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.

Luxe Glam Leopard Print Faux Fur Jacket
Fit & Features
- Leopard print faux fur fabric, sewn-in woven lining
- Lapel collar
- Long sleeves
- Open front
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0536

Category Name: Winter Looks

Price: $23.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Polished Cozy Houndstooth Eyelash Knit Cardigan
Fit & Features
- Soft eyelash knit fabric with moderate stretch, ribbed hems
- Houndstooth pattern
- V-neckline
- Button-down front
- Long sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-2253

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Preppy Style Striped Knit Crew Neck Sweater
Get your preppy vibes on with this striped knit crew neck sweater. With its relaxed fit and ribbed style, it's perfect for cozy days and effortlessly chic moments.

Fit & Features
- Striped knit fabric
- Crew neckline
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2193

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Fair Isle Two-Pack Socks
Fit & Features
- Pack includes two pairs of socks
- 1 solid color pair
- 1 fair isle print pair
- Knit fabrication
- Above-ankle length
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0340

Category Name: Winter Looks

Price: $4.97 $9.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Looking Sleek Under-The-Knee Block Heel Boots
Take sleek struts in these under-the-knee block heel boots! They're perfect for refreshing your look and are designed in half faux leather and spandex material.

Fit & Features
- Block heel
- Half faux leather, half spandex material
- Under-the-knee height
- Pointed toe
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-1103

Category Name: Winter Looks

Price: $19.97 $40.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Lavish Layers Faux Wool Trench Coat
Fit & Features
- Faux wool fabrication
- Removable faux fur collar
- Long sleeves
- Tie-waist belt with loops
- Side pockets
- Long hem length
- Runs true to size
Style Number/Barcode: 06201-0541

Category Name: Winter Looks

Price: $37.97 $84.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stripe Sensation Collared Pullover Sweater
Fit & Features
- Soft knit fabrication
- Collared neckline with single button closure
- Horizontal striped pattern
- Long sleeves with ribbed cuffs
- Pullover design
- Runs true to size
Style Number/Barcode: 06005-2248

Category Name: Winter Looks

Price: $6.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Bliss Faux Fur Bucket Hat
Fit & Features
- Oversized bucket design
- Faux fur fabrication
Style Number/Barcode: 07302-1734

Category Name: Winter Looks

Price: $8.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Mood Cable Knit Pullover Sweater
Fit & Features
- Open cable knit fabric
- Ribbed hems
- Crew neckline
- Long sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-2150

Category Name: Winter Looks

Price: $17.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Bold Chic Abstract Striped Knit Long Sleeve Top
Dive into chic vibes of this abstract striped knit long sleeve top. Featuring a square neckline and cropped hem, it's your go-to for a form-hugging fit.

Fit & Features
- Sweater knit fabric
- Abstract striped jacquard pattern
- Square neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-2176

Category Name: Winter Looks

Price: $32.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Sleek And Snug Ribbed Knit Sweater Top
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Collared neckline
- Zipper front closure
- Long fitted sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2250

Category Name: Winter Looks

Price: $11.97 $27.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Abstract Appeal Blanket Scarf
Fit & Features
- Soft knit fabrication
- Oversized blanket fit
- Multicolored abstract pattern
- Fringe hem
Style Number/Barcode: 07305-0513

Category Name: Winter Looks

Price: $8.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Stunning Sultry Satin Corset Top
Stunning and sultry, this sleek satin corset top is perf for date night! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset-designed front with a structured bust, a lattice front detail, and a mid-length flirty peplum hem. Style this top with your fave distressed jeans and chic mules.

Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps, back zipper and hook and eye closure
- Corset-designed front, structured bust
- Lattice front detail
- Mid-length peplum hem
- Satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1400

Category Name: Winter Looks

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Sassy Knits Long Sleeve Button Crop Top
A space dye knit top features fitted long sleeves, a scoop neckline with a button closure, and a sassy open front design that flaunts some skin along the cropped hem. Perfect for styling with jeans or skirts.

Fit & Features
- Space dye rib knit fabric, moderate stretch
- Fitted long sleeves
- Scoop neckline with button closure
- Open front design
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06005-2057

Category Name: Winter Looks

Price: $29.90

Availability: In Stock

Available Color: RUST

Available Size: XS, S, M, L
Chic Crew Ribbed Knit Sweater
Fit & Features
- Ribbed knit fabric with moderate stretch
- Crew neckline
- Drop shoulder bodice
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2252

Category Name: Winter Looks

Price: $11.97 $28.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Edgy Sleek Croc-Embossed Cabbie Hat
Chic vibes only with the edgy sleek croc-embossed cabbie hat. Rock the faux leather, short brim, and button accents for any virtual hangout or work sesh.

Fit & Features
- Croc-embossed patent faux leather material
- Cabbie hat design
- Short curved brim
- Dual button accents
Style Number/Barcode: 07302-1743

Category Name: Winter Looks

Price: $4.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Cozy Moments Two-Pack Slouch Socks
Fit & Features
- Pack includes two pairs of socks
- Variety of hues
- Mid-calf slouchy fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0342

Category Name: Winter Looks

Price: $4.97 $9.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Varsity Chic Button-Down Sweater Jacket
Fit & Features
- Knit fabric with moderate stretch
- "AC" embroidered script, striped ribbed hems
- Flat collared neckline
- Contrast long sleeves with tapered hems
- Button-down front, dual front pockets
- Tapered hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2246

Category Name: Winter Looks

Price: $6.97 $52.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Chic Allure Checkered Knit Sleeveless Vest
Fit & Features
- Knit fabrication
- V-neckline
- Sleeveless
- Checkered pattern
- Ribbed hem
- Long-sleeve top pictured not included
- Runs true to size
Style Number/Barcode: 06005-2251

Category Name: Winter Looks

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stay Cozy Ribbed Knit Pullover Hoodie
Hang out in this cozy ribbed knit pullover hoodie. With a drawstring hood, long sleeves, and a comfy fit, it's your go-to for effortless style and warmth.

Fit & Features
- Ribbed sweater knit fabric
- Drawstring hooded neckline
- Long sleeves with tapered hems
- Mid-length tapered hem
- Runs true to size
Style Number/Barcode: 06005-2164

Category Name: Winter Looks

Price: $32.90

Availability: Out of Stock
Product Badge:
- Ships Free
Sway With The Palm Print Mesh Duster
Sway with the breeze in this palm print mesh duster to layer over your chic vacation or pool party look! The duster has fitted long sleeves and an open front design giving everyone a peek at your cute self, and a flowy longline hem. Complete the look in flat sandals and sunnies!

Fit & Features
- Palm print
- Stretchy sheer mesh fabric
- Long fitted sleeves
- Flowy longline hem
- Runs true to size
Style Number/Barcode: 06202-0445

Category Name: Winter Looks

Price: $16.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Classic Charm Plaid Trench Coat
Shop Matching Bottoms: Classic Charm Plaid Wrap Skort

Fit & Features
- Faux wool fabrication with smooth woven lining, no stretch
- Plaid pattern
- Collared neckline, double-breasted button closure
- Long sleeves with buttoned straps
- Lined slant pockets
- Long length hem
- Runs true to size
Style Number/Barcode: 06201-0507

Category Name: Winter Looks

Price: $9.97 $74.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Always Ahead High-Rise Flare Pants
You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.

Shop Matching Top: Always Ahead One-Shoulder Tunic Top

Fit & Features
- High-rise elastic banded waist
- Hip-hugging fit
- Flared hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06502-2398

Category Name: Winter Looks

Price: $5.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cozy Factor Ribbed Knit Off-The-Shoulder Sweater
Fit & Features
- Ribbed knit fabric with moderate stretch
- Off-the-shoulder neckline, fold-over design
- Long sleeves
- Oversized fit
Style Number/Barcode: 06005-2152

Category Name: Winter Looks

Price: $15.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free

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