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.

Always Ready Quilted Puffer Tote Bag
With this quilted puffer tote bag, you'll enjoy its fashion and functionality of being on the go! It features a shoulder straps that allows for easy carrying and a spacious canvas interior with plenty of room for all your essentials and a pocket. Complete the look in block heel booties for a cute, everyday style!

Fit & Features
- Shoulder strap
- Spacious canvas interior, pocket
- Quilted puffer material
Style Number/Barcode: 07203-1609

Category Name: Winter Looks

Price: $3.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Iconic Way Six-Pack Rhinestone Ring Set
Finish your look in an iconic way with this six-pack ring set! Sleek hematite plating shapes this set featuring rings with various designs and rhinestone embellishments to give your fingers some glitz. Style with a moto jacket for a concert or party!

Fit & Features
- Six-pack ring set
- Hematite plating
- Rhinestone embellishments
- Various designs
Style Number/Barcode: 07004-0383

Category Name: Winter Looks

Price: $3.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Songs Of Love Heart Trim Panama Hat
Add some love to your style with this heart trim panama faux wool hat! Featuring a heart trim and wide brim, this hat spreads the love while protecting you from the sun. Complete the look in a trendy plaid trench coat for a farmer's market or festival!

Fit & Features
- Wide brim
- Heart trim
- Panama style
- Faux wool material
Style Number/Barcode: 07302-1543

Category Name: Winter Looks

Price: $12.97 $25.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Amp Up The Glitz Rhinestone Fringe Earrings
Amp up the glitzy vibes of your dressy look with these rhinestone fringe earrings! They feature a square-shaped post adorned with small rhinestone embellishments and a long cascading rhinestone fringe design for that extra glam flair. Style with a sleek satin formal dress and stilettos.

Fit & Features
- Square-shaped post, small rhinestone embellishments
- Long rhinestone fringe design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1870

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Stylish Staple Tie-Front Ribbed Knit Midi Dress
This adorable tie-front midi dress is a stylish staple for an effortlessly chic look! It features a crew neckline, long fitted sleeves, a tie-front design at the waist, a mid-length hem with a high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Pair with ankle booties!

Fit & Features
- Stretchy ribbed knit fabric
- Crew neckline
- Long fitted sleeves
- Tie-front waist design
- High side slit
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-5248

Category Name: Winter Looks

Price: $5.97 $28.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Read Between The Lines Contrast Crop Top
Read between the lines and you'll see just how cute this crop top is! Perfect for everyday styling, it features fitted long sleeves, a contrast trim square neckline and underbust, and a cropped hem on stretchy rib knit fabric. Complete the look in trendy cargo pants for an elevated style!

Fit & Features
- Fitted long sleeves
- Contrast trim square neckline
- Contrast trim underbust
- Cropped hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06002-1744

Category Name: Winter Looks

Price: $10.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Going In Circles Dainty Necklace
You'll be going in circles over how dainty and pretty this necklace is! It features a delicate chain link and a sleek mini-hoop charm that will add just the right touch of sparkle to your look. Complete the look in a satin blouse and trousers for a chic style.

Fit & Features
- Delicate chain link
- Mini hoop charm
- Back adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-1685

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Glam Extravagance Rhinestone Hoop Earrings
Experience glamour in these rhinestone hoop earrings! Elegantly embellished with iridescent rhinestones, these statement chunky hoops will add luxury and sparkle to any ensemble. Complete the look in rhinestone heels for a dressy birthday party!

Fit & Features
- Iridescent rhinestone embellishments
- Chunky hoop open-ended design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1873

Category Name: Winter Looks

Price: $6.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Top Tier Faux Leather Charm Foldover Boots
Show off your fashion-forward style in these below-the-boots! The foldover design and charm detail add a unique touch, and the pointed toe and stiletto heel create a statement-making sleek style on faux leather material. Complete the look with a cute mini tote bag for day or night plans!

Fit & Features
- Pointed toe
- Stiletto heel
- Foldover design, charm detail
- Below-the-knee shaft length
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0994

Category Name: Winter Looks

Price: $12.97 $48.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
High Class Mock Neck Long Sleeve Midi Dress
Enjoy feeling like a boss in this high-class midi dress! The fitted long sleeves with thumbholes offer protection without compromising style, while the mock neckline, bodycon silhouette, and midi-length hem create a sleek and modern look. The stretchy ribbed knit fabric has a full-length lining. Complete the look with statement booties for a dinner downtown!

Fit & Features
- Fitted long sleeves with thumbholes
- Mock neckline
- Bodycon silhouette
- Midi-length hem
- Stretchy ribbed knit fabric, full-length knit lining
- Runs true to size
Style Number/Barcode: 05102-5396

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Chic Moves Snake Print Faux Leather Booties
Showcase only chic moves in these on-trend snake print faux leather booties! They feature an above-the-ankle height with an inner zipper closure for easy on-and-off styling, a square-shaped toe, a block heel, and a sleek snake print on the embossed faux leather material. Pair these booties with a mini handbag.

Fit & Features
- Above-the-ankle height
- Inner zipper closure
- Square-shaped toe
- Block heel
- Snake print
- Embossed faux leather material
- Runs true to size
Style Number/Barcode: 07403-1744

Category Name: Winter Looks

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Walk Like A Stud Faux Suede Stiletto Booties
With these faux suede booties, you'll be walking like a stud! Designed with a sleek pointed toe, stiletto heel, and a mini stud trim. Complete the look in a trench coat for a high-fashion vibe.

Fit & Features
- Pointed toe
- Stiletto heel
- Mini stud trim
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1745

Category Name: Winter Looks

Price: $9.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fantasy Girl Metallic Bandage Corset Top
Look like a fantasy come true in this metallic bandage corset top! This stylish, strapless sweetheart neckline top is designed with flexible boning inserts, non-slip grip lining, and a back zipper and hook-eye closure for a secure fit. The cropped hem and metallic bandage seamless knit fabric make it the perfect top to stand out from the crowd! Style with the matching bottoms.

Shop Matching Bottoms: Fantasy Girl Metallic Bandage Mini Skirt

Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning inserts
- Cropped hem
- Metallic bandage seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1818

Category Name: Winter Looks

Price: $6.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cutest Style Pearl Embellished Sweater Topper
Show off the cutest style with this adorable sweater topper! It features a turtleneck with a fold-over design, long loose sleeves with tapered hems, chic faux pearl embellishments at the top of the sleeves, an ultra-cropped hem, and is composed of a comfy ribbed sweater knit fabric. Style with the matching sweater knit tank top and a pair of faux leather leggings!

Shop Matching Top: Cutest Style Sweater Knit Tank Top

Fit & Features
- Fold-over turtleneck
- Long loose sleeves, tapered hems
- Faux pearl embellishments
- Ultra-cropped hem
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1909

Category Name: Winter Looks

Price: $3.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Let's Keep It Cute Open Back Crop Top
Keep it cute in this crop top for your upcoming plans! It features fitted long sleeves, a mock neckline, a cropped hem, and a flirty open cutout back with tie closure on smooth rib-knit double-lined fabric. Style with trendy cargo joggers for an edgy fashion look!

Fit & Features
- Fitted long sleeves
- Mock neckline
- Cropped hem
- Open cutout back, tie closure
- Smooth rib knit, double-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1706

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Warm My Heart Rhinestone Eyelash Knit Sweater
This eyelash knit sweater will warm your heart this chilly season! It features fitted long sleeves, a crew neckline, front cutouts with glam rhinestone embellished hearts, and a cropped hem. Style with denim jeans to complete the look!

Fit & Features
- Fitted long sleeves
- Crew neckline
- Front cutouts, rhinestone embellished hearts
- Cropped hem
- Eyelash knit fabric, soft and stretchy
- Runs true to size
Style Number/Barcode: 06005-1902

Category Name: Winter Looks

Price: $11.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stylishly Elevated Lace-Up Mini Sweater Dress
Stylishly elevate your 'fits this season with this adorable mini sweater dress. It features a V-neckline, long fitted sleeves, a chic lace-up design down the side seam, a mini-length hem with a short front slit, and a bodycon silhouette to hug your gorgeous curves. The ribbed sweater knit fabric offers plenty of stretch. Pair with over-the-knee boots!

Fit & Features
- V-neckline
- Long fitted sleeves
- Lace-up side seam design
- Mini-length hem, short front slit
- Bodycon silhouette
- Ribbed sweater knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1805

Category Name: Winter Looks

Price: $6.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Classic Style Icon Plaid Mini Skort
This adorable plaid mini skort is a perf pick for a classic style icon like you. Designed with a chic all-over plaid print pattern, this skort features a high-rise waist, a mini-length asymmetric overlay with a side slit, and fitted shorts. The woven fabric has minimal stretch. Complete your look with a cropped sweater and knee-high boots!

Fit & Features
- High-rise waist
- Hidden back zipper closure
- Mini-length asymmetric overlay, side slit
- Fitted shorts
- Plaid print
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0377

Category Name: Winter Looks

Price: $9.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Upgraded Style Faux Leather Wide-Leg Pants
Upgrade your wardrobe with these stylish faux leather pants! They feature a high-rise waist, side pockets, and lower flap pockets along the wide-leg while the faux leather fabric creates a modern look that is sure to get you all the compliments. Complete the look in a moto jacket.

Fit & Features
- High-rise waist
- Side pockets, front button and zipper closure
- Wide-leg silhouette
- Lower flap pockets
- Faux leather fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06402-1375

Category Name: Winter Looks

Price: $9.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sleek Faux Leather Corset Belt
Showcase your chic style in this sleek faux leather corset belt. It features a curved under-the-bust design with a front smooth faux leather finish. Pair this belt over an oversized button-down top and sleek bottoms for a trendy 'fit.

Fit & Features
- Corset belt
- Curved under-the-bust design
- PU material
- Elastic sides
- Back snap button closures
Style Number/Barcode: 07301-1104

Category Name: Winter Looks

Price: $3.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Like No Other Reversible Satin Bomber Jacket
A bomber jacket like no other! Layer on this trendy reversible satin jacket featuring a cozy faux fur side and a sleek satin side perfect for whatever vibe you want. It's designed with long sleeves and elasticized cuffs, a hoodie neckline and front zipper closure, side flap pockets to keep your hands warm, and an elasticized banded hem. Complete the look in boots for day or night plans!

Fit & Features
- Long sleeves, elasticized cuffs
- Hoodie neckline, front zipper closure
- Side flap pockets, snap-button closures
- Elasticized banded hem
- Reversible design, faux fur side, satin side
- Runs true to size
Style Number/Barcode: 06201-0390

Category Name: Winter Looks

Price: $9.97 $76.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Instant Sensation Surplice Long Sleeve Crop Top
This crop top lets your outfit be an instant sensation! It features fitted long sleeves, a surplice V-neckline, and a fitted crop hem on smooth double-lined knit fabric for a buttery soft feel. Style with high-rise jeans and a coat for an instant slay!

Fit & Features
- Fitted long sleeves
- Surplice V-neckline
- Fitted crop hem
- Double-lined knit fabric, soft and stretchy
- Runs true to size
Style Number/Barcode: 06002-1732

Category Name: Winter Looks

Price: $9.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Giving Me Cozy Feels Eyelash Surplice Sweater
This cute surplice sweater will give you cozy feels! With its long sleeves and V-neckline, this top is designed for easy layering. The twisted surplice bodice adds a special touch, while the soft, eyelash knit fabric offers comfort. Complete the look in jeans and boots for a classic winter style!

Fit & Features
- Long sleeves
- V-neckline
- Surplice twisted bodice
- Cropped hem
- Soft eyelash knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1919

Category Name: Winter Looks

Price: $17.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cutest Style Sweater Knit Tank Top
Show off the cutest style with this adorable sweater knit tank top! It features a sleeveless V-neckline, thin tank shoulder straps, a fitted cropped hem, and is composed of a comfy ribbed sweater knit fabric. Style with the matching sweater topper and a pair of faux leather leggings!

Shop Matching Topper: Cutest Style Pearl Embellished Sweater Topper

Fit & Features
- Sleeveless V-neckline
- Thin tank shoulder straps
- Fitted cropped hem
- Ribbed sweater knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1918

Category Name: Winter Looks

Price: $6.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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