Winter Outfits

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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WINTER OUTFITS
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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.

  • Cozy Trendsetter Sherpa Collar Puffer Jacket

    Fit & Features

    • Woven fabric
    • Filled puffer design
    • Sherpa trimmed wide collar
    • Long sleeves, ribbed cinched hems
    • Zip-front
    • Ribbed cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0521

    Category Name: Winter Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L, XL

  • High-Rise Distressed Boyfriend Jeans

    Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots.

    Fit & Features

    • High-rise waist
    • Boyfriend silhouette 
    • Knee slit accents
    • Multi-button down closures
    • Five-pocket styling, belt loop accents
    • Medium-wash denim, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0240

    Category Name: Winter Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: MEDIUM, DENIM, BLACK

    Available Size: 1, 3, 5, 7, 9, 11, 13

    Product Badge:
    • Best Seller
  • Sporty Trend Chunky Sneakers

    Fit & Features

    • Round toe
    • Faux leather accented design
    • Lace-up front
    • Chunky sole
    • Comfortable footbed
    • Runs true to size

    Style Number/Barcode: 07407-0245

    Category Name: Winter Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BEIGE, SILVER, GREEN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Aspen Bound Brushed Twill Puffer Vest

    Heading to a winter resort? Layer on this stylish puffer vest for the perfect look! It features a sleeveless standing collar neckline, a front zipper closure, hidden front pockets to keep your hands warm, and a cropped hem. The puffer vest is crafted from an insulated brushed twill nylon-woven lined fabric that offers an extra layer of protection and warmth! Complete the look in cute boots.

    Fit & Features

    • Sleeveless standing collar neckline
    • Front zipper closure
    • Hidden front pockets
    • Cropped hem
    • Insulated brushed twill, lined nylon fabric
    • Runs true to size

    Style Number/Barcode: 06201-0402

    Category Name: Winter Outfits

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upgrade Ya Liquid Leggings

    Elevate your faux leather leggings for a high-shine finish for a sleek and fierce look. Create a captivating going-out look with these high-waist leggings with a flattering wide waistband and skinny-leg silhouette. Style your faux leather leggings outfit with a lace bustier and sparkly statement earrings.

    Fit & Features

    • Wide high-rise waistband
    • Skinny leg design 
    • Pull-on/off styling
    • Stretchy faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06502-2110

    Category Name: Winter Outfits

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Allure Ombre Sheer Mesh Bodysuit

    Turn heads with your alluring style in this trendy ombre sheer mesh bodysuit! Designed from a sheer mesh fabric with a multi-hue ombre pattern, this bodysuit features a crew neckline, long fitted sleeves, a thong-cut bottom with a dual snap button closure, and an overall form-hugging fit for a sleek look. Style over a basic bralette with a faux leather skirt!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Thong bottom, snap button closure
    • Form-hugging fit
    • Multi-hue ombre pattern
    • Sheer mesh fabric, Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5133

    Category Name: Winter Outfits

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • High Stakes Faux Leather Lug Booties

    These faux leather lug booties will up your fashion game with their high style! They feature a round toe, sturdy lug sole, and short block heel offering a mix of function and fashion with elasticized side inserts for easy on-and-off styling. Complete the look in a sleek moto jacket.

    Fit & Features

    • Round toe
    • Sturdy lug sole and short block heel
    • Elasticized side inserts
    • Easy on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1663

    Category Name: Winter Outfits

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Smooth Cutie Scoop Neck Lace Trim Crop Top

    Smooth and cute, this crop top is perfect for elevating your basics! It features fitted long sleeves, a scoop neckline adorned with delicate lace trim, and a cropped hem for a sleek and modern look. Crafted from a buttery soft and smooth seamless knit fabric with plenty of stretch. Style with high-rise jeans for a casual plan!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline, lace trim
    • Cropped hem
    • Smooth buttery soft and seamless fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-5125

    Category Name: Winter Outfits

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Elevated Faux Fur Trim Faux Leather Jacket

    This chic faux fur trim faux leather jacket will always keep your 'fits elevated and on point. It features a lapel collar with button accents, a luxe faux fur collared trim that you can remove, long sleeves with zippered hems, a complete zip-front, pockets, a belted waist, and a relaxed fit. The faux leather fabric includes a smooth woven lining. Layer this moto jacket over a crop top paired with dark wash jeans and ankle boots!

    Fit & Features

    • Lapel collar, button accents
    • Detachable faux fur collared trim, button attachments
    • Long sleeves, zippered hems
    • Zip-front design
    • Buttoned faux flap pocket, dual zippered lined side pockets, belted waist
    • Faux leather fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1615

    Category Name: Winter Outfits

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hide And Sleek Faux Leather Cargo Joggers

    Play a game of hide and sleek in these faux leather cargo joggers you won't be able to keep hidden for long! They feature a flattering high-rise waist, side pockets, straight-leg silhouette, and functional cargo flap pockets, and adjustable snap buttons along the cuff. Complete the look in a trendy moto jacket for a dinner and movie!

    Fit & Features

    • High-rise waist, side pockets
    • Straight-leg silhouette, cargo flap pockets
    • Adjustable snap-buttons along the cuff
    • Front button and zipper closure
    • Belt loop accents
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1373

    Category Name: Winter Outfits

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Head-Turning Cutie Oversized Knot Back Sweater

    Make heads turn in this oversized sweater for the cutest look this fall and winter! With its ultra-cozy long sleeves, V-neckline, and oversized fit, you'll stay warm and comfy all season long. The knot back with cutout detail and sequin metallic embellished sweater knit fabric elevate this pullover. Style with sleek faux leather pants to complete the look!

    Fit & Features

    • Cozy long sleeves
    • V-neckline
    • Oversized fit
    • Knot back with cutout
    • Sequin metallic embellishments
    • Soft sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1791

    Category Name: Winter Outfits

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cold Times Hoodie Puffer Jacket

    Embrace the perfect blend of style and functionality with this hoodie puffer jacket perfect for the chilly season! Featuring puffy long sleeves with elasticized cuffs, a hooded neckline with a front collar and dual snap-button closures for extra protection, hidden front snap-button and zipper closures, hidden side zipper pockets, and adjustable drawcord elasticized hem. The jacket is designed from insulated nylon-woven lined fabric that's water resistant and helps keep you warm and protected from the elements. Complete the look in cute boots.

    Fit & Features

    • Puffy long sleeves, elasticized cuffs
    • Hooded neckline, front collar with dual snap-button closures
    • Hidden front snap-button and zipper closures
    • Hidden side zipper pockets
    • Adjustable drawcord elasticized hem
    • Insulated nylon-woven lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0464

    Category Name: Winter Outfits

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Reasons V-Neck Striped Sweater Top

    This sweater top is the perfect reason to get comfy and stay cute during chilly mornings! It features fitted long sleeves, a V-neckline, and a fitted silhouette on stretchy rib knit fabric showcasing a trendy striped pattern. Complete the look in high-rise pants and booties for casual plans!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Fitted silhouette
    • Striped pattern
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1877

    Category Name: Winter Outfits

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Faux Sherpa Shacket

    Layer on all the cozy vibes with this trendy faux sherpa shacket! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, side pockets, and a relaxed oversized fit for that ultra-comfy feel. The soft faux sherpa fabric includes a cotton-blend lining. Pair this adorable shacket over a basic bodysuit with faux leather leggings and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Complete button-down front
    • Dual buttoned chest pockets
    • Dual lined side pockets
    • Faux sherpa fabric, cotton-blend lining, minimal stretch
    • Relaxed oversized fit

    Style Number/Barcode: 06201-0408

    Category Name: Winter Outfits

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Vibe Velvet Under-The-Knee Boots

    These luxe velvet under-the-knee boots are such a vibe and will elevate all your winter 'fits. They feature an under-the-knee height, a complete inner zipper closure for easy on-and-off styling, a trendy pointed toe, and a sturdy block heel. Complete your look with a trench coat.

    Fit & Features

    • Under-the-knee height
    • Complete inner zipper closure
    • Pointed toe
    • Block heel
    • Velvet material
    • Runs true to size

    Style Number/Barcode: 07402-0932

    Category Name: Winter Outfits

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual And Cozy Off-The-Shoulder Sweater Dress

    This on-trend sweater dress is the casual and cozy staple you need this fall and winter season. It features a chic off-the-shoulder neckline, long sleeves, a short-length hem, and a relaxed fit. The ribbed sweater knit fabric offers a moderate stretch. Pair this sweater dress with over-the-knee boots for a stylish and elevated look.

    Fit & Features

    • Off-the-shoulder neckline
    • Long sleeves
    • Short-length hem
    • Relaxed silhouette
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1764

    Category Name: Winter Outfits

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Trendy Oversized Faux Leather Blazer

    Keep your fall and winter wardrobe trendy with this sleek faux leather blazer! It features a lapel collar, an open front with a single button closure, long sleeves, front pockets, and a chic oversized fit. The faux leather fabric includes a smooth lining. Style over a corset top and mini skirt.

    Fit & Features

    • Lapel collar
    • Open front, single button closure
    • Long sleeves
    • Dual front pockets
    • Slit accent at the back
    • Faux leather fabric, smooth lining, no stretch
    • Oversized fit

    Style Number/Barcode: 06204-1526

    Category Name: Winter Outfits

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK, BROWN

    Available Size: XS, S, M, L

  • Glam Icon Rhinestone Lace-Up Jeans

    Serve iconic glam looks in these trendy rhinestone lace-up jeans! They feature a high-rise waist, rhinestone-embellished lace-up sides with tie closures at the hems, and a relaxed straight-leg silhouette. The jeans include two front and back pockets and a hidden front zipper and button closure. The medium-wash denim fabric has a rigid fit with no stretch. Style with a basic crop top and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Rhinestone-embellished lace-up sides, tie closures
    • Straight-leg silhouette
    • Two front and back pockets
    • Hidden front zipper, button closure
    • Medium-wash cotton-blend denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06602-0436

    Category Name: Winter Outfits

    Price: $6.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

  • Trending Charm Faux Wool Belted Trench Coat

    Layer on this trending faux wool trench coat for a charming look in the city! It features long sleeves, a lapel collar neckline, side pockets for keeping your hands warm, and a tie-waist belt and short-length hem. Complete the look in booties for day or night plans!

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Side pockets
    • Tie-waist belt
    • Short-length hem
    • Faux wool fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0401

    Category Name: Winter Outfits

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Allure Faux Sheer O-Ring Tights

    Elevate your style and bring that trendy allure in these faux sheer O-ring tights! They feature a high-rise fit, a small gauge fishnet design with a chic double O-ring pattern, and a nude-tone complete lining for a faux sheer look to still keep you warm. Offers plenty of stretch. Pair with ankle booties!

    Fit & Features

    • High-rise fit
    • Small gauge fishnet design
    • Double O-ring pattern
    • Nude-tone lining, faux sheer look
    • Plenty of stretch


    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: 07306-0318

    Category Name: Winter Outfits

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tough Girl Chic Platform Combat Lug Booties

    You'll be looking tough girl chic all season in these faux leather combat booties perfect for adventures downtown or concerts! These boots are designed with a round toe and lace-up placket for a classic combat style and a platform lug sole and block heel provide both style and stability, making these boots perfect for all-day wear. Elevate your style game with these fierce and functional booties by pairing them with an edgy crop jacket.

    Fit & Features

    • 3" Block heel
    • Inner zipper closure
    • Lace-up
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1721

    Category Name: Winter Outfits

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paint The Town Plaid Flannel Shacket

    Paint the town in this plaid flannel shacket essential for chilly days and looking trendy! The shacket features long sleeves with snap-button cuffs, a collar neckline, snap-button down closures, flap pockets, and a relaxed silhouette. Style with the matching skirt for the perf complete look!

    Shop Matching Bottoms: Forever In Plaid Woven Skirt

    Fit & Features

    • Long sleeves, snap-button closures
    • Collar neckline
    • Snap-button down closures
    • Flap pockets
    • Relaxed silhouette
    • Plaid print, soft flannel woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1680

    Category Name: Winter Outfits

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Vibe High-Rise Cargo Skinny Denim Jeans

    Create an effortless vibe in this denim skinny jeans! Featuring a flattering high-rise waist, front pockets lower flap cargo pockets, and unique side ruched hem seams, these jeans combine style and function. Made with premium denim fabric for a comfortable fit that holds its shape and offers a slight stretch. Style with a smooth knit tee for casual plans!

    Fit & Features

    • High-rise waist
    • Front pockets, lower cargo flap pockets
    • Skinny-leg design, side ruched hem seams
    • Front button and hidden zipper closure
    • Belt loop accents
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0465

    Category Name: Winter Outfits

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Formal Affair Faux Fur Jacket

    Make it a formal affair with a coat that brings that extra touch to your dressy outfits. The coat features a collared neckline, a removable faux fur collar, long sleeves, a tie-waist belt, and a long length with a center-high slit at the back. The long coat is composed of a lined faux wool fabric that offers a relaxed fit. Complete look with thigh-high boots

    Fit & Features

    • Collared neckline
    • Removable faux fur collar
    • Long sleeves
    • Tie-waist belt 
    • Relaxed fit, long-length hem
    • Lined faux wool fabric
    • Runs true to size

    Style Number/Barcode: 06201-0298

    Category Name: Winter Outfits

    Price: $9.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale