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 Beauty Faux Pearl Head Wrap
Fit & Features
- Knit fabrication
- Faux pearl accents
- Petal design
Style Number/Barcode: 07302-1656

Category Name: Winter Looks

Price: $5.97 $11.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chic Icon Faux Fur Beret
Become a chic icon in this faux fur beret for a cozy cute look. Style with a sweater.

Fit & Features
- Classic beret design
- Wispy faux fur fabrication
Style Number/Barcode: 07302-1678

Category Name: Winter Looks

Price: $7.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Pastel Chic Colorblock Scarf
This timeless color block scarf will be a cozy essential this season! Pair with a jacket.

Fit & Features
- Soft knit fabrication
- Oversized
- Pastel-hued
- Colorblock pattern
- Fringe
Style Number/Barcode: 07305-0512

Category Name: Winter Looks

Price: $4.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Toasty Vibes Faux Sherpa Baseball Cap
Top off your look with this faux sherpa baseball cap for a cozy cute look. Pair with a sweater.

Fit & Features
- Faux sherpa fabrication
- Baseball cap design
- Adjustable back
Style Number/Barcode: 07302-1672

Category Name: Winter Looks

Price: $7.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sparkle Moment Faux Suede Rhinestone Gloves
Sparkle this season in these faux suede rhinestone gloves to be cozy and glam! Style with a jacket.

Fit & Features
- Faux suede fabrication
- Mini rhinestones
Style Number/Barcode: 07304-0050

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Staple Long Knit Duster Cardigan
Cozy staple long knit duster cardigan is your go-to for effortless style. With soft knit, ribbed hems, and dual pockets, it's perfect for layering up and keeping it chic.

Fit & Features
- Soft knit fabric with plenty of stretch
- Ribbed hems
- Long sleeves
- Dual front pockets
- Long length
- Oversized fit
Style Number/Barcode: 06005-2103

Category Name: Winter Looks

Price: $19.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Stay Toasty Bow And Pom Knit Beanie
Fit & Features
- Cable knit fabrication
- Tonal faux fur pom
- Mini bow accents
- Foldover hem
Style Number/Barcode: 07302-1696

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Elevated Basic Ruched Mesh Bodysuit
Step up your everyday look with this elevated basic bodysuit. The one-piece top features long sheer bishop sleeves, a square neckline, front and back ruched detailing, and a thong bottom. The sheer mesh fabric has a lightweight knit lining. Style this bodysuit with your fave pair of denim and chic mules.

Fit & Features
- Long sheer bishop sleeves, elastic cinched hems
- Square neckline
- Front and back ruched detailing
- Thong bottom, dual snap button closure
- Sheer mesh fabric, knit lining, moderate stretch
- Style runs large
Style Number/Barcode: 06001-4236

Category Name: Winter Looks

Price: $15.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Exclusive Chic Removable Faux Fur Long Sleeve Bolero
This bolero is the perfect piece for a chic, exclusive look! Designed on smooth ribbed knit fabric, it's a style you'll obsess over, featuring a removable plush faux fur neckline, fitted long sleeves with removable faux fur cuffs, an open front design, and an ultra-cropped hem.

Fit & Features
- Smooth rib knit fabric, moderate stretch
- Plush faux fur neckline, faux fur is removable
- Fitted long sleeves, removable plush faux fur cuffs
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0422

Category Name: Winter Looks

Price: $39.90

Availability: In Stock

Available Color: IVORY, BLACK

Available Size: S, M, L, XL
Product Badge:
- Best Seller
Layer On Glamour Faux Pearl Glitter Bolero
Layer on this glamorous mesh bolero to elevate your formal wear! The sheer bolero features short sleeves, an open front design, a cropped hem, and a striking glitter fishnet pattern with faux pearl embellishments. Complete your dressy look with a chic clutch.

Fit & Features
- Short sleeves
- Open front design
- Cropped hem
- Glitter fishnet pattern, faux pearl embellishments
- Sheer mesh fabric
- Runs true to size
Style Number/Barcode: 06204-1635

Category Name: Winter Looks

Price: $49.90

Availability: In Stock

Available Color: GOLD

Available Size: S
Play On In Plaid Blanket Scarf
Fit & Features
- Soft knit fabrication
- Oversized blanket design
- Plaid print
- Fringe detailing
Style Number/Barcode: 07305-000022

Category Name: Winter Looks

Price: $18.90

Availability: In Stock

Available Color: BROWN

Available Size: NS
Clearly On Trend Lucite Block Heels
Elevate your look in these clear block heels featuring an almond toe and clear straps with a lucite heel for a seamless look with every outfit.

Fit & Features
- 4" Lucite block heel
- Almond toe
- Clear strap over the toe
- Clear adjustable ankle strap
- Runs true to size
Style Number/Barcode: 07401-2581

Category Name: Winter Looks

Price: $12.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Clearly Chic Lucite Heel Boots
These lucite heel boots are clearly a chic choice! They feature an almond toe, thin block heel, a side zipper, hit below the knee. Style with skinny jeans.

Fit & Features
- Almond toe
- Thin lucite block heel
- Side zipper
- Below the knee length
- Faux leather materials
- Runs true to size
Style Number/Barcode: 07402-0778

Category Name: Winter Looks

Price: $12.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Trendy Moment Tweed Cabby Hat
Fit & Features
- Wispy tweed fabrication
- Traditional cabby design
Style Number/Barcode: 07302-1700

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Plaid Moment Blanket Scarf
Fit & Features
- Soft knit fabrication
- Oversized blanket scarf
- Fringe detailing
- Plaid print
Style Number/Barcode: 07305-0515

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Glam Faux Fur Earmuffs
Fit & Features
- Wide-band
- Faux fur material
Style Number/Barcode: 07310-0008

Category Name: Winter Looks

Price: $5.97 $11.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Trendy Textures Ribbed Knit Off-The-Shoulder Top
Stay trendy in this ribbed knit top that features an off-the-shoulder neckline with a fold-over accent, fitted long sleeves, and a V-shaped cropped hem with a lettuce-edge trim. Complete the look with a cargo skirt for the ultimate it-girl vibes!

Fit & Features
- Ribbed knit fabric, plenty of stretch
- Off-the-shoulder neckline, fold-over accent
- Fitted long sleeves
- V-shaped cropped hem with lettuce-edge trim
- Runs true to size
Style Number/Barcode: 06005-2073

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Match Made Mesh Abstract Crop Top
This set is a match made in heaven! Look effortlessly flawless in this mesh crop top featuring fitted long sleeves, a mock neck, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching bottoms to complete the look!

Shop The Matching Bottoms: Match Made Mesh Abstract Skirt

Fit & Features
- Fitted long sleeves
- Mock neck
- Flocked velvet abstract line pattern
- Cropped hem
- Partially lined mesh fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4620

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Chic Season Mock Neck Cutout Ribbed Knit Mini Dress
Comfy meets chic in this adorable ribbed knit mini dress featuring a mock neckline, long fitted sleeves, a bold cutout above the bust, and a short bodycon silhouette. Style with knee-high boots.

Fit & Features
- Ribbed knit fabric with moderate stretch
- Mock neckline
- Long fitted sleeves
- Cutout above the bust
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 06005-2091

Category Name: Winter Looks

Price: $6.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
In The Name Of Lug Patent Booties
Embrace your edgy side in these streetwear-worthy patent booties! They feature a round toe, a chunky lug platform sole, a block heel, elastic knit side panels, and a back pull tab for easy on/off styling. Complete the look in a sleek moto jacket.

Fit & Features
- Round toe
- Chunky lug platform sole
- Elastic side knit panels
- Block heel
- Back pull tab for easy on/off styling
- Patent leather material
- Runs true to size
Style Number/Barcode: 07403-1628

Category Name: Winter Looks

Price: $9.97 $41.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Essential Faux Fur Bolero Jacket
Add a touch of luxury to your ensemble with this elegant faux fur crop jacket. Its plush fabric gives an opulent feel, perfect for adding sophistication to any look. The jacket's cropped length makes it a chic pairing with cocktail dresses, formal jumpsuits, or dressy pants ensembles. With its clean, collarless design and discreet front fastening, this jacket offers a modern take on classic bolero styling.

Fit & Features
- Draped open front
- Long sleeves
- Cropped hem
- Soft faux fur fabric
- Satin-like woven lining
- No stretch
- Runs true to size
Style Number/Barcode: 06201-0229

Category Name: Winter Looks

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Simply Amazing Long Bell Sleeve Mini Dress
A simply amazing little black dress you'll adore wearing on dressy occasions! It features a square neckline, long bell sleeves with trendy ruched adjustable ties and slit accents, a flattering bodycon silhouette, and a mini-length hem. The dress is composed of a double-lined soft brushed knit fabric. Complete the look with a chic mini purse and heels.

Fit & Features
- Double-lined soft brushed knit fabric
- Moderate stretch
- Square neckline
- Long bell sleeves, ruched adjustable ties, slit accents
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5890

Category Name: Winter Looks

Price: $34.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Back In Stock
Cozy Charm Cropped Knit Cardigan
Cozy and charming, this knit cardigan offers a classic design with a button-down front for versatile styling options and a cropped hem.

Fit & Features
- Knit fabrication, moderate stretch
- Button-down front
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-2153

Category Name: Winter Looks

Price: $34.90

Availability: In Stock

Available Color: BURGUNDY, TAUPE, BLACK

Available Size: XS, S, M, L
Comfy Cute Collared Cropped Sweater
Stay comfy and cute in this collared cropped sweater perfect for styling with a flirty skirt and sneakers.

Fit & Features
- Heather knit fabric, moderate stretch
- Collared V-neckline
- Long sleeves
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2163

Category Name: Winter Looks

Price: $15.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free

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