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.

  • Perfect Puffer Crop Jacket

    Achieve an effortlessly cool streetwear vibe by styling this puffer crop jacket for a day in the city! It features long sleeves with elasticized cuffs, a collar neckline, a front zipper, and hidden side pockets. The jacket is composed of an insulated nylon-woven fabric designed to help keep you warm and protected from the elements! Complete the look in skinny jeans. 

    Fit & Features

    • Long sleeves with elasticized cuffs
    • Collar neckline
    • Front zipper, hidden side pockets
    • Cropped length
    • Insulated nylon-woven fabric
    • Fits true to size

    Style Number/Barcode: 06201-0340

    Category Name: Winter Looks

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Talk Business Blazer Open Back Romper

    This blazer romper is all about business in the front and sultry in the back! It features long sleeves, a lapel collar plunge neckline, double-breasted button closures, an open-back, and a short-length hem. Complete the look in a sleek necklace and heels.

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Double-breasted button closures
    • Open-back
    • Short-length hem
    • Woven fabric
    • Fits true to size

    Style Number/Barcode: 06403-0224

    Category Name: Winter Looks

    Price: $6.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Total Trendsetter Faux Fur Bucket Hat

    Top off your trendsetting 'fits with this cozy faux fur bucket hat. It features a short brim and plush faux fur material. Style with hoop earrings.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Soft faux fur material

    Style Number/Barcode: 07302-1332

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Feeling Chic Feather Trim Mini Dress

    Feel oh-so-chic and stunning in this curve-hugging mini dress! It features an alluring off-the-shoulder neckline, long fitted sleeves with a fab marabou feather trim at the hems, and a short, form-fitting, bodycon silhouette. The slinky knit fabric offers a moderate stretch. Style with gemstone earrings.

    Fit & Features

    • Off-the-shoulder straight across neckline
    • Long fitted sleeves, marabou feather trim
    • High waist seam
    • Mini-length hem, fitted bodycon silhouette
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4802

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Chromatic Babe Crop Puffer Jacket

    Your future is looking chromatic! Create a total babe vibe with this iridescent puffer crop jacket featuring long sleeves, a standing collar, front zipper, and side pockets, and a back drawcord to customize the fit. The jacket is composed of an insulated nylon-woven fabric designed to help keep you warm and protected from the elements! Complete the look in sleek booties.

    Fit & Features

    • Long sleeves, standing collar 
    • Front zipper, side pockets
    • Adjustable back drawcord
    • Cropped length
    • Insulated nylon-woven fabric
    • Chrome iridescent design
    • Fits true to size

    Style Number/Barcode: 06201-0339

    Category Name: Winter Looks

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched Babe Mock Neck Bodycon Dress

    Flaunt your babe status in this bodycon dress! It features long sleeves, a mock neckline, a ruched front, and a short-length hem. The dress is composed of a soft knit fabric with a moderate stretch

    Fit & Features

    • Long sleeves
    • Mock neckline
    • Ruched front
    • Short-length hem, bodycon style
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4290

    Category Name: Winter Looks

    Price: $19.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Chic Pleated Mesh Faux Leather Belted Mini Dress

    This chic pleated mesh belted mini dress will elevate your fall style! It features a ruffled mock neckline, long sheer balloon-style sleeves with cinched hems, a high waist seam with a tie-front faux leather belt, ruching down the side seams, and a short, form-hugging silhouette with a ruffled hem. Style with knee-high boots and a crossbody purse.

    Fit & Features

    • Ruffled mock neckline
    • Long sheer balloon sleeves, cinched ruffled hems
    • Back zipper, hook and eye closure
    • High waist seam, tie-front faux leather belt
    • Ruching down the side seams
    • Mini-length form-hugging fit, ruffled hem
    • Sheer pleated mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1793

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good For You Sweater Maxi Dress

    Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.

    Fit & Features

    • Long sleeves
    • Collared v-neckline
    • Form-hugging silhouette
    • Front cutout slit
    • Maxi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1482

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Up Cropped Knit Sweater

    Cozy up in this adorable knit sweater for the autumn season! It features a crew neckline, long balloon sleeves with notched details, and a cropped, relaxed fit. Style with faux leather pants and combat boots.

    Fit & Features

    • Crew neckline
    • Long balloon sleeves, notched details, tapered hems
    • Cropped, relaxed fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1474

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Casual Collared Knit Bodysuit

    This cute and casual ribbed knit bodysuit is a must-have for trendy everyday 'fits! It features a johnny collar, a V-neckline with a partial button-down front, cap sleeves, a thong bottom, and a form-hugging fit. The ribbed sweater knit fabric offers plenty of stretch. Style with your fave pair of denim.

    Fit & Features

    • Johnny collar
    • V-neckline, partial button-down front
    • Cap sleeves
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1247

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Moves Stiletto Heels

    Shift towards a chic contemporary style in these nubuck heels featuring an almond toe, stiletto heel, wide toe strap, and criss-cross ankle straps with buckle closure. Complete the look in a statement crossbody purse.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Wide toe strap
    • Criss-cross ankle straps, buckle closure
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-3975

    Category Name: Winter Looks

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Preppy Plaid Crop Top

    Step up your fall wardrobe with this casually preppy crop top! Featuring a sleeveless square neckline, thin tank shoulder straps, a cropped hem, a form-hugging fit, and an all-over plaid print, this sweater knit top is perfect for keeping it chic. Style with the matching cardigan.

    Shop Matching Cardigan: Casually Preppy Plaid Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Cropped hem, form-hugging fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1459

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Preppy Plaid Cardigan

    Step up your fall wardrobe with this casually preppy cardigan! Featuring long sleeves, a button-down front, a mid-length hem, a relaxed fit, and an all-over plaid print, this sweater knit cardigan is perfect for keeping it chic. Style with the matching crop top.

    Shop Matching Top: Casually Preppy Plaid Crop Top

    Fit & Features

    • Long sleeves
    • Button-down front
    • Mid-length hem, relaxed fit
    • Plaid print
    • Soft sweater knit fabric, ribbed trims, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1460

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Top Of The Trends Cutout Mini Dress

    Stay on top of the latest trends this fall with this casual yet chic mini dress! It features a sweetheart neckline with a center knot accent at the bust, dual asymmetric front cutouts at the waist, long fitted sleeves, and a short, form-hugging silhouette. The ribbed knit fabric has a moderate stretch for comfortable wear. Style with knee-high boots for a fall festival.

    Fit & Features

    • Sweetheart neckline, center knot detail at the bust
    • Dual asymmetric front waist cutouts
    • Long fitted sleeves
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4320

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Femme Floral Velvet Dress

    This floral velvet mesh dress has all the sweet and femme deets to make an impression! It features off-the-shoulder ruffle trim and non-slip grip, peasant long sleeves, padded bust, side ruched seams, and a bodycon short-length silhouette. Complete the look in chic mules for a dinner party.

    Fit & Features

    • Off-the-shoulder ruffle trim, non-slip grip
    • Peasant long sleeves
    • Padded bust, back zipper closure
    • Side ruched seams
    • Bodycon, short-length hem
    • Flocked floral velvet, lined mesh, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1778

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Strut Faux Leather Platform Booties

    The world is your runway fashionista in these strut-worthy faux leather booties featuring an almond toe, block heel, side zipper closure, and platform sole. Complete the look in skinny denim jeans.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1562

    Category Name: Winter Looks

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Collared Bodysuit

    Show off your casual trendy style in this ribbed sweater knit bodysuit that is perf for fall! It features a johnny collar neckline leading to a partial button-down front, cap sleeves, a thong bottom, and a form-hugging fit. Complete the look with faux leather pants and booties.

    Fit & Features

    • Johnny collar neckline
    • Partial button-down front
    • Cap sleeves
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1244

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Latte To Love Turtleneck Sweater Top

    There's a lot to love about this cozy and cute turtleneck sweater top perfect for fall! It features long sleeves, a fitted silhouette, a color block design, and stretchy rib-knit fabric. Complete the look with denim jeans for a coffee date.

    Fit & Features

    • Long sleeves
    • Turtleneck
    • Fitted silhouette
    • Color block design
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1486

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About The Glamour Rhinestone Bracelet Set

    You're all about the glamour when styling up your looks! This chic bracelet set is perfect for elevating your formal outfits. It features 12 thin elastic bracelets with mini rhinestones for the prettiest sparkle. Stack them all together and complete the look with a sleek clutch.

    Fit & Features

    • Set of 12 thin elastic bracelets
    • Mini rhinestones

    Style Number/Barcode: 07003-0351

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Back On Block Heel Booties

    This season, you'll be reaching for these sleek faux leather booties featuring a trendy square toe, block heel, side zipper closure, and fit above the ankle. Complete the look in a plaid coat for a PSL run!

    Fit & Features

    • Square toe
    • Block heel
    • Side zipper closure
    • Above the ankle fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1558

    Category Name: Winter Looks

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Look Sweater Midi Dress

    Let everyone take a look at you in this sweet sweater midi dress perfect for the autumn season! This dress features a sleeveless halter neck with tie closure, a bodycon silhouette, and a cutout waist with a front slit along the hem. Complete the look in pointy-toe booties.

    Fit & Features

    • Sleeveless halter neck with tie closure
    • Bodycon silhouette
    • Cutout waist, front slit
    • Midi-length hem
    • Rib-knit sweater fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1416

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Your Average Sweater Dress

    Level up in this curve-flaunting sweater dress featuring a sleeveless, scoop neckline, spaghetti straps, a bodycon silhouette, and a mini-length hem on ribbed knit fabric with plenty of stretch. Complete the look in a crop cardigan and booties.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, scoop neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1450

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coffee Date Ribbed Knit Midi Dress

    This soft ribbed knit midi dress is perfect for fall coffee dates! It features a collared V-neckline, long fitted sleeves, a partial faux button-down front, a midi-length hem with a high front slit, and a form-hugging fit. Style with knee-high boots for a chic autumn look.

    Fit & Features

    • Collared V-neckline
    • Long fitted sleeves
    • Partial faux button-down front
    • Midi-length hem, front slit
    • Fitted silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4740

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Chic Ribbed Knit Midi Dress

    Style up this casual chic ribbed knit midi dress for every day! It features a mock neckline, short sleeves, a midi-length hem, a form-hugging fit, and a high front slit. Complete the look with hoop earrings and ankle booties.

    Fit & Features

    • Mock neckline
    • Short sleeves
    • Midi-length hem
    • Fitted bodycon silhouette
    • Front slit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4739

    Category Name: Winter Looks

    Price: $19.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free