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.

Bold Attitude Three-Pack Hoop Earrings Set
Capture a bold attitude in this three-pack hoop earring set! The set features various and stylish designs perfect for elevating your casual to dressy outfits and each pair has a secure omega-back closure. Style with a sleek bracelet.

Fit & Features
- Three-pack hoop earrings set
- Various and stylish designs
- Omega-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1803

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Winter Chic Mock Neck Long Sleeve Skater Dress
This chic short skater dress will elevate your casual winter looks! It features a mock neckline, long fitted sleeves, a high waist, a short-length hem, and an adorable fit and flare skater silhouette. The ribbed knit fabric offers plenty of stretch. Style this short dress with over-the-knee boots and hoop earrings for a coffee date!

Fit & Features
- Mock neckline
- Long fitted sleeves
- High waist seam
- Short-length hem
- Skater silhouette
- Lined ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5445

Category Name: Winter Looks

Price: $9.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Gleaming 14K Gold Plated Curved Hoop Earrings
These modern luxe 14K gold plated hoop earrings will have you gleaming with beauty! They feature a thin curved double hoop with an open-ended design dipped in 14K gold plating. Include a post-back closure. Style this chic pair of earrings with a layered chain necklace.

Fit & Features
- 14K gold plating
- Thin curved double hoop
- Open-ended design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1680

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
All Night Glitz Rhinestone Bandage Crop Top
This amped-up glam rhinestone bandage crop top will have you shimmering with glitz all night! It features a sleeveless sweetheart neckline with tank shoulder straps, a front design of iridescent rhinestone embellishments for that gorgeous multi-hue sparkle, and a fitted cropped hem. The bandage knit fabric features a front criss-cross seam design and offers a sculpted and snatched look. Style with the matching mini skirt and strappy stilettos!

Shop Matching Bottoms: All Night Glitz Rhinestone Bandage Mini Skirt

Fit & Features
- Sleeveless sweetheart neckline
- Tank shoulder straps
- Front iridescent rhinestone embellishments
- Back zipper closure
- Fitted cropped hem
- Bandage knit fabric, front criss-cross seams, sculpted look
- Runs true to size
Style Number/Barcode: 06005-1765

Category Name: Winter Looks

Price: $14.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Real Love For Cozy Turtleneck Sweater
Enter cozy season in this turtleneck sweater! It features slouchy long sleeves with rib cuffs, a foldover turtleneck, an oversized silhouette, and a rib knit hem on ultra-soft wool blend knit fabric. Complete the look in sleek leggings and boots for a cold day!

Fit & Features
- Slouchy long sleeves, rib cuffs
- Foldover turtleneck
- Oversized silhouette
- Rib-knit hem
- Ultra-soft wool blend knit fabric
- Runs true to size
Style Number/Barcode: 06003-2282

Category Name: Winter Looks

Price: $15.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Check It Off Corduroy Checkered Puffer Jacket
This puffer jacket will keep your style in check! With a unique checkered pattern and soft corduroy fabric, this jacket features a trendy and cozy feel with long sleeves, a standing collar neckline, front pockets to keep your hands warm, and a cropped hem. The jacket is composed of an insulated nylon-woven lining designed to help keep you warm. Complete the look with a knit beanie for a snow day or grabbing coffee!

Fit & Features
- Long sleeves
- Standing collar neckline
- Front zipper closure
- Front pockets, cropped hem
- Checkered pattern, corduroy fabric
- Insulated nylon-woven lining for extra warmth
- Runs true to size
Style Number/Barcode: 06201-0412

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Unique Chic 14K Gold Plated Hoop Earrings
Add a unique and chic touch with these 14K gold plated hoop earrings. Crafted from 14K gold plating with an omega closure, these twisted hoops provide a modern twist on a classic look that's sure to turn heads. Complete the look with a trendy denim jacket for a daytime outing!

Fit & Features
- 14K gold plating
- Small twisted hoops
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1789

Category Name: Winter Looks

Price: $4.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Trendy Statement Platform Under-The-Knee Boots
These of-the-moment platform boots will make a trendy statement this season! They feature an under-the-knee height with a simple pull-on design, a classic round toe, a chunky platform lug sole, and a short block heel. The boots are composed of a smooth matte jelly-like rubber material. Complete your cold-weather look with a plaid shacket!

Fit & Features
- Under-the-knee height
- Pull-on design
- Round toe
- Platform lug sole
- Short block heel
- Matte rubber material
- Runs true to size
Style Number/Barcode: 07402-0986

Category Name: Winter Looks

Price: $4.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Edgy Allure Under-The-Knee Combat Boots
These sleek faux leather combat boots will give your fall 'fits that edgy allure! They feature an under-the-knee height, a round toe, a complete lace-up front design, an inner zipper closure for comfortable wear, a platform lug sole, and a block heel. Style with a mini skirt and a cropped sweater.

Fit & Features
- Under-the-knee height
- Round toe
- Complete lace-up design, tie closure
- Inner zipper closure
- Platform lug sole, block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0914

Category Name: Winter Looks

Price: $26.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fine Luxury Sterling Silver Plated Hoop Earrings
Make an unforgettable impression with these stunning sterling silver plated hoop earrings. With their textured design and post-back closure crafted from sterling silver plating, they'll add a touch of luxury to any look. Complete the look with chic stiletto heels for a cocktail party.

Fit & Features
- Sterling silver plated
- Textured design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1790

Category Name: Winter Looks

Price: $4.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Luxe 14K Gold Plated Cubic Zirconia Stud Earrings
Enchantingly sophisticated and chic, you'll love how these 14K gold plated cubic zirconia stud earrings light up your face with every wear! Handcrafted with a post-back closure, these stunning studs feature a large cubic zirconia stone dipped in a 14K gold plating. Complete the look in a chic cocktail dress for a dressy dinner celebration or party.

Fit & Features
- 14K gold plated
- Cubic zirconia stone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1794

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Fine Luxury 14K Gold Plated Hoop Earrings
Make an unforgettable impression with these stunning 14K gold plated hoop earrings. With their textured design and post-back closure crafted from 14K gold plating, they'll add a touch of luxury to any look. Complete the look with chic stiletto heels for a cocktail party.

Fit & Features
- 14K gold plated
- Textured design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1791

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Unique Chic Sterling Silver Plated Hoop Earrings
Add a unique and chic touch with these sterling silver plated hoop earrings. Crafted from sterling silver plating with an omega closure, these twisted hoops provide a modern twist on a classic look that's sure to turn heads. Complete the look with a trendy denim jacket for a daytime outing!

Fit & Features
- Sterling silver plating
- Small twisted hoops
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1788

Category Name: Winter Looks

Price: $4.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Warm Up Wrap-Front Ribbed Knit Sweater
This cozy and stylish wrap-front sweater keeps you warm and looking great! Crafted with soft ribbed knit fabric, it features a V-neckline that can be worn off-the-shoulder for a chic look, a wrap-front design, slouchy long sleeves with ribbed cuffs, and an asymmetric cropped hem. Complete the look with a mini skirt and knee-high boots!

Fit & Features
- Ribbed knit fabric with moderate stretch
- V-neckline
- Wrap-front design
- Slouchy long sleeves, ribbed cuffs
- Asymmetric cropped hem
- Runs true to size
Style Number/Barcode: 06005-1822

Category Name: Winter Looks

Price: $7.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Modern Sterling Silver Plated Cubic Zirconia Stud Earrings
Sparkle everywhere you go in these modern sterling silver plated cubic zirconia stud earrings. Crafted in glam sterling silver plating and adorned with a dazzling cubic zirconia stone, these earrings will turn heads and offer a post-back closure for a secure fit. Complete the look in statement high heels for a semi-formal or special occasion!

Fit & Features
- Sterling silver plated
- Cubic zirconia stone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1793

Category Name: Winter Looks

Price: $2.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Chic Update Mock Neck Long Sleeve Crop Top
This mock neck long sleeve crop top has trendy details that will make it a chic update to your closet. It features a mock neckline, long fitted sleeves with cutout accents down one sleeve, and a fitted cropped hem. The ribbed knit fabric offers plenty of stretch. Style this crop top with a faux leather skirt and ankle booties for a sleek winter going-out look!

Fit & Features
- Mock neckline
- Long fitted sleeves
- Cutout accents down one sleeve
- Fitted cropped hem
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1790

Category Name: Winter Looks

Price: $14.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Dainty Bliss 14K Gold Plated Cubic Zirconia Chain Necklace
Wear the perfect finishing touch with this dainty 14K gold plated chain necklace! Made with a dainty chain link dipped in 14K gold plating complemented with a cubic zirconia embellished bar charm, and secured with a lobster clasp closure, this necklace is both elegant and timeless. Complete the look with a ring set for a party or date night!

Fit & Features
- 14K gold plated
- Dainty chain link
- Bar charm, cubic zirconia embellishments
- Lobster clasp closure
Style Number/Barcode: 07002-1619

Category Name: Winter Looks

Price: $11.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Rise To The Occasion Layered Charm Necklace
Rise to the occasion that calls for this layered charm necklace! Make your fashion statement in this necklace featuring one sleek snake chain layer, chainlink layer, dainty linear bar layer, and chain link layer with a circle charm with rhinestone embellished trim. Complete the look in a trendy crop jacket for a birthday dinner!

Fit & Features
- Layered necklace
- One snake chain layer
- One chainlink layer
- One linear bar layer
- One chain link layer with a circle charm, rhinestone trim
- Clip closure
Style Number/Barcode: 07002-1622

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
On Repeat Flat Over-The-Knee Boots
These must-have flat over-the-knee boots will be styled on repeat all season long. They feature a fitted over-the-knee design, an inner zipper closure that runs down the length of the boot, an almond-shaped toe, and a flat sole with a short block heel. The boots have a trendy design of sleek faux leather at the front with smooth spandex at the back. Pair with a sweater dress for such a chic winter look.

Fit & Features
- Fitted over-the-knee design
- Complete inner zipper closure
- Almond toe
- Flat sole, short block heel
- Half faux leather material
- Half lycra material
- Runs true to size
Style Number/Barcode: 07402-0980

Category Name: Winter Looks

Price: $11.97 $40.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
In Command Platform Faux Leather Over-The-Knee Boots
You'll be in command of the style scene in these sleek platform over-the-knee boots! They feature a fitted over-the-knee design, an inner zipper closure for easy on-and-off styling, a round toe, a trendy platform lug sole, and a block heel. The faux leather material will give off an edgy chic sheen. Pair these boots with a cargo mini dress!

Fit & Features
- Fitted over-the-knee design
- Inner zipper closure
- Round toe
- Platform lug sole, block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0940

Category Name: Winter Looks

Price: $4.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Softest Style Plaid Frayed Scarf
This plaid frayed scarf will be the softest style in your lineup! Perfect for wearing around your neck or shoulders, the styling possibilities are endless. Complete the look in cute boots.

Fit & Features
- Plaid pattern
- Frayed edge trim
- Ultra-soft knit material
Style Number/Barcode: 07305-0459

Category Name: Winter Looks

Price: $7.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sleek Strut Faux Leather Fitted Knee-High Boots
Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.

Fit & Features
- Fitted knee-high design
- Curved square toe
- Block heel
- Inner zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0929

Category Name: Winter Looks

Price: $20.97 $50.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Afternoon Cuddles Fuzzy Fringe Scarf
Cuddle up in this fuzzy fringe scarf for an afternoon out and about! Crafted from an ultra-soft fuzzy knit material, this cozy scarf will be your favorite essential this winter. Complete the look in a cozy jacket and boots.

Fit & Features
- Fuzzy knit material
- Fringe
Style Number/Barcode: 07305-0456

Category Name: Winter Looks

Price: $15.90

Availability: Out of Stock
Product Badge:
- Sale
Strut Your Stuff Lace-Up Over-The-Knee Boots
Strut your stuff in these faux suede boots perfect for elevating every outfit! They feature an almond toe, a block heel, an inner zipper closure, and an eye-catching lace-up back along the over-the-knee shaft. Complete the look in a trendy denim crop jacket.

Fit & Features
- Almond toe
- Block heel
- Inner zipper closure
- Lace-up back
- Over-the-knee shaft
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0982

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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