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.

  • Fab Sass Marabou Trim Mini Skirt

    Stroll into the party looking fabulously sassy in this mini skirt featuring a high-rise waist, back zipper closure, bodycon silhouette, and marabou feather trim hem. Complete the look with the matching blazer and heels!

    Shop The Matching Blazer: Fab Sass Marabou Trim Crop Blazer

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Marabou feather trim hem
    • Mini-length hem
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0475

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fab Sass Marabou Trim Crop Blazer

    Stroll into the party looking fabulously sassy in this cropped blazer featuring long sleeves with marabou feather trim cuffs, a lapel collar neckline, and single front button closure. Complete the look with the matching mini skirt and heels!

    Shop The Matching Skirt: Fab Sass Marabou Trim Mini Skirt

    Fit & Features

    • Long sleeves with marabou feather trim cuffs
    • Lapel collar neckline
    • Single front button closure
    • Cropped hem
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1516

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Jewels Necklace And Earrings Set

    Showcase your elegance with this necklace and earrings set for your next fancy soiree! The set features a rhinestone embellished collar necklace with bold gem insets and a lobster clasp closure. The matching duster earrings have a post-back closure. Complete the look with sparkly heels.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace with a lobster clasp closure
    • Duster earrings with a post-back closure
    • Solid color gem insets
    • Rhinestone embellishments

     

    Earrings are considered final sale merchandise and may not be returned or exchanged.

    Style Number/Barcode: 07002-1325

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Sole Lug Knee High Boots

    Turn the edge in these knee-high boots featuring a round toe, lug platform sole, and side zipper closure, composed of faux leather material. Complete the look in a cool moto jacket.

    Fit & Features

    • Round toe
    • Lug platform sole
    • Side zipper closure
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0863

    Category Name: Winter Looks

    Price: $4.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rad And Retro Under The Knee Boots

    Totally rad and retro, you'll be one edgy chick in these fab under-the-knee boots featuring an almond toe, chunky platform sole and block heel, and side zipper closure, and are composed of faux leather material. Complete the look in a printed mini-dress for a party!

    Fit & Features

    • Almond toe
    • Chunky platform sole and block heel
    • Side zipper closure
    • Under-the-knee length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0865

    Category Name: Winter Looks

    Price: $28.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Into the Wild Leopard Duster Cardigan

    Look fierce in the wild wearing this leopard duster cardigan featuring cozy long sleeves, an open-front design, and a longline hem on soft and comfortable knit fabric. Complete the look in a basic bodysuit and jeans.

    Fit & Features

    • Long sleeves
    • Open-front design
    • Longline hem
    • Leopard pattern
    • Soft and comfortable 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1526

    Category Name: Winter Looks

    Price: $8.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Cutie Cable Knit Cropped Tank

    Make your status as a trendsetting babe known in this cute cable knit cropped tank! It features a sleeveless crew neckline, a cozy cable knit design with ribbed hems, and a cropped, form-hugging fit. The thick sweater knit fabric has minimal stretch. Style with mom jeans and sneakers.

    Fit & Features

    • Sleeveless crew neckline
    • Cable knit design, ribbed hems
    • Cropped, form-hugging fit
    • Sweater knit fabric, minimal stretch 
    • Soft and comfortable
    • Runs true to size

    Style Number/Barcode: 06005-1672

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sport Your Stripes Crop Sweater

    Sporty meets preppy on this striped crop sweater featuring long fitted sleeves, a crew neckline, and a fitted hem on smooth knit fabric with a moderate stretch. Complete the look in a pleated skirt perfect for school.

    Fit & Features

    • Long fitted sleeves, ribbed cuffs
    • Crew neckline
    • Crop ribbed hem
    • Striped pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1434

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snap It Scoop Neck Sweater Dress

    Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!

    Fit & Features

    • Long fitted sleeves
    • Scoop neck
    • Bodycon silhouette
    • Asymmetrical mini-length hem
    • Faux snap-button trim
    • Rib-knit sweater fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1607

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Cropped Denim Trucker Jacket

    Layer on the casual vibes with this vintage-inspired cropped denim trucker jacket. It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, side pockets, and a cropped fit. Style over a basic tee with distressed jeans.

    Fit & Features

    • Collared neckline
    • Drop shoulder design, long sleeves, single button detailing
    • Button-down front
    • Buttoned chest pockets, side pockets
    • Cropped
    • Denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0473

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twice The Fun Satin Mini Skirt

    This satin mini skirt brings fun and stunning looks to your night! The skirt features a high-rise elasticized waist, a bodycon fit, a side pleated seam, and a faux wrap asymmetrical hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching crop top and strappy heels.

    Shop Matching Top: Twice The Fun Satin Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Side pleated seam
    • Faux wrap asymmetrical hem
    • Mini-length hem
    • Stretch satin-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0756

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice The Fun Satin Crop Top

    This satin crop top brings fun and stunning looks to your night! The top features a sleeveless cowl neckline, pleated detailing at the bust, spaghetti straps, and a cropped, form-hugging fit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching mini skirt and strappy heels.

    Shop Matching Bottoms: Twice The Fun Satin Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Pleating at the bust
    • Spaghetti straps
    • Cropped hem, form-hugging fit
    • Stretch satin-knit fabric, lined front
    • Runs true to size

    Style Number/Barcode: 06001-4576

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Utterly Fab Faux Fur Leather Blazer

    Utterly fabulous and currently trending! Showcase your stylish self in this faux leather blazer featuring long sleeves and a collar neckline with faux fur trim, button-down closures, belted waist with belt loops and buckle closure, and a slim-fit silhouette. Style with flare jeans for a cute throwback vibe!

    Fit & Features

    • Long sleeves and collar neckline
    • Faux fur trim
    • Button-down closures
    • Belted waist, belt loops, buckle closure
    • Slim-fit silhouette
    • Faux leather, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1501

    Category Name: Winter Looks

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic In Cable Knit Cold Shoulder Sweater

    Elevate your fall wardrobe with this chic cable knit mid-length sweater. It features a mock neckline with a cold shoulder design, long sleeves with cable knit detailing, ribbed hems, and a relaxed fit. Style with faux leather pants and clear mules.

    Fit & Features

    • Mock neckline
    • Cold shoulder design
    • Long sleeves, cable knit detailing
    • Ribbed hems
    • Mid-length hem, relaxed fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1497

    Category Name: Winter Looks

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Strolls Fringe Scarf

    This ultra-soft lightweight scarf is perfect for staying cozy on outdoor strolls this winter season. It features an oblong design with fringe detailing at the hems. The faux wool material has no stretch. Style with lace-up boots.

    Fit & Features

    • Oblong design
    • Fringe detailing
    • Soft faux wool material, no stretch

    Style Number/Barcode: 07305-0425

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrap Me In Plaid Fringe Scarf

    Layer on this plaid scarf to brace for the cold weather ahead! It features a fringe edge design on super soft and cozy fabric. Complete the look in a cute shacket and jeans.

    Fit & Features

    • Plaid pattern
    • Fringe edge design
    • Soft and cozy fabric

    Style Number/Barcode: 07305-0432

    Category Name: Winter Looks

    Price: $1.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moves Lace-Up Combat Boots

    Make major trendy moves in these cool combat boots. They feature a round toe, a lace-up front, a ribbed knit sock design at the ankle, and a chunky platform. Style with a cropped sweater and your fave pair of denim.

    Fit & Features

    • Round toe
    • Lace-up front, tie closure
    • Ribbed knit sock design
    • Lug sole platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1443

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Chic Over-The-Knee Boots

    These fitted over-the-knee boots are so effortlessly chic. They feature an almond-shaped toe, a block heel, and an inner zipper closure. The boots are composed of a half faux suede and half stretchy knit composition. Style with a sweater dress and a trendy boater hat.

    Fit & Features

    • Over-the-knee fitted design
    • Almond-shaped toe
    • Block heel
    • Partial inner zipper closure
    • Half faux suede and half stretchy knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0812

    Category Name: Winter Looks

    Price: $12.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Slay 50/50 Stiletto Boots

    Make every outfit slay with these stiletto boots featuring a sleek pointed toe, side zipper closure, a knee-high shaft length, and a 50/50 faux leather and scuba knit material. Style with a longline coat for a dinner in the city!

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Side zipper closure
    • Knee-high shaft length
    • 50/50 faux leather, scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0802

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First Sight Lug Block Heel Booties

    It's love at first sight when you set your eyes on these faux leather booties featuring an almond toe, block heel, lug sole, side zipper closure, and an ankle-length fit. Complete the look in a cool moto jacket.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Lug sole
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1609

    Category Name: Winter Looks

    Price: $8.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Over-The-Knee Boots

    Strut in style in these sleek faux leather over-the-knee boots. They feature an almond-shaped toe, a tall block heel, an inner zipper closure, and a tie-back detail at the top. Pair with a bodycon dress and a moto jacket.

    Fit & Features

    • Over-the-knee design
    • Almond-shaped toe
    • Block heel
    • Partial inner zipper closure
    • Tie-back detail
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0811

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Girl Cold Shoulder Sweater

    If you're a girl who loves her knit sweaters this one is for you! The cold shoulder sweater features cozy long sleeves with ribbed cuffs, a turtle neckline, a relaxed fit, and a cropped hem ribbed knit fabric. Complete the look in a skirt and knee-high boots. 

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Turtle neckline
    • Cold shoulder accents
    • Relaxed fit
    • Cropped hem
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1588

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Girl Next Door Gingham Mini Skirt

    You'll be the trendy girl next door in this gingham mini skirt that is perf for the season! It features a high-rise waist, a short, curve-hugging fit, a chic side slit, and an all-over gingham plaid print. The woven fabric offers a moderate stretch. Style with a cropped sweater and knee-high boots.

    Fit & Features

    • High-rise elasticized waist
    • Mini-length hem, side slit
    • Fitted bodycon silhouette
    • Gingham plaid print
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0534

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sincerely Love Corduroy Jumpsuit

    You'll sincerely love this corduroy jumpsuit for all of your fall festivities! The jumpsuit features short sleeves, a collar neckline, zipper front closure, a tie-waist belt with belt loops, and a straight-leg silhouette. Complete the look in pointed-toe booties.

    Fit & Features

    • Short sleeves
    • Collar neckline
    • Zipper front closure
    • Tie-waist belt with belt loops
    • Straight-leg silhouette
    • Corduroy woven non-stretch fabric
    • Fits true to size

    Style Number/Barcode: 06302-0684

    Category Name: Winter Looks

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free