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.

Give Me Cozy Half-Zip Fuzzy Knit Crop Sweater
Cozy up in this fuzzy knit sweater for warm cuddles all day and a cute look! The sweater features slouchy long sleeves with ribbed cuffs, a half-zipper front closure, a foldover collar neckline, and a cropped rib hem. Style with high-rise jeans for school or casual weekend plans!

Fit & Features
- Slouchy long sleeves with ribbed cuffs
- Half-zipper front closure
- Foldover collar neckline
- Cropped rib hem
- Fuzzy knit sweater fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1757

Category Name: Winter Looks

Price: $3.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
All The Feels Faux Fur Lined Denim Jacket
Cuddle up in this on-trend cozy denim jacket to layer over all of your staple tops, bodysuits, and sweaters! It features an oversized faux fur hood, long sleeves, a button-down front, buttoned chest pockets, faux front pockets, and a relaxed and comfortable fit. The denim fabric features an ultra-soft faux fur lining, a perfect vibe for the cooler months. Style this denim jacket with combat boots!

Fit & Features
- Faux fur oversized hood
- Long sleeves
- Complete button-down front
- Dual buttoned chest pockets, dual faux front pockets
- Relaxed fit
- Denim fabric, faux fur lining, no stretch
- Runs true to size
Style Number/Barcode: 06203-0511

Category Name: Winter Looks

Price: $25.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cold Classic Dolman Sleeve Belted Sweater Dress
Your new classic sweater dress to embrace the cold in style! It features comfy dolman long sleeves, an off-the-shoulder neckline, and a belted waist that accentuates your curves along the short hem. Complete the look in knee-high boots for a stylish coffee run.

Shop More Sweater Dresses: Sweater Dress Collection

Fit & Features
- Dolman long sleeves
- Off-the-shoulder neckline
- Belted waist
- Bodycon silhouette
- Short-length hem
- Purl knit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1532

Category Name: Winter Looks

Price: $6.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Luxe Touch Marabou Denim Crop Jacket
Layer on luxe with this denim crop jacket featuring long sleeves with a marabou feather trim, a collared neckline, button-down closures, and front pockets. Style with clear heels to complete your sassy look!

Fit & Features
- Long sleeves, marabou feather trim cuffs
- Collar neckline
- Button-down closures
- Front pockets
- Cropped hem
- Denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06203-0493

Category Name: Winter Looks

Price: $6.97 $69.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sharp Lines Asymmetrical Long Sleeve Midi Dress
Strike a fierce impression in a ribbed knit dress with an asymmetrical off-the-shoulder neckline, a pleated popover accent, fitted long sleeves, and a midi-length hem. Complete the look with strappy heels for the perfect work-to-happy hour look!

Fit & Features
- Ribbed knit fabrication
- Asymmetrical off-the-shoulder neckline
- Pleated popover accent at the neckline
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5947

Category Name: Winter Looks

Price: $9.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Knit Perfection Crew Neck Pullover Sweater
Fit & Features
- Knit fabrication
- Crew neckline
- Long sleeves
- Pullover design
- Dual side slits at hem
- Oversized fit
Style Number/Barcode: 06005-2244

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Luxe Charm Cashmere Knit Hanky Hem Mini Dress
Channel a luxe aura in a ribbed cashmere-like knit dress that features a boat neckline, long fitted sleeves, a partially open back design, and a short hanky hem with an A-line silhouette. Complete the look with knee-high boots and leg warmers for a chic moment!

Fit & Features
- Ribbed cashmere-like knit fabrication, moderate stretch
- Boat neckline
- Long fitted sleeves
- Partial open back, tie-back spaghetti straps
- Mini-length hanky hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-6053

Category Name: Winter Looks

Price: $9.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Winter Slay Turtleneck Long Sleeve Bodysuit
Get cozy in the winter slay turtleneck long sleeve bodysuit top. With ribbed knit fabric and a form-hugging fit, it's your go-to for effortless style. Snap closure for easy wear.

Fit & Features
- Ribbed knit fabric, plenty of stretch
- Turtleneck
- Long fitted sleeves
- Thong-cut bottom, dual snap-button closure
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2087

Category Name: Winter Looks

Price: $29.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Sleek Vibes Long Sleeve Ruched Midi Dress
Channel sleek vibes in a midi dress that features a boat neckline, fitted long sleeves with thumb holes, and ruching that enhances curves. Complete look with strappy heels to take you from the office to happy hour!

Fit & Features
- Smooth knit fabrication, double-lined
- Boat neckline
- Long sleeves with thumb holes
- Ruching
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3954

Category Name: Winter Looks

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sleek And Cozy Faux Leather Puffer Jacket
Fit & Features
- Patent faux leather fabric with smooth woven lining, minimal stretch
- Collared neckline
- Long sleeves with elastic cinched hems
- Button-down front with zipper closure, lined side pockets
- Puffer design
- Elastic cinched hem with adjustable drawcords, relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0528

Category Name: Winter Looks

Price: $9.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chill Vibes Only Puffer Vest
Slip into this trendy puffer vest with its sleek woven fabric and cozy puffer design. Snap buttons, zipper closure, and lined pockets make it a must-have for effortless style.

Fit & Features
- Smooth woven fabrication, filled puffer design, no stretch
- Sleeveless collared neckline
- Snap button-down front and zipper closure
- Lined side pockets
- Elasticized hem with drawcord accents
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06201-0549

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sophisticated Layers Double-Breasted Faux Wool Trench Coat
Fit & Features
- Faux wool fabrication with smooth woven lining, no stretch
- Collared neckline
- Double-breasted button closure
- Long sleeves with multi-button accent
- Faux front pockets
- Long length hem
- Runs true to size
Style Number/Barcode: 06201-0516

Category Name: Winter Looks

Price: $35.97 $79.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Coziest Style Waffle Knit Crew Neck Sweater
Cozy up in this waffle knit sweater designed with warm long sleeves and a relaxed fit, it's essential for styling this chilly season!

Fit & Features
- Waffle knit fabric, ribbed hems
- Crew neckline
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2158

Category Name: Winter Looks

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Essential Sheer Faux Fleece Tights
Fit & Features
- Sheer nylon and faux fleece fabrication
- High-rise waist
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0352

Category Name: Winter Looks

Price: $15.90

Availability: Out of Stock
Product Badge:
- Ships Free
Luxe And Cozy Faux Sherpa Trim Oversized Vest
Fit & Features
- Faux leather fabric with faux sherpa trim
- Lapel collar
- Zip-front accent
- Dual front pockets
- Oversized fit
Style Number/Barcode: 06201-0506

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Effortless And Cozy Knit Long Sleeve Oversized Sweater
Fit & Features
- Soft knit fabric
- Wide V-neckline
- Long dolman sleeves
- Long-length hem
- Oversized fit
Style Number/Barcode: 06005-2196

Category Name: Winter Looks

Price: $16.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Textured Glam Cable Knit Cutout Mini Dress
Stay trendy in a textured mini dress that features a mock neck with cutout at the bust, long sleeves, a cozy cable knit pattern, and a mini length hem. Complete look with ankle booties.

Fit & Features
- Cable knit fabrication
- Mock neck, cutout at the bust
- Long sleeves
- Mini length hem
- Runs true to size
Style Number/Barcode: 06005-2094

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sleek Vibes Off The Shoulder Knit Midi Dress
Keep it sleek and stylish in a ribbed knit dress that features a v-neckline that can be worn off-the-shoulder, fitted long sleeves, and a midi-length hem. Complete the look with sneakers to add a casual touch!

Fit & Features
- Lined ribbed knit fabrication
- V-neckline and off-the-shoulder
- Long sleeves
- Midi length hem
- Runs true to size
Style Number/Barcode: 05102-5942

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Timeless Glam Faux Fur Trench Coat
Fit & Features
- Faux fur fabrication, lined interior
- Collared neckline
- Horizontal stripe design
- Long sleeves
- Long hem length
- Runs true to size
Style Number/Barcode: 06201-0534

Category Name: Winter Looks

Price: $35.97 $79.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fab Slay Buckle Strap Under-The-Knee Boots
Slay fabulously in these under-the-knee boots with edgy buckle straps on smooth microsuede material.

Fit & Features
- Stacked block heel
- Faux microsuede material
- Under-the-knee height
- Pointed toe
- Dual ankle straps with buckle detail
- Complete inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1119

Category Name: Winter Looks

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Comfy Chic Knit V-neck Pullover Sweater
Fit & Features
- Knit fabric with plenty of stretch
- Ribbed hems
- V-neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2245

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cosmic Chic Tie-Dye Knit Midi Dress
The ribbed knit dress features a scoop neckline, fitted long sleeves, a tie-dye pattern, and a midi-length hem accented with a center slit at the hem. Complete the look with ankle booties for a casually chic vibe.

Fit & Features
- Ribbed knit fabrication
- Scoop neckline
- Long sleeves
- Tie-dye pattern
- Center slit at back of hem
- Midi length hem
- Runs true to size
Style Number/Barcode: 06005-2132

Category Name: Winter Looks

Price: $54.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Cozy Staple Ribbed Knit Pullover Sweater
Fit & Features
- Ribbed knit fabrication
- Collared zipper neckline
- Long sleeves
- Mid-length hem
- Oversized fit
Style Number/Barcode: 06005-2249

Category Name: Winter Looks

Price: $13.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Cool Faux Wool Sherpa Collar Trucker Jacket
Cozy up in this faux wool trucker jacket! It's a must-have, cute jacket of the season with a faux sherpa collar and flattering cropped length.

Fit & Features
- Faux wool fabric with minimal stretch
- Faux sherpa trimmed collared neckline
- Long sleeves with elastic cinched hems
- Zip and button-down front
- Large flap pockets at the chest
- Mid-length elastic cinched hem
- Runs true to size
Style Number/Barcode: 06201-0500

Category Name: Winter Looks

Price: $9.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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