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.
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.
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.
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.
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.
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!
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.
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.
Trend Factor Cow Print Fringe Scarf
The scarf that takes you from cozy to trendsetter without even trying. The soft brushed knit and bold cow print bring an effortless attitude to any layering situation.
Fit & Features
Style Number/Barcode: 07305-000060
Category Name: Winter Looks
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Effortless Aura Long Sleeve Midi Dress
Minimal effort, maximum effect. This off-the-shoulder ribbed midi dress hugs in all the right places with a soft stretch knit that’s made for cozy-chic moments. Style it with gold hoops and strappy heels for that quiet luxury vibe.
Fit & Features
Style Number/Barcode: 05102-000331
Category Name: Winter Looks
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Effortless Cutie Off-The-Shoulder Mini Dress
Your “cute but effortless” mini dress has entered the chat. The off-the-shoulder neckline and body-hugging ribbed knit bring soft confidence with a flirty edge—made for everything from coffee dates to late-night plans.
Fit & Features
Style Number/Barcode: 05102-000334
Category Name: Winter Looks
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Cozy In The City Faux Sherpa Shearling Trench Coat
Wrap yourself in retro-inspired warmth with this faux shearling long coat featuring a double-breasted front and dramatic faux sherpa trim. Designed to elevate your winter outfits while keeping cozy, it’s the layer that instantly transforms your look.
Fit & Features
Style Number/Barcode: 06201-000079
Category Name: Winter Looks
Price: $28.97 $129.90
On Sale: Yes
Availability: Out of Stock
Kangol Zebra Print Faux Fur Bucket Hat
Go bold or go home—this Kangol bucket hat takes cozy to a whole new level. The zebra print faux fur and iconic Kangol logo make it an instant statement piece for every outfit.
Fit & Features
Style Number/Barcode: 07302-000207
Category Name: Winter Looks
Price: $4.97 $79.90
On Sale: Yes
Availability: Out of Stock
Kangol Faux Fur Shearling Bucket Hat
Street style just leveled up—this Kangol shearling bucket hat is equal parts cozy and iconic. With its plush faux fur and signature Kangol logo, it’s the ultimate finishing touch for chill days or statement 'fits.
Fit & Features
Style Number/Barcode: 07302-000203
Category Name: Winter Looks
Price: $4.97 $79.90
On Sale: Yes
Availability: Out of Stock
Kangol Multi Faux Fur Trapper Hat
Cold weather but make it cute—this Kangol faux fur trapper hat is the cozy upgrade your winter 'fits deserve. The plush texture and ear flaps keep you warm while the Kangol tag finishes it with signature flair.
Fit & Features
Style Number/Barcode: 07302-000206
Category Name: Winter Looks
Price: $41.97 $84.90
On Sale: Yes
Availability: Out of Stock
Kangol Faux Fur Trim Trapper Hat
Level up your cold-weather vibe with this Kangol trapper hat that’s all about cozy meets cool. The faux fur trim keeps it luxe, while the Kangol embroidery adds that signature touch.
Fit & Features
Style Number/Barcode: 07302-000204
Category Name: Winter Looks
Price: $41.97 $84.90
On Sale: Yes
Availability: Out of Stock
Minimal Drama Off-The-Shoulder Midi Dress
Simple, sleek, and seriously flattering. This foldover off-the-shoulder midi dress hugs every curve with a soft stretch fit—perfect for dinner plans, date nights, or any moment that calls for subtle confidence.
Fit & Features
Style Number/Barcode: 05102-000340
Category Name: Winter Looks
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Too Cool Studded Denim Jeans
Edge up your everyday style in these denim jeans. Boasting curve-contouring studded embellishments and a trendy flared hem, these jeans will be your new go-to for day or night plans.
Fit & Features
Style Number/Barcode: 06602-000080
Category Name: Winter Looks
Price: $24.97 $59.90
On Sale: Yes
Availability: Out of Stock
Shimmer And Fluff Mini Skirt
All sparkle, no chill. This faux fur sequin mini skirt mixes cozy and glam with a textured finish and curve-hugging fit made for nights when you want to shine a little brighter.
Fit & Features
Style Number/Barcode: 06403-000089
Category Name: Winter Looks
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
It Girl Faux Fur Trim Faux Leather Coat
Giving vintage glam a modern glow-up. This faux leather coat with shaggy fur trim is the definition of “too cool to care.” Toss it over anything, and suddenly you’re that girl everyone’s turning to stare at.
Fit & Features
Style Number/Barcode: 06204-000091
Category Name: Winter Looks
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Major Mood Faux Leather Bomber Jacket
A cropped bomber with a plush oversized collar that turns even the simplest outfit into a moment. Sleek faux leather brings that structured, cool-girl edge while the relaxed cut keeps it easy to throw on and go.
Fit & Features
Style Number/Barcode: 06204-000090
Category Name: Winter Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Cold Girl Couture Faux Fur Suede Trench Coat
Cold days, but make it glam. This belted trench coat serves soft luxury with its plush faux fur collar and cuffs, button-down front, and tailored fit that ties effortlessly at the waist for that polished, cozy look.
Fit & Features
Style Number/Barcode: 06204-000089
Category Name: Winter Looks
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Cloud Club Faux Sherpa Platform Slippers
Cozy, but make it elevated. These faux sherpa platform slippers bring soft luxury to your off-duty moments, complete with embroidered trim and plush faux fur lining that feel way too good to take off.
Fit & Features
Style Number/Barcode: 07405-000017
Category Name: Winter Looks
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Spotted Muse Leopard Wide-Leg Jeans
These leopard-spot flares bring that fierce, effortless confidence that works whether you’re dressing up or keeping it casual. The structured rise meets a flowy leg for a look that always lands—no overthinking required.
Shop Matching Corset: Spotted Muse Leopard Cropped Corset
Fit & Features
Style Number/Barcode: 06602-000082
Category Name: Winter Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Fall for Knit Long Sleeve Mini Dress
Cozy, flattering, and totally fall-coded. This ribbed knit mini dress features a sweetheart neckline and subtle ruching that shapes your silhouette while keeping it soft and effortless. Pair it with knee-high boots for a perfect fall day out.
Fit & Features
Style Number/Barcode: 05102-000354
Category Name: Winter Looks
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Bow Wow Charm Keychain
Too cute to leave at home. This dachshund furry keychain brings all the charm with a rhinestone bow, heart accent, and luxe hardware. Clip it onto your keys, tote, or backpack for an instant dose of personality.
Fit & Features
Style Number/Barcode: 07308-000060
Category Name: Winter Looks
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
High Gloss Attitude Corset Top
This corset top does not come to play. With its plunging halter neckline and sculpted corset seams, it’s giving major confidence from every angle. The hook-and-eye front keeps it classic, while the sleek, liquid-shine finish brings all the drama your lineup has been missing.
Fit & Features
Style Number/Barcode: 06003-000223
Category Name: Winter Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
City Cozy Tweed Cabby Hat
A little vintage, a little cool-girl—this tweed cabby hat is the easiest way to make any outfit feel instantly styled. The textured finish adds that effortlessly polished vibe, even on your most “just grabbed something” days.
Fit & Features
Style Number/Barcode: 07302-000213
Category Name: Winter Looks
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Flirt Mode Faux Leather Skort
Equal parts fierce and flirty. This faux leather skort serves attitude with a ruffled tiered design and a short, flattering fit—your go-to for a concert or a bold day look.
Fit & Features
Style Number/Barcode: 06501-000093
Category Name: Winter Looks
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: M, L
On Repeat Under-The-Knee Boots
Classic, clean, and effortlessly cool—these under-the-knee boots are your new everyday staple. The smooth faux leather and sleek shape give any outfit that “put-together without trying” vibe.
Fit & Features
Style Number/Barcode: 07402-000105
Category Name: Winter Looks
Price: $46.90
Availability: In Stock
Available Color: NATURAL
Available Size: 5.5
Winter Crush Sherpa Trim Faux Leather Tube Dress
Think après-ski, but make it going-out glam. The faux leather gives you that sleek, sculpted confidence, while the faux sherpa trim adds that touch of softness that balances the boldness just right. It’s the kind of piece that feels luxe, a little daring, and completely worth showing off.
Fit & Features
Style Number/Barcode: 05102-000362
Category Name: Winter Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Falling For Layered Wrap Scarf
Soft, breezy, and endlessly versatile—this lightweight scarf is your go-to for layering season. Wear it as a wrap, knot it as an accessory, or drape it for effortless chic vibes.
Fit & Features
Style Number/Barcode: 07305-000065
Category Name: Winter Looks
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock