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.

Cozy Sparkle Rhinestone Ribbed Knit Sweater
Fit & Features
- Ribbed knit fabric
- Rhinestone embellishments
- Crew neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2120

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Preppy Casual Striped Knit Mock Neck Sweater
Fit & Features
- Soft knit fabric with ribbed hems, plenty of stretch
- Striped pattern
- Mock neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2247

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fierce Vibes Leopard Print Long Sleeve Knit Duster
Fit & Features
- Knit fabric with moderate stretch
- Leopard pattern
- Long sleeves with ribbed hems
- Open front
- Long-length ribbed hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2102

Category Name: Winter Looks

Price: $6.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Basic Vibes Under-The-Knee Socks
Fit & Features
- Knit fabrication
- Under-the-knee fit
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: 07306-0392

Category Name: Winter Looks

Price: $2.97 $6.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Casual Cable Knit Turtleneck Sweater Topper
Shop Matching Top: Cozy Casual Cable Knit Cropped Tank Top

Fit & Features
- Cable knit fabric
- Ribbed fold-over turtleneck
- Long sleeves with ribbed hems
- Asymmetric ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2110

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Untamed Luxe Cropped Faux Fur Jacket
Fit & Features
- Faux fur fabric with smooth woven lining, no stretch
- Crew neckline
- Open-front, top hook-eye closure
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06201-0489

Category Name: Winter Looks

Price: $9.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Luxe Cable Knit Off-The-Shoulder Midi Dress
Show off a luxe look while still keeping it cozy in this soft cable knit midi dress is designed with an off-the-shoulder fold-over neckline, long fitted sleeves, and a high front slit to accent the midi-length form-hugging silhouette. Style with knee-high boots or strappy heels!

Fit & Features
- Ribbed cable knit fabric, plenty of stretch
- Off-the-shoulder fold-over neckline
- Long fitted sleeves
- High front slit
- Midi-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2106

Category Name: Winter Looks

Price: $6.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sleek Icon Faux Leather Long Belted Vest
Go sleek in this faux leather long belted vest with dual front pockets and a tie waist belt that cinches your look. Pair with boots.

Fit & Features
- Smooth faux leather fabric with nylon lining, no stretch
- Sleeveless lapel collared neckline
- Open front
- Tie-front belted waist
- Dual front lined pockets
- Long length, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1944

Category Name: Winter Looks

Price: $10.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Charm Striped Eyelash Knit Sweater
Fit & Features
- Soft striped eyelash knit fabric, moderate stretch
- Wide V-neckline
- Long dolman sleeves, tapered hems
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2112

Category Name: Winter Looks

Price: $7.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Glam Girl Sparkle Faux Leather Rhinestone Sneakers
Get your glam girl sparkle on in these faux leather rhinestone sneakers! Featuring a round toe and lace-up placket, these sneakers are both stylish and comfortable. The chunky platform sole adds height and the rhinestone embellished heel trim adds a touch of sparkle. Complete the look with a trendy denim jacket.

Fit & Features
- Round toe
- Lace-up placket
- Chunky platform sole
- Rhinestone embellished heel trim
- Faux leather material
- Runs a size bigger, recommend to size down
Style Number/Barcode: 07407-0217

Category Name: Winter Looks

Price: $28.90

Availability: Out of Stock
Product Badge:
- Ships Free
90 Graphic Oversized Pullover Sweatshirt
Fit & Features
- Terry knit fabric with soft interior, moderate stretch
- Ribbed hems
- V-neckline
- Long dolman sleeves
- "90" front graphic
- Oversized fit
Style Number/Barcode: 06002-1979

Category Name: Winter Looks

Price: $16.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sweet And Cozy Oversized Knit Sweater Bolero
Layer on this sweater bolero for a sweet look and cozy feel! The sweater features slouchy long sleeves with ribbed cuffs, an open front design, an oversized silhouette, and an ultra-cropped hem on soft and stretchy knit fabric. Complete the look with strappy heels for a day out with bae!

Fit & Features
- Slouchy long sleeves, ribbed cuffs
- Open front design
- Ultra-cropped hem
- Oversized silhouette
- Sweater knit fabric, soft and stretchy
- Runs true to size
Style Number/Barcode: 06005-1754

Category Name: Winter Looks

Price: $29.90

Availability: In Stock

Available Color: BLACK, NATURAL, PINK, RED, HEATHERGRAY, IVORY, NAVY, BURGUNDY

Available Size: XXS, XS, S, M, L, XL
Product Badge:
- Back In Stock
Presently Glam Rhinestone Bow Barrette
Transform any look into a show-stopper with this glam hair barrette! This statement hairpiece dazzles with a rhinestone bow and cascading rhinestone fringe. Fitted with a secure metal clip, it's the perfect way to add a hint of glam while keeping your hair in place. Complete the look with dainty earrings for a party!

Fit & Features
- Rhinestone bow
- Cascading rhinestone fringe
- Metal clip closure
Style Number/Barcode: 07006-0416

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
24 Graphic Oversized Pullover Sweatshirt
Fit & Features
- Terry knit fabric with soft interior, moderate stretch
- Ribbed hems
- V-neckline
- Long dolman sleeves
- "24" front graphic
- Oversized fit
Style Number/Barcode: 06002-1978

Category Name: Winter Looks

Price: $7.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Basic Ribbed Knit Long Sleeve Mini Dress
Make a sleek statement with this long-sleeve mini dress, the epitome of chic simplicity. This figure-hugging silhouette, crafted from a soft ribbed knit fabric, offers both warmth and style. Featuring a high turtleneck for a touch of polished sophistication, this mini dress is perfect for transitioning from day to evening. Layer this ribbed knit mini-dress with an oversized faux leather blazer or stylish trench coat and knee-high boots for the perfected layered outfit.

Fit & Features
- Mock neckline
- Long fitted sleeves
- Mini-length hem
- Curve-hugging fit
- Ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-0703

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fierce And Fab Leopard Print Scarf
Wrap yourself in this fierce leopard print scarf for a cozy fab look. Pair with a coat.

Fit & Features
- Soft knit fabrication
- Oversized
- Fringe
- Leopard print
Style Number/Barcode: 07305-0526

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Vibes Faux Sherpa Foldover Booties
Fit & Features
- 3” stacked block heel, 6" leg opening, 7.5" shaft height
- Closed pointy-toe
- Above ankle length
- Faux sherpa-lined foldover accent
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1839

Category Name: Winter Looks

Price: $9.97 $45.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Glam Bow And Faux Pearl Multi-Sock Pack
Fit & Features
- Knit fabrication
- Multi-pack includes three pairs
- Above-ankle length
- Mini bow accent
- Faux pearl
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: 07306-0386

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Impression Faux Fur Head Wrap
Fit & Features
- Faux fur fabrication
- Wide brim
Style Number/Barcode: 07302-1670

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Bliss Faux Fur Earmuffs
Proof that cozy can still serve looks. These ultra-soft faux fur earmuffs keep your ears toasty while adding that plush, winter-it-girl touch to every outfit.

Fit & Features
- Thin headband
- Faux fur material
Style Number/Barcode: 07310-0005

Category Name: Winter Looks

Price: $5.97 $11.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
So Chic Bow Detail Faux Wool Beret
A bow-embroidered faux wool beret that'll give you a chic-looking outfit. Pair with a coat.

Fit & Features
- Classic beret design
- Faux wool material
- Pink embroidered bow detail
Style Number/Barcode: 07302-1730

Category Name: Winter Looks

Price: $4.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Soft Touch Faux Suede Gloves
Fit & Features
- Faux suede fabrication
- Faux fur cuff
Style Number/Barcode: 07304-0061

Category Name: Winter Looks

Price: $7.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Glam Faux Fur Round Bucket Hat
Fit & Features
- Faux fur fabrication
- Round top
- Wide contrast brim
CW: FAUX FUR ROUND TOP BUCKET HAT (073021661001)
Style Number/Barcode: 07302-1661

Category Name: Winter Looks

Price: $8.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Layer On The Luxe Faux Fur Cropped Jacket
Layer on the luxe vibes with this faux fur cropped jacket featuring a wide collared neckline, long sleeves, an open front, and a relaxed fit. Style with a crop top, faux leather pants, and booties for a night out!

Fit & Features
- Faux fur fabric with woven lining, no stretch
- Wide collared neckline
- Long sleeves
- Open front
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0481

Category Name: Winter Looks

Price: $23.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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