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.

Latest And Greatest Seamless Zip-Up Catsuit
Check out the latest seamless catsuit for the greatest vibe of all time! It features fitted long sleeves, a crew neckline with a zip-up closure, a form-hugging fit, and a skinny-leg design on seamless knit fabric with plenty of stretch. Complete the look in a trendy puffer jacket for a coffee run and errands!

Fit & Features
- Fitted long sleeves
- Crew neckline
- Zip-up closure
- Form-hugging fit
- Skinny-leg design
- Seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07109-0339

Category Name: Winter Looks

Price: $11.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Winter Sweetheart Wrap-Front High Slit Midi Dress
Create an adorable winter 'fit with this wrap-front midi dress you'll want to wear all season long. It features a V-neckline with a chic surplice wrap-front design, long fitted sleeves, a midi-length hem with a high-cut side slit, and a form-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Complete your look with a moto jacket and sleek ankle boots.

Fit & Features
- V-neckline, surplice wrap-front design
- Long fitted sleeves
- Midi-length hem, high side slit
- Form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5338

Category Name: Winter Looks

Price: $5.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Twist Perfection Cutout Sweater Midi Dress
Showcase this perfect twist sweater midi dress all season! With its form-hugging rib knit sweater fabric, V-neckline, twisted bust, cutout bodice, fitted long sleeves, and side slit, you'll look stylish with every step. Complete the look in booties for day or night!

Fit & Features
- Fitted long sleeves
- V-neckline
- Twisted bust, cutout bodice
- Form-hugging fit
- Side slit, midi-length hem
- Rib knit sweater fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1907

Category Name: Winter Looks

Price: $7.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Glam It Up Feather Trim Sequin Bolero
Glam up your going-out looks with this fab feather trim sequin bolero! It features long fitted sleeves with marabou feather trims, an open front, an ultra-cropped hem, and all-over sequin embroidery on the sheer knit fabric for that glitzy shine. Layer over a bodycon dress and style with rhinestone heels for a party!

Fit & Features
- Long fitted sleeves
- Marabou feather trims
- Open front, ultra-cropped hem
- All-over sequin embroidery
- Sheer knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0432

Category Name: Winter Looks

Price: $9.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Edgy 'Fit Destructed Knit Cropped Sweater
Create an on-trend edgy 'fit with this destructed knit cropped sweater you can take from day to night. It features a crew neckline, long sleeves, a cropped hem with a relaxed fit, and a cool destructed design on the sheer knit fabric. Layer this sweater over a bralette or bodysuit with cargo pants for a casual slay!

Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Relaxed fit
- Destructed sheer knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1816

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Making A Statement Faux Fur Cardigan Sweater
Layer on this fashion statement! The faux fur cardigan features long sleeves, an open front design, and a chic cropped length perfect for giving every outfit a luxe touch. The ultra-plush faux fur fabric offers a moderate stretch. Complete the look in a best-selling bustier for some glam vibes!

Fit & Features
- Long sleeves
- Open front design
- Cropped length
- Soft faux fur fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1800

Category Name: Winter Looks

Price: $3.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Adorable Style Cable Knit Mini Dress
You'll fall in love with the adorable style of this cable knit mini dress for the cozy winter season. It features a V-neckline with a surplice design, long sleeves, a faux wrap-front creating an asymmetric mini-length hem, and a form-hugging silhouette. The cable knit fabric offers a moderate stretch. Style with a chic trench coat and knee-high boots.

Fit & Features
- V-neckline, surplice design
- Long sleeves
- Faux wrap-front design
- Asymmetric mini-length hem
- Form-hugging silhouette
- Cable knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5359

Category Name: Winter Looks

Price: $5.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fashionable Perfection Glitter Mini Skirt
Light up every room in this glitter mini skirt for fashionable perfection! It features a flattering high-rise waist, bodycon silhouette, and a mini-length hem on glitter woven fabric to showcase holiday sparkle at parties and soirees. Complete the look with the matching top and blazer.

Shop Matching Top And Blazer: Fashionable Perfection Glitter Crop Top, Fashionable Perfection Glitter Blazer

Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Back zipper and hook-eye closure
- Glitter woven fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 06401-0621

Category Name: Winter Looks

Price: $13.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fashionable Perfection Glitter Blazer
Light up every room in this glitter blazer for fashionable perfection! It features long sleeves with shoulder pads, a lapel collar neckline, dual button front closures, faux front pockets, and an oversized silhouette on glitter woven fabric to showcase holiday sparkle at parties and soirees. Complete the look with the matching top and bottoms.

Shop Matching Top And Bottoms: Fashionable Perfection Glitter Crop Top, Fashionable Perfection Glitter Mini Skirt

Fit & Features
- Long sleeves, shoulder pads
- Lapel collar neckline
- Dual front button closures
- Faux front pockets
- Oversized silhouette
- Glitter woven fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 06204-1672

Category Name: Winter Looks

Price: $12.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Perfect Day Faux Leather Under-The-Knee Boots
Step into undeniable all-day style with these under-the-knee boots. Showcasing a matte faux leather finish, a square toe, inner zipper closure for easy on-and-off styling, and a sophisticated curved stiletto heel - these stunning boots are perfect for any occasion. Complete the look with a chic crossbody bag.

Fit & Features
- Square toe
- Inner zipper closure
- Curved stiletto heel
- Under-the-knee shaft length
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0972

Category Name: Winter Looks

Price: $9.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chilly Season Faux Fur Bucket Hat
This adorable faux fur bucket hat is the perf accessory for the chilly season! It features a classic bucket hat design with a short brim and is composed of an ultra-plush faux fur material with a woven lining. Style with a cable knit sweater for the cold winter months!

Fit & Features
- Classic bucket hat design
- Short brim
- Soft faux fur exterior
- Woven lining
Style Number/Barcode: 07302-1542

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Real Sweet Color Block Chenille Sweater
Real sweet and so soft! This color block chenille sweater will be a cozy staple piece in your closet. It features long dolman sleeves, a crew neckline, and a relaxed fit silhouette. The soft chenille knit fabric offers a moderate stretch. Complete the look in basic leggings and boots.

Fit & Features
- Long dolman sleeves
- Crew neckline
- Relaxed silhouette
- Color block pattern
- Chenille knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1775

Category Name: Winter Looks

Price: $15.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Parisian Flair Rhinestone Detail Beret
Dress to impress with a touch of Parisian flair with this rhinestone detail beret. It features a classic beret design crafted from a faux wool material with a sleek faux leather trim and a dainty three-row rhinestone-embellished accent at the side. Style with hoop earrings and stiletto booties for a chic look.

Fit & Features
- Classic beret design
- Faux wool material
- Faux leather trim
- Three-row rhinestone-embellished accent
- Woven lining
Style Number/Barcode: 07302-1539

Category Name: Winter Looks

Price: $3.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stay Cozy Turtleneck Sweater Topper
Stay cozy even on your nights out this season with this trendy sweater topper! It features a turtleneck with a fold-over design, long loose sleeves with tapered hems, an ultra-cropped hem, and is composed of a comfy ribbed sweater knit fabric. Layer over a sultry corset top with cargo pants for a casual-chic going-out look!

Fit & Features
- Fold-over turtleneck
- Long loose sleeves, tapered hems
- Ultra-cropped hem
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1910

Category Name: Winter Looks

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stepped Out In Style Buckle Detail Lug Boots
These under-the-knee faux leather boots will have you stepping out in style! With a round toe, buckle strap detailing throughout, and a lug sole, you'll be able to strut your stuff with confidence. They feature an inner zipper closure for a comfortable and secure fit. Complete the look in an edgy moto jacket for dinner downtown!

Fit & Features
- Round toe
- Buckled strap detailing throughout
- Lug sole
- Inner zipper closure
- Under-the-knee length
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0937

Category Name: Winter Looks

Price: $9.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Mood Reversed Crop Puffer Vest
This puffer crop vest lets you pick your mood for the day! Layer on a comfy and cute style with this reversible vest featuring a sleeveless standing collar neckline, a front zipper closure, hidden side pockets for keeping your hands warm, and an adjustable drawcord hem. The puffer vest is crafted from an insulated woven-lined fabric that helps keep you warm and protected. Style over a basic lounge jumpsuit for grabbing coffee and errands!

Fit & Features
- Sleeveless standing collar neckline
- Front zipper closure
- Hidden side pockets
- Adjustable drawcord crop hem
- Insulated woven-lined fabric
- Reversible design
- Runs true to size
Style Number/Barcode: 06201-0465

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Smooth Classic Long Sleeve Crop Top
This classic long sleeve top, crafted with rib knit seamless fabric, is designed to fit and flatter with a cropped hem and crew neckline. Enhance your wardrobe with this basic crop top styled with best-selling bottoms for a chic outfit!

Fit & Features
- Fitted long sleeves
- Crew neckline
- Cropped hem
- Rib-knit seamless fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1739

Category Name: Winter Looks

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Meet Me Halfway Striped Sweater Topper
Who says you can't have it all? Achieve an elevated fashion fit' with this striped sweater topper featuring contrast striped loose long sleeves for a look that is both cozy and chic, a distressed crew neckline, and a contrast striped design on soft rib knit fabric. Style over a sleek corset top for an edgy look for a dinner and movie!

Fit & Features
- Contrast striped loose long sleeves
- Distressed crew neckline
- Contrast striped design
- Ultra-cropped hem
- Soft rib knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1911

Category Name: Winter Looks

Price: $3.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
There She Goes Woven Bomber Jacket
There you go in this stylish woven bomber jacket perfect for everyday slays! It features long sleeves with stretchy rib knit cuffs and a zipper pocket, a rib-knit standing collar, front zipper closure, front pockets for keeping your hands warm, and a cropped rib knit hem. Complete the look with denim jeans for casual plans!

Fit & Features
- Long sleeves, rib knit cuffs, zipper pocket
- Rib-knit standing collar
- Front zipper closure
- Front pockets, cropped rib knit hem
- Woven fabric, sewn-in lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1658

Category Name: Winter Looks

Price: $6.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Winter Glamour Satin Rhinestone Puffer Vest
Let your diva shine in this glamorous satin puffer vest perfect for cold seasons! It features a sleeveless standing collar neckline with velcro closure, front hidden zipper closure, a unique and gorgeous rhinestone-embellished quilt pattern, and an adjustable drawstring crop hem with velcro closure. The puffer vest is crafted from a satin insulated woven lined fabric to help keep you warm. Style with a long sleeve top and sleek pants for evening festivities!

Fit & Features
- Sleeveless standing collar neckline, velcro closure
- Rhinestone-embellished quilt pattern
- Front hidden zipper closure
- Adjustable drawstring crop hem, velcro closure
- Satin insulated woven-lined fabric
- Runs true to size
Style Number/Barcode: 06201-0434

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Such A Cutie Cable Knit Cropped Cardigan
Make your everyday winter 'fits so cute with this cable knit cropped cardigan! It features a V-neckline, a button-down front, long fitted sleeves, and a fitted cropped hem. The cable knit fabric features a trendy zig-zag pattern for an elevated vibe. Style this sweater with cargo pants.

Fit & Features
- V-neckline
- Complete button-down front, ribbed hems
- Long fitted sleeves
- Fitted cropped hem
- Cable knit fabric, zig-zag pattern
- Ultra-soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1905

Category Name: Winter Looks

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Winter Babe Reversible Faux Fur Bucket Hat
Top off your winter 'fits with this adorable faux fur and woven bucket hat! It features a trendy reversible design with an ultra-soft faux fur material on one side and a woven puffer material on the other. Style with a plaid shacket for a cozy vibe!

Fit & Features
- Classic bucket hat design
- Short brim
- Reversible design
- Soft faux fur material
- Woven puffer material
Style Number/Barcode: 07302-1524

Category Name: Winter Looks

Price: $3.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fashionable Chic Sweater Maxi Dress
Perfect for any occasion, this fashion-forward sweater maxi dress delivers the perfect blend of comfort and style. Featuring a flattering bodycon silhouette, tank straps, and a sweetheart neckline for added appeal, this luxuriously soft sweater knit maxi dress will take your look to the next level. Layer on a faux leather jacket for an effortless and cool style!

Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps
- Bodycon silhouette
- Maxi-length hem
- Sweater ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1898

Category Name: Winter Looks

Price: $3.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Looking Cute Twist-Front Cropped Sweater
This adorable twist-front cropped sweater will have you looking so cute and elevate your casual 'fits! It features a sweetheart neckline with a trendy twist-front design, long fitted sleeves, and a fitted cropped hem. The ribbed sweater knit fabric offers plenty of stretch. Complete your look with high-rise jeans and ankle booties.

Fit & Features
- Sweetheart neckline
- Twist-front design
- Long fitted sleeves
- Fitted cropped hem
- Ribbed sweater knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1913

Category Name: Winter Looks

Price: $3.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance

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