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.
-
Essential High Waist Cargo Joggers
These cargo joggers are a must for creating low-key outfits! The joggers feature a high rise waist, a drawstring waist, cargo-styled pockets, and a straight leg with a tapered hem. Complete look with a crop top.
Fit & Features
- High rise waist
- Drawstring waist
- Cargo-styled pockets
- Straight-leg with a tapered hem
Style Number/Barcode: 06502-0406
Category Name: Winter Looks
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
The One Belted Flannel Shacket
This shacket is the one you need to get those cozy vibes going! The shacket features a collared neckline, two chest pockets, a multi-button down front, a tie waist belt with belt loops, and a plaid print. Complete your look with black skinny jeans.
Fit & Features
- Collared neckline
- Two chest pockets, multi-button down front
- Long sleeves
- Tie-waist belt, side pockets
- Plaid print
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0710
Category Name: Winter Looks
Price: $30.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Back To Basics Faux Leather Ankle Booties
A basic bootie is all you need to create chic layered outfits this season! These booties feature an ankle-high height, an on-trend pointed toe, an inner zipper closure for easy on-and-off wear, and a sturdy block heel. The bootie is composed of a faux leather material. Complete your look with a sweater dress and a crossbody bag!
Fit & Features
- Ankle-high height
- Pointed toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-0330
Category Name: Winter Looks
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Shimmering Beauty Rhinestone Necklace And Earrings Set
You'll be a stunning shimmering beauty in this necklace and earring set! The pack features a choker necklace with two rows of rhinestones and matching stud earrings. Pair this set with a simple tee to add some glam to your everyday look.
Fit & Features
- Choker necklace and stud earrings set
- Two row rhinestone choker
- Rhinestone stud earrings
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-0524
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Rise Knee Slit Skinny Jeans
These high rise knee slit skinny jeans are a must-have pair of denim to have in your closet! They feature a flattering high rise waist, a form-hugging fit and trendy slits at the knees. Complete the look by pairing these jeans with your fave crop top and heels for a chic 'fit.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button closure
- Knee slits
- Skinny leg fit
- Denim fabric
Style Number/Barcode: 06602-0185
Category Name: Winter Looks
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Waist Snap Front Plaid Skinny Pants
Keep your style in check with these trendy plaid skinny pants! They feature a flattering high waist with snap button front closures and a tapered leg fit. Pair these pants with a curve-hugging bodysuit and strappy heels for a casual date night look.
Fit & Features
- High rise waist
- Snap button front closures
- Two zippered front pockets
- Tapered leg fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06402-0281
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Day Chic Drape Front Belted Coat
Get a day chic vibe by layering on this belted coat! It features a trendy drape front and is composed of faux wool fabric. Wear this over your fave knit sweater and pair with some sleek block heeled booties.
Fit & Features
- Drape front
- Long sleeves
- Tie front belt
- Front slanted pockets
- Long-line design
- Faux wool fabric
Style Number/Barcode: 06201-0145
Category Name: Winter Looks
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Always Cozy Cable Knit Lattice Sweater
Keep it cozy in a sweater that is perfect for chilly weather! Hang out by the fireplace with hot cocoa in a sweater that features a crew neckline, a cable knit design, and a pretty lattice back to customize your fit. Style this soft-to-the-touch knit fabric with high waist jeans and ankle booties.
Fit & Features
- Crew neckline
- Long sleeves
- Cable knit
- Lattice back
- Relaxed fit
Style Number/Barcode: 06005-0685
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Level Up Mid Rise Frayed Cropped Jeans
Elevate your denim outfits in jeans that take your look to the next level. The jeans feature a mid-rise fit, moderate destructed detailing, and a cropped hem. Complete your look with a bustier and door knocker earrings.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Moderate destructed detailing
- Cropped hem
- Medium wash denim fabric
Style Number/Barcode: 06602-0169
Category Name: Winter Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Stylishly Spotted Leopard Print Duster
Layer on this stylishly spotted leopard print duster to get a trendy chic look! It features a long flowy fit with a cool distressed hem. Pair over a midi sweater dress for an adorable look.
Fit & Features
- Long sleeves
- Front pockets
- Flowy fit
- Distressed hem
- Allover leopard print
- Sweater knit fabric with minimal stretch
Style Number/Barcode: 06005-0706
Category Name: Winter Looks
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Doll It Up Open Back Ribbed Sweater
Embrace a modern twist on knitwear with this double V-neck sweater. The deep V-neckline at the front and back offers a hint of allure, while the soft ribbed texture provides both warmth and a flattering fit that accentuates the waist. This long-sleeve sweater is a stylish choice for both casual and sophisticated looks. It's a versatile piece that pairs seamlessly with anything from denim to high-waist trousers, making it a must-have for your seasonal wardrobe.
Fit & Features
- Surplice neckline
- Long dolman sleeves
- Partially open back with bar strap accent
- Banded crop hemline
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1761
Category Name: Winter Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Nylon Faux Fur Reversible Jacket
Amp up your trendy style with this of the moment reversible jacket! It features a sleek nylon fabric on the outside and a soft faux fur fabric on the interior. Layer this jacket over a pair of biker shorts for that casual chic everyday vibe.
Fit & Features
- Collared
- Long sleeves
- Complete zip front
- Drawstrings at hem
- Nylon exterior with thin striped detailing
- Faux fur interior with large front pocket
Style Number/Barcode: 06201-0111
Category Name: Winter Looks
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Feeling Casual Ribbed Surplice Jumpsuit
Keep it casual in a jumpsuit that is soft to the touch! The must-have jumpsuit features a plunging surplice neckline, an adjustable drawstring waist, side pockets and straight leg pants. The jumpsuit is composed of a ribbed cashmere-like fabric that offers a relaxed fit. Style with sneakers for a low-key affair.
Fit & Features
- Plunging surplice neckline
- Long sleeves
- Drawstring waist
- Side pockets
- Straight leg fit
- Ribbed Cashmere-like fabric
- Relaxed fit
Style Number/Barcode: 06502-0422
Category Name: Winter Looks
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
So Cozy Off-The-Shoulder Sweater
Get a cozy 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
Style Number/Barcode: 06005-0877
Category Name: Winter Looks
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Twist and Stun Open Back Sweater
Give your sweater a twist of drama to create a stunning knit outfit this season! The sweater features a round neckline, a daring open back with a twist knot accent, and a bar strap at the back of the neck. Complete your look with high waist jeans and ankle booties.
Fit & Features
- Round neckline
- Open back design
- Twist-knot accent at the lower back
- Bar strap at the back of neck
- Long sleeves
- Knit fabric
- Relaxed fit
Style Number/Barcode: 06005-0688
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ever So Chic Knit Sweater
Look ever so chic in this adorable knit sweater, a staple for the fall and winter seasons! It features a trendy mock neckline with cute cable knit detailing down the sleeves. Pair this sweater with a mini skirt to add some stylish flair.
Fit & Features
- Mock neckline
- Long loose sleeves with cable knit detailing and ribbed cuffs
- Mid-length hem
- Knit fabric
Style Number/Barcode: 06005-0876
Category Name: Winter Looks
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Faux-Ever Trendy Hooded Jacket
Get a forever trendy look in this adorable hooded jacket! It features a faux fur fabric with a faux leather contrasting hem. Layer this fab jacket over a crop top and biker shorts for that ultimate it-girl vibe.
Fit & Features
- Hooded
- Long sleeves
- Complete zip front
- Faux leather contrasting hem
- Faux fur fabric
Style Number/Barcode: 06201-0169
Category Name: Winter Looks
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Destructed Knit Long Sleeve Cropped Sweater
Bring the edge in this crop top! The cropped sweater features a crew neckline, long sleeves, and destruction details at the hem and cuff. Complete your look with high waist jeans.
Fit & Features
- Crew neckline
- Long sleeves
- Destructed details at the hem and cuff
- Cropped hem
- Knit fabric
- Relaxed fit
Style Number/Barcode: 06005-0861
Category Name: Winter Looks
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Lovin' Knit Basic Midi Dress
We love a knit dress to keep on trend this season! Throw on this must-have dress for a casual day out. The dress features a trendy square neckline, fitted long sleeves, and a midi length silhouette. Complete look with chunky sneakers for a casual vibe.
Fit & Features
- Square neckline
- Long sleeves
- Midi length silhouette
- Knit fabric
- Form hugging fit
- Moderate stretch
Style Number/Barcode: 05102-0853
Category Name: Winter Looks
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keepin' Knit Basic Joggers
Keep it basic in cozy joggers that are low-key and stylish! They feature a mid-rise fit, side pockets, and a straight leg. The joggers are composed of a soft-to-touch cashmere-like fabric. Complete your look with the matching top and chunky sneakers.
Shop Matching Top: Keepin' Knit Basic Long Sleeve Top
Fit & Features
- Mid-rise fit
- Side pockets
- Cashmere-like fabric
- Straight leg fit
- Relaxed fit
- Matching top sold separately
Style Number/Barcode: 06502-0441
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Colorblock Knit Sweater
Keep it chic in a sweater that stands out while keeping it cozy! The sweater features a ribbed off the shoulder neckline that styles so cute with a dainty necklace, a color block pattern, and composed of a knit fabric. Complete look with skinny jeans and ankle booties.
Fit & Features
- Off the shoulder neckline
- Long sleeves
- Colorblock pattern
- Knit fabric
- Relaxed fit
Style Number/Barcode: 06005-0878
Category Name: Winter Looks
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
High Waist Plaid Cargo Skinny Pants
Keep it poised in plaid pants to create a preppy look! The pants feature a high rise waist, a plaid print, cargo-styled pockets, and a skinny leg fit. Complete your look with a cute crop top and ankle booties.
Fit & Features
- High rise fit
- Plaid print
- Cargo-styled pockets
- Skinny leg fit
- Front zipper closure
Style Number/Barcode: 06402-0282
Category Name: Winter Looks
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Adore You Metal Leaf Earrings
Feel adored in these earrings that add a chic touch to your date night outfit. The earrings feature a metal leaf design with reflective wave detail. Complete your outfit with a sleek jumpsuit and mules.
Fit & Features
- Metal
- Leaf design
- Wave detail
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged
Style Number/Barcode: 07001-0691
Category Name: Winter Looks
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Triple Rhinestone Faux Leather Buckle
Bring more glam with a belt that is so glitzy! The belt features a rhinestone embellished horseshoe-shaped buckle, a faux leather band, and a triple row rhinestone embellished belt loop design. Complete your look with high waist jeans and a bodysuit.
Fit & Features
- Faux leather band
- Rhinestone horse-shoe shaped buckle
- Triple row rhinestone belt loop design
- Adjustable
Style Number/Barcode: 07301-0197
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale