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.

  • Old School Hound Stooth Cabby Cat

    Kick it old school in this cute hood stooth cabby hat perfect for styling with pointed-toe booties. 

    Fit & Features

    • Traditional cabby hat design
    • Hound stooth pattern

    Style Number/Barcode: 07302-0511

    Category Name: Winter Looks

    Price: $2.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Slicker Faux Leather Brim Cabby Hat

    Look city chic in this faux leather brim cabby hat perfect for styling with a trench and boots.

    Fit & Features

    • Faux leather brim
    • Traditional cabby design 
    • Canvas material

    Style Number/Barcode: 07302-0508

    Category Name: Winter Looks

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutie Pom Twist Knit Beanie

    Look and feel adorable this winter in this knit beanie! It features a faux fur pom, fold-over hem, and a twist lurex knit design. Complete the look in a faux fur jacket.

    Fit & Features

    • Faux fur pom
    • Fold-over hem
    • Twist lurex knit design

    Style Number/Barcode: 07302-0507

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Vibes Stiletto Booties
    Show off your pedi in these elevated and chic stiletto booties! They feature a square peep toe design, side zipper closure, an above the ankle-length, and a stiletto heel. Complete your look with a stylish bodycon dress.

    Fit & Features
    • Peep toe
    • Side zipper closure
    • Above the ankle fit
    • Stiletto heel
    • Lycra material
    • Runs true to size

    Style Number/Barcode: 07403-1383

    Category Name: Winter Looks

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Side Faux Leather Lug Boots

    Take a walk on the wild side with boots that bring an edge to your look! The boots feature a mid-calf fit, an inner zipper closure, a lace-up front, an almond toe with lug platform, and a stacked block heel. The boots are composed of a faux leather material. Complete look with a shacket and beanie. 

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Inner zipper closure
    • Almond toe, lug platform 
    • Stacked block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1547

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Run This Town Lace-Up Scrunched Boots

    The world is your runway in these lace-up scrunched boots! They feature a pointed-toe design, side zipper closure, over-the-knee length, and a faux suede exterior. Complete your look with a hot mini skirt. 

    Fit & Features

    • Pointed toe design
    • Scrunch accents on the front/back
    • Lace-up detail
    • Over-the-knee length
    • Stiletto heel
    • Faux suede exterior
    • Runs true to size

    Style Number/Barcode: 07402-0698

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Chic Sherpa Cropped Jacket

    Get that laidback, chill vibe with this adorable cropped jacket. It features a collared neckline, zip-front, long flare sleeves, and a relaxed fit. Style this trendy jacket with your fave pair of boyfriend jeans and combat boots.

    Fit & Features

    • Collared neckline
    • Complete zip-front
    • Long flare sleeves
    • Cropped, relaxed fit
    • Faux sherpa knit fabric
    • Runs true to size

    Style Number/Barcode: 06201-0273

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layered In Luxe Faux Fur Coat

    Layer on the luxe vibes with this soft faux fur coat! It features a lapel collar, long sleeves, an open front, and a long line relaxed fit. The ultra-soft faux fur fabric has a smooth lining. Style this coat over a basic mini dress with over-the-knee boots for a winter date night!

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Open front
    • Lined side pockets
    • Long line, relaxed-fitting silhouette
    • Faux fur fabric, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0283

    Category Name: Winter Looks

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glam Wide Leg Jumpsuit

    Create an iconic moment with a jumpsuit that is perfect for cocktail parties. The jumpsuit features an off-the-shoulder neckline with a foldover accent, a high waist, and a straight leg with a flared hem. The jumpsuit is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a faux fur jacket and rhinestone collar. 

    Fit & Features

    • Off the shoulder neckline, fold-over accent
    • High waist
    • Straight leg
    • Flared wide-leg hem
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0806

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Cozy Plaid Fringe Scarf

    Your weekend fit' isn't complete without this plaid fringe scarf. Composed of a soft woven fabric. Perfect for styling with a long sleeve dress and booties.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Soft woven fabric

    Style Number/Barcode: 07305-0328

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish In Plaid Fringe Scarf

    This buffalo plaid scarf is the perfect outfit topper. It features a fringe trim and a soft-fuzzy knit fabric. Layer over a jacket for the perfect winter outfit.

    Fit & Features

    • Buffalo plaid pattern
    • Fringe trim
    • Soft-fuzzy knit fabric
    • No stretch

    Style Number/Barcode: 07305-0324

    Category Name: Winter Looks

    Price: $2.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Country Roads Plaid Fringe Scarf

    It's just you, the open road, and this stylish plaid fringe scarf! Complete the look in a denim jacket.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Soft woven fabric

    Style Number/Barcode: 07305-0329

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big City Chic Plaid Fringe Scarf

    You'll be so chic ib the city with this plaid fringe scarf. Composed of a brushed woven fabric. Perfect for styling with a trench and boots.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Brushed woven fabric

    Style Number/Barcode: 07305-0330

    Category Name: Winter Looks

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Of Fate Hoop Earring Set

    Give into fate and fall in love with this hoop earring set featuring three textured styles with latch closure. Complete the look with a bodysuit.

    Fit & Features

    • Three textured hoop styles
    • Latch closure


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

    Style Number/Barcode: 07001-0884

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Layered Rhinestone Coin Necklace

    Elevate your style in this delicate layered necklace featuring a rhinestone and coin charm on a dainty chain with lobster clasp closure. Complete the look in an oversized crop sweater.

    Fit & Features

    • Layered design
    • Rhinestone and coin charm
    • Dainty chain 
    • Lobster clasp closure

    Style Number/Barcode: 07002-1071

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long For Sparkle Rhinestone Six-Pack Ring Set

    Fulfill the desire to sparkle with this six-pack ring set featuring various styles with rhinestone embellishments in trendy geo and diamond shapes, chainlink design, and a cross charm. Complete the look in a cute sweater dress.

    Fit & Features

    • Six-pack ring set
    • Rhinestone embellishments
    • Trendy geo, diamond, chainlink, cross designs

    Style Number/Barcode: 07004-0235

    Category Name: Winter Looks

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Chic Faux Wool Coat

    Bring that major chic vibe this season with a trendy coat! The coat features a plaid print, a draped open front, long sleeves, hidden side pockets, and a longline length. The jacket is composed of a faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with thigh-high boots and skinny jeans. 

    Fit & Features

    • Plaid print
    • Draped open front
    • Long sleeves
    • Hidden side pockets
    • Faux wool fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06201-0276

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Essential Low Heel Booties

    These low heel booties are a chic essential for your everyday winter outfits! They feature a pointed toe, elastic gore detailing to provide stretch, an ankle-high design, and a low stacked block heel for comfortable wear. Style these booties with a cute and cozy plaid scarf.

    Fit & Features

    • Pointed toe
    • Elastic gore detailing
    • Ankle-high design
    • Low stacked block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1382

    Category Name: Winter Looks

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Season Long Sherpa Coat

    'Tis the season to bundle up and stay cozy! This long faux sherpa coat features a collared neckline, long sleeves, a button-down front, and a relaxed and comfortable fit. Layer this adorable coat over your fave sweater dress and complete the look with knee-high boots.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Complete button-down front, tortoise-shell colored buttons
    • Dual front pockets
    • Relaxed fit
    • Faux sherpa fabric, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0280

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Over Plaid Blanket Scarf

    Cuddle up in this plaid scarf that brings all those cozy feels. The scarf features a plaid print, an oversized fit, and a frayed edge. Complete look with a cardigan and skinny jeans. 

    Fit & Features

    • Plaid print
    • Oversized fit 
    • Frayed edge

    Style Number/Barcode: 07305-0353

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Out Heat Stone Knit Beanie

    Chill out in a cute beanie that brings the sparkle to the season! The beanie features a ribbed knit material, heat stones throughout, and a faux fur pom pom. Complete look with a faux fur jacket and thigh-high boots. 

    Fit & Features

    • Ribbed knit material 
    • Heat stones
    • Faux fur pom pom

    Style Number/Barcode: 07302-0447

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Apple Cider Plaid Noodle Fringe Scarf

    Sip on hot apple cider in this stylish plaid scarf featuring a noodle fringe on brushed woven fabric. Complete the look in cute leggings.

    Fit & Features

    • Plaid pattern
    • Noodle fringe
    • Brushed woven fabric

    Style Number/Barcode: 07305-0338

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Cozy Feels Plaid Scarf

    Wrap yourself in a cozy scarf that is perfect to layer over your jackets this season! The scarf features a plaid print, an oversized fit, and a noodle fringe hem. 

    Fit & Features

    • Plaid print
    • Oversized fit
    • Noodle fringe hem
    • Knit fabric 

    Style Number/Barcode: 07305-0332

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buffalo Plaid Noodle Fringe Blanket Scarf

    Cozy up this season in this plaid blanket scarf featuring a noodle fringe on ultra-soft fabric. Complete the look with a cute jacket.

    Fit & Features

    • Buffalo plaid pattern
    • Noodle fringe
    • Ultra-soft fabric
    • Blanket-style

    Style Number/Barcode: 07305-0321

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance