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.

Party Glow Glitter Mesh Bolero
Glow at the party in this shimmering glitter mesh bolero to layer over your formal dress! It features long fitted sleeves, an open-front design, and cropped hem.

Fit & Features
- Long fitted sleeves
- Open-front design
- Cropped hem
- Glitter mesh sheer fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0340

Category Name: Winter Looks

Price: $19.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Good Vibes High Rise Boyfriend Jeans
Bring the good vibes to your casual everyday look with these trendy boyfriend jeans! They feature a high-rise waist, a straight leg, major destructed detailing at the knees, and a relaxed fit. The light wash denim fabric offers minimal stretch. Style these jeans with a cute crop top and clear heels.

Fit & Features
- High-rise waist
- Straight leg
- Destructed detailing at the knees
- Relaxed fit, minimal stretch
- Light wash denim fabric
- Traditional five-pocket and belt loop design
- Hidden zipper and front button closure
- Runs true to size
Style Number/Barcode: 06602-0241

Category Name: Winter Looks

Price: $17.97 $42.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
So Sleek Satin Tie-Front Blouse
Keep it so sleek in a tie-front blouse that creates a stunning impression! The blouse features a collared neckline, long sleeves with a double-button cuff, a tie-front, and a cropped hem. The top is composed of a silky satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans and mules.

Fit & Features
- Collared neckline
- Long sleeves with double button cuff
- Tie-front
- Cropped hem
- Satin-like fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1705

Category Name: Winter Looks

Price: $34.90

Availability: In Stock

Available Color: PINK-2

Available Size: S
Sense Of Glamour Rhinestone Linear Earrings
Express your sense of glamour in these earrings! They feature a sparkling mini rhinestone stud and a large rhinestone teardrop-shaped charm connected by a sleek linear bar trim. Perfect for dressy to formal occasions, style these earrings with a dazzling sequin dress for a party!

Fit & Features
- Mini rhinestone stud
- Linear bar trim
- Large rhinestone teardrop charm
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1839

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Adorned With Glamour Rhinestone Ring Set
This sparkling rhinestone ring set will have you adorned with glamour! It features chic details like rhinestone embellishments, rhinestone bar accents, sleek designs, a chain-link design, and a large rhinestone accent. Style this ring multi-pack all together with an embellished cuff.

Fit & Features
- Five-pack ring set
- Rhinestones
- Rhinestone bar details
- Sleek designs
- Chain-link design
- Large rhinestone accent
Style Number/Barcode: 07004-0377

Category Name: Winter Looks

Price: $5.97 $12.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Diva Darling Mesh Marabou Bolero
Embrace your diva-darling status by layering on this mesh bolero over your formal dress! It features fitted long sleeves with a marabou feather trim, an open front design, and an ultra-cropped hem. Complete the look with fringe earrings.

Fit & Features
- Fitted long sleeves
- Marabou feather trim cuffs
- Open front design
- Ultra, cropped hem
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0391

Category Name: Winter Looks

Price: $22.90

Availability: Out of Stock
Product Badge:
- Ships Free
Cute And Casual Knit Hoodie Dress
This cute and casual knit hoodie dress is perfect for styling up for your weekend plans! It features a hoodie with a front drawstring, long fitted sleeves, and a mini-length, form-hugging fit. The soft ribbed knit fabric offers plenty of stretch for ultra comfortable wear. Complete the look in this short dress with a plaid shacket and combat boots.

Fit & Features
- Hoodie, front drawstring
- Long fitted sleeves
- Mini-length hem
- Form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4798

Category Name: Winter Looks

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Edgy-Chic Faux Leather Mini Skirt
Elevate your going-out looks with this edgy-chic faux leather mini skirt! Featuring a high waist, a mini-length hem, and a curve-hugging bodycon silhouette, this skirt will flaunt your stunning figure. Style with a mesh bodysuit or rhinestone corset top for a sexy 'fit!

Fit & Features
- Smooth faux leather fabric
- Moderate stretch
- High waist
- Mini-length hem
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-2988

Category Name: Winter Looks

Price: $9.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Stylish Flare High-Rise Coated Pants
Showcase your curves on these stylish faux leather pants perfect for elevating your everyday look! They feature a high-rise waist, form-fitting silhouette, and a flared hem. The coated faux leather fabric has minimal stretch. Complete the look in a chic bodysuit and heels.

Fit & Features
- High-rise waist
- Form-fitting, flared hem
- Front button and hidden zipper closure
- Belt loop accents
- Two faux front pockets, back pockets
- Coated faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0481

Category Name: Winter Looks

Price: $34.90

Availability: Out of Stock
Product Badge:
- Ships Free
Pretty In Pearls Hand Beaded Bustier
This bustier top is accented with pretty faux pearls to dress up your favorite bottoms! This beautiful bustier features a sweetheart neckline with faux pearls that are hand-beaded and stitched on top of the lace. The strapless corset bodice is designed with underwire padded bra cups and adjustable straps that are removable for styling versatility. Pair this cropped bustier top with a high waist mini skirt and shimmering hoop earrings for a gorgeous going-out look.

Fit & Features
- Removable adjustable spaghetti straps
- Padded cups
- Multiple back hook and eye closures
- Mesh inset with lace detailing
- Cropped hem
- Mesh fabric with small pearl embellishments on the front
- Runs true to size
Style Number/Barcode: 06003-9909

Category Name: Winter Looks

Price: $6.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
High-Rise Distressed Mom Skinny Jeans
Step out in style in these high-rise mom jeans. These medium-wash denim jeans are a wardrobe must-have with a high-waist silhouette and mom jean fit. The ripped detailing at the knees strikes the perfect balance of edge and elevated denim style that perfectly pairs back to a blazer or sleek bodysuit for a versatile but always chic look.

Fit & Features
- Medium wash denim, color fading, no stretch
- High-rise waist
- Five-pocket styling, belt loop design
- Front button and hidden zipper closure
- Mom-styled skinny leg
- Distressed accents, knee slits
- Runs true to size
Style Number/Barcode: 06602-0130

Category Name: Winter Looks

Price: $42.90

Availability: In Stock

Available Color: MEDIUM, DENIM

Available Size: 1, 3, 5, 7, 9, 11, 13
Sporty Perfection Long Sleeve Zipper Knit Crop Top
Achieve a sporty look in this seamless crop top for casual hangs! This trendy top boasts fitted long sleeves and a crew neckline for a perfect fit. The front zipper closure adds a touch of sportiness while the fitted crop hem flatters your figure on stretchy rib knit fabric. Complete the look in women's best-selling bottoms for an outfit that's on point!

Fit & Features
- Seamless rib knit stretchy fabric
- Front zipper closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 07109-0345

Category Name: Winter Looks

Price: $10.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Fallin' For Fringe Duster Earrings
Fall for fringe in a vintage-inspired way! These statement duster earrings will glam up your look. They feature a layered cascading fringe design with post-back closures. Pair these earrings with a sequin dress!

Fit & Features
- Long fringe design
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-0320

Category Name: Winter Looks

Price: $11.90

Availability: Out of Stock
Product Badge:
- Ships Free
Cuteness Overload Crew Neck Sweater Topper
Prepare for cuteness overload with this rib knit sweater topper! It features fitted long sleeves, a crew neckline, and a fitted ultra-cropped hem. Layer over a basic tank top paired with your favorite pants!

Fit & Features
- Fitted long sleeves
- Crew neckline
- Fitted ultra-cropped hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1874

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Cause For Rhinestone Trim Bustier
A cause for this rhinestone trim bustier is pop-the-bottle worthy! It features a strapless neckline, flexible boning inserts, and back hook-eye closures, composed of satin woven fabric. Complete the look in wide-leg pants for a night out.

Fit & Features
- Strapless neckline
- Rhinestone trim
- Flexible boning inserts
- Back hook-eye closures
- Cropped hem
- Satin woven fabric
- Runs true to size
Style Number/Barcode: 06003-1982

Category Name: Winter Looks

Price: $6.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Statement Piece Tie-Waist Woven Trench Coat
This woven trench coat is the perfect statement piece to wear for work or casual to formal occasions! Designed with classic details, this long trench coat offers functional and chic style with double-breasted front closures and a tie-waist that cinches your waistline for a streamlined look, and convenient side pockets for keeping your hands warm. Layer over a basic midi dress, boots, and a purse for a stylish head-to-toe look!

Fit & Features
- Self tie-waist belt
- Side pockets
- Double-breasted button closures
- Trench coat silhouette
- Longline hem
- Runs true to size
Style Number/Barcode: 06204-1707

Category Name: Winter Looks

Price: $30.97 $69.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
She's The Main Rib Knit Slouchy Bolero
Flaunt your look with ease and chicness layering this bolero sweater this season! The bolero features slouchy long sleeves, an open front design, and an ultra-cropped hem on soft and stretchy rib knit fabric. Style with the matching dress and heels for weekend plans!

Shop Matching Dress: She's The Main Rib Knit Strapless Midi Dress

Fit & Features
- Slouchy long sleeves
- Open front design
- Ultra-cropped hem
- Soft and stretchy
- Rib knit fabric
- Runs true to size
Style Number/Barcode: 06202-0496

Category Name: Winter Looks

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Major Cutie Cargo Joggers
Bring attention to any chic outfit with these must-have cargo joggers! These high-waist women's pants feature cargo pockets accented with metal ring trims and a straight-leg silhouette designed with an elastic hem for a sporty-inspired look. Create a casually chic 'fit with a sleek crop top or get a little dressy with a lace bustier bodysuit.

Fit & Features
- High-rise waist
- Single-button and zipper closure
- Slanted pockets and cargo-style pockets
- Accent tab reading "Good Vibes"
- Straight leg fit with elastic cuffed jogger hems
- Cargo knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06302-0626

Category Name: Winter Looks

Price: $46.90

Availability: In Stock

Available Color: IVORY, OLIVE, BLACK, OLIVE-2

Available Size: S, XS, M, L
Product Badge:
- Sale
Simply Elevated Off-The-Shoulder Smooth Knit Top
Simply elevated, this smooth knit top will level up your casual looks. Designed with the iconic smooth knit fabric, this ribbed top has plenty of stretch for ultra-comfortable wear. The top's off-the-shoulder straight-across neckline will give your look a trendy flair, and it features long fitted sleeves and a mid-length fitted hem. Style with a cargo skirt and ankle booties!

Fit & Features
- Stretchy ribbed smooth knit fabric
- Off-the-shoulder straight neckline
- Long fitted sleeves
- Mid-length fitted hem
- Runs true to size
Style Number/Barcode: 06002-1751

Category Name: Winter Looks

Price: $6.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Staple Piece Scoop Neck Bodysuit
This staple bodysuit is a must-have in every fashionista's closet! The sleeveless bodysuit features front and back scoop necklines, wide shoulder straps, and a thong-cut bottom with a snap button closure. The bodysuit is composed of a double-lined stretchy knit fabric. Complete the look in high-rise jeans and mules.

Fit & Features
- Sleeveless, front and back scoop necklines
- Wide shoulder straps
- Thong-cut bottom
- Snap button closures
- Double-lined stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06002-1410

Category Name: Winter Looks

Price: $6.97 $22.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Relaxed Vibe Cargo Pocket Crop Fleece Hoodie
Perfect for a laid-back and trendy look, this crop fleece hoodie will be your go-to for running errands, coffee runs, or lounging! Stay cozy with the slouchy long sleeves and hoodie drawstring neckline that provides warmth and coverage, while the cargo pockets can carry your small must-haves and the elasticized crop hem ensures a flattering fit. Pair with cute and comfy joggers and your favorite sneakers to complete the look!

Fit & Features
- Knit fabric lined with fleece
- Cargo flap pockets
- Front zipper closure
- Zip-up hoodie silhouette
- Cropped length
Style Number/Barcode: 06202-0455

Category Name: Winter Looks

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Plush Comfort Faux Sherpa Booties
Step into the plush comfort of these faux sherpa booties you'll be obsessed with the coziness! Perfect for lounging at home, stepping outside, or coffee runs these booties are designed with a sturdy rubber traction sole, soft faux sherpa material, and a luxe faux fur footbed to keep extra warm. Complete the look with a cozy crop jacket.

Fit & Features
- Flat
- Slip-on
- Round
- Rubber traction sole
- Faux sherpa material, faux fur footbed
- Runs true to size
Style Number/Barcode: 07403-1758

Category Name: Winter Looks

Price: $9.97 $30.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
The Sweetest Floral Rosette Long Sleeve Knit Bolero
Layer on this sweet knit bolero shrug over your everyday look! This ultra-cropped knit sweater features slouchy long sleeves and an open front design, perfect for layering. Adorned with delicate floral rosettes, it adds a touch of sweetness to any outfit. Complete the look in a casual dress.

Fit & Features
- Cozy knit sweater fabric
- Slouchy long sleeves
- Open front design
- Floral rosettes
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06005-1977

Category Name: Winter Looks

Price: $6.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Brighten My Day Floral Mesh Duster
Brighten up your day by layering on this floral mesh duster over a cute swimsuit or sundress! It features fitted long sleeves, an open front, and a flowy longline hem on sheer airy mesh fabric with a blooming floral print. Complete the look with heeled sandals for the perfect vacation or weekend style!

Fit & Features
- Fitted long sleeves
- Open front design
- Flowy longline hem
- Blooming floral print
- Airy sheer mesh fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06202-0438

Category Name: Winter Looks

Price: $9.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale

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