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

Women's Denim Bottoms

Women's Sweaters & Cardigans

Women's Jackets

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.

Meet Chic Faux Suede Slouch Booties
Your closet will be happy to meet these chic faux suede slouchy booties designed with an almond toe, a platform sole, block heel, an outer zipper closure, and fit above the ankle. Style with a boyfriend blazer to complete your look!

Fit & Features
- Almond toe
- Platform sole
- Block heel
- Outer zipper closure
- Slouchy, above-the-ankle fit
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1587

Category Name: Winter Looks

Price: $9.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Look Your Best Floral Velvet Mesh Bolero
Look your best in this exquisite floral velvet mesh bolero. Featuring fitted long sleeves and an open front design, this cropped beauty is made with a sheer mesh fabric, perfect for adding a touch of enchantment to any outfit. Layer over your formal dress to complete the look for a black tie party!

Fit & Features
- Fitted long sleeves
- Open front design
- Ultra cropped hem
- Floral velvet burnout pattern
- Mesh fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1654

Category Name: Winter Looks

Price: $11.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Trendsetting Style Off-The-Shoulder Cropped Knit Top
Comfy and on-trend, this mineral wash ribbed knit top features an off-the-shoulder neckline with a cool cold-over design, a complete zip-front, long sleeves, and a fitted cropped hem. Style with jeans for a casual vibe or a mini skirt for a dressier look!

Fit & Features
- Mineral wash ribbed knit fabric with moderate stretch
- Off-the-shoulder neckline, fold-over design
- Zip-front
- Long sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2072

Category Name: Winter Looks

Price: $6.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Knit Long Sleeve Bolero
Layer on this knit bolero shrug to keep cozy during summer bonfires or nights! Featuring sheer slouchy long sleeves, an open front design to show off your outfit, and an ultra-cropped hem that keeps it trendy. Complete the look in cute sandals.

Fit & Features
- Sheer knit fabric
- Slouchy long sleeves
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2025

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Preppy Aesthetic Collared Crew Neck Sweater
Create that preppy aesthetic with this knit sweater featuring a woven collared design and crew neckline, long sleeves, and a mid-length hem with a woven trim for that chic layered look. Style with a plaid skirt and sneakers!

Fit & Features
- Ribbed sweater knit fabric, moderate stretch
- Woven collared design
- Crew neckline
- Long sleeves
- Mid-length hem, woven trim
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2044

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Luxurious Rhinestone Stud Earrings
Luxe it up this holiday season in these rhinestone stud earrings featuring an oval design with a post-back closure. Complete the look with a statement necklace.

Fit & Features
- Oval design
- Rhinestones
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1371

Category Name: Winter Looks

Price: $3.97 $8.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Trendy Impression Asymmetrical Bell Sleeve Knit Top
Make a trendy impression in this mixed knit top showcasing trendy long bell sleeves and an asymmetrical crop hem. Pair with jeans.

Fit & Features
- Knit fabrication, moderate stretch
- Boat neckline
- Long bell sleeves
- Asymmetrical hem
- Runs true to size
Style Number/Barcode: 06005-2099

Category Name: Winter Looks

Price: $15.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Plaid Pursuit Faux Wool Long Belted Vest
The perfect charming plaid vest in a long length with pockets to keep your hands warm and a tie waist belt that cinches the look together. Pair with boots.

Fit & Features
- Faux wool fabrication, no stretch
- Plaid pattern
- Sleeveless collared neckline with lapels
- Tie-front belted waist with belt loops
- Dual side pockets
- Long length hem
- Runs true to size
Style Number/Barcode: 06201-0552

Category Name: Winter Looks

Price: $9.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Perfectly Luxe Faux Fur Cropped Vest
Craft the perfect luxe look for the chilly season with this faux fur cropped vest accented with a chic striped-like seam design. It features a sleeveless collared neckline, an open front with hook-eye closures, side pockets, and a relaxed fit.

Fit & Features
- Soft faux fur fabric with smooth woven lining, no stretch
- Striped-like seam design
- Collared neckline
- Open front, hook-eye closures
- Dual lined side pockets
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0503

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
She's An Icon Faux Fur Cropped Jacket
Become an icon layering on this faux fur cropped jacket this chilly season! Pair with a bodysuit and denim jeans.

Fit & Features
- Soft faux fur fabric with smooth woven lining, no stretch
- Collared neckline
- Hook and eye front closures
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06201-0476

Category Name: Winter Looks

Price: $20.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Casual Admiration Long Sleeve Rib Knit Crop Top
This rib knit crop top features fitted long sleeves, a classic crew neckline, and a fitted U-cut hem that flaunts your figure. Style with a mini skirt and boots for any occasion.

Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Crew neckline
- U-cut cropped hem
- Runs true to size
Style Number/Barcode: 06005-2059

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chic Layers Ribbed Knit Leg Warmers
Accessorize your look with these rib knit leg warmers for extra cozy and cuteness this season! Style with cute flats or slippers.

Fit & Features
- Cable knit fabrication
- Cuffed design
- Calf-length fit
Style Number/Barcode: 07306-0338

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Effortlessly Chic Button Front Tunic
Create an effortlessly chic everyday look with this classic tunic. It features a collared neckline, a complete button-down front, long sleeves, and a cinched waist effect for a figure-flattering silhouette. Style this tunic with sleek hoops and clear mules.

Fit & Features
- Collared neckline
- Button-down front
- Long sleeves, single-button details
- Cinched waist effect
- Pleating detail
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1497

Category Name: Winter Looks

Price: $18.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Comfy Vibes Only Washed Knit Pullover Top
Comfy vibes only in this cute washed knit pullover top featuring an off-shoulder neckline with long sleeves and a mid-length hem with a relaxed fit. Style with jeans and sneakers!

Fit & Features
- Washed french terry knit fabric, moderate stretch
- Asymmetric off-shoulder neckline
- Long sleeves with tapered cuffs
- Mid-length tapered hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06002-1948

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sporty Era Oversized Fleece Screen Sweatshirt
Enter your sporty era with a sweatshirt that says it all! The oversized fleece sweatshirt features a crew neckline, long sleeves, and a contrasting "00" screen on the front. Complete with your favorite jeans!

Fit & Features
- Fleece knit fabric with moderate stretch, ribbed hems
- Crew neckline
- Long sleeves
- "00" screen
- Oversized fit
Style Number/Barcode: 06002-1966

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Babe Long Sleeve Sweater Knit Topper
Keep cozy and look like a babe in this sweater knit topper crafted on soft fabric with long sleeves and an ultra-cropped hem. Complete the look with a crop top.

Fit & Features
- Ribbed sweater knit fabric, plenty of stretch
- Crew neckline
- Long sleeves with tapered hems
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2197

Category Name: Winter Looks

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Western Chic Block Heel Booties
These trendy block heel booties will give you a western chic look! They feature an above-the-ankle fit, a pointed toe, a stacked block heel, and a western design made from half faux leather and half faux suede materials. Style with your favorite pairs of denim!

Fit & Features
- Above-the-ankle fit
- Pointed toe
- Inner zipper closure
- Stacked block heel
- Western design
- Half faux leather, half faux suede
- Runs true to size
Style Number/Barcode: 07403-1632

Category Name: Winter Looks

Price: $4.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Snuggle Worthy Ribbed Knit Long Sleeve Top
Snuggle up in a knit top for a chic layered look! The cropped top features a crew neckline, long fitted sleeves, spaghetti straps, front and back cutouts, and a form-hugging fit. Complete with a plaid mini skirt for a preppy vibe.

Fit & Features
- Stretchy ribbed knit fabric
- Crew neckline
- Spaghetti straps, front and back cutouts
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-1959

Category Name: Winter Looks

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Always Got The Glam Off-The-Shoulder Asymmetrical Crop Top
Live the glam life in this off-the-shoulder asymmetrical crop top with a chic foldover accent and cozy long sleeves on rib knit fabric. Complete the look with high-rise bottoms.

Fit & Features
- Ribbed knit fabric with moderate stretch
- Off-the-shoulder neckline, foldover accent
- Long fitted sleeves
- Asymmetric cropped hem
- Runs true to size
Style Number/Barcode: 06005-2145

Category Name: Winter Looks

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Trendy Edge Oversized Fleece Screen Sweatshirt
Add some edge to your casual look with this washed fleece sweatshirt featuring a crew neckline, long sleeves, a trendy motorcycle and wings screen with the script "Motorcycle 1986," and the perfect oversized fit. Style with jeans and sneakers!

Fit & Features
- Washed fleece fabric with moderate stretch
- Ribbed hems
- Crew neckline
- Long sleeves
- Motorcycle and wings screen
- Script reading "Motorcycle 1986"
- Oversized fit
Style Number/Barcode: 06002-1965

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
On-Trend Distressed Knit Mock Neck Sweater
This cute and trendy ribbed knit sweater features a mock neckline, long dolman-style sleeves, and a distressed cropped hem with a relaxed fit. Perf for everyday, pair with high-rise jeans and sneakers.

Fit & Features
- Knit fabric with ribbed hems, moderate stretch
- Mock neckline
- Long dolman sleeves
- Distressed cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2207

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Preppy Please Striped Button Crop Sweater
A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.

Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort

Fit & Features
- Stretchy knit fabric
- Long sleeves with striped cuffs
- Striped front trim
- Button front closures
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2184

Category Name: Winter Looks

Price: $32.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Fashionista High Waist Faux Suede Mini Skirt
Keep it chic with this trendy faux suede mini skirt. It features a high-rise waist, flattering vertical front seams, and a slit accent. The skirt offers a form-hugging fit that enhances curves and a moderate stretch. Complete the look in a flirty top and heels for a day or night occasion.

Fit & Features
- High-rise waist, back zipper closure
- Vertical seams front seams
- Form-hugging fit
- Front slit accent
- Mini-length hem
- Lined faux suede, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0641

Category Name: Winter Looks

Price: $9.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Luxe Layer Faux Fur Trench Coat
Layer on this luxe faux fur trench coat with lined front pockets to help keep your hands warm and an oversized fit for cozy comfort. Pair with boots.

Fit & Features
- Ultra-soft faux fur fabric with woven lining, no stretch
- Lapel collar
- Long sleeves
- Dual hidden hook-eye front closures
- Dual lined front pockets
- Oversized fit
Style Number/Barcode: 06201-0561

Category Name: Winter Looks

Price: $14.97 $69.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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