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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Hit The Slopes Faux Leather Puffer Vest
Hit the slopes looking cute in this puffer vest and feeling toasty! It features a sleeveless design, a hoodie drawstring neckline, front zipper closure and pockets for keeping your hands warm, and a trendy cropped hem with an adjustable drawcord. The puffer vest is crafted from an insulated faux leather fabric with a sewn-in woven lining that helps keep you warm and protected from the elements. Complete the look with a knit beanie.
Fit & Features
- Sleeveless, hoodie drawstring neckline
- Front zipper closure and pockets
- Cropped hem, adjustable drawcords
- Faux leather fabric
- Insulated woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0451
Category Name: Winter Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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True Essential Faux Leather Phone Crossbody Bag
A true essential phone crossbody bag to carry your most prized possession! It features a chain crossbody strap, a rectangular shape, front stud accents along the pocket, and a top zipper closure revealing a spacious lined interior for your cell phone with faux leather slot pockets perfect for holding cards or cash. Complete the look in a cute sweater dress for coffee runs or casual plans!
Fit & Features
- Chain crossbody strap
- Rectangular shape
- Front stud accents along the pocket
- Top zipper closure
- Spacious lined interior, faux leather slot pockets
- Saffiano faux leather material
Style Number/Barcode: 07201-0121
Category Name: Winter Looks
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Essential Textured Knit Crop Top
This trendy textured knit crop top is a major essential for elevating your everyday looks! It features a mock neckline, long fitted sleeves, and a fitted cropped hem. The stretchy knit fabric features a square-shaped textured pattern and cute lettuce edge hems. Style with straight-leg jeans and ankle boots.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Fitted cropped hem
- Square-shaped textured knit fabric
- Lettuce edge hems
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4963
Category Name: Winter Looks
Price: $3.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Setting Trends Faux Wool Houndstooth Long Shacket
Layer on this faux wool houndstooth long shacket to set the trend this season! It features cozy long sleeves with button cuffs, a collar neckline, button-down front closures, flap pockets, hidden side pockets for keeping your hands warm, and a longline hem. Complete the look in boots for day or night plans!
Fit & Features
- Long sleeves, button cuffs
- Collar neckline
- Button-down front closures
- Flap pockets, hidden side pockets
- Longline hem
- Soft faux wool fabric, houndstooth pattern
- Runs true to size
Style Number/Barcode: 06201-0419
Category Name: Winter Looks
Price: $13.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Mood Wide-Leg Cargo Pants
Create effortless cute and casual looks with these on-trend twill cargo pants. They feature a high-rise waist with a back elastic waistband, front and back pockets, lower pockets, and a wide-leg silhouette with a relaxed fit. Style these cargos with a basic crop top and sneakers for the perf everyday 'fit.
Fit & Features
- High-rise waist, back elastic waistband
- Belt loops, hidden front zipper, button-front closure
- Dual front pockets, dual back flap pockets
- Lower flap pockets
- Wide-leg silhouette
- Brushed twill fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0785
Category Name: Winter Looks
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Winter Beauty Cable Knit Mock Neck Mini Dress
Showcase your beauty in this cozy cable knit mini dress this winter season! It features a ribbed mock neckline, long balloon-style sleeves with tapered ribbed hems, a mini-length hem, and a form-hugging fit. The classic cable knit fabric offers a moderate stretch. Style this mini dress with over-the-knee boots for a chic look.
Fit & Features
- Ribbed mock neckline
- Long balloon sleeves, tapered ribbed hems
- Mini-length hem
- Form-hugging fit
- Cable knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5358
Category Name: Winter Looks
Price: $5.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make The Rules Tweed Woven Mini Skirt
Make a bold statement in this classy tweed mini skirt! Its form-hugging silhouette with a front slit and mini-length hem offers an irresistible look, while the tweed fabric and sewn-in woven lining give the mini skirt a posh vibe. Complete the look with the matching trench coat and corset top for a networking event or afternoon tea downtown!
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Top: Uptown Girl Tweed Corset Top
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Front slit
- Mini-length hem
- Tweed fabric, sewn-in woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0610
Category Name: Winter Looks
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic 14K Gold Plated Cubic Zirconia Huggie Hoop Earrings
These dainty 14K gold plated cubic zirconia hoop earrings are perfect for creating that subtle chic look! They feature a small huggie hoop design crafted from luxe 14K gold plating with mini cubic zirconia embellishments for the prettiest sparkle. Style these effortlessly sleek earrings with a layered chain necklace.
Fit & Features
- 14K gold plated
- Huggie hoop design
- Mini cubic zirconia embellishments
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1686
Category Name: Winter Looks
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Must-Have Cable Knit Leg Warmers
These adorable cable knit leg warmers are a cozy must-have for your cold-weather 'fits this season! They feature a calf-length fit composed of a cable knit material with ribbed hems providing warmth and comfort to your legs while adding a trendy touch to your look. Style with faux leather loafers.
Fit & Features
- Calf-length fit
- Cable knit material
- Ribbed hems
- Moderate stretch
Style Number/Barcode: 07306-0315
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek 14K White Gold Plated Small Hoop Earrings
These sleek 14K white gold plated hoop earrings will stylishly elevate your everyday looks and add that glam touch of luxe! They feature a small and thin open-ended hoop design crafted from 14K white gold plating with a post-back closure. Pair with a dainty chain necklace and rhinestone rings.
Fit & Features
- 14K white gold plated
- Small and thin open-ended design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1690
Category Name: Winter Looks
Price: $2.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Deets Strappy Faux Leather Biker Boots
The sleek deets of these strappy faux leather biker boots will give your 'fits a trendy vibe. They feature a mid-calf height, multiple straps with studded accents and buckle details, a large O-ring accent, a round toe, and a short block heel. Style with a bomber jacket for an elevated edgy look.
Fit & Features
- Mid-calf height
- Strappy design, studded accents, buckle details
- Large O-ring accent
- Round toe
- Short block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1722
Category Name: Winter Looks
Price: $11.97 $68.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute And Cozy Lurex Ribbed Knit Leg Warmers
Keep it cute and cozy in these lurex ribbed knit leg warmers that provide warmth and comfort to your legs while adding a trendy touch. They feature a calf-length fit composed of a cozy ribbed knit material with lurex thread detailing throughout for a pretty shine. Complete your look with sleek loafers!
Fit & Features
- Calf-length fit
- Ribbed knit material
- Lurex thread detailing
- Moderate stretch
Style Number/Barcode: 07306-0313
Category Name: Winter Looks
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Can't Wait Faux Sherpa Leather Trench Coat
When the chill hits, you'll want to wear this faux leather trench coat to keep stylish and toasty! With long sleeves featuring faux sherpa cuffs, a faux sherpa lapel collar neckline, a tie-front belted waist, hidden side pockets to keep your hands warm, and a mid-length hem, you'll turn heads in style and luxury. Complete the look in knee-high boots.
Fit & Features
- Long sleeves, faux sherpa cuffs
- Faux sherpa lapel collar neckline
- Tie-front belted waist
- Hidden side pockets
- Mid-length hem
- Faux leather fabric, sewn-in woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0415
Category Name: Winter Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Good Vibes Oversized Pullover Sweater
Let the good vibes radiate in this pullover sweater! With its crew neckline, long sleeves, oversized fit, soft knit fabric, and side slit accents, you'll look fashion-forward and feel comfortable all day. Complete the look in denim jeans for movie dates or hangs with friends!
Fit & Features
- Long sleeves
- Crew neckline
- Oversized fit
- Side slit accents
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1885
Category Name: Winter Looks
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smooth Silhouette Crew Neck Long Sleeve Top
Perfect for lounging or layering, this smooth basic crop top has endless styling possibilities! Lightweight and soft, this crop top features fitted long sleeves, a classic crew neckline, and a flattering form-hugging fit. The double-lined smooth and stretchy knit fabric offers a seamless design and has an ultra-soft buttery feel. Complete the look with women's best-selling bottoms for everyday styling!
Fit & Features
- Fitted long sleeves, crew neckline
- Form-hugging fit
- Cropped hem
- Double-lined smooth and stretchy knit fabric
- Seamless design, ultra-buttery feel
- Runs true to size
Style Number/Barcode: 06002-1726
Category Name: Winter Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Chills Chenille Crew Neck Sweater
Feeling cozy never looked so good! This chenille sweater features a classic crew neckline, long sleeves, and an oversized fit - plus, its unbelievably soft chenille knit fabric will keep you warm and stylish all winter long. Complete the look in women's best-selling bottoms for casual plans!
Fit & Features
- Long sleeves
- Crew neckline
- Oversized fit
- Soft chenille knit fabric
- Runs true to size
Style Number/Barcode: 06005-1888
Category Name: Winter Looks
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Must-Have Fringe Plaid Scarf
A must-have for the season, this plaid fringe scarf is crafted from soft and cozy woven material. Wrap it around your neck for instant warmth and effortless style. Complete the look with a cute knit beanie on a chilly day!
Fit & Features
- Soft fuzzy woven material
- No stretch
- Plaid pattern
- Long fringe trim
Style Number/Barcode: 07305-0489
Category Name: Winter Looks
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Warm Embrace Plaid Fringe Scarf
Wrap yourself in this warm and cozy plaid fringe scarf for the cutest look. Crafted from an ultra-soft fuzzy woven material with trendy long fringe hems and a plaid print pattern, this long scarf is the perfect comfy layer for your everyday 'fits. Style with ankle boots.
Fit & Features
- Soft fuzzy woven material
- No stretch
- Long fringe hems
- Plaid print
- Long design
Style Number/Barcode: 07305-0488
Category Name: Winter Looks
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Winter Chill Striped Fringe Scarf
Embrace the chill and cozy up this winter season with the cutest plaid fringe scarf. Featuring an ultra-soft fuzzy woven material with long fringe hems and a trendy wide striped pattern, this long scarf is perfect for styling with your casual 'fits. Layer over a cable knit sweater!
Fit & Features
- Soft fuzzy woven material
- No stretch
- Long fringe hems
- Wide striped pattern
- Long design
Style Number/Barcode: 07305-0490
Category Name: Winter Looks
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorably Mine Cable Knit Pom Beanie
Adorable and all yours, this cable knit beanie offers a playful faux fur pom detail that adds a touch of personality to your look, making this beanie a must-have for any winter wardrobe! Style with a cozy jacket for a winter day or night plans!
Fit & Features
- Cable knit design
- Fold-over hem
- Faux fur pom top
- Soft and comfortable
- Moderate stretch
Style Number/Barcode: 07302-1582
Category Name: Winter Looks
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Country Style Studded Faux Suede Western Booties
Giddy up and show off that country style in these trendy faux suede western booties! They feature an above-the-ankle height, a pointed toe, a stacked block heel, and western-style stitching with sleek studded accents. Pair these boots with a denim jacket and hoop earrings for a concert!
Fit & Features
- Above-the-ankle height, pull tabs
- Pointed toe
- Stacked block heel
- Western-style stitching, studded details
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1739
Category Name: Winter Looks
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Find Floral Faux Fur Bucket Hat
This floral faux fur bucket hat is a trendy find to add to your lineup! It features a classic bucket hat design composed of an ultra-soft faux fur material with an adorable flower print pattern. The woven lining features an adjustable drawstring. Style with a layered charm necklace.
Fit & Features
- Classic bucket hat design
- Short brim
- Flower print
- Faux fur material
- Woven lining
- Interior adjustable drawstring
Style Number/Barcode: 07302-1563
Category Name: Winter Looks
Price: $4.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Country Vibes Studded Faux Leather Western Booties
Giddy up and show off those country vibes in these trendy faux leather western booties! They feature an above-the-ankle height, a pointed toe, a stacked block heel, and western-style stitching with sleek studded accents. Pair these boots with a casual short dress and a denim jacket for bar-hopping with the squad!
Fit & Features
- Above-the-ankle height, pull tabs
- Pointed toe
- Stacked block heel
- Western-style stitching, studded details
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1740
Category Name: Winter Looks
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Luxury Faux Fur Tie-Front Cardigan Sweater
Stay cozy and look luxe in this cardigan sweater. Its fitted long sleeves, faux fur detachable collar neckline, and tie-front closure create a classic silhouette, while the cropped hem on sweater rib knit fabric brings a modern edge. Complete the look in best-selling denim jeans for casual occasions!
Fit & Features
- Fitted long sleeves
- Faux fur detachable collar neckline
- Tie-front closure
- Cropped hem
- Sweater rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1784
Category Name: Winter Looks
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale