Winter Looks

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 On Point Plaid Suspender Skirt

    Make sure your 'fit is always on point with this chic plaid mini skirt. It features thin suspender straps, a high waist, and a short, curve-hugging fit with a small side slit. Style this skirt with a long sleeve bodysuit and your fave pair of booties.

    Fit & Features

    • Thin suspender straps
    • High waist
    • Mini-length, form-fitting silhouette
    • Side slit
    • Plaid print
    • Ponte knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0551

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • West Bound Faux Wool Buckle Panama Hat

    Look stylish in this panama hat whether you're headed out West or on a coffee run! It features a wide flat brim and a buckle accent band. Pair this hat with a trendy denim jacket.

    Fit & Features

    • Wide flat brim
    • Buckle accent band
    • Faux wool material

    Style Number/Barcode: 07302-0473

    Category Name: Winter Looks

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Checkin' It Twice Plaid Suspender Skirt

    This plaid skirt will have everyone doing a double-take! It features a classic mini-length silhouette with trendy suspender straps and a slit hem. Complete the look in a turtleneck top and knee-high boots.

    Fit & Features

    • Plaid pattern
    • Attached suspender straps
    • Mini-length silhouette
    • Slit hem
    • Ponte fabric
    • Fits true to size

    Style Number/Barcode: 06501-0552

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Silhouette Ruched Mini Skirt

    Showcase a chic silhouette in this simple yet stunning mini skirt. It features a flattering high waist, ruched back and side detailing, and a short, curve-hugging fit. Style this skirt with a trendy corset top.

    Fit & Features

    • High-rise waist
    • Ruched back and side detailing
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0636

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Perfect Sleeveless Mini Dress

    Plaid will forever be a timeless and perfect print! This mini dress features a sleeveless, square neckline with spaghetti straps and a bodycon fit on a short-length hem. Composed of a soft knit fabric with a moderate stretch. Style with a cute cardigan for a casual day out.

    Fit & Features

    • Square neckline
    • Sleeveless, spaghetti straps
    • Plaid pattern 
    • Bodycon fit, mini hem
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4310

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edge It Up Buckle Strap Lace-Up Booties

    Looking to edge up your look? Your search ends here with these stylish lace-up booties featuring an almond toe, block heel, buckle straps, and side zipper closure on faux suede material. Complete your edgy-chic look in joggers.

    Fit & Features

    • Almond toe 
    • Block heel
    • Lace-up, side zipper closure
    • Buckle straps 
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1328

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Beauty Wool Trench Coat

    Hey beauty! Bundle up in this posh wool trench coat that will elevate your winter look. It features a collared neckline, long sleeves, a partial button-down front, and a long line silhouette. Layer this coat over a sweater dress and complete the outfit with over-the-knee boots.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Partial snap button-down front
    • Faux front pockets
    • Long line silhouette
    • Wool exterior, woven lined interior, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0253

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Millionaire Rhinestone Cutout Bodysuit

    Let this bodysuit show off your affinity for the finer things in life with luxe details! The bodysuit features a square neckline, long sleeves, a sexy cutout on the right side with a rhinestone lace-up detail, and a thong bottom with a dual snap button closure. Complete look with high waist jeans and mules. 

    Fit & Features

    • Square neckline
    • Long sleeves
    • Cutout on right side
    • Rhinestone lace-up detail
    • Thong bottom with dual snap button closure
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 06001-3968

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated And Trendy Lace-Up Stiletto Boots

    Elevate your look with these on-trend stiletto boots! They feature an over-the-knee design with a bold lace-up front, a partial inner zipper closure, and a sleek stiletto heel. The boots are composed of a ribbed knit material. Complete the outfit with hoop earrings.

    Fit & Features

    • Over-the-knee design
    • Pointed toe
    • Lace-up front
    • Inner zipper closure
    • Stiletto heel
    • Ribbed knit material
    • Runs true to size

    Style Number/Barcode: 07402-0721

    Category Name: Winter Looks

    Price: $27.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Ribbed Knit Turtleneck Bodysuit

    Elevate your outfit with this sleek turtleneck bodysuit, a must-have for creating a polished, chic look. The bodysuit features a snug ribbed knit that offers a comfortable stretch, perfect for a tucked-in look with your favorite high-waisted pants or skirts. Its high turtleneck and long sleeves make it an ideal choice for cooler days, or for layering under blazers and cardigans. The classic white hue allows for endless styling possibilities, ensuring this piece will be a versatile and cherished addition to your wardrobe.

    Fit & Features

    • Turtleneck, fold-over design
    • Long sleeves
    • Thong bottom
    • Dual snap button closure
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1404

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Affair Henley Long Sleeve Bodysuit

    Look perfectly preppy and cute in this henley bodysuit featuring long fitted sleeves, a collared V-neckline, button closure, rib-knit design, thong-cut bottom, and dual snap closure. Complete the look in high-rise pants and booties.

    Fit & Features

    • Long fitted sleeves
    • Collared V-neckline
    • Button closure
    • Thong-cut bottom, dual snap closure
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1253

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let's Lace-Up PU Mini Skirt

    Get this mini skirt together with your closet and baby, it'll be magical! It features a high-rise waist, a front lace-up placket with a slit accent, back zipper closure, and a form-fitting silhouette. Composed of faux leather fabric with minimal stretch. Style with a flirty corset and mules.

    Fit & Features

    • High-rise waist
    • Front lace-up placket, slit accent
    • Back zipper closure
    • Mini hem, form-fitting
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0410

    Category Name: Winter Looks

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Retro Flair Below-The-Knee Platform Boots

    Bring a retro flair to your 'fit with these trendy below-the-knee boots! They feature an almond-shaped toe, an inner zipper closure, a tall platform, and a sturdy block heel. Style these boots with a chic LBD and a faux leather jacket.

    Fit & Features

    • Below-the-knee design
    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0788

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uptown Chic Nubuck Platform Booties

    Headed uptown? Slip-on these stylish nubuck booties for the perf look! They feature a block heel, slightly square toe, side zipper closure, and a platform sole. Complete the look in skinny jeans and a cute cardigan.

    Fit & Features

    • Slight square toe
    • Block heel
    • Platform sole
    • Side zipper closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1369

    Category Name: Winter Looks

    Price: $8.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Faux Leather Under The Knee Boots

    Level up up your look with boots that let everyone know that you set the trends, babe! The boots feature an under-the-knee length, an inner zipper closure, a closed square toe with metal trim, and a stacked block heel. The boots are composed of a faux leather material. Complete look with a cardigan and skinny jeans. 

    Fit & Features

    • Under the knee length 
    • Inner zipper closure
    • Closed-square toe, metal trim
    • Stacked block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07402-0791

    Category Name: Winter Looks

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy And Chic Layered Tunic
    Keep it trendy with this chic tunic! It features a layered design with a mock neck, long sleeves with single-button details, a sweater vest overlay with a cable knit pattern, a multi-button row, and a long hem to create the illusion of a layered look. Style this tunic with black leggings and booties.


    Fit & Features

    • Layered design
    • Mock neckline
    • Long sleeves, single-button details
    • Sweater vest overlay, cable knit pattern
    • Long hem, relaxed fit
    • Woven fabric, sweater knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1473

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Trendy Reversible Shacket

    Keep it trendy in this adorable cozy shacket! It has a reversible design, with a corduroy fabric on the exterior and a soft woven flannel fabric on the interior. The jacket features a collared neckline, long sleeves, a complete button-down front, top buttoned pockets on the exterior, and lower front pockets on the interior. Layer this relaxed-fitting shacket over a knit mini dress and pair it with knee-high boots.

    Fit & Features

    • Reversible style
    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets on the exterior
    • Lower front pockets on the interior
    • Corduroy and woven flannel fabrics, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1093

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty And Chic Mesh Mini Dress

    Get a flirty night-out look with this chic mesh mini dress! The short dress features an off-the-shoulder sweetheart neckline, padded cups, long sheer fitted sleeves with ruched detailing, hook and eye front closures, all-over ruching, and a short, curve-hugging silhouette. Style the mini dress with strappy stilettos.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, padded cups
    • Long sheer fitted sleeves, ruched detailing
    • Hook and eye front closures
    • All-over ruching
    • Mini-length, form-fitting silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3972

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Retro Platform Booties

    Get a fab retro look in these trendy platform booties! They feature an almond-shaped toe, an inner zipper closure, a tall platform, and a block heel. Style these booties with faux leather pants.

    Fit & Features

    • Almond-shaped toe
    • Inner zipper closure
    • Platform
    • Block heel
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1370

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Wonder Plaid Lurex Scarf

    It's a winter wonderland of sparkle in this lurex detailed plaid scarf! It features a fringe hem on soft woven fabric. Complete the look in a chic trench.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Soft woven fabric, woven lurex detailing
    • No stretch

    Style Number/Barcode: 07305-0344

    Category Name: Winter Looks

    Price: $2.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Shine Metallic Moto Jacket

    Bring the shine to your night-out look with this trendy metallic moto jacket. It features a collared neckline, long sleeves, a zip-front, stud accents, and a belted waist. Layer this jacket over an LBD and complete the outfit with clear heels.

    Fit & Features

    • Lapel collar, shoulder straps, stud buttons and accents
    • Long sleeves, zippered accents
    • Asymmetrical zip-front
    • Zippered pockets, belted waist
    • Faux leather fabric, metallic finish, smooth lining, no stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06204-1086

    Category Name: Winter Looks

    Price: $17.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just My Type Ribbed Tank With Shrug

    This ribbed tank with shrug is just the type of style your closet needs! It features a long sleeve ultra-crop shrug and spaghetti strap sweetheart tank top. Composed of a rib-knit fabric with a moderate stretch. Style with jeans and thigh-high boots.

    Fit & Features

    • Long sleeve ultra-crop shrug
    • Adjustable spaghetti strap tank
    • Sweetheart neck
    • Underbust detail, crop hem
    • Rib-knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1166

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Winter Chills Knit Cardigan

    Embrace the chills looking cute in this knit cardigan all season long! Featuring long sleeves, an open-front, composed of a soft knit fabric with a moderate stretch. Complete the look in the matching top.

    Shop The Matching Top: Winter Chills Rib Knit Cami

    Fit & Features

    • Long sleeves
    • Open-front
    • Soft knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1132

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Strut Knit Stiletto Booties

    The world is your catwalk in these stiletto booties perf for wearing day-to-night! They feature a pointed toe, stiletto heel, perforated knit material, and a pull-on/off styling. Complete the look in a sleek leather jacket.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Perforated knit material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1529

    Category Name: Winter Looks

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale