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.

  • Chic Faux Wool Panama Hat

    Keep it chic with a statement hat to style tresses with! The hat features a traditional Panama design with a faux leather band to adorn the brim and is composed of a faux wool material. Complete look with a moto jacket. 

    Fit & Features

    • Traditional Panama design 
    • Short brim
    • Faux leather band
    • Faux wool 

    Style Number/Barcode: 07302-0281

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Vibes Rhinestone Door Knocker Earrings

    Give off major glam vibes when you accessorize with these gorg statement earrings! They are a door knocker style with a rectangular design with a trendy cut out and all-over rhinestone embellishment. Pair these earrings with a satin midi dress and strappy heels for your next formal date night.

    Fit & Features

    • Door knocker earrings
    • Rectangular design
    • Cut out
    • Rhinestone embellishment
    • Post back closures

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0708

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Layered In Dainty Luxe Rhinestone Necklace Pack

    Layer on the luxe with chic dainty necklaces. The set includes four necklaces that features a variety of rhinestone, snake chain, and chain-link designs. Complete look with a bodycon dress and mules for a cute date night look.

    Fit & Features

    • Pack includes 4 necklaces
    • Rhinestone
    • Snake chain
    • Chain-link
    • Adjustable lobster clasp closure 

    Style Number/Barcode: 07002-0597

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Combat Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, a faux suede body, a lace-up front, and a pouch. Complete look with biker shorts and a crop top.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Pouch with double buckle accent
    • Low block heel
    • Chunky sole
    • Faux suede body

    Style Number/Barcode: 07403-0653

    Category Name: Winter Looks

    Price: $30.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Lace-Up Over The Knee Boots

    Get an effortlessly stylish vibe in these adorable over the knee boots! They feature an almond toe, a short flat heel, an inner zipper closure, and a trendy lace-up side detail. Pair these faux suede boots with a casual dress and a chic crossbody.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Short flat heel
    • Inner zipper closure
    • Lace-up side detail
    • Faux suede material

     

    Please be advised that these boots run one size too small.

    Style Number/Barcode: 07402-0241

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Combat Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, a faux leather body, a lace-up front, and a pouch. Complete look with biker shorts and a crop top. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Pouch with double buckle accent
    • Low block heel
    • Chunky sole
    • Faux leather body

    Style Number/Barcode: 07403-0636

    Category Name: Winter Looks

    Price: $30.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Off The Shoulder Cable Knit Sweater

    Keep your look cozy and chic in this adorable cable knit sweater. It features an off the shoulder neckline, long sleeves, a mid-length, relaxed fit, and ribbed hems. Pair this sweater with casual denim and heeled booties.

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Mid-length
    • Relaxed fit
    • Ribbed hems
    • Cable knit fabric

    Style Number/Barcode: 06005-0731

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Knee-High Block Heel Boots

    Elevate your everyday casual style with these chic faux suede boots! They feature a knee-high design with a trendy pointed toe, inner zipper closure, block heel, and a slouched look. Pair these boots with a basic bodysuit and a plaid mini skirt.

    Fit & Features

    • Knee-high design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Slouched design
    • Faux suede material

    Style Number/Barcode: 07402-0243

    Category Name: Winter Looks

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Sherpa Lined Wedge Heel Boots

    Channel those cozy vibes in these boots that are perf to go with your cold-weather outfits. The boots feature a sherpa-lined cuff, a below the knee fit, an inner zipper closure, an almond toe, and a wedge heel. The boots are composed of faux suede material. Complete your look with a plaid mini skirt and cozy cardigan.

    Fit & Features

    • Below the knee fit
    • Sherpa lined cuff
    • Inner zipper closure 
    • Almond toe
    • Wedge heel
    • Faux suede material 

    Style Number/Barcode: 07402-0272

    Category Name: Winter Looks

    Price: $24.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Roll With It Turtleneck Top

    You'll roll with this adorable turtleneck top for the upcoming season! It features long dolman style sleeves, a mid-length hem, and a relaxed fit. Pair this top with denim for a casual outing or elevate the look with faux leather pants.

    Fit & Features

    • Turtleneck
    • Long dolman sleeves
    • Mid-length hem
    • Relaxed fit
    • Ribbed knit fabric

    Style Number/Barcode: 06001-3102

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Mood Ribbed Knit Maxi Dress

    We're in the mood for basics! Slay in this dress that keeps it effortlessly chic. The dress features a trendy turtle neck, long sleeves, and a maxi length silhouette with a high center back slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit. Complete look with sneakers to nail those low-key vibes.

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Maxi length silhouette
    • High center back slit
    • Ribbed knit fabric
    • Plenty of stretch
    • Form-hugging fit

    Style Number/Barcode: 05102-1117

    Category Name: Winter Looks

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Cozy Ribbed Knit Tank

    Look oh-so-casual and cozy in this adorable ribbed knit tank! It features a scoop neckline and a cropped, form-fitting style. Pair this top with mom jeans and heels for an elevated, chic vibe.

    Shop Matching Duster: Casual And Cozy Ribbed Knit Duster

    Fit & Features

    • Tank-like shoulder straps
    • Scoop neckline
    • Cropped
    • Form-fitting
    • Ribbed knit fabric with moderate stretch

    Style Number/Barcode: 06001-2898

    Category Name: Winter Looks

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On the Edge Faux Leather Stacked Booties

    Bring some edge to your look with these booties that slay! The booties feature an around the ankle fit, goring at the sides, an almond toe, a stacked block heel, and a lug platform. The booties are composed of a faux leather material.  Complete your look with a graphic tee shirt and a mini skirt. 

    Fit & Features

    • Around the ankle fit
    • Almond toe
    • Stacked block heel
    • Lug platform
    • Faux leather material 

    Style Number/Barcode: 07403-0522

    Category Name: Winter Looks

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Striped Lattice Back Knit Sweater

    Keep it sassy in a striped sweater that is so chic! The sweater features a V-neckline, a striped design, a lattice back, and is composed of knit fabric. Complete your look with a chic high waist skirt.

    Fit & Features

    • V-neckline 
    • Long dolman-style sleeves
    • Striped design
    • Lattice back detail
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0705

    Category Name: Winter Looks

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Chic Moment Faux Suede Gloves

    Have a major chic moment as you bundle up in these faux suede gloves! They feature faux fur cuffs for a luxe vibe. Pair these gloves with a tapered trench and heeled booties.

    Fit & Features

    • Faux suede material
    • Faux fur cuffs
    • Textured detailing on thumb and pointer finger

    Style Number/Barcode: 07304-0010

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Glam Bucket Bag

    Not your basic bag. This chic purse features a bucket style with a glam velvet body, a slinky chain drawstring with metal grommets, and a detachable shoulder strap. Complete look with faux fur jacket and bustier for a night out.

    Fit & Features

    • Bucket design
    • Velvet body
    • Slinky chain drawstring with metal grommets
    • Detachable shoulder strap

    Style Number/Barcode: 07203-0454

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Statement Earrings

    Give off major boho chic vibes in these gorgeous statement earrings! They feature a round detailed post and a cascading filigree linear design with scalloped edges. Pair these earrings with a flowy off the shoulder top for a brunch date with your friends.

    Fit & Features

    • Round detailed post
    • Filigree linear design
    • Post back closures

      

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0751

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish And Chic Rhinestone Statement Earrings

    Look oh-so-stylish and chic when you accessorize with these glam statement earrings! They feature a square-shaped rhinestone adorned post linked to a large square-shaped layered design with all-over rhinestones. Pair these earrings with a trendy jumpsuit for a date night.

    Fit & Features

    • Square-shaped post
    • Large square-shaped layered design
    • All-over rhinestones

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0484

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Plaid Frayed Blanket Scarf

    Bundle up in this adorable cozy scarf! It features a large blanket design, a chic plaid print, frayed hems, and a super-soft woven material. Layer this scarf over your fave cropped sweater and faux leather leggings for a perf holiday look.

    Fit & Features

    • Large blanket design
    • Plaid print
    • Frayed hems
    • Woven material

    Style Number/Barcode: 07305-0193

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Up Peep Toe Stiletto Heel Booties

    Lace-up in these booties that keep your look on point! The booties feature an around the ankle fit, a lace-up front, a peep toe, a sleek stiletto heel, and composed of a Lyrca-like material. Complete look with a ribbed mini dress and a moto jacket.

    Fit & Features

    • Around the ankle fit 
    • Lace-up front
    • Peep toe
    • Stiletto heel
    • Lyrca-like material 

    Style Number/Barcode: 07403-0679

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glam Rhinestone Crop Top

    Bring the glitz in a glam crop top! The top features a sleeveless cowl neckline, rhinestone embellished straps, and a cropped hem. The back features a daring open back with a double row of back ties. Complete your look with faux leather pants and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Rhinestone embellished straps
    • Cropped hem
    • Open back with dual back ties
    • Smooth knit fabric with plenty of stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3438

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Corduroy Cutie Collared Cropped Jacket

    Layer up in a corduroy jacket that slays your look! The jacket features a collared neckline, two large buttoned chest pockets, long sleeves with single buttons to cuff, a multi-button front, and a cropped hem. The jacket is composed of a corduroy fabric that offers a relaxed fit. Complete look with a bodysuit and faux leather pants.

    Fit & Features

    • Collared neckline
    • Two large buttoned chest pockets
    • Multi-button down front
    • Long sleeves
    • Cropped hem
    • Corduroy fabric with no stretch

    Style Number/Barcode: 06204-0792

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Up Cozy Leggings

    Cuddle up for a movie marathon in these cozy leggings! They feature a high rise elastic banded waist, ribbed hems, and a form-hugging fit. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.

    Shop Matching Top: Cuddle Up Cozy Crop Top

    Fit & Features

    • High rise elastic banded waist
    • Ribbed hems
    • Form-hugging fit
    • Sweater ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06502-0451

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Up Cozy Crop Top

    Cuddle up for a movie marathon in this cozy crop top! It features a crew neckline, long fitted sleeves, a cropped, form-hugging fit, and ribbed hems. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.

    Shop Matching Bottoms: Cuddle Up Cozy Leggings

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Ribbed hems
    • Fitted
    • Sweater ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0810

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale