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.

Chill Days Ombre Striped Knit Cardigan
This adorable and cozy striped knit cardigan is perfect for those chill laidback days! It features a V-neckline, a complete button-down front, long balloon-style sleeves with tapered hems, a relaxed fit, and a trendy ombre striped pattern on the ribbed sweater knit fabric. Complete your cute and casual look with distressed jeans and ankle boots.

Fit & Features
- V-neckline
- Complete button-down front design
- Long balloon sleeves, tapered hems
- Relaxed fit
- Ombre striped pattern
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1878

Category Name: Winter Looks

Price: $6.97 $44.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Slick Style Faux Leather Cropped Puffer Jacket
Amp up your cold-weather 'fits with this faux leather cropped puffer jacket that brings a slick style. It features a collared neckline, long sleeves with cinched hems, a zip and button-down front, a cropped cinched hem, and a relaxed fit. The sleek faux leather fabric features a quilted puffer design. Layer this jacket over a mock neck bodysuit with cargo pants and combat boots!

Fit & Features
- Collared neckline
- Long sleeves, cinched hems
- Complete zip-front
- Button-down front
- Cropped cinched hem, relaxed fit
- Quilted puffer design, faux leather fabric
- Runs true to size
Style Number/Barcode: 06201-0377

Category Name: Winter Looks

Price: $9.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Elevated Cozy Open Back Cropped Sweater
Amp up your casual looks with this elevated cozy cropped sweater. It features a crew neckline, long sleeves with a trendy cutout patterned trim, a bold open back with tie-back straps, and a cropped relaxed fit. The sweater knit fabric features ribbed hems. Style this cute top with cargo pants and ankle boots.

Fit & Features
- Crew neckline
- Long sleeves, cutout patterned trim
- Open-back design, tie-back straps
- Cropped relaxed fit
- Sweater knit fabric, ribbed hems
- Runs true to size
Style Number/Barcode: 06005-1868

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Cozy Fave Sweater Knit Bolero
This cute and cozy sweater knit bolero will become a new fave to layer over your everyday looks. It features long dolman-style sleeves with tapered hems, an ultra-cropped hem, and a comfy relaxed fit. Pair this adorable bolero over a crop top with high-rise jeans for a casual coffee date.

Fit & Features
- Long dolman sleeves, tapered hems
- Ultra-cropped hem
- Relaxed fit
- Ribbed sweater knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1863

Category Name: Winter Looks

Price: $15.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Trendy Upgrade Off-The-Shoulder Crop Top
This cute sweater knit crop top is a trendy upgrade to everyday basics! It features an off-the-shoulder neckline with long fitted sleeves, a partial hook and eye front closure design, and a fitted cropped hem for a snatched look. The ribbed sweater knit fabric offers plenty of stretch. Style this top with high-rise jeans and clear-heel mules.

Fit & Features
- Off-the-shoulder neckline
- Long fitted sleeves
- Partial hook and eye front closure design
- Fitted cropped hem
- Ribbed sweater knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1787

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Weather Faux Fur Bucket Hat
This adorable faux fur bucket hat is a cozy must-have for your cold-weather 'fits! It features a classic bucket hat design composed of an ultra-plush faux fur material with a smooth woven lining. Style with a sherpa-lined jacket for all the comfy vibes this season!

Fit & Features
- Classic bucket hat design
- Short brim
- Faux leather material
- Woven interior
Style Number/Barcode: 07302-1568

Category Name: Winter Looks

Price: $4.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Love For Cozy Season Plaid Heart Print Scarf
This adorable plaid heart print scarf will show off your love for the cozy season! Composed of a soft woven material with short fringe hems, this long scarf features a classic plaid print and the cutest all-over heart pattern with a two-tone design. Layer over a sweater dress with over-the-knee boots!

Fit & Features
- Soft woven material
- No stretch
- Short fringe hems
- Plaid print, heart pattern
- Two-tone design
- Long design
Style Number/Barcode: 07305-0483

Category Name: Winter Looks

Price: $3.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Classic Cozy Surplice Cropped Sweater
This classic cozy cropped sweater is a chic winter season staple! It features a wide V-neckline that can be worn off-the-shoulder, a surplice wrap-front design, long dolman-style sleeves with tapered hems, a cropped hem, and a relaxed comfy fit. Pair this adorable top with a midi skirt and ankle boots for a casual holiday party.

Fit & Features
- V-neckline, surplice front design
- Long dolman sleeves, tapered hems
- Cropped hem
- Relaxed fit
- Sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1865

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Everyday Look Sleek Hoop Earrings
Make your everyday look shine with these stunning hoop earrings! Their sleek design and post-back closure make them perfect for any occasion. Complete the look in a trendy sweater dress and boots for a coffee shop hang!

Fit & Features
- Sleek hoop design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1829

Category Name: Winter Looks

Price: $4.97 $10.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Like A Charm Dainty Lariat Necklace
This dainty necklace works like a charm with every outfit! It features a lariat-style design on a chain link with coin charms and a lobster clasp closure. Complete the look with bangle bracelets for a dance party!

Fit & Features
- Dainty lariat-style design
- Chain link
- Coin charms
- Lobster clasp closure
Style Number/Barcode: 07002-1642

Category Name: Winter Looks

Price: $3.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Top Trendsetter Textured Faux Fur Coat
Show off your trendy allure with this of-the-moment faux fur coat! It features a lapel-collared neckline, long sleeves, a snap button-down front, lined side pockets, and a relaxed silhouette. The ultra-plush textured faux fur fabric includes a smooth woven lining. Layer this luxe coat over a sweater dress paired with knee-high boots!

Fit & Features
- Lapel-collared neckline
- Long sleeves
- Complete snap button-down front design
- Dual lined side pockets
- Relaxed fit
- Textured faux fur fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0383

Category Name: Winter Looks

Price: $25.97 $56.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Feeling Cozy Eyelash Knit Cropped Cardigan
This trendy eyelash knit cropped cardigan will have you feeling so cozy this season! It features a V-neckline leading to a button-down front, long fitted sleeves, and a fitted cropped hem. The ultra-soft and fuzzy ribbed eyelash knit fabric offers plenty of stretch for comfortable wear. Style this cardigan with high-rise jeans and ankle booties for a coffee run with your bestie!

Fit & Features
- V-neckline
- Complete button-down front
- Long fitted sleeves
- Fitted cropped hem
- Ribbed eyelash knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1860

Category Name: Winter Looks

Price: $6.97 $38.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cozy Time Large Plaid Scarf
This adorable plaid scarf is a cold-weather must-have for keeping cozy and styling with your everyday winter 'fits! The large scarf features a soft knit material with short frayed edges and the cutest plaid printed pattern. Layer over a turtleneck bodysuit with straight-leg jeans and ankle booties.

Fit & Features
- Soft knit material
- No stretch
- Frayed edges
- Plaid print
- Large design
Style Number/Barcode: 07305-0487

Category Name: Winter Looks

Price: $4.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Forever Fabulous Faux Fur Knit Duster
Layer on this chic ribbed knit duster for a forever fabulous look! Featuring a removable faux fur collar accent, long fitted sleeves, a tie-front design, and a long-length flowy silhouette, this duster can be dressed up or down depending on your mood! The ribbed knit fabric offers a moderate stretch. Complete your look with ankle booties.

Fit & Features
- Removable faux fur collar, button attachments
- Long fitted sleeves
- Tie-front
- Long-length flowy silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1785

Category Name: Winter Looks

Price: $18.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cold Weather Cutie Long Plaid Scarf
Layer on the cutest plaid scarf over all of your cold-weather 'fits! Composed of a cozy soft knit material with thin fringe hems and an adorable plaid print pattern, this long scarf is the perf comfy addition to your winter wardrobe. Complete the look with ankle boots.

Fit & Features
- Soft knit material
- No stretch
- Thin fringe hems
- Plaid print
- Long design
Style Number/Barcode: 07305-0485

Category Name: Winter Looks

Price: $3.97 $15.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Comfy Cute Sweater Knit Bolero Hoodie
Comfy and cute, you'll want to style this sweater knit bolero hoodie over all of your everyday 'fits! It features an open front, a hooded design, long sleeves, and an ultra-cropped hem. The ribbed sweater knit fabric offers plenty of stretch. Layer over a bodysuit paired with high-rise jeans and ankle boots.

Fit & Features
- Open front
- Hooded design
- Long sleeves, tapered hems
- Ultra-cropped hem
- Ribbed sweater knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1858

Category Name: Winter Looks

Price: $14.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Chic Mood Pearl Flower Detail Beret
This trendy detailed beret will have you in a chic mood all winter long! It features a classic beret design crafted with a soft fuzzy faux wool material decorated with small flower accents with center faux pearl details and faux pearls throughout. Style with a cable knit sweater and a mini skirt!

Fit & Features
- Classic beret design
- Fuzzy faux wool material
- Minimal stretch
- Small flower accents
- Faux pearl details
Style Number/Barcode: 07302-1507

Category Name: Winter Looks

Price: $4.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
City Chic Quilted Puff Faux Fur Pom Beanie
This chic quilted puff faux fur pom beanie is perf for a trip to the city this winter season! It features a wide ribbed knit hem, a trendy quilted puff design, and a top fuzzy faux fur pom accent. Style with a sherpa-lined jacket!

Fit & Features
- Ribbed knit hem
- Quilted puff design, smooth woven material
- Faux fur pom detail
Style Number/Barcode: 07302-1508

Category Name: Winter Looks

Price: $4.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Seeing Double Hoop Earrings
Your mind isn't playing tricks, these hoop earrings feature an eye-catching double-hoop design with a post-back closure for a secure fit. Complete the look with a fab ring set.

Fit & Features
- Double-hoop design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1825

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Iconic Sheen Crinkle Satin Maxi Skirt
Give off an iconic sheen in this sleek satin maxi skirt perfect for dressing up your looks! It features a high-rise waist, a maxi-length hem with a flowy silhouette, and is composed of a chic crinkle satin woven fabric that will elevate the 'fit. Style this skirt with a corset top and rhinestone heels for a holiday party!

Fit & Features
- High-rise waist, thin elastic band
- Maxi-length hem
- Flowy silhouette
- Crinkle satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0618

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Feeling Extra Luxe Long Faux Fur Coat
You love feeling extra, so this luxe long faux fur coat is an effortless choice! It features a collared neckline, long sleeves, hidden lined side pockets, a long-line silhouette, and a relaxed fit. The ultra-plush faux fur fabric features illusion striped seams to give the look of a trendy puffer design and includes a smooth woven lining. Layer this coat over a sweater dress with over-the-knee boots for a holiday party!

Fit & Features
- Collared neckline
- Long sleeves
- Snap button-down front
- Lined side pockets
- Long-line silhouette, relaxed fit
- Faux fur fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06201-0405

Category Name: Winter Looks

Price: $35.97 $79.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Party Poppin' Glitter Mesh Block Heel Booties
Get the party popping in these glitter mesh booties for the ultimate sparkle! They feature a pointed toe, a block heel, inner zipper closure, and an ankle-length fit. Complete the look in a sultry jumpsuit for a holiday party!

Fit & Features
- Pointed toe
- Block heel
- Inner zipper closure
- Ankle-length fit
- Glitter mesh material
- Runs true to size
Style Number/Barcode: 07403-1703

Category Name: Winter Looks

Price: $16.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Standing Out Wedge Over-The-Knee Boots
These faux leather boots stand out from the crowd! They feature a pointed toe, an inner zipper closure, a trendy wedge-style heel, and a sleek over-the-knee shaft height. Complete the look with a crossbody bag for day or night plans!

Fit & Features
- Pointed toe
- Inner zipper closure
- Wedge-style heel
- Over-the-knee shaft height
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0988

Category Name: Winter Looks

Price: $9.97 $48.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cuddly Cute Checkered Faux Fur Bucket Hat
This cuddly cute checkered faux fur bucket hat is a trendy addition to your winter wardrobe! It features a classic bucket hat design composed of an ultra-soft faux fur material with an on-trend checkered print pattern. The woven lining features an adjustable drawstring. Style with a fringe scarf for a cozy look.

Fit & Features
- Classic bucket hat design
- Short brim
- Checkered print
- Faux fur material
- Woven lining
- Interior adjustable drawstring
Style Number/Barcode: 07302-1562

Category Name: Winter Looks

Price: $3.97 $14.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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