Winter Looks
Cold weather, but make the outfit worth leaving the house for. This on-trend winter edit brings comfy, cozy texture with fold-over sweaters, mock necks, cable knit styles, sweater dresses, and faux fur jackets and coats in ivory, winter white, chocolate brown, and burgundy. Mix in wide-leg or baggy denim, bombers, belted trenches, midi and maxi lengths, hosiery, tights, stirrup leggings, and tall boots. Add faux fur hats, leg warmers, scarves, and gloves for sleek, modern looks ready for photo dumps, tree trimmings, dinner parties, and the gift exchange.
Now Trending
STYLE SPOTLIGHT
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.
-
Casual-Cozy Long Line Plaid Shacket
Layer on this casual-cozy shacket for an effortlessly stylish look! It features a collared neckline, long sleeves, a complete button-down front, hidden side pockets, and a long line silhouette with a relaxed fit. Wear this shacket with ankle booties.
Fit & Features
- Collared neckline
- Long sleeves, double button details
- Button-down front
- Hidden side pockets
- Long line silhouette, relaxed fit
- Woven fabric, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 06204-1257
Category Name: Winter Looks
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozy On Over Plaid Shacket
Keep it cozy with a shacket to layer over your trendy outfits! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets, long sleeves with rolled cuff, and a waist tab. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Two chest pockets
- Long sleeves with rolled cuff
- Waist tab
- Plaid print
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1282
Category Name: Winter Looks
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozy Plush Plaid Scarf
Cozy on up in this plush woven scarf that will go with your everyday winter looks. It features a cute plaid print with neutral tones, fringe detailing at the hems, and an oversized blanket fit. Style this soft woven scarf with a sweater dress and booties.
Fit & Features
- Plaid print
- Neutral tones
- Fringe detailing
- Oversized blanket fit
- Woven fabric, no stretch
Style Number/Barcode: 07305-0365
Category Name: Winter Looks
Price: $2.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bundle Up Blanket Scarf
Bundle up in this soft and cozy blanket scarf! It features neutral tones, a checkered print, frayed edges, and an oversized blanket fit. Complete your cold-weather look with an adorable knit beanie and ankle booties.
Fit & Features
- Neutral tones
- Checkered print
- Frayed edges
- Oversized blanket fit
- Woven fabric, no stretch
Style Number/Barcode: 07305-0364
Category Name: Winter Looks
Price: $2.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wrapped Up Cozy Plaid Blanket Scarf
Wrap yourself in a cozy blanket scarf that adds that finishing touch to your look! The scarf features a plaid print, short fringe trim, and an oversized fit. Complete the look with a beanie and ankle booties.
Fit & Features
- Plaid print
- Short fringe trim
- Oversized fit style
- Soft brushed knit fabric
Style Number/Barcode: 07305-0359
Category Name: Winter Looks
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Pretty In Pleats Satin Cropped Corset
Keep it pretty in pleats with a corset that brings major glam to your look! The corset features a plunging sleeveless V-neckline, pleated bust, corset seams with flexible boning, shoulder straps, and a cropped hem. The top is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with high waist pants.
Fit & Features
- Sleeveless V-neckline
- Pleated bust
- Corset seams, flexible boning
- Shoulder straps
- Cropped hem
- Satin fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06003-1397
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Second Look Turtleneck Knit Bodysuit
Make them take a second look at you in a bodysuit that brings the style. The bodysuit features a turtle neck, long sleeves, a hi-cut thong bottom, and dual snap-button closures. The bodysuit is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist leggings.
Fit & Features
- Turtleneck
- Long sleeves
- Hi-cut thong bottom
- Dual snap-button closure
- Cotton knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1106
Category Name: Winter Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chill Out Plaid Shacket
Chill out in a cozy shacket to layer over your looks this season! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a long line length. The shacket is composed of a brushed faux wool fabric that offers a relaxed fit with minimal stretch. Complete look with distressed jeans and ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Two chest pockets
- Long sleeves
- Longline length, plaid print
- Faux wool fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1278
Category Name: Winter Looks
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Rhinestone And Pearl Luxe Knit Beanie
Bring the luxe with a beanie that adds that sparkling touch to your outfit. The beanie features a knit body, faux pearl accents, rhinestones, and a faux fur pom pom accent. Complete look with a sweater and high waist jeans.
Fit & Features
- Knit material
- Faux pearl accents
- Rhinestones
- Faux fur pom pom accent
Style Number/Barcode: 07302-0391
Category Name: Winter Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Bring The Chill Cable Knit Beanie
The cold won't bother you in this cable knit beanie featuring a faux fur pom and interior lining with a fold-over hem. Complete your cozy fit with a knit sweater.
Fit & Features
- Faux fur pom and lining
- Cable knit design
- Fold-over hem
Style Number/Barcode: 07302-0388
Category Name: Winter Looks
Price: $6.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Girl Next Door Henley Long Sleeve Top
Keep it casual with a top that is perf for those cozy days! The top features a V-neckline with a button-up front, long sleeves, and dual side slits. The top is composed of a knit fabric that offers an oversized fit with a moderate stretch. Complete look with skinny jeans and ankle booties.
Fit & Features
- V-neckline
- Button up front
- Long sleeves
- Dual side slits
- Oversized fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1083
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Major Glam Faux Leather Belt
Bring major glam to your fit' with a belt that slays! The belt features a mini-double O-ring design, a faux leather band, and an adjustable metal rectangular-shaped buckle. Complete look with high waist jeans and a sweater.
