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.

  • Winter Glam Rhinestone Faux Fur Knit Beanie

    Add some glamour to your casual cozy looks this winter season with this rhinestone faux fur knit beanie! It features a ribbed knit material with a fold-over hem, all-over small rhinestone embellishments for a subtle sparkle, and a top fuzzy faux fur pom detail. Complete your cute 'fit with a plaid scarf.

    Fit & Features

    • Ribbed knit material
    • Fold-over hem
    • Small rhinestone embellishments
    • Faux fur pom

    Style Number/Barcode: 07302-1476

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Chic Faux Leather Beret

    Oh-so-chic, this sleek faux leather beret will have you channeling those Parisian-style vibes! It features a classic beret design with seam accents and is composed of a faux leather material with a woven lining. Style with a trench coat and ankle booties for a city-girl look.

    Fit & Features

    • Classic beret design
    • Seam accents
    • Faux leather material
    • Woven lining

    Style Number/Barcode: 07302-1480

    Category Name: Winter Looks

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Slicker Faux Leather Sherpa Lined Jacket

    Layer up in this faux leather crop jacket for a day or night out in the city! The faux sherpa lined jacket features slouchy long sleeves with faux sherpa cuffs and collar neckline, a front zipper closure, faux sherpa trim side pockets with woven lining, and a faux sherpa trim cropped hem. Style the cozy jacket with sleek booties and high-rise denim!

    Fit & Features

    • Slouchy long sleeves, faux sherpa cuffs
    • Faux sherpa collar neckline
    • Front zipper closure
    • Faux sherpa trim side pockets, woven lining
    • Faux sherpa trim cropped hem
    • Faux leather fabric, faux sherpa lining
    • Runs true to size

    Style Number/Barcode: 06201-0394

    Category Name: Winter Looks

    Price: $30.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual And Chill Plaid Shacket

    Keep it casual and chill with a shacket that brings those girl-next-door vibes. The shacket features a plaid print, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, and a longline length with a rounded hem. The shacket is composed of a soft faux wool fabric that offers a relaxed fit with a minimal stretch. Complete the look with thigh-high boots.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Long sleeves with button cuff
    • Multi-button down front
    • Two chest pockets
    • Longline length, rounded hem
    • Faux wool fabric, relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1657

    Category Name: Winter Looks

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ever-So-Trendy Plaid Fringe Scarf

    This ever-so-trendy plaid fringe scarf is perfect for the cold season ahead! Wrap yourself up in this comfy and ultra-soft scarf for day or night plans. Complete the look in a trendy moto jacket.

    Fit & Features

    • Plaid pattern
    • Fringe 
    • Ultra-soft knit material

    Style Number/Barcode: 07305-0458

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ready To Go PVC Clear Crossbody Bag

    Style this PVC clear crossbody bag and go on your next adventure! The bag features an adjustable and detachable strap, faux leather trim, a top zipper closure, and a spacious interior for keeping your essentials in. Perfect for concerts, festivals, or a day out adventuring! Complete the look in a trendy baseball cap.

    Fit & Features

    • Adjustable and detachable strap
    • Faux leather trim
    • Top zipper closure
    • Spacious interior
    • Clear PVC material

    Style Number/Barcode: 07203-1935

    Category Name: Winter Looks

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Lane Corduroy Faux Sherpa Collar Crop Jacket

    Take a walk down style lane in this corduroy crop jacket essential for the chilly season ahead! It features long sleeves with button cuffs, a faux sherpa collar, button-down front and flap pockets, and a back elasticized cinch hem. Layer over a basic top and currently trending cargo pants.

    Fit & Features

    • Long sleeves, button cuffs
    • Faux sherpa collar
    • Button down front, flap pockets
    • Cropped hem
    • Back elasticized cinch hem
    • Corduroy fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1690

    Category Name: Winter Looks

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Spotted Cow Print Faux Fur Coat

    This stylishly spotted cow print faux fur coat is the staple every trendsetter needs in their winter wardrobe! It features a lapel collar, long sleeves, side pockets to keep your hands warm, and an overall relaxed silhouette. The soft faux fur fabric features an all-over cow print pattern for an of-the-moment look. Layer this coat over a sweater with faux leather leggings and ankle booties!

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Dual side pockets
    • Relaxed fit
    • Cow print
    • Faux fur fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0393

    Category Name: Winter Looks

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Nights Patent Rhinestone Heel Booties

    Glamorous nights are to be had in these patent leather booties! They feature a sleek pointed-toe, a stiletto heel with a unique rhinestone ball decor, an inner zipper closure, and an ankle-length shaft. Complete the look with a sparkly clutch for a birthday dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Rhinestone ball decor
    • Inner zipper closure
    • Ankle-length shaft
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07403-1727

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Operation Cute Wide-Leg Cargo Sweatpants

    Pull off a cute operation in these cargo sweatpants! They feature a high-rise elasticized drawstring waist with tie, hidden side pockets, back flap pockets, and three lower flap pockets along the wide-leg silhouette on smooth scuba knit fabric. Complete the look with the matching hoodie for lounging or running errands!

    Shop Matching Jacket: Looking Sweet Corset Crop Hoodie

    Fit & Features

    • High-rise elasticized drawstring tie waist
    • Hidden side pockets
    • Back flap pockets
    • Three lower flap pockets
    • Wide-leg silhouette
    • Smooth scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2400

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make An Appearance Lace-Up Sweater Mini Dress

    Make an appearance in this sweater mini dress for dates to dinners! The mini dress features fitted long sleeves with flared cuffs and eye-catching lace-up packets, a mock neckline, and a flattering bodycon silhouette, on rib knit sweater fabric. Complete the look with simple hoop earrings and heels.

    Fit & Features

    • Fitted long sleeves
    • Flared cuffs, lace-up plackets
    • Mock neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1741

    Category Name: Winter Looks

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Arrive In Style Faux Leather Large Tote Bag

    Arrive in style toting this faux leather bag for weekday activities to weekend travel! The large tote bag features shoulder straps with an attached mini zipper pouch for carrying small items, a front quilted design on the faux leather material, a zippered pocket at the back, and a top zipper closure that reveals a spacious woven interior with pockets. Complete the look with a sweater and boots!

    Fit & Features

    • Large tote bag
    • Shoulder straps, attached mini zipper pouch
    • Front quilted design
    • Faux leather material, four studs at the bottom
    • Back zippered pocket
    • Top zipper closure
    • Spacious woven interior, two pockets, one zippered pocket

    Style Number/Barcode: 07203-1424

    Category Name: Winter Looks

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop Of Style Checkered Knit Scarf

    This bright and stylish cozy knit scarf is the perfect light accessory for any outfit. Crafted with a lightweight knit material with a checkered pattern, this scarf adds a fresh splash of color and texture. Complete the look in a trendy puffer jacket for running errands!

    Fit & Features

    • Lightweight knit material
    • No stretch
    • Long design
    • Checkered pattern

    Style Number/Barcode: 07305-0462

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweater Weather Baseball Cap

    This adorable baseball cap is a must-have for all the fall-obsessed girlies! The hat is designed with a classic curved brim and a front embroidered script that reads, "Sweater Weather." Style with a cozy plaid scarf and your favorite sweater of course!

    Fit & Features

    • Traditional baseball cap design
    • Classic curved brim
    • The embroidered script, "Sweater Weather"
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1535

    Category Name: Winter Looks

    Price: $12.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cue The Comfort Fuzzy Woven Fringe Scarf

    You'll be ready for the cold with this fuzzy woven scarf featuring a thick and warm design to help keep you cozy and fringe details. Complete the look with a trench coat for day or night plans!

    Fit & Features

    • Thick fuzzy woven material
    • No stretch
    • Long design
    • Fringe details

    Style Number/Barcode: 07305-0457

    Category Name: Winter Looks

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snow Business Cable Knit Faux Fur Pom Beanie

    Whether you're cozying up by the fire or having a snow day, this cable knit faux fur pom beanie will help keep you warm and looking adorable! It features a classic cable knit design with a fold-over hem, an ultra-plush faux fur lining, and a top fuzzy faux fur pom detail. Style with a cozy jacket to complete your cold-weather outfit.

    Fit & Features

    • Cable knit design
    • Fold-over hem
    • Soft faux fur lining
    • Faux fur pom

    Style Number/Barcode: 07302-1498

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch My Drift Over-The-Knee Lug Boots

    Let everyone catch your edgy drift in these over-the-knee lug boots! They feature a round toe, inner zipper closure, a sturdy lug sole and heel, and a top tie-back design on micro faux suede material. Complete the look in a cool moto jacket for an evening in the city!

    Fit & Features

    • Round toe
    • Inner zipper closure
    • Sturdy lug sole and heel
    • Over-the-knee shaft height
    • Top tie-back design
    • Micro faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0936

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Perfection Open Back Sweater Top

    Simple from the front and perfection on the back! This sweater top features fitted long sleeves, a mock neckline, a cropped hem, and a trendy open back with a twist design on stretchy rib knit fabric. Complete the look in a sleek midi skirt for a dinner date and coffee!

    Fit & Features

    • Fitted long sleeves
    • Mock neckline
    • Cropped hem
    • Open back, twist design
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1756

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Girl Mode Turtleneck Sweater Topper

    Enter cozy girl mode in this sweater topper to give your outfit the perfect touch! The sweater features slouchy long sleeves with ribbed cuffs, a fold-over turtleneck, a surplice front and back design, and an ultra-cropped hem on ribbed sweater knit fabric. Complete the look in a basic tank top and trendy cargo jeans.

    Fit & Features

    • Slouchy long sleeves, ribbed cuffs
    • Fold-over turtleneck
    • Surplice front and back design
    • Ultra-cropped hem
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1753

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layer Up Double-Breasted Trench Coat

    Layer up in this trench coat for an effortlessly elevated outfit! Crafted from smooth woven fabric, this trench coat features long sleeves with adjustable belted strap cuffs with buckle closure, a lapel collar neckline, double-breasted button-down closures, hidden side pockets for keeping your hands warm, a trendy tie-waist belt with belt loop accents, and front and back center slit designs. Complete the look with chic knee-high boots.

    Fit & Features

    • Long sleeves, adjustable belted strap cuffs, buckle closures
    • Lapel collar neckline
    • Double-breasted button-down closures
    • Hidden side pockets, tie-waist belt, belt loop accents
    • Front and back center slit designs
    • Smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 06204-1640

    Category Name: Winter Looks

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Half Cable Knit One Shoulder Sweater Top

    Wrap up in cozy style with this cable knit sweater top perfect for looking effortlessly cute in the chilly season! It features a one-shoulder neckline, a slouchy long sleeve with ribbed cuffs, a cropped hem, and a soft cable knit design. Complete the look in a faux leather mini skirt and boots for a coffee date.

    Fit & Features

    • One-shoulder neckline
    • Slouchy long sleeve, ribbed cuffs
    • Cropped hem
    • Soft cable knit design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1746

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Latte Meet Up Distressed Cable Knit Sweater

    The perfect cable knit sweater for latte meet-ups and other plans that involve coffee! It features long sleeves, a crew neck, distressed accents throughout, and a cropped hem on cozy cable knit fabric. Complete the look in a sleek mini skirt and boots!

    Fit & Features

    • Long sleeves
    • Crew neck
    • Distressed accents throughout
    • Cropped hem
    • Cable knit soft fabric
    • Runs true to size

    Style Number/Barcode: 06005-1739

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Funday Baseball Cap

    The perfect baseball cap to show your gameday energy! It features a classic curved wide brim and a front embroidery that reads, "Sunday Funday" with a football. Complete the look in a trendy denim jacket to root for your team in style!

    Fit & Features

    • Classic baseball cap design
    • Curved wide brim
    • Front embroidery reads, "Sunday Funday" with a football
    • Adjustable back strap, metal clip closure

    Style Number/Barcode: 07302-1537

    Category Name: Winter Looks

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cute Long Sleeve Open Back Catsuit

    You'll be feeling cute in this flattering ribbed long sleeve catsuit. Enjoy the luxurious feel of the comfortable, form-fitting fabric as you show off the sultry open back, keep cozy with the fitted long sleeves and crew neckline with back button closures, and the perfect skinny-leg design. Complete the look in a jacket and cozy boots!

    Fit & Features

    • Fitted long sleeves
    • Crew neckline, back button closures
    • Open back
    • Form-hugging
    • Skinny-leg design
    • Rib-knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06502-2397

    Category Name: Winter Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale