisk Steps Faux Suede Cutout Booties

    Take brisk steps of style wearing this faux suede bootie! It features a pointed toe, block heel, and side cutouts for easy on-off styling. Complete your look in a cozy scarf and jacket.

    Fit & Features

    • Pointed toe
    • Block heels
    • Side cutout accents
    • Easy on/off styling
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1537

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Twist Saffiano Top Handle Bag

    This saffiano bag comes with a stylish twist to compliment any outfit! It features a metal twist top handle, detachable shoulder strap, an envelope flap with snap closure, and one interior pocket. Complete the look with booties. 

    Fit & Features

    • Metal twist top handle
    • Detachable shoulder strap
    • Envelope flap with snap closure
    • One interior pocket
    • Saffiano PU material

    Style Number/Barcode: 07203-0875

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Work It Saffiano Mini Satchel Bag

    A fashionista like you will surely work this satchel bag with every outfit! It features a top handle and detachable shoulder strap, mini satchel design, on saffiano faux leather material. Complete the look in a statement blouse and trousers.

    Fit & Features

    • Top handles
    • Detachable shoulder strap
    • Top zipper closure 
    • Small interior zippered compartment 
    • Mini satchel design
    • Saffiano faux leather material

    Style Number/Barcode: 07203-0863

    Category Name: Winter Looks

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go Getter Nubuck Block Heel Booties

    Reach for your goals in chic style wearing these nubuck booties. They feature a pointed toe, block heel, and side zipper closure. Complete your look in a midi dress and blazer.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1400

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Heart Beat Faux Fur Ring Clutch

    Your heart will beat for this trendy clutch bag! It features a top handle, shoulder strap, and a clasp closure on faux fur material. Complete the look for the date night in a classy red dress. 

    Fit & Features

    • Heart-shaped design
    • Top handle
    • Shoulder strap
    • Clasp closure
    • Faux fur material

    Style Number/Barcode: 07203-0950

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Sophisticated Tweed Blazer

    Showcase stylish sophistication with this posh tweed blazer. It features shoulder pads, long sleeves, an open front with hook and eye closures, and a cropped, form-hugging fit. The tweed fabric has pretty metallic sparkles embroidered throughout. Layer this blazer over a basic bodysuit and complete the look with high waist dress pants and clear mules.

    Fit & Features

    • Shoulder pads
    • Long sleeves
    • Open front, hook and eye closures, faux front pockets
    • Cropped, form-hugging fit
    • Tweed fabric, smooth lining, no stretch
    • Metallic sparkle embroidery
    • Runs true to size

    Style Number/Barcode: 06204-1070

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Faux Suede Stiletto Heels

    Stay on trend with heels that bring that stylish flair to your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a sleek stiletto heel. The heels are composed of a faux suede material. Complete look with a ruched midi dress and fake eyelashes. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap 
    • Open square toe, strap over the toe
    • Stiletto heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3476

    Category Name: Winter Looks

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Casual Plaid Wool Shacket

    Layer on the cozy casual vibes with this adorable plaid shacket! It features a collared neckline, long sleeves, a complete button-down front, and a relaxed fit. The wool fabric offers comfortable wear. Style this shacket with leggings and combat boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front
    • Buttoned chest pockets
    • Wool fabric, no stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1089

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check It Plaid Button Shacket

    Check out how cute this plaid shacket is! It features long sleeves with button cuffs, a collared neckline, a button-down front, flap pockets, and a relaxed fit. Complete the look in knee-high boots for the perf daytime 'fit.

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline, flap pockets
    • Button-down front
    • Plaid pattern
    • Soft woven fabric, no stretch
    • Relaxed silhouette
    • Runs true to size

    Style Number/Barcode: 06204-1088

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Chill Plaid Shacket

    Keep it casual and chill with a shacket that brings those girl next door vibes. The shacket features a plaid print, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, and a longline length with a rounded hem. The shacket is composed of a soft faux wool fabric that offers a relaxed fit with a minimal stretch. Complete look with thigh-high boots. 

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves with button cuff
    • Multi-button down front
    • Two chest pockets
    • Longline length, rounded hem
    • Faux wool fabric, relaxed fit, minimal stretch 

    Style Number/Barcode: 06204-1034

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Babe Over-The-Knee Socks

    Hey babe, showcase a cute sporty vibe with these over-the-knee socks! They hit right above the knee and feature an athletic stripe design at the top. Pair these socks with a mini skirt and heeled booties.

    Fit & Features

    • Over-the-knee fit
    • Athletic stripe design
    • Knit fabric, moderate stretch

    Style Number/Barcode: 07306-0127

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Patent Leather Cabby Hat

    Get ya cabby hat here, girl! This cabby hat features allover faux leather fabric with a flat top and short brim. The hat is composed of a faux patent leather material. Complete look with a faux fur jacket and thigh-high boots.

    Fit & Features

    • Flat top
    • Short brim
    • Cabby design
    • Faux patent leather material

    Style Number/Barcode: 07302-0420

    Category Name: Winter Looks

    Price: $5.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Trendy Stunner Mini Sherpa Crossbody

    Stay on trend with a crossbody that creates a head-turning impression! The crossbody features a mini rectangular body, a fold-over closure with a turn-lock closure, a quilted stitch design, and a faux sherpa knit exterior. Complete look with a bodycon and heels. 

    Fit & Features

    • Mini rectangular body
    • Fold-over closure, turn-lock 
    • Quilted stitch design 
    • Faux sherpa knit exterior 
    • Nylon and faux leather interior lining
    • Dainty chain-link shoulder strap

    Style Number/Barcode: 07201-0065

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Slither Mesh Turtleneck Top

    Don't scale back this sexy mesh top is sure to command the room! It features long sleeves, a turtleneck, and a snake pattern throughout. The sheer mesh knit fabric offers a moderate stretch. Complete the look in a lace bralette.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Snake pattern 
    • Sheer mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3764

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rugged Chic Lug Sole Boots

    Give your fit' a rugged and chic look in these lug sole boots! Featuring a round toe, zipper closure, below the knee length on PU material. Complete the look in an edgy jacket for a casual day out.

    Fit & Features

    • Round toe
    • Luge sole
    • Zipper closure
    • Below the knee length
    • Pu material
    • Runs true to size

    Style Number/Barcode: 07402-0787

    Category Name: Winter Looks

    Price: $19.97 $53.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Leopard Beret

    Look très chic with a classic beret! The beret features a classic beret-styled brim, trendy leopard print, and is composed of a wool knit material. Complete look with a black crop top.

    Fit & Features

    • Beret design
    • Leopard print
    • Wool knit material

    Style Number/Barcode: 07302-0438

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Stylish Saffiano Trim Top Handle Purse

    This purse is clearly stylish! It features saffiano trim, a top handle, and detachable shoulder strap, and a turn-lock closure. Complete your look with matching mules.

    Fit & Features

    • Saffiano trim 
    • Top handle, detachable shoulder strap
    • Turn-lock closure

    Style Number/Barcode: 07203-0881

    Category Name: Winter Looks

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy In Plaid Brushed Woven Scarf

    Feel cozy and look cute in this plaid brushed woven scarf on a cold day! Complete the look in a stylish cardigan and boots.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Brushed soft woven fabric

    Style Number/Barcode: 07305-0334

    Category Name: Winter Looks

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Chic Satin V-Neck Slip Dress

    Keep it chic this weekend in this satin slip dress for a classy night out! It features a sleeveless V-neckline, adjustable spaghetti straps, and a short-length hem. Complete the look in the matching tunic.

    Shop Matching Tunic: Weekend Chic Satin Button-Front Tunic 

    Fit & Features

    • Sleeveless
    • V-neckline
    • Adjustable spaghetti straps
    • Short-length hem
    • Satin knit fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1612

    Category Name: Winter Looks

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale