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.

Sweet Crush Long Sleeve Cable Knit Sweater Topper
A cable knit sweater topper features cozy fitted long sleeves, a crew neckline, and an ultra-cropped hem perfect for layering over your favorite outfits.

Shop Matching Crop Top & Skort: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush High Rise Belt Knit Mini Skort

Fit & Features
- Cable knit fabric, moderate stretch
- Fitted long sleeves
- Crew neckline
- Ultra-cropped length hem
- Runs true to size
Style Number/Barcode: 06005-2031

Category Name: Winter Looks

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cute In The City V-Neck Knit Midi Dress
You'll be looking cute in the city in this casual midi dress perfect for a dinner date! It features bell long sleeves, a front and back V-neckline, and a flattering bodycon silhouette on rib knit fabric with a sewn-in knit lining. Complete the look with a chic crossbody bag.

Fit & Features
- Rib knit fabric, sewn-in knit lining
- Moderate stretch
- Bell long sleeves
- Front and back V-neckline
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5192

Category Name: Winter Looks

Price: $19.97 $33.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Edgy Attitude Faux Leather Under-The-Knee Boots
These chic faux leather under-the-knee boots will give your outfits an edgy attitude you'll love. They feature an under-the-knee design with asymmetric stitching and trendy studded accents, buckle straps at the ankle, an inner zipper closure for easy on-and-off styling, a round-shaped toe, and a tall block heel. Style with a mini dress and an oversized blazer!

Fit & Features
- Under-the-knee design, pull tabs
- Asymmetric stitching, studded accents
- Buckle straps at the ankle
- Inner zipper closure
- Round toe, tall block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0968

Category Name: Winter Looks

Price: $9.97 $58.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sultry Swoon Satin Mesh Corset
Make everyone swoon for your sultriness in this satin corset top featuring sheer mesh long sleeves, a sweetheart neck with mesh overlay, an underwire, padded bust, back hook-eye closures, and flexible boning inserts along the fitted, crop hem. Style with a faux leather mini skirt for a night out!

Fit & Features
- Sheer mesh long sleeves
- Sweetheart neck with mesh overlay
- Underwire padded bust
- Back hook-eye closures, flexible boning inserts
- Fitted, crop hem
- Lined satin fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06003-2409

Category Name: Winter Looks

Price: $6.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Near And Sheer Texture Mock Neck Crop Top
Look effortlessly chic in this mock neck crop top. Crafted from a textured sheer knit fabric, this top features a mock neckline, center front ruched seam and slit, and long sleeves with flare cuffs for an elevated look. Style with high-rise pants for grabbing dinner and drinks!

Fit & Features
- Long sleeves with flare cuffs
- Mock neckline
- Center front ruched seam and slit
- Cropped hem
- Sheer texture knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4995

Category Name: Winter Looks

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
City-Chic Nylon Belted Trench Vest
Create a city-chic vibe with this sleek nylon belted trench vest! Designed with a smooth nylon woven fabric, it features a lapel collar for a structured look and a classic double-breasted design with two rows of buttons. The tie-front belt allows you a cinched fit on the relaxed silhouette. Layer this vest over a bodysuit with jeans and ankle booties!

Fit & Features
- Non-stretch nylon fabric, woven lining
- Lapel collar
- Double-breasted design
- Tie-front belt
- Dual front pockets
- Relaxed silhouette
- Runs true to size
Style Number/Barcode: 06204-1744

Category Name: Winter Looks

Price: $6.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cutesy Casual Rosette Lace Knit Cami Top
This cutesy casual knit cami top is an adorable essential with its dainty lace trim and small rosette accent. Pair with your fave lightweight cardigan.

Fit & Features
- Pointelle knit fabric, high stretch
- Sleeveless V-neckline, dainty lace trim
- Small rosette accent
- Spaghetti straps
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2021

Category Name: Winter Looks

Price: $6.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Toasty Babe Long Sleeve Rib Knit Crop Top
A long sleeve rib knit crop top boasts a scoop neckline with dual hook-eye closures and a center slit design to flaunt skin. Style with a mini skirt for going out.

Fit & Features
- Rib knit stretchy fabric
- Fitted long sleeves
- Scoop neckline
- Dual hook-eye closures
- Center slit design
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06005-2034

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chic Muse Ribbed Knit Cutout Crop Top
Keep it chic with this ribbed knit cutout crop top. Featuring a turtleneck, bust cutout, and v-shaped hem, this top is your go-to for standout style.

Fit & Features
- Ribbed knit fabrication
- Turtleneck neckline
- Cutout at the bust
- Long sleeves
- Cropped v-shaped hem
- Runs true to size
Style Number/Barcode: 06005-2096

Category Name: Winter Looks

Price: $32.90

Availability: In Stock

Available Color: BURGUNDY, CHARCOAL

Available Size: XS, S, M, L
Chic Mood Snake Print Faux Suede Trench Coat
Elevated and oh-so-chic, this faux suede trench coat has a trendy snake print that will dress up your everyday 'fits. It features a lapel collar, long sleeves with buckle strap accents, a belted waist with a matching buckle for a cinched silhouette, and a long-length hem with a back slit. Style with the matching mini skirt!

Shop Matching Bottoms: Chic Mood Snake Print Faux Suede Mini Skirt

Fit & Features
- Snake-printed faux suede fabric with knit lining, minimal stretch
- Lapel collar
- Long sleeves with buckle strap accents
- Belted waist with buckle detail
- Long-length hem, back slit, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1905

Category Name: Winter Looks

Price: $9.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
To The Point Faux Leather Booties
These faux leather booties are essential for dressing up or down! They feature sleek pointed-toe, block-heel, and side knit panels for easy pull-on/off styling. Complete the look in a polished trench coat.

Fit & Features
- Pointed-toe
- Block heel
- Side knit panels
- Easy pull-on/off styling
- Faux leather material
Style Number/Barcode: 07403-1634

Category Name: Winter Looks

Price: $5.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Glitzy Icon Rhinestone Draped Straight-Leg Jeans
Radiate glitzy iconic vibes in these on-trend rhinestone-adorned straight-leg jeans! They feature a high-rise waist, a glam front rhinestone and ball-chain draped design that continues down the leg, distressed detailing, and a casual straight-leg fit. The cotton-blend denim fabric has a vintage-style color faded effect and offers a rigid fit with no stretch. Complete your look with a cropped bustier and clear mules.

Fit & Features
- High-rise waist
- Front rhinestone and ball-chain draped design
- Distressed detailing
- Straight-leg silhouette
- Five-pocket and belt loop design, hidden front zipper, button closure
- Cotton-blend denim fabric, vintage-style color fading, rigid fit, no stretch
- Runs true to size
Style Number/Barcode: 06602-0446

Category Name: Winter Looks

Price: $9.97 $69.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
On The Go Girl Faux Leather A-Line Midi Skirt
For the girl on the go, look sleek and classy in this faux leather midi skirt everywhere! The midi-length skirt features a high-rise belted waist, belt loop accents, a front button-down design, and a flattering A-line silhouette. Complete the look in a faux leather jacket and booties for a chic style!

Fit & Features
- High-rise belted waist
- Belt loop accents
- Front button-down design
- A-line silhouette
- Midi-length hem
- Faux leather fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0643

Category Name: Winter Looks

Price: $9.97 $49.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Elevated Cozy Half-Zip Cable Knit Sweater
Elevate your look for the cozy season with this chic cable knit sweater featuring a collared neckline with a half-zip front, long sleeves with ribbed hems, and a mid-length relaxed fit. Style with a plaid skirt and knee-high boots!

Fit & Features
- Cable knit fabric with moderate stretch
- Collared neckline
- Half-zip front
- Long sleeves with ribbed hems
- Mid-length ribbed hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2100

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Big Time Sparkle Rhinestone Skinny Denim Jeans
Upgrade your look in these sparkly denim jeans showcasing major bling! They feature a flattering high-rise waist, rhinestone fringe pocket detailing for a glam style, and a skinny-leg silhouette on medium-wash denim fabric. Complete the look in a glitzy bustier for an NYE party or a night on the town!

Fit & Features
- High-rise waist
- Rhinestone fringe detailing on the pockets
- Skinny-leg silhouette
- Front button and zipper closure, belt loop accents
- Five-pocket styling
- Medium-wash denim fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0469

Category Name: Winter Looks

Price: $6.97 $65.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Snuggly Chic Colorblock Striped Chenille Cropped Sweater
Feel snuggly and chic in this colorblock striped chenille cropped sweater with cozy long sleeves and a boat neckline. Pair with a mini skort and boots.

Fit & Features
- Chenille knit fabrication, moderate stretch
- Boat neckline
- Colorblock striped pattern
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-2085

Category Name: Winter Looks

Price: $15.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fabulous Flair Leopard Faux Fur Trench Coat
Create the perf mob wife aesthetic with this leopard print faux fur trench coat featuring a lapel collar, long sleeves, a button-down front, and a long-length hem with a relaxed fit. Style with tights and knee-high boots!

Fit & Features
- Leopard print faux fur fabric with smooth woven lining, no stretch
- Lapel collar
- Long sleeves
- Button-down front closures
- Dual front lined pockets
- Long-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0495

Category Name: Winter Looks

Price: $26.97 $59.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
High Appeal Mock Neck Bodycon Mini Dress
A must-have basic for the upcoming season! This dress features fitted long sleeves, a mock neck, a flattering bodycon silhouette, and a mini-length hem. It's composed of a cotton-blend knit fabric with a moderate stretch for comfort. Complete the look in strappy heels for a birthday brunch!

Fit & Features
- Fitted long sleeves
- Mock neck
- Bodycon silhouette
- Mini-length hem
- Cotton-blend knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5152

Category Name: Winter Looks

Price: $26.90

Availability: In Stock

Available Color: CHARCOAL

Available Size: S, M, L
Cool Captured High Rise Cargo Denim Jeans
Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers!

Fit & Features
- High-rise waist
- Straight-leg silhouette
- Side and back cargo flap pockets, seam detailing
- Front button and hidden zipper closure
- Belt loop accents, three-pocket styling
- Medium wash denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0516

Category Name: Winter Looks

Price: $49.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Layered Cutie Oversized Crochet Cardigan
From beach strolls to sitting by the fire pit, this crochet cardigan is the perfect layer for a cute look. It features an oversized silhouette with slouchy short sleeves, an open front design, and a mid-length hem. Complete the look in a cute denim romper and sandals!

Fit & Features
- Sheer crochet fabric, no stretch
- Slouchy short sleeves
- Open front design
- Oversized silhouette
- Runs true to size
Style Number/Barcode: 06005-1999

Category Name: Winter Looks

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cuddle Glam Faux Leather Sherpa Lined Puffer Vest
A faux leather puffer vest you'll be reading for every chilly season! The sleeveless vest is designed with a sleek puffer exterior with convenient side pockets and a cozy soft faux sherpa inside lining to help keep you extra warm. Pair with jeans.

Fit & Features
- Faux leather fabrication
- Soft faux sherpa lining
- Collared neckline
- Zipper-front closure
- Side pockets with smooth woven lining
- Cropped elasticized hem
Style Number/Barcode: 06201-0497

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stylish Layer Rib Knit Leg Warmers
Stay cozy with these rib knit leg warmers! Their calf-length fit provides warmth and comfort to your legs while adding a stylish touch to any look. Complete the look in a flirty skirt and sweater!

Fit & Features
- Rib knit leg warmers
- Calf-length fit
- Soft and comfortable
Style Number/Barcode: 07306-000001

Category Name: Winter Looks

Price: $9.90

Availability: In Stock

Available Color: BROWN, BURGUNDY, IVORY

Available Size: NS
Preppy Impression Striped V-Neck Sweater Crop Top
Make a preppy impression in this sweater crop top featuring cozy long sleeves and a striped V-neckline. The knit fabric offers comfortable stretch and softness perfect for pairing with your favorite bottoms and boots.

Fit & Features
- Soft and stretchy knit fabric
- Long sleeves
- Striped V-neckline
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06005-2055

Category Name: Winter Looks

Price: $36.90

Availability: Out of Stock
Product Badge:
- Sale
Cozy Style Ribbed Knit Oversized Sweater
Comfy and cozy, this ribbed knit sweater features a mock neckline, long dolman-style sleeves, short side slit accents, and the perfect oversized fit. Pair with biker shorts for a casual look, or a faux leather mini skirt for a dressier vibe.

Fit & Features
- Cotton-blend ribbed knit fabric, moderate stretch
- Mock neckline
- Long dolman sleeves
- Short side slits
- Oversized fit
Style Number/Barcode: 06005-2206

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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