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.

Stay Toasty Cable Knit Beanie
This cable knit beanie has you covered with toasty warmth and style! The cable knit fabric and foldover design make this beanie a stylish addition to any winter look. Complete the look with the matching scarf for a fun winter day!

Shop Matching Scarf: Cozy Cutie Cable Knit Fringe Scarf

Fit & Features
- Cable knit material
- Foldover design
- Soft and comfortable
Style Number/Barcode: 07302-1523

Category Name: Winter Looks

Price: $4.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Style Staple Block Heel Over-The-Knee Boots
These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf.

Fit & Features
- Over-the-knee height
- Complete inner zipper closure
- Almond-shaped toe
- Block heel
- Half microsuede material
- Half lycra material
- Runs true to size
Style Number/Barcode: 07402-0983

Category Name: Winter Looks

Price: $12.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Pop Diva Status Metallic Faux Fur Crop Jacket
Layer on this metallic trucker jacket to let your inner pop diva shine! It features faux fur-lined long sleeves, a faux fur collar with satin lining, snap-button down front closures, flap satin-lined pockets, and a cropped hem. Complete the look with a chic faux leather skirt for a concert or holiday party!

Fit & Features
- Faux fur lined long sleeves
- Faux fur collar with satin lining
- Snap-button down front closures
- Flap satin-lined pockets
- Cropped hem
- Metallic fabric, faux fur lining
- Runs true to size
Style Number/Barcode: 06201-0423

Category Name: Winter Looks

Price: $9.97 $64.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Iconic Style Plaid Knit Skort
Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.

Fit & Features
- High-rise waist
- Mini-length overlay, side slit
- Fitted shorts
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1098

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cool-Girl Confidence Contrast Waist Trouser Pants
Show off your cool-girl confidence in these contrast waist trouser pants. They feature a high-rise waist with a trendy exposed waistband design, pleated detailing at the front, dual side pockets, a single back pocket, and a straight-leg silhouette with a relaxed fit. Style these trouser pants with a crop top and ankle booties.

Fit & Features
- High-rise waist, exposed waistband
- Hidden front zipper, hook and bar closure
- Pleated front detailing
- Dual side pockets, single back pocket
- Straight-leg silhouette, relaxed fit
- Woven fabric
- Runs true to size
Style Number/Barcode: 06402-1321

Category Name: Winter Looks

Price: $9.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Bri High-Rise Destructed Flared Jeans by Windsor Denim
The Bri high-rise destructed flared jeans by Windsor Denim will step up your everyday casual 'fits for on-point looks! They feature a high-rise waist, trendy destructed detailing at the knees, and a flattering flared-leg hem. Include a front button closure and a five-pocket and belt loop design. Style these jeans with a crop top and clear heel mules!

Fit & Features
- High-rise waist
- Destructed knee design
- Flared-leg hem
- Front button and zipper closure
- Five-pocket and belt loop design
- Denim fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0458

Category Name: Winter Looks

Price: $6.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cute On Cloud Nine Hoodie Puffer Jacket
Brace the chill looking cute in this hoodie puffer jacket up on cloud nine! Layer on this jacket featuring long sleeves with rib knit cuffs, a drawstring hoodie neckline with front snap-button closures for extra warmth, a front zipper closure, front flap pockets with snap-button closures, and an adjustable drawcord crop hem. The puffer jacket is crafted from an insulated nylon-woven fabric that helps keep you warm and protected from the elements. Complete the look in a cute lounge catsuit with cozy boots for running errands or meet-ups!

Fit & Features
- Long sleeves, rib knit cuffs
- Drawstring hoodie neckline, front snap-button closures
- Front flap pockets, snap-button closures
- Adjustable drawcord crop hem
- Insulated nylon-woven fabric
- Runs true to size
Style Number/Barcode: 06201-0441

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cutest Vibe Flower Print Knit Scarf
Layer on the cutest vibe with this plush flower print knit scarf! Composed of a soft knit material with a trendy dual-color design and an adorable flower pattern, this long scarf is perf for bringing some florals into the season! Style with a cropped sweater, a mini skirt, and over-the-knee boots!

Fit & Features
- Soft knit material
- Dual-color design
- Floral pattern
- Long design
Style Number/Barcode: 07305-0478

Category Name: Winter Looks

Price: $4.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stomp It Up Thigh-High Lug Boots
Stomp it up in these faux leather lug boots to elevate your everyday style! They feature a round toe, inner zipper closure, a sturdy lug sole, and a thigh-high shaft with an elastic insert and tie for easier on-and-off styling. Complete the look in a basic smooth knit dress and jacket!

Fit & Features
- Round toe
- Inner zipper closure
- Sturdy lug sole
- Thigh-high shaft, elastic insert and tie
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0984

Category Name: Winter Looks

Price: $4.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Cutie Cable Knit Fringe Scarf
Bundle up looking like a cozy cutie in this cable knit fringe scarf! Crafted from a cable knit material with fringe hems, this long scarf is the perfect warm layer for the season. Style with a matching beanie with straight-leg jeans and booties!

Shop Matching Beanie: Stay Toasty Cable Knit Beanie

Fit & Features
- Cable knit material
- Long fringe hems
- Long design
Style Number/Barcode: 07305-0482

Category Name: Winter Looks

Price: $10.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Stroll Colorblock Fringe Blanket Scarf
Layer on this adorable colorblock fringe blanket scarf for a cozy stroll to grab coffee! Composed of a soft fuzzy woven material with trendy fringe hems and a cute colorblock pattern, this long scarf is a stylish staple for the season. Pair with a trench coat and booties.

Fit & Features
- Soft fuzzy woven material
- Long fringe hems
- Long design
- Colorblock pattern
Style Number/Barcode: 07305-0471

Category Name: Winter Looks

Price: $3.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Perfectly Seasoned Plaid Crew Neck Mini Dress
Fabulous and flavor-filled, step into this plaid mini dress for the new season! The mini dress features fitted long sleeves, a classic crew neckline, and a flattering bodycon silhouette on stretchy knit fabric with a trendy plaid print. Complete the look in a moto jacket for a coffee shop hang!

Fit & Features
- Fitted long sleeves
- Crew neckline
- Bodycon silhouette
- Mini-length hem
- Plaid print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5247

Category Name: Winter Looks

Price: $9.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sweet And Sultry Cropped Bustier Top
Have your 'fit be a little sweet and sultry with this on-trend cropped bustier top! It features a sleeveless sweetheart neckline with a structured and padded bust for support, adjustable spaghetti straps for a customized fit, a chic corset-designed bodice with flexible boning, an angled cropped hem, and a snatched, form-hugging fit. Style this bustier with a faux leather mini skirt and clear heels for a girl's night out.

Fit & Features
- Sleeveless sweetheart neckline, structured and padded bust
- Adjustable spaghetti straps, small O-ring front and back details
- Corset-designed bodice, flexible boning inserts
- Back zipper and hook-eye closure
- Angled cropped hem, form-hugging fit
- Lined smooth knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4914

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Feeling Chilly Frayed Edge Knit Scarf
This adorable knit scarf will become your style staple to keep cozy all season! Composed of a soft brushed knit material with short frayed edges, this long scarf will add a trendy textured look to your winter 'fits. Layer over a sweater with dark wash jeans and ankle boots!

Fit & Features
- Soft brushed knit material
- Frayed edges
- Long design
Style Number/Barcode: 07305-0476

Category Name: Winter Looks

Price: $4.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Total Vibe Sheer Lace Flared Sleeve Bolero
Make your next going-out look a total vibe with this sultry sheer lace bolero! It features long fitted sleeves with flared-out hems, an ultra-cropped fit, and is composed of a textured sheer lace fabric. Style with the matching tube top for a seamless trendy look.

Shop Matching Top: Total Vibe Sheer Lace Tube Top

Fit & Features
- Long fitted sleeves, flared hems
- Ultra-cropped hem
- Textured sheer lace fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0443

Category Name: Winter Looks

Price: $9.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Shimmery Details Seven-Pack Rhinestone Ring Set
Sparkle and shine with the shimmery details of this trendy rhinestone ring set! The seven-pack ring set features rings with a simple sleek design, a chunky baguette design, dainty rhinestone-embellished designs, chain-link designs, and a statement ring with a circular rhinestone-embellished accent. Style this set with hoop earrings.

Fit & Features
- Seven-pack ring set
- Sleek design
- Chunky baguette design
- Rhinestone-embellished designs
- Chain-link designs
- Circular rhinestone-embellished accent
Style Number/Barcode: 07004-0376

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Carry On In Style Scrunch Shoulder Bag
Carry on in style toting this unique shoulder bag around! The nylon bag features a shoulder strap, an adjustable drawstring along the top for a scrunching effect, and a zipper closure revealing a spacious interior for your must-haves. Complete the look in a trendy puffer jacket.

Fit & Features
- Shoulder strap
- Adjustable drawstring, scrunch effect
- Zipper closure
- Spacious interior
- Nylon woven material
Style Number/Barcode: 07203-1957

Category Name: Winter Looks

Price: $12.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
New Lover Heart Charm Mini Satchel Handbag
Fall head over heels for this adorable mini satchel handbag! With its top handle, detachable chain shoulder strap, and front flap with snap-button closure plus a pretty strap with dazzling rhinestones and a metal heart lock charm, this mini bag is a must-have. Plus, its lined interior and faux leather texture make it as practical as it is chic. Style with stiletto heels for day or night plans.

Fit & Features
- Top handle, detachable chain shoulder strap
- Front flap, snap-button closure
- Strap accent, rhinestones, metal heart lock charm
- Spacious lined interior
- Faux leather texture material
Style Number/Barcode: 07203-1972

Category Name: Winter Looks

Price: $9.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Amp Up The Coziness Mock Neck Cropped Sweater
Amp up the coziness of your winter wardrobe with this adorable cropped sweater. It features a ribbed mock neckline, long wide dolman-style sleeves with ribbed hems, a ribbed cropped hem, a lower back cutout with a cute tie-back design, and a comfy relaxed fit. The knit fabric features an all-over honeycomb stitched pattern and offers plenty of stretch. Style this sweater with straight-leg jeans and ankle booties.

Fit & Features
- Ribbed mock neckline
- Long dolman sleeves, ribbed hems
- Ribbed cropped hem
- Lower back cutout, tie-back design
- Relaxed fit
- Knit fabric, honeycomb stitched pattern, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1789

Category Name: Winter Looks

Price: $15.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Only Cozy Vibes Turtleneck Cropped Sweater
This season it's only about the cozy vibes! This cropped sweater will bring that cute and comfy style. It features a classic turtleneck with a fold-over design, long wide batwing sleeves, a cropped hem, and a relaxed fit. The ribbed knit fabric offers plenty of stretch. Style this sweater with high-rise jeans and ankle booties for a coffee date!

Fit & Features
- Turtleneck, fold-over design
- Long batwing sleeves
- Cropped hem
- Relaxed fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1774

Category Name: Winter Looks

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Wild Card Leopard Faux Fur Bucket Hat
Make a bold fashion statement in this leopard faux fur bucket hat that is so of the moment. It features a classic bucket hat design with a short brim and a trendy leopard print on cozy faux fur material. Style with a long fringe scarf and ankle booties!

Fit & Features
- Classic bucket hat design
- Short brim
- Leopard print
- Faux fur material
- Woven lining
Style Number/Barcode: 07302-1567

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Timeless Classic Cable Knit A-Line Dress
Bring beauty and charm in this short dress! The mini dress features a V-neckline, long sleeves with flared cuffs, a short-length hem, and a flattering a-line silhouette on lightweight cable knit fabric. Complete the look with a ring set and boots for a casual occasion!

Fit & Features
- Long sleeves, flared cuffs
- V-neckline
- A-line silhouette
- Short-length hem
- Lightweight cable knit fabric
- Runs true to size
Style Number/Barcode: 05102-5355

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stunningly Twisted Hoop Earrings
Stunning for any outfit, these statement earrings are a must this season! They feature a mini hoop trio connected to a twisted hoop with a secure post-back closure. Style with a chunky sweater for casual day or night plans.

Fit & Features
- Mini hoop trio
- Twisted hoop
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1767

Category Name: Winter Looks

Price: $4.97 $9.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Luminous Shine Statement Eight-Pack Ring Set
Add a bit of sparkle with this statement ring set and let your unique fashion sense shine! Featuring a set of eight rings some with rhinestone and faux pearl embellishments in a variety of styles and designs. Complete the look in a cute sweater for a casual date!

Fit & Features
- Eight-pack ring set
- Rhinestone and faux pearl embellishments
- Various styles and design
Style Number/Barcode: 07004-0374

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free

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