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.

  • Casual Layers Rib Knit Bolero

    A casually perfect rib knit bolero to layer over your new autumn 'fits! It features fitted long sleeves, an open front design, and an ultra-cropped hem on stretchy rib knit fabric. Complete the look in chic boots for a stroll downtown or a coffee run!

    Fit & Features

    • Fitted long sleeves
    • Open front design
    • Ultra cropped hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1736

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tell Me About It Stud Denim Crop Jacket

    Layer on this edgy studded denim jacket sure to be the talk of your town! It features slouchy long sleeves with buttoned cuffs, a collared neckline, a five-button down closure, dual front flap pockets with button closures, and an oversized silhouette and crop hem. The jacket is designed with an eye-catching studded design on rigid denim fabric. Complete the look with sleek booties for a concert or night out!

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collared neckline
    • Five-button down closures
    • Dual front flap pockets, button closures
    • Oversized silhouette, crop hem
    • Studded design, rigid denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0510

    Category Name: Winter Looks

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Snap Button Sweater Midi Dress

    Simple yet stylish, this sweater midi dress is essential for everyday styling! The midi dress features a scoop neckline, fitted long sleeves, a bodycon silhouette, gold snap-button detailing, and a flirty hem slit on stretchy rib knit fabric. Complete the look in knee-high boots.

    Fit & Features

    • Scoop neckline
    • Fitted long sleeves
    • Bodycon silhouette
    • Gold snap-button detailing
    • Front slit, midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1731

    Category Name: Winter Looks

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trend Reversible Faux Sherpa Puffer Vest

    This adorable faux sherpa puffer vest features a trendy reversible design so you can layer it over all of your fall 'fits! It features a sleeveless high-collared neckline, a complete zip-front, dual front pockets, and a fitted and cropped hem. The vest features a smooth nylon exterior with a soft faux sherpa interior. Style over a long sleeve bodysuit with your fave pair of jeans. 

    Fit & Features

    • Sleeveless high-collared neckline
    • Complete zip-front
    • Dual front pockets
    • Fitted, cropped, elasticized hem
    • Reversible design
    • Smooth nylon and soft faux sherpa fabrics, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0406

    Category Name: Winter Looks

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Princess Energy Faux Fur Bolero

    Embrace a princess energy in this fabulous faux fur bolero perfect for layering over your luxe formal looks! It features short sleeves, an open front, and a cropped hem. The soft faux fur fabric has a smooth woven lining. Style with a sequin dress and strappy heels!

    Fit & Features

    • Short sleeves
    • Open front
    • Cropped hem
    • Faux fur fabric, woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06201-0378

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serious Chills Velour Zip-Up Hoodie Jacket

    Sit back and chill or go on a coffee run in this trendy velour crop jacket! It features long sleeves with elasticized cuffs, a hooded drawstring neckline, a zip-up front, two pockets for keeping your hands warm, and a cropped elasticized hem. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching joggers and your favorite sneakers!

    Shop Matching Bottoms: Serious Chills Velour Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Two pockets
    • Zip-up front closure
    • Cropped elasticized hem
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1401

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Vibe Pointed Toe Booties

    You'll love the classic vibe these sleek faux leather booties will bring to your look. They feature an ankle-high design, a closed pointed toe, a block heel, and elastic gore inserts on each side for easy on-and-off styling. Pair these booties with a mini handbag.

    Fit & Features

    • Ankle-high design
    • Closed pointed toe
    • Block heel
    • Elastic gore inserts for slip-on style
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1595

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Next Level Beaded Hoop Earrings

    Take your style to a stylish new level in these earrings featuring a half-hoop design, beading, and a post-back closure. Style with a cute and casual skater dress for brunch!

    Fit & Features

    • Half-hoop design
    • Beading
    • Post-back closure, rubber stopper

     

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

    Style Number/Barcode: 07001-1673

    Category Name: Winter Looks

    Price: $10.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Starry Soiree Satin Rhinestone Block Heels

    Strike major shine in these satin block heels for twinkling like the stars at upcoming soirees! They feature a square toe, rhinestone-embellished foot straps, a thin heel, and an adjustable ankle strap with buckle closure. Complete the look with a fab ring set.

    Fit & Features

    • Square toe
    • Rhinestone-embellished foot straps
    • Thin block heel
    • Adjustable ankle strap, buckle closure
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4366

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Over The Knee Knit Socks

    Strike up a cute look in these over-the-knee socks featuring a seamless knit design for comfort and plenty of stretch. Complete the look in a mini skirt to dress up for a party!

    Fit & Features

    • Over-the-knee style
    • Soft and comfortable
    • Seamless knit design
    • Plenty of stretch
    • One size fits all

    Style Number/Barcode: 07306-0309

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Girl Glam Rhinestone Mesh Bolero

    Layer this glitzy rhinestone mesh bolero over all of your fave party 'fits for that glam vibe. It features long fitted sleeves with flared hems and slit accents, an open front, a fitted ultra-cropped hem, and mini iridescent rhinestone embellishments on the airy sheer mesh fabric. Style with a flirty skater dress and platform heels!

    Fit & Features

    • Long fitted sleeves, flared hems, slit accents
    • Open front
    • Fitted ultra-cropped hem
    • Iridescent rhinestone embellishments
    • Sheer mesh fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0419

    Category Name: Winter Looks

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised Glamour Rhinestone Trim Ballet Flats

    Complete your poised glamorous look with these classic rhinestone trim ballet flats. They feature a closed almond-shaped toe, a mini rhinestone-embellished trim for subtle sparkle, a thin adjustable ankle strap with matching rhinestones, a closed back, and a flat sole with a soft cushioned insole for comfortable wear. Style with an envelope clutch.

    Fit & Features

    • Closed almond-shaped toe
    • Mini rhinestone-embellished trim
    • Thin adjustable strap, mini rhinestones, buckle detail
    • Closed back
    • Flat sole, soft cushioned insole
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07405-0038

    Category Name: Winter Looks

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Fun Denim Collared A-Line Mini Dress

    It's the season of fun with this casual and cute denim mini dress perfect for everyday styling! It features long sleeves with dual button cuffs, a collared neckline, button-down front closures, two flap pockets, a belted waist with buckle closure, and a flattering A-line silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Long sleeves, dual button cuffs
    • Collared neckline
    • Button-down front closures, two flap pockets
    • Belted waist, buckle closure, belt loop accents
    • A-line silhouette, mini-length hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5402

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Jackpot Mid-Rise Straight-Leg Denim Jeans

    You've hit the jackpot when it comes to denim! These must-have jeans are both flattering and currently trending. Features a flattering mid-rise waist, straight-leg silhouette, and carpenter-style pocket details, and is crafted from vintage-inspired rigid dark wash denim fabric with a slight stretch. Complete the look with a basic bodysuit and mules for a movie date!

    Fit & Features

    • Mid-rise waist
    • Straight-leg silhouette
    • Carpenter-style pocket details
    • Front button and hidden zipper closure
    • Seven-pocket styling, belt loop accents
    • Dark wash denim, rigid, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0456

    Category Name: Winter Looks

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Faux Leather Ankle Booties

    A basic bootie is all you need to create chic layered outfits this season! The booties feature an ankle-high length, a pointed toe, and a sturdy block heel. The bootie is composed of a smooth faux leather material. Complete your look with a ribbed sweater. 

    Fit & Features

    • Ankle-high length
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1647

    Category Name: Winter Looks

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clean Lines Scoop Neck Seamless Top

    This minimalistic basic top is what every girl needs for everyday styling! The crop top features long fitted sleeves, and a scoop neck, and is composed of a buttery soft knit fabric with a seamless design. Complete the look in a cute jean jacket, paper bag pants, and booties! 

    Fit & Features

    • Long fitted sleeves
    • Scoop neck
    • Cropped hem
    • Buttery soft knit fabric, seamless design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1534

    Category Name: Winter Looks

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Perfection Knit Halter Crop Top

    This casual ribbed sweater knit crop top is the perfect basic for everyday styling! It features a sleeveless halter neckline with spaghetti straps, an open back with a cross-back strap design, and a fitted cropped hem. The sweater knit fabric offers plenty of stretch. Pair with a mini skirt and mules.

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps
    • Open back, cross-back strap design
    • Fitted cropped hem
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1367

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Silhouette Long Sleeve Bolero

    Refresh your staple pieces with this smooth knit bolero for a sleek silhouette! It features fitted long sleeves, an open front design, and an ultra-cropped hem. The double-lined stretchy knit fabric offers a seamless design and has an ultra-buttery feel. Style with the matching tank top for a complete look!

    Shop Matching Top: Smooth Silhouette Square Neck Tank Top

    Fit & Features

    • Fitted long sleeves
    • Open front design
    • Ultra-cropped hem
    • Double-lined, butterfly soft knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 06202-0397

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Touch Pearl Embellished Bolero

    Add an elegant touch to your formal look with this chic pearl embellished bolero! It features long fitted sleeves, an open front, an ultra-cropped hem, and all-over faux pearl accents. Layer over a flowy skater dress with a rhinestone jewelry set.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Ultra-cropped hem
    • Faux pearl accents
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0378

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Shine Glitter Mesh Bolero

    Layer on this lightweight glitter mesh bolero for a glamorous shine! It features long fitted sleeves, an open-front design, and an ultra-cropped hem. Style over a sleek party dress with rhinestone heels.

    Fit & Features

    • Long fitted sleeves
    • Open-front design
    • Ultra-cropped hem
    • Glitter mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0390

    Category Name: Winter Looks

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hampton Vacay Crochet Trim Duster

    Head out to the Hamptons in this effortlessly stylish duster featuring flowy short sleeves, open-front design, crochet trim, tie-front closure, and a long-length hem on gauze-woven fabric. Complete the look with a chic hat and oversized sunglasses.

    Fit & Features

    • Flow short sleeves
    • Open-front design
    • Crochet trim
    • Tie-front closure
    • Long-length hem
    • Gauze woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1582

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Dreamer Sweater Knit Halter Top

    Create a dreamy bohemian-inspired look with this sweater knit crop top. It features a sleeveless halter neckline with spaghetti straps, an open back with cross-back straps and a lower lace-up strappy design, and a fitted, cropped hem with a dainty eyelet pattern. Style with a printed maxi skirt and strappy sandals.

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps
    • Open back, cross-back straps
    • Lower lace-up strappy design, tie closure
    • Fitted, cropped hem, eyelet pattern
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1445

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Ribbed Knit Crop Top

    Keep it stylish in basics! This versatile crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts and a floppy hat. 

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0976

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Shine Sequin Bolero

    Bring the shine to your dressy look with this sequin bolero! It features long fitted sleeves, an open front, an ultra-cropped hem, and all-over sequin embroidery on the sheer mesh fabric. Layer over a flirty skater dress with platform heels.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Ultra-cropped hem
    • Sequin embroidery
    • Sheer mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0393

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale