Winter Looks
Winter fashion is all about layering while staying effortlessly chic. From casual to dressy outfits, we’ve got everything covered—think cozy sweaters, long-sleeve tops, and trendy long-sleeve dresses. Pair turtlenecks or bodysuits with midi skirts, pleated skorts, and tights for the perfect winter vibe. Finish the look with on-trend bomber jackets, faux fur coats, or shackets. Whether you're rocking a sweater dress or layering hosiery under skirts, these outfits are absolute must-haves.
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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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              Major Crush Ribbed Knit Tie-Front Cardigan
              
              
              
              
                You'll crush hard for this rib knit tie-front cardigan with fitted long sleeves and a flirty open front design that flaunts your figure. Pair with a mini skirt.
Fit & Features
- Ribbed knit fabric, plenty of stretch
 - V-neckline
 - Long fitted sleeves
 - Open tie-front design
 - Lettuce-edge trim
 - Mid-length hem
 - Runs true to size
 
Style Number/Barcode: 06202-0491
Category Name: Winter Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Weekend Loading Half Zip Fleece Crop Sweatshirt
              
              
              
              
                Get ready for chill vibes in this cozy crop sweatshirt! It features cozy long sleeves with elasticized cuffs, a mock neckline with a half zip closure, an elasticized cropped hem, and a warm fleece lining. Complete the look with the trendy matching shorts for lounging or running errands!
Shop Matching Bottoms: Weekend Loading High-Rise Fleece Shorts
Fit & Features
- Long sleeves, elasticized cuffs
 - Mock neckline, half zip closure
 - Elasticized cropped hem
 - Knit fabric, soft fleece lining
 - Moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06002-1762
Category Name: Winter Looks
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Just Your Stripe Off-The-Shoulder Crop Top
              
              
              
              
                This striped crop top is just what you're looking for! It's designed on stretchy rib knit fabric with a trendy striped print, an off-the-shoulder neckline to bare some skin, and a flirty cropped hem. Complete the look in denim shorts for casual plans.
Fit & Features
- Striped rib knit stretchy fabric
 - Off-the-shoulder neckline
 - Cropped hem
 - Runs true to size
 
Style Number/Barcode: 06005-1972
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Preppy Plaid Babe High Rise Slit Skort
              
              
              
              
                Preppy with babe status! This plaid skort features a high-rise waist, a front skirt overlay with a slit design, and a flattering form-hugging fit and mini-length hem. Complete the look in a basic tee and denim jacket.
Fit & Features
- High-rise waist
 - Back zipper closure
 - Front skirt overlay, slit design
 - Form-hugging fit, mini-length hem
 - Shorts lining
 - Plaid pattern, texture knit fabric, minimal stretch
 - Runs true to size
 
Style Number/Barcode: 06503-1108
Category Name: Winter Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Preppy Charm Short Sleeve Striped Crop Top
              
              
              
              
                This rib knit top features short sleeves and a striped crew neckline and a pointed crop hem for a preppy charm. Perfect for back-to-school or casual plans.
Fit & Features
- Stretchy rib knit fabric
 - Short sleeves
 - Striped crew neckline
 - Fitted pointed striped crop hem
 - Runs true to size
 
Style Number/Barcode: 06005-2039
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Fashion Lovers Of Basic Mock Neck Mini Dress
              
              
              
              
                Calling all fashion girlies! Check out this basic mini dress perfect for daring bold girls. The mini-length dress is designed with fitted long sleeves, a mock neckline, a front half-zip-up closure, and a flattering bodycon silhouette on smooth rib knit fabric that fits like a glove. Style with a baseball cap, jacket, and your favorite kicks!
Fit & Features
- Fitted long sleeves
 - Mock neckline
 - Half zip-up closure
 - Bodycon silhouette, mini-length hem
 - Smooth rib knit fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 05102-5357
Category Name: Winter Looks
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Cozy Glam Cable Knit Tube Top
              
              
              
              
                Shop Matching Bolero: Cozy Glam Cable Knit Long Sleeve Bolero
Fit & Features
- Cable knit fabric with plenty of stretch
 - Strapless elasticized straight neckline
 - Fitted cropped hem
 - Runs true to size
 
Style Number/Barcode: 06005-2118
Category Name: Winter Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Glam Squad Faux Leather Rhinestone Sneakers
              
              
              
              
                Make any outfit shine in these fashion sneakers! With a round toe, rhinestone embellished lace-up placket and tongue, a platform rubber sole, and a sleek faux leather upper, these sneakers are perfect for stepping out with your glam squad. Complete the look in a smooth knit dress to elevate your style for day or night plans!
Fit & Features
- Round toe
 - Rhinestone-embellished lace-up placket
 - Rhinestone embellished tongue
 - Platform rubber sole
 - Faux leather upper
 - Cushioned footbed
 - Runs true to size
 
Style Number/Barcode: 07407-0218
Category Name: Winter Looks
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Cuddly Cozy Eyelash Knit Sweater Bolero
              
              
              
              
                Fit & Features
- Open eyelash knit fabric
 - Long dolman sleeves
 - Open front
 - Ultra-cropped hem
 - Relaxed fit
 - Runs true to size
 
Style Number/Barcode: 06005-2133
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Step It Up Texture Knit Platform Sneakers
              
              
              
              
                Debut a new style in these casual fashion sneakers to step it up this season! Fashioned with a texture knit upper, lace-up placket, a round toe, and a faux leather platform sole, these shoes will instantly elevate your everyday. Complete the look with a cute zip-up hoodie and latte in hand for running errands in style!
Fit & Features
- Round toe
 - Texture knit upper
 - Lace-up placket
 - Faux leather platform sole
 - Back pull tabs for easy on-and-off styling
 - Runs true to size
 
Style Number/Barcode: 07407-0220
Category Name: Winter Looks
Price: $33.90
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Cozy Glam Cable Knit Long Sleeve Bolero
              
              
              
              
                Shop Matching Top: Cozy Glam Cable Knit Tube Top
Fit & Features
- Cable knit fabric with plenty of stretch
 - Open front
 - Long sleeves
 - Cropped hem
 - Relaxed fit
 - Runs true to size
 
Style Number/Barcode: 06005-2117
Category Name: Winter Looks
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Always Luxe Dainty Cubic Zirconia Necklace
              
              
              
              
                You'll always look luxe and radiate effortless glamour with this chic cubic zirconia necklace. It features a dainty chain with mini cubic zirconia stones at the center accented with larger hanging stones for a perfect sparkle. Style with hoop earrings.
Fit & Features
- Dainty chain
 - Center mini cubic zirconia stones
 - Larger hanging cubic zirconia stone accents
 - Back adjustable chain, lobster clasp closure
 
Style Number/Barcode: 07002-1682
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Cozy Casual Cable Knit Cropped Tank Top
              
              
              
              
                Shop Matching Topper: Cozy Casual Cable Knit Turtleneck Sweater Topper
Fit & Features
- Cable knit fabric
 - Square neckline
 - Spaghetti straps
 - Fitted cropped hem
 - Runs true to size
 
Style Number/Barcode: 06005-2111
Category Name: Winter Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              The Essential Cotton Knit Long Sleeve Bolero
              
              
              
              
                This essential cotton knit long sleeve bolero will elevate every look. Pair with a crop top and distressed jeans.
Fit & Features
- Cotton-blend knit fabric, moderate stretch
 - Contrast stitching, ribbed hems
 - Open-front design
 - Long sleeves
 - Ultra-cropped hem
 - Runs true to size
 
Style Number/Barcode: 06204-1904
Category Name: Winter Looks
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Sweet Demeanor Mock Neck Ribbed Knit Midi Dress
              
              
              
              
                Stay sweet and comfy in this ribbed knit midi dress perfect for any occasion! Designed with cap sleeves, a mock neckline, and a flattering bodycon silhouette, this mid-length dress is trend-worthy with a flirty front slit along the hem. Complete the look with a cute crop jacket and booties!
Fit & Features
- Stretchy ribbed knit fabric
 - Mock neckline
 - Cap sleeves
 - Bodycon fit
 - Front slit, midi-length hem
 - Runs true to size
 
Style Number/Barcode: 05102-5304
Category Name: Winter Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Chic Neutral Tie-Dye Mesh Long Sleeve Top
              
              
              
              
                Elevate your going-out look with this chic neutral tie-dye mesh top! It features a crew neckline, long fitted sleeves, a fitted mid-length hem, and a trendy neutral tie-dye pattern on the stretchy mesh fabric. Style with a faux leather skirt and lace-up heels for a sultry vibe.
Fit & Features
- Crew neckline
 - Long fitted sleeves
 - Fitted mid-length hem
 - Neutral tie-dye pattern
 - Mesh sheer fabric, plenty of stretch
 - Runs true to size
 
Style Number/Barcode: 06001-5148
Category Name: Winter Looks
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Got The Look Satin High-Rise Cargo Joggers
              
              
              
              
                These satin cargo joggers will make everyone say she's got the look! The pants feature a high-rise waist with an elasticized back band ensuring a perfect fit while the side and cargo flap pockets provide functional convenience. The jogger style silhouette and elasticized hem add a trendy touch to these must-have joggers. Style with a crop top for weekend plans!
Fit & Features
- High-rise waist, elasticized backband
 - Side pockets, front button and zipper closure
 - Cargo flap pockets
 - Jogger style silhouette
 - Elasticized hem
 - Smooth satin fabric, slight stretch
 - Runs true to size
 
Style Number/Barcode: 06402-1378
Category Name: Winter Looks
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Cozy Allure Cutout Sweater Top
              
              
              
              
                The trendy cutouts and soft ribbed knit fabric of this sweater top will bring the cozy allure to your everyday 'fit! It features a crew neckline, front and back cutouts at the shoulders with tie-strap accents, long fitted sleeves, and a fitted mid-length hem. The ribbed sweater knit fabric offers a moderate stretch. Style with your fave pair of jeans and sneakers for a casual yet chic look.
Fit & Features
- Crew neckline
 - Front and back cutouts at the shoulders
 - Front and back tie-strap accents
 - Long fitted sleeves
 - Fitted mid-length hem
 - Ribbed sweater knit fabric, moderate stretch
 - Runs true to size
 
Style Number/Barcode: 06005-1876
Category Name: Winter Looks
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Classic In Plaid Pleated Mini Dress
              
              
              
              
                Stay classic and chic in this plaid mini dress! Featuring a flattering square neckline and spaghetti straps, this bodycon dress also has a chic side pleated seam and a faux wrap mini-length hem. Complete the look in a sleek moto jacket and boots.
Fit & Features
- Sleeveless square neckline
 - Spaghetti straps, back zipper and hook-eye closure
 - Pleated side seam
 - Bodycon silhouette
 - Wrap mini-length hem
 - Plaid print, woven fabric, minimal stretch
 - Runs true to size
 
Style Number/Barcode: 05102-5507
Category Name: Winter Looks
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Solo Rider Faux Leather Crop Moto Jacket
              
              
              
              
                Layer on a faux leather moto jacket that says you ride solo when it comes to fashion! It features long sleeves, a mock neckline with snap-button closure, a zipper front closure convenient zipper pockets, and a modern crop hem. Complete the look in thigh-high boots.
Fit & Features
- Long sleeves
 - Mock neckline, snap-button closure
 - Zipper front closure
 - Zipper pockets
 - Cropped hem
 - Faux leather fabric, sewn-in woven lining
 - Runs true to size
 
Style Number/Barcode: 06204-1663
Category Name: Winter Looks
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Pretty And Delicate Layered Necklace
              
              
              
              
                Pretty and delicate, adorn your outfit with this layered necklace for a chic look! It features a textured chain-link layer with ball accents and a longer chain-link layer with a teardrop rhinestone with a dainty wire wrap design. Complete the look in a satin blouse for a dreamy style!
Fit & Features
- Two-row layered necklace
 - Textured ball accent chain-link layer
 - Longer chain-link layer, teardrop rhinestone, wire wrap design
 - Back adjustable chain, lobster clasp closure
 
Style Number/Barcode: 07002-1679
Category Name: Winter Looks
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
 
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              Edgy Babe Coated Faux Leather Skinny Pants
              
              
              
              
                Showcase a sleek edgy style in these of-the-moment faux leather pants! They feature a high-rise fit, a corset-designed waist with front seam detailing to give the illusion of boning, a front zipper closure, skinny pant legs, and a form-hugging fit. The coated faux leather fabric offers a minimal stretch for comfortable wear. Complete the look with a cropped blouse and strappy heels.
Fit & Features
- High-rise fit
 - Corset-designed waist
 - Front zipper closure, hidden button closure
 - Skinny pant legs
 - Form-hugging fit
 - Coated faux leather fabric, minimal stretch
 - Runs true to size
 
Style Number/Barcode: 06402-1297
Category Name: Winter Looks
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Step It Up High-Rise Paperbag Cargo Pants
              
              
              
              
                Step it up and reach for these trendy high-rise cargo pants to refresh your weekly rotation! They feature a paperbag belted waist, hidden side pockets, front pleating, a straight-leg fit, lower cargo flap pockets, and an adjustable belted hem so you can get the perfect style. Complete the look in a cute crop tee for a casual dinner and movie!
Fit & Features
- High-rise paper bag belted waist, zipper and hook closure
 - Hidden side pockets, front pleating
 - Cargo flap pockets, straight-leg fit
 - Adjustable belted hem
 - Brushed woven fabric, no stretch
 - Runs true to size
 
Style Number/Barcode: 06302-0796
Category Name: Winter Looks
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
 
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              Close Knit Crochet Crop Pullover Sweater
              
              
              
              
                This crochet sweater is the perfect addition to your vacation! With its classic long sleeves and crew neck, you'll stay stylish everywhere you go. The cropped hem and relaxed fit add a modern touch, while the sheer crochet knit lets you show off a cute bikini top or bralette.
Fit & Features
- Long sleeves
 - Crew neck
 - Relaxed fit
 - Cropped hem
 - Sheer crochet knit fabric
 - Runs true to size
 
Style Number/Barcode: 06005-1830
Category Name: Winter Looks
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free