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.

Chic Girl Vibe Cable Knit Vest
Show off a chic girl vibe in this cable knit vest featuring a V-neckline, cap sleeves, stylish high-cut side slits for added movement, and the perfect relaxed fit to layer over your fave tops. Pair with a mini skirt and knee-high boots!

Fit & Features
- Cable knit fabric, moderate stretch
- V-neckline
- Cap sleeves
- High-cut side slits
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2180

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Glamour Faux Fur Cropped Vest
Soft faux fur makes this cropped vest a cozy chic layering piece! Pair with a long sleeve top and pants.

Fit & Features
- Soft faux fur fabric with smooth woven lining, no stretch
- Lapel collar
- Dual front hook-eye closures
- Dual lined side pockets
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0505

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Plaid Passion Oversized Faux Wool Shacket
It's the season for this plaid oversized shacket to come out and play! Keep cozy and cute in this shacket perfect for styling with boots.

Fit & Features
- Faux wool fabrication, faux suede lining, no stretch
- Plaid pattern
- Collared neckline
- Long sleeves with single button cuff
- Button-down front
- Chest pockets with buttoned flap closure
- Oversized fit
Style Number/Barcode: 06204-1943

Category Name: Winter Looks

Price: $59.90

Availability: Out of Stock
Product Badge:
- Ships Free
Perfectly Cozy Chunky Knit Cardigan
This perfectly cozy cardigan is designed with a chunky ribbed knit fabric for that comfy and chic vibe. It features a V-neckline, a complete button-down front, long dolman-style sleeves, and a mid-length hem with a relaxed fit.

Fit & Features
- Chunky ribbed knit fabric, moderate stretch
- V-neckline
- Complete button-down front
- Long dolman sleeves
- Mid-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2209

Category Name: Winter Looks

Price: $24.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sleek Strides Patent Faux Leather Booties
Showcase sleek strides in these chic of-the-moment booties! They feature an above-the-ankle fit, a pointed toe, a block heel, and are composed of a patent faux leather material with a stylish sheen. Pair these booties with a long trench coat.

Fit & Features
- Above-the-ankle fit
- Pointed toe
- Inner zipper closure
- Block heel
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07403-1633

Category Name: Winter Looks

Price: $12.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Preppy Babe V-Neck Cropped Sweater Vest
The perfect sweater vest for a preppy babe vibe! It features a sleek V-neckline and a modern cropped hem perfect for pairing with high-waisted bottoms.

Fit & Features
- Ribbed sweater knit fabric, moderate stretch
- Sleeveless V-neckline
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2084

Category Name: Winter Looks

Price: $32.90

Availability: In Stock

Available Color: BLACK, TAUPE

Available Size: XS, S, M, L
Cozy Vibes Knit Cropped Puffer Vest
Comfy and cozy will be your vibe in this soft knit cropped puffer vest featuring a sleeveless collared neckline, a complete zip front, and adjustable drawcords at the hem for a chic cinched look. Layer over a long sleeve top with jeans and sneakers!

Fit & Features
- Soft knit fabric, minimal stretch
- Sleeveless collared neckline
- Zip-front
- Adjustable drawcords
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0522

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
So New York Oversized Pullover Sweater
Flaunt your love for the big apple in this New York oversized pullover sweater perfect for styling with a mini skirt or leggings.

Fit & Features
- Knit fabrication, moderate stretch
- Crew neckline
- Long sleeves, ribbed cuffs
- Embroidered graphic reads: "New York"
- Oversized fit
Style Number/Barcode: 06005-2208

Category Name: Winter Looks

Price: $20.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Casual Cozy Ribbed Knit Fold-Over Beanie
Casual and cozy, this ribbed knit fold-over beanie will help keep you warm while looking cute. Pair with a jacket.

Fit & Features
- Ribbed knit material
- Fold-over hem
Style Number/Barcode: 07302-1725

Category Name: Winter Looks

Price: $4.97 $9.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
So Cozy Bow Detail Faux Fur Earmuffs
Fit & Features
- Faux fur material
- Pink knit mini bow accents on each side
Style Number/Barcode: 07310-0009

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Adorably Cozy Bow Detail Faux Wool Bucket Hat
Adorable and cozy meet on this faux wool bucket hat with a bow trim and a short brim. Pair with ballet flats.

Fit & Features
- Soft faux wool material
- Round top
- Short brim
- Bow front detail
- Interior adjustable ties
Style Number/Barcode: 07302-1731

Category Name: Winter Looks

Price: $4.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Diva Chic Cropped Faux Fur Jacket
Showcase your diva look in this cropped faux fur jacket designed with lined side pockets to keep your hands warm and a hidden front hook closure that secures the style. Pair with heels and a handbag.

Fit & Features
- Soft faux fur fabric with smooth woven lining, no stretch
- Collared neckline
- Long sleeves
- Lined side pockets
- Hidden front hook closures
- Cropped hem
- Runs true to size
Style Number/Barcode: 06201-0559

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Into Fall Fur Shawl
This season, add this glam shawl that brings luxe to your outfit. It features a long design with a hook-eye closure for an optional closed look. The shawl is composed of a faux fur and is lined with a satin-like material. Complete your look with a curve-hugging formal dress and a sleek clutch.

Fit & Features
- Long design
- Hook and eye closure at center
- Faux fur exterior
- Satin-like lined interior
Style Number/Barcode: 07305-0010

Category Name: Winter Looks

Price: $26.90

Availability: In Stock

Available Color: IVORY

Available Size: NS
Chic Sherpa Collared Faux Leather Bomber Jacket
Layer on this sleek faux leather bomber jacket for cozy season featuring a soft faux sherpa collared neckline, long sleeves with ribbed hems, a complete zip front, and a cropped ribbed hem with a relaxed fit. Complete your chic look with booties!

Fit & Features
- Smooth faux leather fabric, smooth woven fabric, ribbed knit hems, minimal stretch
- Faux sherpa collared neckline
- Long sleeves
- Zip front
- Dual large front pockets, hidden snap button closures
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1949

Category Name: Winter Looks

Price: $10.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Edgy Chic Flair Faux Leather And Sherpa Bomber Jacket
Standout from the crowd in this faux leather bomber jacket with a faux sherpa collar to give cozy vibes to your look. Pair with jeans.

Fit & Features
- Faux leather fabric with smooth woven lining, no stretch
- Faux sherpa-lined collar
- Long sleeves, ribbed cuffs
- Zip-front design
- Large chest pockets with buttoned flap closures, lined side pockets
- Cropped ribbed hem
- Runs true to size
Style Number/Barcode: 06204-1964

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Perfectly Comforting Tie Front Longline Duster
A longline duster features trendy flared long sleeves and dual tie-front design and is made from a soft and stretchy rib knit fabric making it perfect for layering.

Fit & Features
- Rib knit soft and stretchy material
- Flared long sleeves
- Dual tie-front design
- Longline hem
- Runs true to size
Style Number/Barcode: 06202-0488

Category Name: Winter Looks

Price: $9.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Up Bow Detail Ribbed Knit Beanie
Fit & Features
- Ribbed knit material
- Fold-over hem
- Pink knit mini bow accents
Style Number/Barcode: 07302-1727

Category Name: Winter Looks

Price: $4.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Elevated Cozy Faux Sherpa Puffer Vest
Elevate your love for cozy in this faux sherpa puffer vest perfect for styling with a long sleeve top and your favorite bottoms!

Fit & Features
- Ultra-soft faux sherpa fabric with woven lining, padded, no stretch
- Sleeveless mock collared neckline
- Zip-front design
- Mid-length hem
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06201-0554

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Chic Embrace Faux Leather Leopard Print Gloves
Cozy up and look luxe with these faux leather gloves with faux fur leopard cuffs that elevate every outfit. Pair with a coat.

Fit & Features
- Faux leather material
- Faux fur leopard print cuff
Style Number/Barcode: 07304-0069

Category Name: Winter Looks

Price: $7.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Classic And Cozy Striped Knit Oversized Cardigan
Elevate your cozy looks with this classic striped ribbed knit cardigan designed with a chic oversized silhouette. It features a V-neckline with a button-down front, long sleeves with tapered hems, and a mid-length relaxed fit to pair with pleated mini skirts and knee-high boots.

Fit & Features
- Ribbed knit fabric, moderate stretch
- Striped pattern
- V-neckline
- Button-down front
- Long sleeves with tapered hems
- Mid-length hem
- Oversized fit
Style Number/Barcode: 06005-2211

Category Name: Winter Looks

Price: $6.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Classic High-Rise Straight-Leg Boyfriend Jeans
This classic pair of straight-leg boyfriend jeans will become your new favorite staple. They feature a high-rise waist, a trendy boyfriend-style design with a snug fit at the waist and a straight-leg silhouette, a chic clean denim design, and front button-down closures. The cotton-blend denim fabric has minimal stretch. Style these jeans for every day with a cropped sweater and ankle booties or a crop top and mules!

Fit & Features
- High-rise waist
- Boyfriend-style straight-leg silhouette
- Clean denim design
- Five-pocket and belt loop design
- Top front button, hidden front button-down closures
- Cotton-blend denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0481

Category Name: Winter Looks

Price: $6.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Parisian Girlie Wool Beret
Add a pinch of Parisian chic to your wardrobe in this classic beret – ooh la la! Crafted from a soft and luxe wool-blend material with a classic beret design, this hat offers lasting beauty and warmth. Complete the look in a cute faux leather jacket for your next trip to Europe or inspired cafe!

Fit & Features
- Classic beret design
- Wool-blend material
- Soft and comfortable
Style Number/Barcode: 07302-1540

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Breezy Beauty Sheer Crochet Coverup Top
Layer on this breezy sheer crochet coverup top for an effortless pretty vibe! Made with a trendy open-knit crochet fabric, it features a wide boat neckline, long dolman-style sleeves, a long-length hem with high side slits for added movement, and an overall relaxed flowy fit. Pair with a basic bralette with denim shorts for the perf summer look.

Fit & Features
- Sheer open-knit crochet fabric, minimal stretch
- Boat neckline
- Long dolman sleeves
- Long-length hem, side slits
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-1963

Category Name: Winter Looks

Price: $10.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Velvety Luxe Long Sleeve Bolero
Layer on this velvety luxe bolero over your semi-formal or party dress! It features long fitted sleeves, an open-front design, and a cropped hem on soft velvet fabric with minimal stretch. Complete the look with a sparkly bracelet.

Fit & Features
- Long fitted sleeves
- Open-front design
- Cropped hem
- Velvet fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0369

Category Name: Winter Looks

Price: $26.90

Availability: Out of Stock
Product Badge:
- Ships Free

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