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.

  • Give Me Looks Scoop Neck Wrap Tie Sweater Top

    Notice every head turn your way in this sweater crop top perfect for everyday styling! The sweater features fitted long sleeves, a scoop neckline, and a wrap-tie hem on stretchy rib knit fabric. Complete the look with a mini skirt and knee-high boots for a day date.

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Wrap-tie cropped hem
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1758

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Time Chenille Crop Cardigan

    Wrap yourself in this chenille crop cardigan for a cute and cuddly vibe! The sweater features long sleeves, a ribbed open-front design, and a cropped hem on ultra-soft and cozy chenille knit fabric. Complete the look in the matching cozy pajama top and bottoms for a chill night in!

    Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top

    Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers

    Fit & Features

    • Long sleeves
    • Ribbed open-front design
    • Cropped hem
    • Ultra-soft and cozy 
    • Chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0946

    Category Name: Winter Looks

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling The Vibe High-Rise Chenille Joggers

    Feel the cozy vibes in these chenille joggers perfect for lounging on the weekend! The jogger pants feature a high-rise elastic drawstring waist, a skinny jogger-style leg, and are crafted from ultra-soft and stretchy chenille rib knit fabric. Complete the look in the matching pajama top and cardigan for the perfect lounge sesh!

    Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top

    Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan

    Fit & Features

    • High-rise elastic drawstring waist
    • Skinny jogger-style leg
    • Ultra-soft chenille rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0947

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Western Glam Girl Pearl And Rhinestone Statement Belt

    Channel that western glam girl energy with this on-trend statement belt! The faux leather belt features a large western-style buckle with a textured studded design, small rhinestone embellishments, and larger faux pearl accents. Style over an oversized blazer for a snatched silhouette!

    Fit & Features

    • Faux leather belt
    • Large western-style buckle
    • Textured studded design
    • Rhinestones, faux pearls
    • Adjustable fit

    Style Number/Barcode: 07301-0685

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Season Long Chenille Fuzzy Socks

    It's cozy season babe! Create the cutest lounge look with these chenille fuzzy socks. They feature a long fitted silhouette and are made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Style these adorable socks with a matching pajama set for a girl's night in!

    Fit & Features

    • Long fitted silhouette
    • Ultra-soft chenille knit material
    • Plenty of stretch

    Style Number/Barcode: 07306-0246

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Up Long Chenille Fuzzy Scarf

    Cozy up in the cutest chenille fuzzy scarf that you can style up or down depending on your look! It features a long design that you can effortlessly layer over your adorable cold-weather wardrobe. The scarf is made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Pair with a button-down coat and trendy boots.

    Fit & Features

    • Long design 
    • Ultra-soft chenille knit material
    • Plenty of stretch

    Style Number/Barcode: 07305-0454

    Category Name: Winter Looks

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edge It Up Faux Leather Biker Boots

    Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.

    Fit & Features

    • Above-the-ankle height
    • Square toe
    • Dual buckled straps
    • Low block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1718

    Category Name: Winter Looks

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play Date Sweater Knit Cardigan

    Play up a cute and comfy style with this sweater knit cardigan for all of your casual plans! The cardigan features fitted long sleeves, a V-neckline, button-down front closures, and a flirty center slit along the hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Play Date High Rise Straight Leg Pants

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-down front closures
    • Center slit along the hem
    • Stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1759

    Category Name: Winter Looks

    Price: $3.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Sheriff In Town Western Buckle Boots

    Strut your fashion self with authority in these faux leather western boots! They feature a pointed toe, a stacked block heel, a trendy belt with a buckle accent, an under-the-knee calf-length shaft, and pull-on-and-off styling. Complete the look in a cowboy hat for a bachelorette or country concert!

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Belt with buckle accent
    • Under-the-knee, calf-length shaft
    • Pull-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0938

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Slay Under-The-Knee Boots

    These fabulous boots will give off a stylish slay with every step! The under-the-knee boots feature a pointed toe, an inner zipper closure for easy on-and-off styling, a sturdy block heel, and are composed of a sleek faux leather material. Pair these boots with a sweater dress, an oversized blazer, and hoop earrings for a chic 'fit.

    Fit & Features

    • Under-the-knee height
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0913

    Category Name: Winter Looks

    Price: $12.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Era Chunky Teardrop Earrings

    Elevate your jewelry to match your chic era look with these trendy teardrop earrings. They feature a short chunky teardrop design with a post-back closure. Style with a sleek and simple ring set.

    Fit & Features

    • Short chunky teardrop design
    • Post-back closure


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

    Style Number/Barcode: 07001-1798

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Spotted Cow Print Faux Fur Scarf

    Get spotted in this cute cow print scarf as you walk downtown! The trendy scarf features an all-over cow print pattern on a super soft faux fur material. Style with the adorable hat.

    Shop Matching Hat: Trendsetting Look Faux Fur Bucket Hat

    Fit & Features

    • Cow print pattern
    • Faux fur material

    Style Number/Barcode: 07305-0465

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Classic Hoop Earrings

    These stylish hoop earrings are an elevated classic pair you need to add to your collection! The sleek open-ended hoop earrings feature a wider design at the center with a thinner design at the ends. Include a post-back closure. Wear with a dainty layered necklace.

    Fit & Features

    • Open-ended hoop earrings
    • Medium size
    • Wider design at the center
    • Thinner design at the ends
    • Post-back closure


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

    Style Number/Barcode: 07001-1796

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Mood Knee-High Stiletto Boots

    These chic knee-high stiletto boots will give off those elevated vibes. They feature a knee-high height with a fitted silhouette, a pointed toe, an inner zipper closure for easy on-and-off styling, and a thin stiletto heel. Pair these faux suede boots with a sweater dress and hoop earrings.

    Fit & Features

    • Knee-high height
    • Fitted silhouette
    • Pointed toe
    • Inner zipper closure
    • Thin stiletto heel
    • Scuba knit material
    • Runs true to size

    Style Number/Barcode: 07402-0933

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Days Faux Fur Plaid Shacket

    You'll have so many cozy days in this cute faux fur plaid shacket perfect for the chilly season! It features comfy long sleeves, a collar neckline, a button-down front, front flap pockets with button closures, and a relaxed fit. Complete the look in trendy booties for casual plans!

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down front
    • Front flap pockets, button closures
    • Relaxed fit
    • Plaid pattern, faux fur fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0396

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All-Star Style Faux Sherpa Varisty Jacket

    Layer on all-star style with this varsity jacket to showcase a preppy vibe! It features knit long sleeves with striped elasticized cuffs and woven lining, a striped elasticized collar neckline, snap-button down front closures, dual pockets with woven lining, and a striped elasticized hem. The jacket is designed with a faux sherpa lining to help keep you cozy during chilly seasons! Complete the look in trendy cargo pants and your fave sneakers for casual plans!

    Fit & Features

    • Knit long sleeves, striped elasticized cuffs, woven lining
    • Striped elasticized collar neckline
    • Snap-button down front closures
    • Dual pockets, woven lining
    • Striped elasticized crop hem
    • Faux sherpa lining
    • Runs true to size

    Style Number/Barcode: 06201-0379

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Look Faux Fur Bucket Hat

    Top off your trendsetting look with this of-the-moment bucket hat! It features a traditional bucket hat design with a short brim and is composed of a soft faux fur material with an all-over cow print pattern. Style this adorable hat with the trendy scarf and jeans!

    Shop Matching Scarf: Get Spotted Cow Print Faux Fur Scarf

    Fit & Features

    • Traditional bucket hat design
    • Short brim
    • Faux fur material
    • Cow print
    • Woven lining

    Style Number/Barcode: 07302-1500

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Snow Bunny Faux Sherpa Rain Boots

    Hop into these chic rain boots to keep you cozy and protected from the drizzle. The rain boots feature a square toe, a sturdy traction lug bottom and block heel, and a soft faux sherpa trim with a strap accent and zipper closure for added flair. Complete the look in style with a cute jacket for a coffee run and errands! 

    Fit & Features

    • Square toe
    • Sturdy traction lug bottom and block heel
    • Faux sherpa trim with strap accent
    • Side zipper closure
    • Ankle-length shaft height
    • Waterproof rubber material
    • Runs true to size

    Style Number/Barcode: 07403-1691

    Category Name: Winter Looks

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She Dazzles Long Sleeve Rhinestone Knit Sweater

    Strike up a dazzling shine in this cozy knit sweater perfect for dressing up your everyday style! The pullover sweater top features long sleeves, a crew neckline, a relaxed silhouette, and rhinestone embellishments along the front on soft rib knit fabric. Complete the look in a sleek mini skirt and boots for a date downtown!

    Fit & Features

    • Long sleeves
    • Crew neckline
    • Relaxed silhouette
    • Front rhinestone embellishments
    • Soft and stretchy
    • Rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1762

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Ahead One-Shoulder Tunic Top

    You'll always be ahead of the trends in this one-shoulder tunic top perfect for elevating your everyday look! It features a fitted long sleeve, a side ruched adjustable drawstring atop a flirty slit, and a long hem on stretchy rib knit fabric. Style with the matching bottoms.

    Shop Matching Bottoms: Always Ahead High Rise Flare Pants

    Fit & Features

    • One shoulder neckline
    • Fitted long sleeve
    • Side ruched adjustable drawstring
    • Side slit, long hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4978

    Category Name: Winter Looks

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuddle Up Eyelash Knit Scoop Neck Crop Sweater

    Cuddle up in this eyelash knit sweater this cold season! The top features fitted long sleeves with ribbed cuffs, a scoop neckline, and a cropped hem on ultra-soft eyelash rib knit fabric with plenty of stretch. Style the sweater top with a faux leather skirt for a cute look!

    Fit & Features

    • Fitted long sleeves, ribbed cuffs
    • Scoop neckline
    • Cropped hem
    • Ultra-soft eyelash rib knit sweater fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1763

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feel The Knit Foldover Sweater Top

    You'll be feeling this knit sweater top all season long! It features an off-the-shoulder, foldover neckline, long fitted sleeves, and a fitted cropped hem on stretchy ribbed knit fabric. Style this cute sweater top with new denim jeans to complete the look!

    Fit & Features

    • Off-the-shoulder, foldover neckline
    • Long fitted sleeves
    • Fitted cropped hem
    • Ribbed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1503

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Perfection Lace-up Heeled Combat Booties

    These sleek and trendy heeled combat booties are edgy perfection! They feature an above-the-ankle fit, an almond toe, a lace-up front design, an elastic gore detail and pull tab accent at the ankle, an inner zipper closure, and a tall block heel with a lug sole. Style these faux leather booties with a chic crossbody bag.

    Fit & Features

    • Above-the-ankle fit
    • Almond-shaped toe
    • Lace-up front design
    • Elastic gore detail and pull tab accent, inner zipper closure
    • Block heel, lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1667

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mission Accomplished Camouflage Bomber Jacket

    Accomplish your mission to achieve cool, streetwear style by layering on this camouflage bomber jacket! It features long sleeves, stretchy elasticized knit cuffs, and collar neckline, zipper front closure, five flap cargo-style pockets with velcro closure, one faux zipper pocket, hidden side pockets, and a relaxed silhouette with a stretchy elasticized back hem. The bomber jacket is designed with a camouflage printed nylon woven fabric with a quilted nylon woven lining and no stretch. Layer over a basic midi dress and sneakers for a movie and lunch!

    Fit & Features

    • Long sleeves, stretchy knit elasticized cuffs and collar
    • Zipper front closure, one faux zipper pockets
    • Five flap cargo pockets, velcro closure, hidden side pockets
    • Relaxed silhouette, stretchy elasticized back hem
    • Camouflage print, nylon woven fabric
    • Quilted nylon woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1629

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale