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.

  • Glitzy And Glam Multi Ring Pack

    Bring the glitz and glamour with a ring pack that shows off your stunning style. The ring pack includes five rings that feature wide bands with glitter, textured bands, and a rhinestone band. Complete look with a corset and high waist jeans. 

    Fit & Features

    • Pack includes five rings
    • Wide bands with glitter
    • Textured bands
    • Rhinestone band

    Style Number/Barcode: 07004-0244

    Category Name: Winter Looks

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Chic Satin Button-Front Tunic

    Keep it chic this weekend in this satin tunic for a classy night out! It features long sleeves with button cuffs, a collared neckline, one pocket, button-front closure, and a relaxed scoop hem. Complete the look in the matching slip dress. 

    Shop Matching Dress: Weekend Chic Satin V-Neck Slip Dress

    Fit & Features

    • Long sleeves, button cuffs
    • Collared neckline
    • Button-front closure
    • Relaxed scoop hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1828

    Category Name: Winter Looks

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Cutie Yarn-Knit Beanie

    Add a touch of cuteness to your cold-weather 'fit in this yarn-knit beanie featuring a fringe pom and a picnic weave pattern throughout. Complete the look with a cozy scarf and boots. 

    Fit & Features

    • Fringe pom 
    • Picnic-weave design throughout
    • Yarn-knit

    Style Number/Barcode: 07302-0443

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Cross Charm Layered Necklace

    Make a trendy statement in this layered necklace featuring rhinestone cross charms and lobster clasp closure. Complete the look in a mock neck bodysuit.

    Fit & Features

    • Layered design
    • Rhinestone cross charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1090

    Category Name: Winter Looks

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy N' Fierce Snake Lug Booties

    Keep it sassy with lug booties that make a bold statement! The booties feature a trendy snake print, a lace-up front, an almond toe, a lug sole, and a block heel. The booties are composed of a faux leather material. Complete look with a faux leather skirt and a bustier. 

    Fit & Features

    • Snake print
    • Lace-up front 
    • Almond toe
    • Lug sole
    • Block heel 
    • Faux leather 
    • Runs true to size

    Style Number/Barcode: 07403-1524

    Category Name: Winter Looks

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rockin' Them Lug Sock Booties

    Rock those sock booties, girl! The booties feature a mid-calf length, an inner zipper closure, tie-straps, almond toe, lug sole, and a low block heel. Complete look with a mini skirt and moto jacket.

    Fit & Features

    • Mid-calf length
    • Inner zipper closure
    • Tie-straps
    • Almond toe, lug sole
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1539

    Category Name: Winter Looks

    Price: $24.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Trends Faux Leather Tie-Waist Shacket

    Hop onto this sleek faux leather shacket and set the trend everywhere you go! It features snap-button cuff long sleeves, a collared neckline, a button-down front, flap pockets with snap-closures, a tie-waist, and a relaxed scoop hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, snap-button cuffs
    • Collared neckline
    • Button-down front
    • Flap pockets, snap closures
    • Tie-waist, relaxed scoop hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1273

    Category Name: Winter Looks

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Chick Patent Leather Booties

    The perf patent leather booties to edge up your everyday outfit! They feature a square toe, block heel, and zipper closure. Complete the look in a plaid dress and oversized jacket.

    Fit & Features

    • Square toe
    • Block heel
    • Zipper closure
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1545

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moment Lace-Up Booties

    Have a total trendy moment in these lace-up booties! They feature an almond-shaped toe, a stylish lace-up front, an edgy lug sole, and a low block heel. Wear these booties with your fave pair of skinny jeans.

    Fit & Features

    • Almond-shaped toe
    • Lace-up front design
    • Inner zipper closure
    • Lug sole
    • Low block heel
    • Above the ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1543

    Category Name: Winter Looks

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated And Edgy Lug Sole Booties

    These edgy-chic faux suede booties will elevate your looks! They feature an almond-shaped toe, elastic gore details, a trendy lug sole, and a tall block heel. Style these booties with a basic mini dress and a faux leather jacket.

    Fit & Features

    • Almond-shaped toe
    • Elastic gore details
    • Lug sole
    • Block heel
    • Above the ankle fit
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1522

    Category Name: Winter Looks

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Status Knit Detail Boots

    Level up your trendy status with these faux leather combat boots. They feature a round toe with a lace-up front, ribbed knit detailing at the ankle, a lug sole, and a short block heel. Style these boots with a cropped sweater and a cute mini skirt.

    Fit & Features

    • Round toe
    • Lace-up front design
    • Ribbed knit detailing at the ankle
    • Lug sole, short block heel
    • Above the ankle design
    • Faux suede and knit material
    • Runs true to size

    Style Number/Barcode: 07403-1520

    Category Name: Winter Looks

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Bold Lace-Up Booties

    Feelin' bold? Take your look up a notch with these fab faux leather booties. They feature a round toe, a lace-up front, an inner zipper closure, a trendy lug sole, and a tall block heel. Style these booties with an LBD and a faux leather blazer.

    Fit & Features

    • Round toe
    • Lace-up front design
    • Inner zipper closure
    • Lug sole, block heel
    • Above the ankle fit
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1523

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Trendy Lug Sole Boots

    Make your status as a stylish trendsetter known with these of-the-moment boots. They feature a round toe, an inner zipper closure, a chunky lug sole, and an above the ankle fit. Wear these boots with a basic mini dress and a faux leather shacket.

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Lug sole
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1540

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Rep Envelope Crossbody

    You've got a rep for all things snake print and this envelope crossbody makes a perfect addition! It features a thin shoulder strap, snap-button closure on faux leather material. Complete the look in a chic sweater for brunch!

    Fit & Features

    • Thin shoulder strap
    • Envelope flap
    • Snap button closure
    • Snake pattern
    • Faux leather material

    Style Number/Barcode: 07203-0900

    Category Name: Winter Looks

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Don't Have A Cow Lug Booties

    You'll probably have a cow over how cute these lug booties are! They feature a round toe, a front lace-up, cow pattern, lug sole, zipper closure, and a hair-like exterior with faux leather accents. Complete look in boyfriend jeans.

    Fit & Features

    • Round toe
    • Front lace-up
    • Cow pattern
    • Lug sole, zipper closure
    • Hair-like exterior, faux leather accents
    • Runs true to size

    Style Number/Barcode: 07403-1544

    Category Name: Winter Looks

    Price: $22.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Kicks Fitted Lug Booties

    Get yourself some edgy kicks like these lug booties! They feature a round toe, side zipper closure, and a fitted design on faux leather material. Complete the look in joggers and a graphic tee.

    Fit & Features

    • Round toe
    • Side zipper closure
    • Lug sole, fitted design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1546

    Category Name: Winter Looks

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Trendy Plaid High Waist Pants

    Keep it trendy with plaid pants that give your look a fab twist! The pants feature a plaid print, an elastic high-rise waist, and a straight leg with a wide-leg hem. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and crossbody. 

    Fit & Features

    • Plaid print
    • Elastic high rise waist
    • Straight leg
    • Wide leg hem
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0845

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In A Snap Long Sleeve Ribbed Dress

    Look stylish in a snap with this long sleeve dress as your base for creating fire styles! It features a v-neckline with snap-button closures, a bodycon silhouette, and a mini-length hem. Composed of a rib-knit fabric with a moderate stretch. Complete the look with booties and a cropped jacket.

    Fit & Features

    • Long sleeves
    • V-neckline, snap-button closure
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1034

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cutie Puffer Jacket

    Layer on this adorable puffer jacket for a cute and cozy winter look! It features a hood, dual snap-button details at the neckline, a complete zip-front, long sleeves, and a relaxed, comfortable fit. Pair this trendy jacket with a knit pom beanie.

    Fit & Features

    • Hood, dual snap-button details at the neckline
    • Zip-front
    • Long sleeves, elastic tapered hems
    • Dual front pockets, snap-button closures
    • Mid-length, elastic hem, relaxed fit
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0282

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Posh Moment Tweed Blazer

    Have a posh moment in this chic tweed blazer! It features a lapel collar, long sleeves with trendy padded shoulders, a double-breasted design with detailed buttons, and a fitted silhouette. Layer this blazer over a stylish blouse and dark wash denim.

    Fit & Features

    • Lapel collar
    • Long sleeves, padded shoulders
    • Double-breasted design, detailed buttons
    • Dual front pockets
    • Fitted silhouette, back slit detail
    • Woven tweed fabric, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1119

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Warm Embrace Buffalo Plaid Blanket Scarf

    Embrace the chill and wrap yourself up in this buffalo plaid blanket scarf. It features a noodle fringe and a fuzzy-knit fabric. Style with a cardigan.

    Fit & Features

    • Buffalo plaid pattern
    • Noodle fringe
    • Fuzzy-knit fabric

    Style Number/Barcode: 07305-0323

    Category Name: Winter Looks

    Price: $6.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Bedazzled Headband

    This chic bedazzled headband embodies major gossip girl vibes! Complete your look with a posh blazer and skirt.

    Fit & Features

    • Bedazzled insets
    • Structured, puffy design

    Style Number/Barcode: 07006-0292

    Category Name: Winter Looks

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddly Cute Sherpa Bucket Hat

    Look cuddly and cute in this faux sherpa bucket hat perf for cold days! Complete the look in a comfy jacket.

    Fit & Features

    • Faux sherpa material
    • Traditional bucket hat design

    Style Number/Barcode: 07302-0510

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Such A Showstopper Mini Dress

    You'll be such a showstopper in this sassy-chic mini dress. It features an on-trend mock neckline, long sleeves, side ruched detailing with an adjustable tie, and a short, curve-hugging fit. The lightweight stretchy knit fabric showcases a fab all-over snake print. Style this dress with black thigh-high boots.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Side ruching, adjustable drawstring at the hem
    • Mini-length, form-fitting silhouette
    • Stretchy knit fabric, snake print
    • Runs true to size

    Style Number/Barcode: 05102-4215

    Category Name: Winter Looks

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale