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.
-
Love That Lattice Rib Knit Top
Elevate your basics in this lattice top you'll love having in the lineup! It features fitted long sleeves, a v-neck with lattice, a form-fitting hem on rib-knit fabric with a moderate stretch. Complete the look in a trendy mini skirt and boots.
Fit & Features
- Fitted long sleeves
- V-neck with lattice
- Form-fitting hem
- Rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1070
Category Name: Winter Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Slithering Good Satin Button-Up Tunic
This snake pattern satin tunic will make a slithering good addition to your wardrobe! It features long sleeves with button cuffs, a collared neckline, a front button-up, a smocked waist, and a scoop hem. Perfect for styling with a panama hat and boots.
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Front button-up, smocked waist
- Scoop hem
- Snake pattern
- Satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1202
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Own It Ribbed Knit Midi Dress
Own your look with a ribbed dress that makes a head-turning impression! The dress features a crew neckline, long sleeves, a sexy cutout at the waist, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with ankle booties and a teddy jacket.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cutout at the waist
- Midi-length silhouette
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1079
Category Name: Winter Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chill Moment Zip-Up Hoodie
Keep it chill in this adorable zip-up hoodie that will bring a casual-cute style. It features a hood, long loose sleeves, a complete zip-front, chest pockets, and a cropped elastic banded hem. Pair this hoodie with the matching joggers for weekend shopping days!
Shop Matching Bottoms: Chill Moment Drawstring Joggers
Fit & Features
- Hood
- Long loose sleeves, elastic cinched hems
- Zip-front
- Chest pockets
- Cropped elastic banded hem
- Stretchy ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06202-0303
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Country Roots Faux Wool Rhine Panama Hat
Dig up your country roots looking fab in this Panama hat featuring a rhinestone string, wide brim, and faux wool material. Complete the look in a cute long sleeve dress.
Fit & Features
- Rhinestone string
- Wide brim
- Faux wool material
Style Number/Barcode: 07302-0476
Category Name: Winter Looks
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Buckle Detail Pointed Toe Booties
Bring on the trendy western vibes in these faux suede booties. They feature a pointed toe, an inner zipper closure, a double strap design with sleek buckle accents, and a block heel. Style these booties with a cute blouse and distressed denim shorts.
Fit & Features
- Pointed toe
- Inner zipper closure
- Double strap design
- Two buckles
- Block heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07403-1292
Category Name: Winter Looks
Price: $8.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dainty Glam Ear Cuff And Stud Earring Set
Keep your everyday 'fits glam and chic with this dainty earring set. It features a thin ear cuff with mini rhinestone embellishment and matching stud earrings to complete the look. Style this set with a layered charm necklace.
Fit & Features
- Thin curved ear cuff, mini rhinestones
- Clip and post-back closure
- Mini rhinestone stud earrings
- Post-back closures
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-1172
Category Name: Winter Looks
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Major Chic Faux Leather Leggings
Create a major chic moment with leggings that showcase a sleek vibe! The leggings feature a high-rise waist, a skinny leg fit, and dual slits at the ankle. The leggings are composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bustier and mules.
Fit & Features
- High-rise waist
- Skinny leg fit
- Dual slits at the ankle
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-0451
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stay Cute Off-the-Shoulder Sweater
Keep your look cute in this off-the-shoulder sweater featuring long sleeves, cropped hem, and a rib-knit fabric with a moderate stretch. Complete the look with skinny jeans and boots.
Fit & Features
- Long sleeves
- Off-the-shoulder neckline
- Cropped hem
- Rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1183
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Here For It Faux Suede Trench
We're here for that effortlessly chic style this faux suede trench brings! It features a lapel collar, long sleeves, a belted waist to cinch your look, large front pockets, and side slits. Layer this trench over a cute crop top and dress pants.
Fit & Features
- Lapel collar
- Long sleeves
- Belted waist, double D-ring buckle
- Dual front pockets
- Side slits
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1355
Category Name: Winter Looks
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Low-Key Glamour Ring Set
Showcase low-key glamour and bring a subtle sparkle to your look with this dainty ring set. It features five rings with varying designs, including simple sleek bands with rhinestone embellishment, a single twisted band, and basic bands with glitzy glitter details. Style this set with stud earrings.
Fit & Features
- Set of five rings
- Varying designs
- Sleek bands, rhinestone embellishment
- Twisted band
- Basic bands, glitter details
Style Number/Barcode: 07004-0252
Category Name: Winter Looks
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
State Of Chic Rhinestone Charm Necklace
Enter a state of chic style in this necklace featuring a layered style with rhinestone drop charms and lobster clasp closure. Complete the look in a glam ring set.
Fit & Features
- Layered style
- Delicate chainlink
- Rhinestone drop charms
- Lobster clasp closure
Style Number/Barcode: 07002-1135
Category Name: Winter Looks
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Can't Live Without It Mini Skirt
This chic skirt is the one staple piece you'll want to pair with all your favorite tops! The corduroy skirt features a high-rise waist, a front slit accent, and a mini, bodycon fit. Complete look with a bodysuit and lug boots.
Fit & Features
- High rise waist
- Front slit accent
- Bodycon fit
- Mini length hem
- Lined corduroy fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0128
Category Name: Winter Looks
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Pep It Up Plaid Mini Skirt
Pep it up in a mini skirt that shows off your classic style! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cardigan and lug boots.
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Mini length hem
- Lightweight woven fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0125
Category Name: Winter Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
One True Lug Patent Chunky Boots
Your one true lug boots have arrived! They feature a round toe, chunky sole, side elastic inserts for easy on/off styling, and rubberized patent material. Complete the look in an oversized jacket and bodycon dress for an edgy vibe.
Fit & Features
- Round toe
- Chunky lug sole
- Side elastic inserts
- Pull-on/off styling
- Rubberized patent material
- Runs one size small
* Please size up for a true fitStyle Number/Barcode: 07403-1358
Category Name: Winter Looks
Price: $8.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Snap A Pose Crop Top
Strike a pose in a crop top that is perf for channeling your sassy side! The top features a plunging V-neckline with snap button closures, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with plenty of stretch. Complete the look with high waist jeans and mules.
Fit & Features
- V-neckline
- Multi-snap button closure
- Long fitted sleeves
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1382
Category Name: Winter Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keeping Knit Trendy Cable Knit Top
Keep it trendy with a top that elevates your style! The top features a crew neckline, a cutout at the bust that reveals a V-neck design, wide spaghetti straps, long sleeves, and a cropped hem. The top is composed of a cable knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and mules.
Fit & Features
- Crew neckline
- Cutout at the bust
- V-neck design
- Wide spaghetti straps
- Long sleeves
- Cable knit fabric, relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1381
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Total Glam Girl Marabou Trim Stockings
You're a total glam girl, so these trendy stockings are a definite add to cart! They feature a sheer nylon material with an ankle-high fit and an adorable marabou trim. Style these stockings with a pair of glitzy heels.
Fit & Features
- Sheer nylon material, moderate stretch
- Ankle-high fit
- Marabou trim
Style Number/Barcode: 07306-0105
Category Name: Winter Looks
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Perfection Surplice Sweater
Channel effortless perfection with a sweater that nails your look! The sweater features a wrap V-neckline, long sleeves, a tie-back accent at the back, and a banded hem. The top is composed of a soft-to-the-touch knit fabric that offers a form hugging fit with slight stretch. Complete look with high waist jeans and boots.
Fit & Features
- Wrap V-neckline
- Long sleeves
- Tie-back accent
- Banded hem
- Knit fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06001-3775
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Everyday Edgy Lace-Up Booties
Lace-up into these everyday edgy faux leather booties! They feature a round toe, a lace-up front, an inner zipper closure, a chunky lug sole, a block heel, and a chic quilted design. Style these booties with a cute crop top and distressed denim.
Fit & Features
- Above the ankle fit
- Round toe
- Lace-up front
- Inner zipper closure
- Lug sole, block heel
- Faux leather material, quilted design
- Runs true to size
Style Number/Barcode: 07403-1394
Category Name: Winter Looks
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
In The Wild Leopard Pom Beanie
Look fierce in the wild in this leopard beanie featuring a pom, fold-over hem, on thick knit fabric. Complete the look in a trendy jacket to keep cozy on cold days.
Fit & Features
- Pom
- Fold-over hem
- Leopard pattern
- Thick knit fabric
Style Number/Barcode: 07302-0541
Category Name: Winter Looks
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Quilted Beauty Scrunch Stiletto Booties
What a rare find these quilted stiletto booties are! They feature a pointed toe, stiletto heel, a scrunched ankle, and an adjustable drawcord. Composed of quilted satin material. Style with a trench coat for a chic look.
Fit & Features
- Pointed toe
- Stiletto heel
- Scrunched ankle
- Adjustable drawcord
- Quilted satin material
- Runs true to size
Style Number/Barcode: 07403-1533
Category Name: Winter Looks
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Fashion Peep Toe Boots
Elevate your fashion game in these chic boots. They feature an almond peep toe, block heel, side zipper, and an above-the-knee length on faux suede. Perfect for styling with skinny jeans and a sweater.
Fit & Features
- Almond peep toe
- Block heel
- Side zipper
- Above-the-knee length
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0697
Category Name: Winter Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Perfect Peep Lace-Up Booties
The perfect peep toe does exist and it's on these lace-up booties! They feature an almond toe, block heel, and zipper closure on faux suede material. Complete the look with a bodysuit and jeans.
Fit & Features
- Almond peep toe
- Block heel
- Lace-up front
- Zipper closure
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1329
Category Name: Winter Looks
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale