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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Trendy Arrival Denim Moto Jacket
Show up to your weekend plans in this trendy denim moto jacket with a cool faded design. Layer over a crop top paired with your fave jeans.
Fit & Features
- Faded denim fabric with stretch
- Standing collar with button detail
- Long sleeves with button detail
- Front zipper closure
- Dual front faux pockets
- Fitted cropped hem, front button detail
- Runs true to size
Style Number/Barcode: 06203-0575
Category Name: Winter Looks
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Comfy Trend 84' Graphic Sweatshirt
Take on a comfy trend in this 84' graphic oversized sweatshirt for a cozy cute look on your off-duty days!
Fit & Features
- Cotton knit fabric, soft fleece lining
- Relaxed long sleeves, rib knit cuffs
- Rib-knit crew neckline
- 84' graphic
- Oversized silhouette
- Rib-knit hem
- Runs true to size
Style Number/Barcode: 06002-2010
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Comfy Mode Cropped Pullover Hoodie
Stay cute and comfy in this cropped pullover hoodie that will be a new fave. The cropped bubble hem offers the perf relaxed fit for everyday looks.
Fit & Features
- Cotton-blend fabric with soft lining, moderate stretch
- Drawstring hooded neckline
- Long sleeves with drop shoulder, tapered ribbed hems
- Cropped bubble hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06002-2014
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Star Of The Show Crochet Sweater
An effortless crochet sweater for layering or styling alone! It's designed with a star front design that adds a trendy touch and a relaxed fit for comfort.
Fit & Features
- Sheer crochet fabric
- Crew neck
- Relaxed long sleeves
- Front star design
- Relaxed fit hem
- Runs true to size
Style Number/Barcode: 06005-000049
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Breezy Nights Crop Crochet Sweater
Embrace effortless style with this crochet sweater perfect for styling over a swimsuit or tank top. This sweater offers a blend of comfort and allure with relaxed long sleeves, a flirty one-shoulder neckline, and a cropped hem.
Fit & Features
- Sheer crochet knit fabric
- One-shoulder neckline
- Relaxed long sleeves
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06005-000048
Category Name: Winter Looks
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Layered Poise Long Sleeve Crepe Bolero
Poised and polished, this crepe long sleeve bolero elevates casual to dressy outfits effortlessly!
Fit & Features
- Crepe fabric
- Fitted long sleeves
- Collared neckline
- Open front design
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06202-000011
Category Name: Winter Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Summer Icon Striped Crochet Halter Top
You'll be a cool summer icon in this striped crochet crop top featuring a plunging V-neckline with tie-back halter straps and a fitted, cropped hem. Style with cutoff denim shorts!
Fit & Features
- Crochet knit fabric, moderate stretch
- Striped pattern
- Sleeveless plunge V-neckline
- Tie-back halter straps, partially open back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-000070
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tied Up In Vibes Crochet Sweater
Cute from the front—but that back? Straight-up stunning. With open-tie drama and airy crochet texture, this sweater is here to steal stares and soak up sunsets.
Fit & Features
- Sheer crochet fabric
- Crew neck
- Flare long sleeves
- Open tie-back design
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06005-000076
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cute But Casual Bow Knit Bolero
Perfect for those “is it chilly or am I just cute” moments. This bolero is designed with adorable bow trims, cozy long sleeves, and an ultra-cropped hem that flaunts your outfit!
Fit & Features
- Soft rib knit stretchy fabric
- Long sleeves
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000074
Category Name: Winter Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Layer Beaded Sheer Mesh Bolero
This airy mesh bolero is the perf luxe layer for your formal 'fits featuring all-over beaded embroidery. The long fitted sleeves are designed with flared hems and slit accents.
Fit & Features
- Sheer mesh fabric, high stretch
- All-over beaded embroidery
- Long fitted sleeves, flared hems, slit accents
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0512
Category Name: Winter Looks
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Varsity Vibes Sweater Topper
Serving varsity energy with a side of cozy-cutie. This sweater knit topper will keep your outfit looking trendy with your favorite bralette and denim jeans.
Fit & Features
- Sweater knit fabric
- Long sleeves with stripes
- V-neckline
- Eight-stitched design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000095
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Layer Check Mock Neck Zip-Up Sweater
Cozy, but make it cool. This mock neck zip-up sweater gives effortless flair, perfect for layering or styling on off-duty days.
Fit & Features
- Soft, stretchy knit fabric
- Fitted long sleeves, rib knit cuffs
- Rib knit mock neckline
- Front zip-up closure
- Fitted silhouette
- Rib knit hem
- Runs true to size
Style Number/Barcode: 06005-000089
Category Name: Winter Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Slay Star 24 Knit Sweater
This knit sweater is sporty, slouchy, and oh-so-cute. Toss it on with mini skirts or biker shorts for a laid-back yet put-together look on off-duty days or casual hangs.
Fit & Features
- Knit stretchy fabric
- V-neckline
- Relaxed long sleeves with star print
- Front 24 and back graphic design
- Relaxed fit, striped trim
- Runs true to size
Style Number/Barcode: 06005-000103
Category Name: Winter Looks
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Together Tie-Front Sweater
Not your average cozy knit—this tie-front crop sweater brings all the spice. With ribbed texture, bold cutouts, and a fitted silhouette, it’s the perfect mix of sultry and chic for autumn days and crisp nights.
Fit & Features
- Stretch rib knit fabric
- Long sleeves with flared cuffs
- Scoop neck
- Tie-front design
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000100
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 Charm Tie Front Sweater
This isn’t just a sweater—it’s a whole vibe. With its soft rib knit, playful tie-front details, and cropped fit, it’s the perfect mix of cozy and flirty. Pair it with denim or layer over a slip dress for that effortlessly chic fall moment.
Fit & Features
- Soft rib knit stretch fabric
- Long sleeves with flare cuffs
- Crew neck
- Tie front closures
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000099
Category Name: Winter Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crisp Breeze Striped Sweater Topper
Crisp breeze? She’s ready. This striped sweater brings cozy charm with a throw-on-and-go fit made for coffee runs, apple picking, or romanticizing your Tuesday errands.
Fit & Features
- Striped pattern, soft knit stretch fabric
- Crew neck
- Long sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000104
Category Name: Winter Looks
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Catch Flights Crochet Sweater Topper
She’s giving jet-setter vibes with just a touch of drama. Layer this crochet sweater topper over your fave tanks or dresses when your outfit needs a little extra flirt.
Fit & Features
- Sheer crochet knit fabric
- Long sleeves with flare cuffs
- Boat neckline
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000105
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cutie Pie Knit Bolero Sweater
Perfect for layering on chill evenings, this knit bolero sweater highlights your silhouette while providing just the right amount of coverage and warmth!
Fit & Features
- Soft cotton knit fabric
- Relaxed long sleeves
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000069
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zip Into It Knit Crop Top
A little sporty, a little spicy—this knit crop top will be your fave this fall. With its sleek zip-front and fitted silhouette, it’s perfect for styling with a mini skirt and boots.
Fit & Features
- Rib knit stretchy fabric
- Sleeveless V-neckline
- Front zip-up closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-000125
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cool Intentions Long Sleeve Knit Bolero
Layer it, slay it—this bolero is the ultimate fall cool-girl combo. Throw it on with your fave crop top or dress and you’re instantly serving street style.
Fit & Features
- Knit fabric
- Long sleeves
- Open front design
- Ultra-cropped length hem
- Runs true to size
Style Number/Barcode: 06005-000123
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cool Girl Cozy Knit Bolero
That perfect in-between layer for your off-duty looks. This cable knit bolero adds cozy texture with its ribbed fabric and balloon sleeves, perfect for layering over any outfit.
Fit & Features
- Cable knit soft fabric
- Relaxed long sleeves
- Open front design
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06005-000128
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Street Muse Off-The-Shoulder Distressed Sweater
A little edgy, a little undone—the perfect balance of effortless cool. This off-the-shoulder knit sweater brings major It-girl energy with distressed details and a slouchy, body-skimming fit. Perfect for styling with denim and attitude.
Fit & Features
- Soft rib knit fabric
- Foldover off-the-shoulder neckline
- Long sleeves
- Distressed crop hem
- Runs true to size
Style Number/Barcode: 06005-000129
Category Name: Winter Looks
Price: $42.90
Availability: Out of Stock
Product Badge:- Ships Free
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Chill Prep Striped V-Neck Sweater
Classic stripes meet cute cable knit in this cropped sweater. Wear it with jeans for a relaxed vibe or dress it up with a midi skirt for a cute look.
Fit & Features
- Striped pattern
- Soft cable knit fabric
- V-neck
- Relaxed long sleeves
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000130
Category Name: Winter Looks
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Chic Removable Faux Fur Tie-Front Cardigan
This isn’t your average cardigan—it’s a full-on vibe. With its removable faux fur collar and tie-front detail, it’s a glam-meets-effortless look that's forever chic.
Fit & Features
- Ribbed knit fabric, moderate stretch
- Faux fur neckline is removable
- V-neckline
- Open tie-front design
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-000133
Category Name: Winter Looks
Price: $44.90
Availability: In Stock
Available Color: BLACK, RAISIN, IVORY
Available Size: XS, S, M, L