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.

Boho Dreamer Tie-Front Sheer Knit Crop Top
Create a dreamy boho-inspired look in this sheer knit crop top. Designed with a stretchy sheer textured knit fabric, this top features an alluring sweetheart neckline that includes a lined and padded bust and an open front with a trendy tie-front design. The long sleeves have flared hems with slit accents for an effortlessly-chic look. Style this crop top with flare pants for a music festival!

Fit & Features
- Stretchy sheer textured knit fabric
- Sweetheart neckline, lined and padded bust
- Open front with tie-front, center bust cutout
- Long sleeves with flared hems, slit accents
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5072

Category Name: Winter Looks

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Icy Girl Metallic Faux Leather Mini Dress
Is it chilly in here or is it just you arriving in this metallic mini dress? Bring the icy vibes in this strapless dress featuring a foldover neckline with non-slip grip lining, a bodycon silhouette, exposed seam detailing, and a mini-length hem. Complete the look in platform heels for a night downtown!

Fit & Features
- Strapless foldover neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Bodycon silhouette
- Exposed seam detailing
- Mini-length hem
- Metallic faux leather fabric, smooth lining, slight stretch
- Runs true to size
Style Number/Barcode: 05103-5358

Category Name: Winter Looks

Price: $6.97 $46.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Feeling Fab Marabou Feather-Trim Mesh Bolero
You'll be feeling oh-so-fab in this iconic feather-trim bolero! Designed with a stretchy sheer mesh fabric, it features a glam marabou feather trim along the open front, long fitted sleeves for an elongated look, and an ultra-cropped hem. Layer over a glitzy glitter formal dress styled with rhinestone fringe earrings!

Fit & Features
- Stretchy sheer mesh fabric
- Marabou feather trim
- Long fitted sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0461

Category Name: Winter Looks

Price: $9.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Artsy Play Abstract Mock Neck Mini Dress
Play up your artsy side in this mesh mini dress totally giving those Y2K vibes! The mini dress features fitted long sleeves with split cuffs, a mock neckline, and a bodycon silhouette on mesh abstract printed fabric with a sheer mesh stretchy lining. Complete the look in chunky platform heels for a party!

Fit & Features
- Fitted long sleeves, split cuffs
- Mock neckline
- Bodycon silhouette
- Mini-length hem
- Abstract print on mesh fabric, sheer mesh stretchy lining
- Runs true to size
Style Number/Barcode: 05102-5398

Category Name: Winter Looks

Price: $19.97 $32.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Caroline Velvet Strapless Dress With Gloves
Special Occasion

Strike everyone with your beauty in the Caroline velvet mini dress with gloves to create a show-stopping look for a formal or red-carpet event! She features a strapless neckline, flexible boning inserts along the bodice, side ruched seams that accentuate your curves, a bodycon silhouette, and a wrap-style mini-length hem. The velvet-lined party dress is designed with detached, mid-elbow-length finger gloves. Style with rhinestone heels for a glam touch!

Fit & Features
- Strapless neckline
- Detached mid-elbow-length finger gloves
- Flexible boning inserts along the bodice
- Side ruched seams, bodycon silhouette, wrap-style mini-length hem
- Lined velvet fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1596

Category Name: Winter Looks

Price: $19.97 $54.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Anastasia Velvet Formal Dress And Gloves Set
Special Occasion

You'll be red carpet ready and radiating glamour in the Anastasia velvet formal dress and gloves set! She features a strapless sweetheart neckline with a fitted bodice, flexible boning to provide structure, pleated detailing at her slim-fit waist, a floor-length asymmetrical hem creating a dramatic thigh-high side slit, and a curve-hugging silhouette. The matching gloves feature a long-fitted design to amp up the elegance. The luxe velvet fabric offers a moderate stretch. Complete your outfit with rhinestone duster earrings and an embellished cuff.

Fit & Features
- Strapless sweetheart neckline, fitted bodice, flexible boning
- Slim-fit waist, front pleating, back zipper closure
- Floor-length asymmetrical hem, high side slit, curve-hugging silhouette
- Matching long-fitted gloves
- Velvet fabric, full knit lining, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-3287

Category Name: Winter Looks

Price: $24.97 $74.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Elevated Puff Sleeve Ruched Mini Dress
This on-trend ruched satin mini dress will keep your look elevated and chic. It features long sheer mesh balloon-style sleeves, a square neckline, ruching down the side seams, and a short, curve-hugging, bodycon silhouette to flaunt your gorgeous figure. Style with strappy mules to impress on your next date night.

Fit & Features
- Long sheer mesh balloon-style sleeves, elasticized hems
- Square neckline
- Ruching down the side seams
- Dual adjustable drawstrings at the hem
- Mini-length hem, bodycon silhouette
- Smooth satin-knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2570

Category Name: Winter Looks

Price: $19.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sparkly Glitter Velvet Long Sleeve Mini Dress
This glitter velvet mini dress is the perfect touch of sparkle for the party season! Featuring a figure-enhancing bodycon fit and off-the-shoulder design with fitted long sleeves, you'll make a glamorous statement while the side ruched seam and wrap mini-length hem add extra flair. Complete the look in platform heels for a holiday party!

Fit & Features
- Off-the-shoulder, fitted long sleeves
- Bodycon fit, side ruched seam
- Wrap mini-length hem
- Glitter velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2845

Category Name: Winter Looks

Price: $9.97 $36.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Ride In Style Faux Leather Moto Crop Jacket
Wherever you're headed, arrive in style! This faux leather moto jacket features long sleeves, a mock neckline with snap-button closure, front zipper closure, zippered pockets for keeping your hands warm, a cropped hem, and a trendy contrast striped pattern for added flair. Complete the look in a tee and slit midi skirt for a cute-edgy vibe!

Fit & Features
- Long sleeves
- Mock neckline with snap-button closure
- Front zipper closure, zippered pockets
- Cropped hem
- Contrast striped pattern
- Faux leather fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06204-1645

Category Name: Winter Looks

Price: $69.90

Availability: In Stock

Available Color: RED

Available Size: S, M, L, XL
Product Badge:
- Back In Stock
Abundant Luxury Faux Pearl Bead Bolero
Perfect for any special occasion, this mesh bolero is the epitome of luxury! This sheer mesh bolero is designed with fitted long sleeves with flared slit cuffs, an open front design, and an ultra-cropped hem for a delicate yet modern touch. Adorned with faux pearl and beaded embellishments, this bolero shrug exudes sophistication and elegance. Complete the look in dressy block heels.

Fit & Features
- Faux pearl and beaded embellishments
- Sheer mesh fabric
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0439

Category Name: Winter Looks

Price: $34.90

Availability: In Stock

Available Color: WHITE

Available Size: S, M, L, XL
Product Badge:
- Best Seller
Chic Staple Strappy Block Heels
A chic staple, these faux leather block heels feature an open square-shaped toe, an asymmetric strappy design across the foot, and the luxe fit cushioned insole. Perfect for wearing from the office to happy hour.

Fit & Features
- 4" Block heel
- Faux leather material
- Open square toe
- Asymmetric strappy design
- Adjustable heel strap
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4953

Category Name: Winter Looks

Price: $9.97 $30.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sweet Crush Sweetheart Knit Crop Top
A sleeveless knit top features a sweetheart neckline with a flattering ruched bust and a fitted crop hem. Perfect for everyday styling.

Shop Matching Skort & Sweater Topper: Sweet Crush High Rise Belt Knit Mini Skort, Sweet Crush Long Sleeve Cable Knit Sweater Topper

Fit & Features
- Knit fabric, moderate stretch
- Sweetheart neckline
- Ruched bust seam
- Adjustable spaghetti straps
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-2030

Category Name: Winter Looks

Price: $26.90

Availability: In Stock

Available Color: TAUPE

Available Size: S, M, L, XL
Product Badge:
- Part of a Set
Snuggly Style Long Sleeve Fuzzy Knit Bolero
This fuzzy knit bolero will be at the top of your must-have list! Made from a soft fuzzy knit fabric, this bolero boasts long sleeves with flare cuffs and an open front design with a cropped length to flaunt your outfit. Complete the look in block heels.

Fit & Features
- Fuzzy knit fabric
- Long sleeves, flare cuffs
- Open front design
- Cropped length
- Runs true to size
Style Number/Barcode: 06005-1953

Category Name: Winter Looks

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Stylishly Sheer Floral Lace Long Sleeve Bolero
This breezy floral lace long sleeve bolero is stylishly sheer and perfect for layering over your fave tops and dresses! Designed with an airy floral lace fabric, it features long fitted sleeves, an open front, and an ultra-cropped hem for a chic look. Wear over a fit-and-flare skater dress with platform heels for a party.

Fit & Features
- Stretchy sheer floral lace fabric
- Long fitted sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0468

Category Name: Winter Looks

Price: $22.90

Availability: Out of Stock
Product Badge:
- Ships Free
Stylish Occasion Satin Cargo Mini Skirt
The perfect stylish satin mini skirt for any occasion! Crafted on silky stretch satin, this skirt features a flattering high-rise waist, a form-hugging fit, dual side flap pockets, and a mini-length hem. Complete the look with a sleek moto jacket and boots!

Fit & Features
- High-rise waist
- Front hidden zipper and hook closure
- Form-hugging fit
- Dual side flap pockets. mini-length hem
- Silky stretch satin-lined fabric
- Stretchy knit shorts lining
- Runs true to size
Style Number/Barcode: 06403-0438

Category Name: Winter Looks

Price: $14.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sheer Mesh Blouson Sleeve Bolero
This chic sheer mesh bolero is a stylish layer to wear over your everyday looks or formal outfits! It features an open front, a majorly cropped hem, and long blouson sleeves with tapered hems. Pair this trendy layer with stud earrings.

Fit & Features
- Open front
- Cropped hem
- Long blouson sleeves, tapered hems
- Sheer mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0334

Category Name: Winter Looks

Price: $19.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Product Badge:
- Best Seller
Comfy Cozy Washed Knit Pull-Over Topper
Layer on this comfy washed knit pull-over topper featuring a crew neckline, long sleeves, an ultra-cropped hem, and the perfect relaxed fit. Style with a tank top and jeans.

Fit & Features
- Washed french terry knit fabric, moderate stretch
- Crew neckline
- Long sleeves with tapered cuffs
- Ultra-cropped raw-cut hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06002-1949

Category Name: Winter Looks

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Preppy Please Striped V-Neck Crop Top
A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.

Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort

Fit & Features
- Stretchy knit fabric
- Striped V-neckline
- Adjustable spaghetti straps
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2183

Category Name: Winter Looks

Price: $26.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Signature Chic Ruffled Long Sleeve Mesh Bolero
Layer on signature chic style with this sheer mesh bolero over your day or night outfit! It features fitted long sleeves with ruffled cuffs for added drama, an open front design to show off your style, and an ultra-cropped hem. Complete the look in a denim mini skirt.

Fit & Features
- Stretchy sheer mesh fabric
- Fitted long sleeves with ruffled cuffs
- Open front design
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06202-0482

Category Name: Winter Looks

Price: $16.90

Availability: Out of Stock
Product Badge:
- Ships Free
Keeping Knit Bold Cutout Crop Top
Keep it bold in this crop top that dares to show off a hint of skin. The top features a crew neckline, an asymmetrical cutout at the bust, long fitted sleeves, a cutout at the hem, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with plenty of stretch. Complete the look with a wrap skirt and thigh-high boots.

Fit & Features
- Crew neckline
- Asymmetrical cutout
- Long fitted sleeves
- Cutout at the hem
- Cropped hem, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4832

Category Name: Winter Looks

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
In The Mood Long Sleeve Lace Bolero
Get in the mood to romance your look with this lace bolero perfect for a dressy soiree! This fun and flirty lace bolero features long sleeves with flared cuffs and an open front design while the cropped length adds a touch of flirty. Complete the look with the matching dress.

Shop Matching Dress: In The Mood Scoop Neck Lace A-Line Mini Dress

Fit & Features
- Lace sheer fabric
- Long sleeves
- Flared cuffs
- Open front design
- Cropped length
- Runs true to size
Style Number/Barcode: 06202-0466

Category Name: Winter Looks

Price: $26.90

Availability: Out of Stock
Product Badge:
- Ships Free
Glam Time Long Sleeve Rhinestone Mesh Bolero
It's time to add that pop of glitz and glam with this long sleeve rhinestone mesh bolero! Designed with an airy sheer mesh fabric offering plenty of stretch, the lightweight layer is embellished with all-over mini rhinestones with a dreamy iridescent hue. The bolero features an open front, long fitted sleeves with lettuce edge hems with slit accents, and an ultra-cropped hem. Style over your fave party dresses!

Fit & Features
- Stretchy sheer mesh fabric
- Iridescent rhinestones
- Open front
- Long fitted sleeves, lettuce edge hems with slits
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-0446

Category Name: Winter Looks

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Pretty Sparkle Rhinestone Hoop Earrings
Add a pretty sparkle to all of your 'fits with these gorg rhinestone hoop earrings! They feature a medium metal hoop design with all-around rhinestone embellishments. Include an omega closure. Style these hoop earrings with a dainty necklace for everyday glamour!

Fit & Features
- Medium metal hoop design
- Rhinestone embellishments
- Omega closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1706

Category Name: Winter Looks

Price: $9.90

Availability: Out of Stock
Product Badge:
- Ships Free
Here To Shimmer Rhinestone Mesh Bolero
Layer on this rhinestone mesh bolero to shimmer on any occasion! The fitted long sleeves and open front design add a touch of elegance, while the ultra-cropped hem and rhinestone embellished sheer mesh fabric make a bold statement. Complete the look in dressy block heels.

Fit & Features
- Rhinestone embellished sheer mesh fabric
- Ultra cropped hem
- Runs true to size
Style Number/Barcode: 06202-0447

Category Name: Winter Looks

Price: $11.97 $26.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free

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