Fit & Features
- Mini double O-ring design
- Faux leather band
- Metal rectangular-shaped buckle
- Adjustable
Style Number/Barcode: 07301-0375
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Perfect Point Faux Suede Booties
The perfect booties for your everyday slay are here! They feature a pointed toe design, block heel, zipper closure, and hit right above the ankle. Style with skinny jeans and a cozy sweater.
Fit & Features
- Pointed toe design
- Block heel
- Size zipper closure
- Above the ankle length
- Faux suede
- Runs true to size
Style Number/Barcode: 07403-1501
Category Name: Winter Looks
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Keep It Chic And Cozy Blanket Scarf
Keep your look chic and cozy bundled up in this woven scarf! It features a checkered print with neutral tones, fringe detailing at the hems, and an oversized blanket fit. Style this soft scarf with a faux leather jacket and booties.
Fit & Features
- Checkered print
- Neutral tones
- Fringe detailing
- Oversized blanket fit
- Woven fabric, no stretch
Style Number/Barcode: 07305-0366
Category Name: Winter Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bring The Flare Long Sleeve Jumpsuit
Bring the flare to your look with a jumpsuit that keeps it majorly fab! The jumpsuit features a wrap V-neckline, long fitted sleeves, a straight leg, and a flared hem. The jumpsuit is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete your outfit with mules and a crossbody.
Fit & Features
- Wrap V-neckline
- Long fitted sleeves
- Straight leg, flared hem
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0773
Category Name: Winter Looks
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chilling With You Chenille Joggers
Chill out with bae in these cute PJ joggers! The joggers feature a high rise waist, a skinny straight leg, and a tapered cuffed hem. The pajama joggers are composed of a soft-to-the-touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Chilling With You Chenille PJ Tank
Fit & Features
- High rise waist
- Straight leg
- Tapered cuff hem
- Chenille knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0638
Category Name: Winter Looks
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Fab Steps Pointed Toe Sock Booties
Step out in these fab sock booties on your coffee run or going into the office! They feature a pointed toe, block heel, and a knit compression ankle. Style with trousers.
Fit & Features
- Pointed toe
- Block heel
- Knit compression ankle
- Faux suede
- Runs true to size
Style Number/Barcode: 07403-1330
Category Name: Winter Looks
Price: $12.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Simple Chic Block Heel Booties
These simple chic block heel booties will go with all of your stylish 'fits! They feature a pointed toe, an ankle-high design, an inner zipper closure, and a short block heel. Pair these booties with dark wash jeans and a cropped sweater.
Fit & Features
- Pointed toe
- Ankle-high design
- Inner zipper closure
- Short block heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07403-1324
Category Name: Winter Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Drama Queen Wide-Leg Jumpsuit
Bring the bold vibes like the drama queen you are with this wide-leg jumpsuit! It features a V-neckline with a twist-front design, spaghetti straps, a chic waist cutout, and a high waist silhouette with wide pant legs. Style this jumpsuit with platform heels for a night out.
Fit & Features
- Sleeveless V-neckline
- Twist-front design
- Spaghetti straps
- High waist silhouette, front cutout, front elastic band
- Wide pant legs
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-0761
Category Name: Winter Looks
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Walk It Out In Style Faux Leather Boots
Walk it out in style with boots that elevate your outfit! The boots feature a knee-high length, a square toe, an inner zipper closure, and a block heel. The boots are composed of a faux leather material. Complete look with a sweater and mini skirt.
Fit & Features
- Below the knee length
- Square toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0324
Category Name: Winter Looks
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fuzzy Feels Faux Fur Hoodie
Get all those warm and fuzzy feels this season with this faux fur hoodie! It features a hood, a complete zip front with gold metal hardware, long sleeves, front pockets, and a faux leather contrast trim. Style this hoodie with combat boots.
Fit & Features
- Hood
- Zip front
- Long sleeves, elastic cinched hems
- Two lined front pockets
- Faux fur fabric, knit lining, faux leather trim
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0255
Category Name: Winter Looks
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
First Impressions Velvet Cutout Mini Dress
Dress to impress in this chic velvet mini dress for your next night out! It features long balloon sleeves, a sweetheart neckline with a ruched bust, and a cutout accent. The luxe velvet fabric offers a moderate stretch. Style with sparkly hoops.
Fit & Features
- Long balloon sleeves
- Sweetheart neckline
- Ruched bust with cutout accent
- Bodycon fit, short-length hem
- Knit lining
- Luxe velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3962
Category Name: Winter Looks
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cozy Chic Off The Shoulder Sweater
Get a cozy chic look in this adorable off-the-shoulder sweater! It features long loose sleeves and a mid-length, relaxed and comfortable fit. Wear this cute sweater with a pair of medium wash denim for the perfect everyday look.
Fit & Features
- Off the shoulder neckline
- Long loose sleeves
- Mid-length hem
- Relaxed fit
- Knit fabric with minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1255
Category Name: Winter Looks
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casual Cutie Henley Crop Top
This adorable henley crop top is perf for achieving that casual-cute everyday look! It features a notched V-neckline, long dolman-style sleeves, and a cropped, relaxed fit. Complete the outfit with a plaid skater skirt and booties.
Fit & Features
- Notched V-neckline
- Long dolman sleeves
- Cropped, relaxed fit
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1089
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance