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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Glammed Up Removable Fur Cardigan
Serving cozy glam in the chicest way, this rib knit cardigan levels up your cold-weather looks with plush, removable faux fur trim at the collar and cuffs. The fitted silhouette and button-up front make it effortlessly polished—perfect for pairing with denim, faux leather, or full-on sparkle.
Fit & Features
- Soft rib knit fabric
- Removable faux fur collar neckline
- Fitted long sleeves with removable faux fur cuffs
- Button-up front closures
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000175
Category Name: Winter Looks
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Snug Statement Cable Knit Crop Sweater
Classic knit, cropped just right. This mock neck cable sweater mixes timeless texture with a modern silhouette—perfect for pairing with high-rise denim, leggings, or a little pleated mini moment.
Fit & Features
- Soft cable knit fabric
- Mock neck
- Long sleeves
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000178
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Weekend Edit Mock Neck Sweater
The perfect mix of cozy and cute. This marled knit crop sweater keeps things effortlessly elevated with a soft mock neck and snug fit—perfect for layering under a coat or styling solo with high-rise jeans.
Fit & Features
- Marked knit fabric
- Mock neck
- Long sleeves
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000181
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Day Cute Striped Knit Sweater
Stripes that never miss. This mock neck dolman sweater pairs soft knit comfort with a relaxed crop hem with slit accents that pair perfectly with fall and winter styling!
Fit & Features
- Striped pattern, cotton-blend knit fabric
- Mock neck
- Dolman long sleeves
- Relaxed fit
- Cropped-length hem, slit accents
- Runs true to size
Style Number/Barcode: 06005-000177
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Chill Knit Crop Hoodie
This knit hoodie is the effortlessly cozy piece you’ll wear on repeat. Featuring a chunky knit texture, zip neckline, and flirty cropped fit, this hoodie is perfect for off-duty looks.
Fit & Features
- Knit fabric
- Hoodie drawstring neckline
- Front zip-up closure
- Relaxed long sleeves
- Distressed crop hem
- Runs true to size
Style Number/Barcode: 06005-000536
Category Name: Winter Looks
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Cuddle Up Collared Cable Knit Sweater
Cuddle up this season in this cable knit sweater for a cute look always! Pair it with your go-to denim and boots for enjoying a pumpkin patch to a casual movie night.
Fit & Features
- Cable knit vintage-inspired fabric
- Collared neckline
- Oversized long sleeves
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000176
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everyday Cute Striped Long Sleeve Sweater
Your new repeat sweater. Striped, soft, and cropped, perfect for adding to your weekly rotation.
Fit & Features
- Knit fabric
- Long sleeves with stripes
- Crew neck
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000186
Category Name: Winter Looks
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Western Charm Horse Graphic Sweater
The perfect mix of western charm and city-girl polish. This cozy knit sweater adds a chic twist with its soft texture and elevated silhouette—made for pairing with sleek minis or your fave denim.
Fit & Features
- Knit fabric, ribbed hems, moderate stretch
- Drop shoulder design, long sleeves
- Front cowboy and horse graphic
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-000185
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Edit Crop Sweater
Soft, simple, and seriously versatile. This cropped pullover sweater features a cozy, ribbed texture and a relaxed fit that pairs perfectly with your favorite bottoms and boots for an effortlessly chic look.
Fit & Features
- Soft rib knit stretchy fabric
- Crew neckline
- Relaxed long sleeves, rib knit cuffs
- Relaxed fit
- Side slit accents
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000188
Category Name: Winter Looks
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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One Side Story Rib Knit Sweater
Meet your new cool-girl knit sweater. The asymmetrical off-shoulder neckline and fitted rib knit make this crop sweater the ultimate mix of cozy and chic.
Fit & Features
- Soft rib knit fabric
- Asymmetrical off-the-shoulder neckline
- Dolman long sleeves
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000189
Category Name: Winter Looks
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spice And Everything Nice Tie Back Sweater
Serving sweater weather with a side of flirt. The mock neck keeps you cozy, while the open tie back makes sure your fall fit still has a little spice!
Fit & Features
- Soft knit stretch fabric
- Mock neck
- Relaxed long sleeves
- Open tie-back detail
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-000190
Category Name: Winter Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirt Factor Off-The-Shoulder Sweater
This is what cozy and cute look like. The off-shoulder neckline and foldover design bring just enough flirt, while the soft cable knit keeps it comfy for coffee runs, date nights, or anything in between.
Fit & Features
- Soft cable knit fabric with stretch
- Foldover off-the-shoulder neckline
- Fitted long sleeves
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000191
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fall Flirt Off-The-Shoulder Sweater
Cozy just got a glow-up. This off-the-shoulder cable knit sweater blends fall comfort with flirty charm, featuring ribbed detailing and tied sleeves for that extra-soft finish. Pair it with leather or your go-to jeans—it’s your new cold-weather crush.
Fit & Features
- Soft rib knit stretchy fabric
- Foldover off-the-shoulder neckline with bow ties
- Fitted long sleeves
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000192
Category Name: Winter Looks
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Soft Stunner Off-The-Shoulder Mini Dress
A little cozy, a little glam—this off-the-shoulder knit mini brings that effortless “I just threw this on” sparkle. The foldover neckline and body-hugging fit keep things soft, sleek, and low-key irresistible.
Fit & Features
- Rib knit stretchy fabric with shimmer
- Foldover off-the-shoulder neckline
- Fitted long sleeves
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000197
Category Name: Winter Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snuggle Up Oversized Knit Crop Cardigan
The cardigan that feels like a hug—this soft knit oversized crop layer is cozy enough for lounging but cute enough to throw on for your next coffee run.
Fit & Features
- Soft knit fabric
- Oversized long sleeves
- Open front design with a hidden button closure
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000199
Category Name: Winter Looks
Price: $12.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Falling For Layers Crop Knit Sweater
Sweater weather, but make it cute. This cropped knit sweater is your go-to for layered fall looks—perfect for classes, coffee dates, or strolls through the farmer’s market.
Fit & Features
- Soft knit fabric with stretch
- Crew neck
- Long sleeves
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000200
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Checked Out Button-Up Cardigan
Your not-so-basic cardigan moment. This checkered knit button-up cardigan nails that oversized, effortlessly thrown-on vibe—perfect for coffee runs, cozy hangs, or layering over your fave basics.
Fit & Features
- Checkered pattern, soft knit fabric
- Relaxed long sleeves, ribbed cuffs
- Button-up front closures
- Runs oversized
Style Number/Barcode: 06005-000208
Category Name: Winter Looks
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snuggle Season Cable Knit Sweater
Peak cozy vibes—this cable knit sweater is made for crisp air, seasonal lattes, and wearing on repeat. The balloon sleeves and slouchy fit keep it effortless and cute with your favorite bottoms and boots!
Fit & Features
- Cable knit fabric
- Relaxed long sleeves with ribbed cuffs
- Crew neck
- Relaxed fit hem
- Runs true to size
Style Number/Barcode: 06005-000204
Category Name: Winter Looks
Price: $12.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Agenda Crew Neck Knit Sweater
Your PSL’s new BFF. With a classic crew neck and soft knit feel, this sweater was made for crisp air, latte runs, and all the pumpkin patches!
Fit & Features
- Soft knit fabric with stretch
- Ribbed crew neck
- Long sleeves with ribbed cuffs
- Relaxed fit
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-000202
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Up Cable Knit Cardigan
This chunky cable knit cardigan is cropped, cozy, and made for layering. Perfect for crisp fall mornings, coffee runs, and everything in between.
Fit & Features
- Chunky cable knit design
- Relaxed long sleeves
- Open front design
- Relaxed cropped length hem
- Runs true to size
Style Number/Barcode: 06005-000263
Category Name: Winter Looks
Price: $12.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Crush Oversized Knit Cardigan
The layer you’ll live in—this oversized crop cardigan is soft, slouchy, and effortlessly cute styled over your everyday look.
Fit & Features
- Soft knit fabric
- Oversized long sleeves
- Open front design
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000206
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Stroll Off-The-Shoulder Sweater
Crisp air, a latte, and this sweater—fall just called and said you’re its muse. The soft knit and off-the-shoulder neckline keep you cozy while looking chic for dinner meetups or casual dates.
Fit & Features
- Soft knit stretch fabric
- Foldover, off-the-shoulder neckline
- Fitted long sleeves
- Crop length hem
- Runs true to size
Style Number/Barcode: 06005-000212
Category Name: Winter Looks
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Not So Basic Long Sleeve Cutout Top
Cozy meets daring with this ribbed knit cutout top. The asymmetric neckline and sleek fit make it your go-to for dressing up denim or pairing with a mini skirt.
Fit & Features
- Ribbed knit fabric, high stretch
- High neck, twisted strap, asymmetric cutout
- Long fitted sleeves
- Asymmetric mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000210
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Autumn Allure Off-The-Shoulder Sweater
Cozy but make it chic—this off-the-shoulder sweater brings a little drama with its foldover neckline and fitted silhouette. Pair it with denim and mules for that perfect fall-to-night-out look.
Fit & Features
- Soft knit stretch fabric
- Fitted long sleeves
- Folded off-the-shoulder neckline
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06005-000214
Category Name: Winter Looks
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale