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.

  • Pretty In Ombre Rib Knit Sweater

    Color yourself in this pretty ombre rib knit sweater featuring long sleeves, ribbed cuffs and crew neck, and an oversized silhouette. Complete the look in straight-leg jeans for a casual coffee date!

    Fit & Features

    • Long sleeves
    • Ribbed cuffs and crew neck
    • Oversized silhouette
    • Ombre pattern
    • Rib-knit design
    • Fits true to size

    Style Number/Barcode: 06005-1565

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Picture This Faux Fur Crop Jacket

    Can't you picture yourself in this faux fur crop jacket? Elevate your outfit layering on this fab coat featuring long sleeves, a standing collar neckline with dual snap-button closures, a hidden front zipper, side pockets, and an illusion stripe design. Complete the look in lace-up heels.

    Fit & Features

    • Long sleeves
    • Standing collar neckline
    • Dual snap-button closures
    • Hidden front zipper, side pockets
    • Cropped hem
    • Illusion stripe design, faux fur fabric
    • Fits true to size

    Style Number/Barcode: 06201-0294

    Category Name: Winter Looks

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Perfect Night In Top And Leggings Set

    Have the perfect night in wearing this cozy top and leggings set! The tank crop top features a sleeveless scoop neck with spaghetti straps and high-rise matching jogger leggings. Complete your lounge look in a cozy hoodie jacket.

    Fit & Features

    • Top and leggings set
    • Tank crop top, scoop neck, spaghetti straps
    • High-rise jogger leggings with tie front
    • Soft and cozy
    • Knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 07103-0788

    Category Name: Winter Looks

    Price: $10.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Elegance Button Trim Gloves

    Keep warm with elegant gloves that go with all of your cold-weather outfits. These gloves feature a cashmere-like knit material with an ultra-plush lining and a row of four studded buttons at the outer cuff. Complete the look with a chic beret.

    Fit & Features

    • Cashmere-like knit material
    • Soft lining
    • Four buttons at the cuff

    Style Number/Barcode: 07304-0023

    Category Name: Winter Looks

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill In The Air Zip Puffer Jacket

    Bundle up in this stylish crop puffer jacket to brace the chilly air! It features long sleeves with elasticized cuffs, a collar neckline, zipper closure, and elasticized hem. The jacket is composed of iridescent nylon-woven fabric with insulation to help keep you warm and protected from the elements. Complete the look in cool lug booties.

    Fit & Features

    • Long sleeves with elasticized cuffs
    • Collar neckline
    • Zipper closure
    • Elasticized crop hem
    • Iridescent nylon-woven fabric
    • Insulated and lined
    • Fits true to size

    Style Number/Barcode: 06201-0348

    Category Name: Winter Looks

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Groove Swirl Mock Neck Sweater

    You and this cozy sweater will groove together all season long! It features long sleeves with ribbed cuffs, a mock neckline, a swirl pattern, and a relaxed fit on soft purl knit fabric. Complete the look in jeans and booties.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Mock neckline
    • Swirl pattern
    • Relaxed fit
    • Soft and comfortable
    • Purl knit design, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1553

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Knit Right Chenille Sweater

    You'll love styling this chenille crop sweater into your weekly outfit rotation! It features cozy long sleeves, a crew neck, and a striped color block pattern composed of a cable knit design. The ultra-soft chenille fabric has no stretch. Complete the look in boyfriend jeans for a cute and casual vibe!

    Fit & Features

    • Long sleeves
    • Crew neck
    • Striped color block pattern
    • Cropped hem
    • Cable knit design
    • Chenille fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06005-1562

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid's My Favorite Woven Skirt

    It's the season for cozy layers and your favorite print! This plaid woven skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a mini-length hem. Complete the look with the matching shacket. 

    Shop The Matching Shacket: Plaid's My Favorite Woven Shacket

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06401-0460

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap My Mind Around Knit Sweater

    Forever a classic with a chic twist! This crop knit sweater will instantly give your outfit a polished vibe. It features long sleeves, a collared v-neck, a surplice bodice, and a wrap-style hem with tie-back closure. Complete the look in new Windsor denim jeans. 

    Fit & Features

    • Long sleeves
    • Collared v-neck
    • Surplice bodice
    • Wrap-style, tie-back closure
    • Cropped hem
    • Smooth knit fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1493

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coffee Date Chic Plaid Scarf

    This adorably chic plaid scarf is perfect for your fall coffee dates! It features a large oblong design, a soft brushed knit fabrication with fringe detailing, and an all-over plaid print pattern. Style with hoop earrings and a crossbody purse.

    Fit & Features

    • Large oblong design
    • Brushed knit fabrication, no stretch
    • Fringe detailing
    • Plaid print

    Style Number/Barcode: 07305-0422

    Category Name: Winter Looks

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Diva Essential Faux Fur Cuff Gloves

    Every diva this cold season needs these faux suede gloves featuring faux fur cuffs and textured fingerprints for grip. Complete the look in a duster coat.

    Fit & Features

    • Faux fur cuffs
    • Textured fingerprints
    • Faux suede material

    Style Number/Barcode: 07304-0021

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Air Turtleneck Knit Sweater

    Brace the autumn air in this cozy and cute turtleneck knit sweater featuring long sleeves with drop shoulder seams and a relaxed silhouette. Complete the look in new jeans and booties for a fall festival!

    Fit & Features

    • Long sleeves with drop shoulder seams
    • Turtleneck 
    • Relaxed silhouette
    • Ribbed knit design
    • Fits true to size

    Style Number/Barcode: 06005-1544

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid's My Favorite Woven Shacket

    It's the season for cozy layers and your favorite print! This plaid woven shacket features long sleeves, a collar neckline, button-down closures, a front pocket, and an oversized fit. Complete the look with matching bottoms. 

    Shop The Matching Bottoms: Plaid's My Favorite Woven Skirt

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Button-down closures
    • Front pocket
    • Oversized silhouette
    • Plaid pattern, woven fabric
    • Fits true to size

    Style Number/Barcode: 06204-1449

    Category Name: Winter Looks

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Spice Lace-Up Sweater

    Grab a pumpkin latte in this stylish fuzzy sweater that brings the autumn vibes! It features a V-neckline, long sleeves, a partially open back with a lace-up design, a cropped fit, and a trendy ombre knit pattern. Style with dark wash denim and ankle booties.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Partially open back, lace-up design, tie closure
    • Cropped hem, form-hugging fit
    • Ombre knit pattern
    • Sweater knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1561

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • VIP Style Satin Beaded Clutch

    Score a spot as a stylish VIP with this satin clutch featuring a beaded and rhinestone envelope front flap with snap-button closure, detachable chain strap, and an interior pocket. Complete the look in simple block heels.

    Fit & Features

    • Beaded and rhinestone envelope front flap
    • Snap-button closure
    • Detachable chain strap
    • Interior pocket
    • Satin material

    Style Number/Barcode: 07204-0566

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Parisian Beauty Wool Beret

    Look and feel like a Parisian beauty accessorizing with this wool beret perfect for styling with a sleek crop blazer for a city-girl look.

    Fit & Features

    • Classic beret style
    • Wool material

    Style Number/Barcode: 07302-1347

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Secured Faux Leather Corset Belt

    Secure your style accessorizing with this faux leather corset belt! It features a front croc patterned band with dual adjustable buckle closures and a back elastic knit band that stretches to give you the perfect fit! Complete the look in square toe booties.

    Fit & Features

    • Front faux leather croc pattern
    • Dual adjustable buckle closure
    • Back elastic knit band
    • Stretch to fit

    Style Number/Barcode: 07301-0539

    Category Name: Winter Looks

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bundle Up Plaid Blanket Scarf

    Bundle up in this classic plaid scarf that is perfect for the fall and winter seasons! It features a large blanket design with an all-over fringe hem and a chic plaid pattern. Style with a belted trench coat and booties.

    Fit & Features

    • Large blanket design
    • Soft knit fabrication, no stretch
    • Fringe hem
    • Plaid pattern

    Style Number/Barcode: 07305-0424

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cuddle Weather Plaid Blanket Scarf

    Cuddle up with this adorable plaid blanket scarf! It features a soft knit fabrication with trendy fringe detailing and an all-over plaid print pattern. Style with a sweater dress and knee-high boots.

    Fit & Features

    • Large blanket design
    • Knit fabrication, no stretch
    • Fringe detailing
    • Plaid print

    Style Number/Barcode: 07305-0429

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Autumn Shine Rhinestone Beanie

    This autumn, sparkle, and shine accessorizing with this cable knit beanie featuring a faux fur pom, and rhinestone accents on soft and cozy fabric. Complete the look in a casual jacket.

    Fit & Features

    • Faux fur pom
    • Rhinestone accents
    • Cable knit design
    • Soft and cozy

    Style Number/Barcode: 07302-0825

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Western Rhinestone Fedora

    Take your western-inspired look to glam heights with this faux wool fedora featuring a rhinestone embellished trim and a wide brim. Complete the look in a fringe denim jacket.

    Fit & Features

    • Rhinestone embellished trim
    • Wide brim
    • Classic fedora style
    • Faux wool material

    Style Number/Barcode: 07302-1375

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Stylish Lace Up Stiletto Booties

    Live up to your name in these showstopping stiletto booties featuring an almond peep toe, a cutout design with lace-up straps, and a back zipper closure on faux suede material. Complete the look in a sultry sweater dress.

    Fit & Features

    • Almond peep toe
    • Stiletto heel
    • Cutout design
    • Lace-up straps
    • Back zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1564

    Category Name: Winter Looks

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Spirit Chiffon Skater Dress

    Play up your flirty side in this adorable chiffon skater dress featuring sheer peasant sleeves, a square neckline, an open-back with tie closure, and a short-length hem. Complete the look in platform heels for a dressy event!

    Fit & Features

    • Sheer peasant sleeves
    • Square neckline
    • Open-back with tie closure
    • Skater silhouette
    • Short-length hem
    • Airy chiffon fabric, woven lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-2162

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Henley Knit Midi Dress

    Step up your basics with this rib knit midi dress with subtle detail for a cute, everyday style! The dress features long sleeves, a V-neck, a button-down front with a slit, and a form-hugging silhouette. Complete the look in strappy mules for weekend plans!

    Fit & Features

    • Long sleeves, V-neck
    • Front button-down
    • Slit accent
    • Form-hugging silhouette
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4726

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale