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.
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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.
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Tailored Mood Plaid Woven Blazer
Your “I planned this” blazer—clean, tailored, and instantly elevated. The plaid woven finish gives it that strategic, cool-girl polish that works from brunch to late-night plans without ever trying too hard.
Shop Matching Shorts: Tailored Mood Plaid Woven Shorts
Fit & Features
- Plaid printed woven fabric
- Structured tailored silhouette
- Notched lapel neckline
- Front flap pockets and multi-button closure
- Runs true to size
Style Number/Barcode: 06204-000059
Category Name: Winter Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Girl Era Crop Hoodie Sweater
Low effort, high impact—this cropped cable knit hoodie is a closet clutch. With a zip front and cute-but-cozy vibes, it's made for layering on off-duty days or styling with denim for coffee runs and cute plans.
Fit & Features
- Soft cable knit fabric
- Drawstring hood and front zipper closure
- Front pockets
- Long sleeves with ribbed cuffs
- Cropped hem with ribbed waistband
- Runs true to size
Style Number/Barcode: 06005-000341
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Easy Layer Zip-Up Crop Sweater
Minimal with just enough attitude. This ribbed cropped sweater features a sleek dual zip front that lets you style it your way—zipped up for polish or slightly open for a cute, everyday vibe.
Fit & Features
- Soft rib knit fabric
- Mock neckline
- Fitted long sleeves
- Dual front zip closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000339
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Quietly Cool Double Zip Ribbed Sweater
That clean, model-off-duty vibe with just enough edge. This cropped ribbed sweater hugs in all the right places, and the double zip lets you style it your way, layered or solo.
Fit & Features
- Stretch rib knit fabric
- High neckline
- Dual front zipper for versatile styling
- Fitted long sleeves
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000340
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Contrast Off-Shoulder Tie Top
Soft, sculpted, and quietly eye-catching. This off-shoulder knit top features contrast stitching and a delicate front tie that adds just enough detail to make your look feel styled without trying too hard.
Fit & Features
- Soft rib knit stretch fabric
- Foldover off-the-shoulder neckline
- Contrast trim with bow inset
- Fitted long sleeves
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000343
Category Name: Winter Looks
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off Duty Charm Cable Knit Crop Cardigan
Cozy with a little flirt built in. This cropped cable knit cardigan hits that perfect balance between soft texture and shape, making it an easy throw-on sweater to elevate your favorite denim looks.
Fit & Features
- Soft cable knit fabric
- V-neckline with dual button front closures
- Voluminous long sleeves with rib knit cuffs
- Crop-length curved hemline
- Runs true to size
Style Number/Barcode: 06005-000342
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Weekend Classic Americana Crochet Sweater
Cue the backyard invites and rooftop sunsets. This Americana crochet sweater brings that laidback cool with its airy knit and American flag graphic—perfect for tossing over denim cutoffs or a bikini when the night cools down.
Fit & Features
- Open crochet knit fabric
- Wide crew neckline
- Long sleeves
- Front American flag graphic
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-000347
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Cool Cable Knit Poncho
Your sweater rotation just got a chic little twist. This cable knit poncho brings a relaxed, flowy fit and a wide neckline you can wear off the shoulder for a casually cool take on sweater weather.
Fit & Features
- Cable knit fabric, moderate stretch
- Wide neckline, can be worn off-the-shoulder
- Asymmetric pointed hem
- Flowy cropped fit
- Runs true to size
Style Number/Barcode: 06005-000407
Category Name: Winter Looks
Price: $32.90
Availability: In Stock
Available Color: IVORY, BLACK
Available Size: S, M, L, XL
Product Badge:- New Arrival
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Layer Play Pointelle Poncho
The layering piece that makes the whole outfit. This pointelle knit poncho drapes effortlessly with an off-shoulder neckline and a cropped, flowy hem made for styling over bandeaus or tank tops.
Fit & Features
- Linen-blend pointelle knit fabric
- Off-shoulder neckline
- Flowy crop-length silhouette
- Sheer design
- Runs true to size
Style Number/Barcode: 06005-000436
Category Name: Winter Looks
Price: $39.90
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Shift Off Shoulder Knit Top
A one-shoulder neckline changes the whole outfit formula. The knit top pairs a soft blouson shape with a fitted hem that pairs perfectly with high-rise bottoms.
Fit & Features
- Knit fabrication
- Asymmetrical off-the-shoulder neckline
- Short sleeves
- Relaxed blouson-style upper shape
- Fitted waist-length hem
- Runs true to size
Style Number/Barcode: 06005-000440
Category Name: Winter Looks
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Cute On Repeat Striped Ruffle Cardigan
Prep just got a little more playful. This striped cardigan pairs a cropped fit with a button front and ruffled trim for an easy look with any bottoms this fall.
Fit & Features
- Striped pattern, sweater knit fabric
- V-neckline
- Fitted long sleeves with ruffled trim cuffs
- Button front closures
- Ruffled trim crop-length fitted hem
- Runs true to size
Style Number/Barcode: 06005-000450
Category Name: Winter Looks
Price: $17.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: L
Product Badge:- Sale
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Angle Shift Asymmetrical Poncho Sweater
This poncho sweater top brings the cutest cozy-fall energy to your lineup. The asymmetrical neckline and flared sleeves give the crop-length plenty of movement while keeping the silhouette easy to style. Pair it with straight-leg denim and ankle boots for a fall look.
Fit & Features
- Soft knit fabric
- Asymmetrical neckline
- Long flared sleeves
- Relaxed poncho silhouette
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000454
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS/S, M/L
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Side Note Cropped Asymmetric Poncho Top
This cropped asymmetric poncho top makes the shape the whole point. The off-shoulder neckline and sweeping side drape create an angled silhouette that feels clean, fluid, and current. Pair it with relaxed denim to keep the proportions balanced.
Fit & Features
- Knit fabric, moderate stretch
- Asymmetrical off-shoulder neckline
- Draped poncho silhouette
- Cropped front length
- Elongated side points
- Loose asymmetric hem
- Runs true to size
Style Number/Barcode: 06005-000497
Category Name: Winter Looks
Price: $34.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS/S, M/L
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Off Balance Cable Knit Asymmetric Poncho Top
Cable knit gets a more directional point of view. The textured pattern and asymmetric one-shoulder shape give this poncho top a standout finish, while the draped silhouette keeps the look fluid. Pair it with relaxed denim to let the angled shape do the styling work.
Fit & Features
- Cable-knit fabric, moderate stretch
- Asymmetric one-shoulder neckline
- Draped poncho silhouette
- Cropped front length
- Longer side drape
- Runs true to size
Style Number/Barcode: 06005-000455
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: IVORY
Available Size: XS/S, M/L
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Cozy On Cue Cable Knit Sweater Poncho
Cozy just got a chic little makeover. This cable knit sweater poncho brings a relaxed yet flirty feel to your cold-weather rotation with a shoulder-baring boat neckline, flowy draped silhouette, and cropped front that pairs perfectly with your favorite high-waisted jeans.
Fit & Features
- Cable knit fabric, high stretch
- Boat neckline
- Flowy overlay silhouette, sleeve holes
- Cropped fit, draped sides
- Runs true to size
Style Number/Barcode: 06005-000474
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS/S, M/L
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Flip Side Reversible Lace Up Sweater Top
One sweater, two ways to wear the detail. The reversible construction lets you move the lace up feature from front to back, while the cropped length and long sleeves keep the shape consistent. Wear either side forward depending on the look you want.
Fit & Features
- Knit fabric
- Wide off-the-shoulder neckline
- Long sleeves
- Cropped length
- Reversible styling
- Lace-up detail can be worn in front or back
- Runs true to size
Style Number/Barcode: 06005-000478
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Coming Soon
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Sporty Chic Striped Knit Sweater
Your fall denim lineup just found its sporty little upgrade. This striped boat neck sweater pairs bold rugby-inspired stripes and a fitted silhouette with wide-leg jeans and suede ankle boots for a fresh take on autumn styling. Add a slouchy shoulder bag, and your sweater weather outfit has officially found its groove.
Fit & Features
- Striped pattern, knit fabric
- Boat neckline
- Fitted long sleeves
- Form-hugging fit
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000476
Category Name: Winter Looks
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Easy Angle Striped Off-Shoulder Sweater Top
This is the kind of sweater that makes casual styling effortless. The striped knit, off-the-shoulder neckline, and relaxed fit make it easy to pair with a denim skirt and boots or comfy wide-leg pants and sneakers for a relaxed vibe. Finish with a headband and simple hoop earrings.
Fit & Features
- Soft knit fabric with moderate stretch
- Horizontal striped pattern
- Off-the-shoulder neckline
- Long sleeves
- Relaxed oversized fit
- Ribbed cuffs and hem
- Runs true to size
Style Number/Barcode: 06005-000477
Category Name: Winter Looks
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Side Note Asymmetric Hem Off-Shoulder Top
This off-shoulder top lets the details do the work. The wide fold-over neckline and ribbed knit texture give the fitted shape extra dimension, while the asymmetrical hem adds a sharp finish at the waist. Pair it with relaxed denim or a mini to keep the look current.
Fit & Features
- Knit fabric with high stretch, vertical ribbed texture
- Wide fold-over off-shoulder neckline
- Long fitted sleeves
- Asymmetrical pointed hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000479
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Side Glance One-Shoulder Bell Sleeve Sweater
Sweater season is showing a little more shoulder this year. This one-shoulder bell sleeve sweater pairs an asymmetrical neckline with dramatic flared sleeves and a fitted silhouette for a fresh take on fall-to-winter knitwear.
Fit & Features
- Sweater ribbed knit fabric, high stretch
- One-shoulder neckline
- Long bell sleeves
- Mid-length fitted hem
- Runs true to size
Style Number/Barcode: 06005-000480
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Cozy Curve Ribbed Dolman Sleeve Crop Sweater
Sweater weather looks better with a little volume. This ribbed crop sweater plays up relaxed dolman sleeves against a fitted waist and cuffs for a silhouette that feels current and cozy. Consider your fall denim rotation officially upgraded.
Fit & Features
- Cropped length hem
- Wide neckline
- Relaxed dolman sleeves with fitted cuffs
- Soft rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-000482
Category Name: Winter Looks
Price: $39.90
Availability: In Stock
Available Color: IVORY, BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Soft Focus Lace Up Reversible Sweater Top
One sweater, more than one way to wear it. The lace-up design adds a standout detail to the relaxed sweater knit shape with dolman sleeves and a cropped finish. Change the look by shifting how you wear the neckline and lace-up detail.
Fit & Features
- Soft knit fabric
- Boat neckline
- Long dolman sleeves
- Relaxed oversized fit
- Multiple ways to wear, reversible styling option
- Cropped length with lace-up detail
- Runs true to size
Style Number/Barcode: 06005-000481
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: OATMEAL
Available Size: XS, S, M, L
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Cut Above Mock Neck Cutout Sweater Top
This mock neck sweater top puts a fresh spin on fall knitwear. The cropped overlay and curved cutout break up the textured fitted silhouette with just enough edge to keep things interesting. Style it with a mini or low-rise denim for a cute seasonal contrast.
Fit & Features
- Texture knit fabric with stretch
- Mock neckline
- Long sleeves
- Curved front cutout detail
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000485
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Shoulder Theory Mock Neck Cutout Cropped Sweater
A little shoulder detail can change the entire outfit. This mock neck cutout cropped knit sweater features a fitted ribbed design that pairs beautifully with a faux leather mini skirt, sheer tights, and knee-high boots. Complete the look with a long wool coat and sculptural earrings for a polished approach to cold-weather dressing.
Fit & Features
- Rib knit fabric, high stretch
- Mock neckline
- Fitted long sleeves
- Shoulder cutout accents
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000487
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival