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.

  • Front Line Mock Neck Bodycon Dress

    In this sultry bodycon dress, you'll be taken to the front of the line! It features long sleeves with thumb holes, a mock neck with dual button closures, a back keyhole accent, and a mini-length hem, and is composed of a slinky double-lined knit fabric. Complete the look in statement heels.

    Fit & Features

    • Long sleeves with thumb holes
    • Mock neck with dual button closures
    • Back keyhole accent
    • Bodycon silhouette
    • Mini-length hem
    • Slinky double-lined knit fabric, moderate stretch

     

    Please be advised that the plum dress runs small. Fit model recommends one size up. The khaki dress runs true to size.

    Style Number/Barcode: 05103-4862

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Weekend Vibes Ribbed Knit Mini Dress

    This cute and cozy ribbed knit mini dress is perf for your weekend plans! It features a crew neckline, long fitted sleeves, ruched detailing down the side seams, and a short, curve-hugging silhouette. The soft ribbed knit fabric offers plenty of stretch. Style with knee-high boots to grab coffee with your friends.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Ruching down the sides
    • Mini-length hem, fitted bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4839

    Category Name: Winter Looks

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocker-Chic Rhinestone Fringe Denim Jacket

    Layer on this distressed and embellished denim jacket for a glam rocker-chic look! It features a collared neckline, long sleeves, a complete button-down front, pockets, distressed detailing, eye-catching rhinestone fringe on the back, and a cropped, relaxed fit. The cotton fabric has no stretch. Complete your cool-girl 'fit with a corset top and faux leather shorts.

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Button-down front, dual chest pockets
    • Distressing
    • Back rhinestone fringe design
    • Cropped, relaxed fit
    • Cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0482

    Category Name: Winter Looks

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chilly Days Chunky Knit Beanie

    Get ready for chilly fall days with this adorable chunky knit beanie. The cuffed beanie features a twisted knit design with a cute faux fur pom accent. Style with a belted trench coat.

    Fit & Features

    • Cuffed hem
    • Twisted knit design
    • Faux fur pom accent

    Style Number/Barcode: 07302-1012

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Shimmer Sequin V-Neck Jumpsuit

    Shimmer and shine in the perfect sequin jumpsuit for a night you'll never forget! The jumpsuit features long sleeves, a plunge v-neckline, an empire waistband, and a skinny-leg design. Complete the look in sleek stiletto mules.

    Fit & Features

    • Long sleeves
    • Plunge v-neck
    • Back zipper and hook-eye closure
    • Empire waistband
    • Skinny-leg design
    • Sequin fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06402-0462

    Category Name: Winter Looks

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lots To Love Block Heel Booties

    There is a lot to love about these nubuck booties and all the ways you can style them! They feature an almond toe, block heel, and side zipper closure, and fit above the ankle. Complete the look in a chic duster trench coat for a day in the city!

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Above the ankle length
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1570

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reap The Rewards Cutout Mini Dress

    You'll be reaping the rewards of this rib mini dress all season long! It features long fitted sleeves and a crew neckline, a twist accent bust with a cutout waist, side ruched ties that let you customize the length, and a bodycon silhouette. Complete the look in booties.

    Fit & Features

    • Long fitted sleeves
    • Crew neckline
    • Twist accent bust, cutout waist
    • Side ruched ties to customize the length
    • Bodycon mini silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4583

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button A Serious Note Rib Bodysuit

    But on a serious note, this henley bodysuit needs to be in your lineup! It features long sleeves, a v-neckline with button closures, a thong bottom, and dual snap-button closures on sweater ribbed knit fabric with stretch. Complete the look in chic new trouser pants for a weekend brunch.

    Fit & Features

    • Long sleeves
    • V-neckline with button closures
    • Thong bottom
    • Dual snap-button closures
    • Sweater ribbed knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1512

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Growl Play Leopard Knit Cardigan

    Play up your basics for this growl-iscious cardigan featuring cozy long sleeves, ribbed cuffs, button-down front closures, cropped hem, and leopard pattern on a cozy and soft purl knit fabric. Complete the look booties.

    Fit & Features

    • Cozy long sleeves
    • Ribbed cuffs
    • Front button-down closures
    • Cropped hem
    • Leopard pattern
    • Soft and cozy purl knit
    • Fits true to size

    Style Number/Barcode: 06005-1511

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Cutout Mini Sweater Dress

    This elevated mini sweater dress is a trendy staple for this fall season! It features a mock neckline, long fitted sleeves, waist cutouts that lead to the back, and a short, curve-hugging, bodycon silhouette. Style with strappy heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Waist cutouts that lead to the back
    • Mini-length hem
    • Fitted bodycon silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1469

    Category Name: Winter Looks

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Cute Faux Wool Beret

    Add this sweet and simple faux wool beret to elevate your everyday style! Complete the look in a sweater dress, coat, and knee-high boots.

    Fit & Features

    • Classic beret style
    • Faux wool material

    Style Number/Barcode: 07302-1348

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Downtown Chic Faux Leather Cabbie Hat

    Top off your look with this elevated cabbie hat for a downtown chic vibe. It features a traditional cabbie hat design with a flat top, an updated sleek faux leather short curved brim, and side button accents. Style with hoop earrings.

    Fit & Features

    • Flat top
    • Faux leather short curved brim
    • Side button details
    • Brushed woven material, woven lining

    Style Number/Barcode: 07302-1321

    Category Name: Winter Looks

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortlessly Elegant Rhinestone Necklace And Earrings Set

    Effortlessly elegant, this gorgeous jewelry set will add a chic sparkle to your look. It features a V-shaped collar necklace with a single row of rhinestones leading to an embellished design of mini rhinestones and marquise-shaped stones with a short teardrop-shaped stone lariat at the center. The set also includes a matching pair of embellished duster earrings. Style with a dainty tennis bracelet for the perfect amount of sparkle.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace
    • Single row of rhinestones, mini rhinestone and marquise-shaped stone design
    • Short teardrop-shaped stone lariat
    • Adjustable chain, lobster clasp closure
    • Matching rhinestone duster earrings, post-back closures

     

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

    Style Number/Barcode: 07002-1321

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shimmer Rhinestone Fold Over Clutch

    Shimmer and shine at your next social event with this rhinestone clutch bag featuring a front fold-over with snap-button closure, a detachable chain link strap, and a lined interior with a pocket. Complete the look in glam block heels.

    Fit & Features

    • Rhinestone embellished
    • Front fold-over
    • Snap button closure
    • Detachable chain link strap
    • Lined interior with pocket

    Style Number/Barcode: 07204-0650

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Fall Vibes Knit Duster

    Layer on this lightweight knit duster for all the cozy fall vibes! It features long fitted sleeves, an open front, a long, flowy silhouette, and is composed of a slinky knit fabric that offers plenty of stretch. Style with a basic bodysuit and dark wash denim.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Long, flowy fit
    • Slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0339

    Category Name: Winter Looks

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz Stole The Show Bracelet

    This glitzy bracelet will steal the show! It features an elegant leaf-shaped design with rhinestone embellishments and a clasp closure. Complete the look in duster earrings.

    Fit & Features

    • Leaf-shaped design
    • Rhinestone embellishments
    • Clasp closure

    Style Number/Barcode: 07003-0383

    Category Name: Winter Looks

    Price: $0.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Confident Chick V-Neck Bodysuit

    You'll always be confident with this stylish essential bodysuit! It features long fitted sleeves, a V-neck with trim, and a thong bottom with dual snap button closures. The bodysuit is composed of a sweater rib-knit fabric that offers plenty of stretch. Complete the look in boyfriend jeans and mules for a day date.

    Fit & Features

    • Long fitted sleeves
    • V-neck with trim
    • Thong bottom, snap button closures
    • Sweater rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1491

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Mood Printed Bustier Tube Top

    This fab bustier tube top will put you in a bold style mood! It features a strapless neckline, flexible boning to provide structure, a mid-length, form-hugging fit, and an all-over multi-colored abstract print that will catch everyone's eye. The lined mesh fabric offers minimal stretch. Pair with the matching midi skirt and strappy heels for a night out with the girls.

    Shop Matching Bottoms: Bold Mood Printed Midi Skirt

    Fit & Features

    • Strapless neckline
    • Flexible boning, back zipper, hook and eye closure
    • Mid-length hem, form-hugging fit
    • Multi-colored abstract print
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4517

    Category Name: Winter Looks

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Teddy Bear Faux Sherpa Crop Jacket

    The look and feel of your favorite teddy in the comfort of this faux sherpa crop jacket! Stay cozy and cute this season in this jacket featuring drop shoulder long sleeves with buttoned cuffs, a collar neckline, front button-down closures, and flap pockets. Complete the look in trendy lug boots. 

    Fit & Features

    • Drop shoulder long sleeves
    • Buttoned cuffs
    • Collar neckline
    • Front button-down closures
    • Flap pockets, cropped hem
    • Faux sherpa, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0345

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Favorite Puffer Crop Jacket

    Head into the colder season in your new favorite puffer crop jacket! It features long sleeves, a standing collar, side pockets, a front zipper, and a back draw cord for a customizable fit. The jacket this composed of an insulated nylon woven fabric designed to help keep you cozy and protected from the elements! Complete the look in trendy skinny jeans and booties. 

    Fit & Features

    • Long sleeves
    • Standing collar neckline
    • Side pockets, front zipper closure
    • Back adjustable drawcord
    • Cropped length
    • Insulated nylon-woven lined fabric
    • Fits true to size

    Style Number/Barcode: 06201-0344

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Trend Collared Mini Dress

    Totally timeless and trending, this collared mini dress will be such a staple in your year-round closet! It features long fitted bell sleeves with split cuffs, a V-neckline, a bodycon silhouette, and side and center front ruching that puts your curves on display! Complete the look in chic booties.

    Fit & Features

    • Long fitted bell sleeves with split cuffs
    • Collared V-neckline
    • Bodycon silhouette
    • Center and side ruching
    • Mini-length hem
    • Stretchy smooth knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4899

    Category Name: Winter Looks

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Layers Necklace Set

    Layer on the luxe vibes with this trendy-glam necklace set! The pack features five varying necklaces at different lengths you can wear separately or together for a stunning look. The five necklaces include a choker necklace with large rhinestone embellishments, a dainty rhinestone embellished layer, a chunky chain-link necklace, a twisted chain layer, and a flat snake chain necklace. Style this set with simple stud earrings.

    Fit & Features

    • Five-pack necklace set
    • Different lengths
    • Rhinestone embellishments
    • Various chain-link designs
    • Adjustable chains, lobster clasp closures

    Style Number/Barcode: 07002-1289

    Category Name: Winter Looks

    Price: $1.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Agenda Sweater Knit Bodysuit

    Coming up with a plan for everyone to see you in this sweater bodysuit can definitely be arranged! The rib knit bodysuit top features long sleeves, crew neck, front keyhole cutout, and a thong cut bottom with dual snap-button closures. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves
    • Crew neck
    • Front keyhole cutout
    • Thong cut bottom
    • Dual snap-button closures
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1437

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boss Moves Camouflage Cargo Joggers

    Command the scene like the boss you are in these on-trend camouflage joggers. They feature a mid-rise waist with a ribbed knit elasticized waistband, a tie-front design, cargo-style pockets, and a tapered, ribbed knit, jogger hem. The woven fabric offers minimal stretch. Style with a faux leather corset and strappy heels.

    Fit & Features

    • Mid-rise waist, ribbed knit elasticized waistband
    • Tie-front design, hidden front zipper, button closure
    • Front pockets, faux back flap pockets
    • Cargo-style buttoned side pockets
    • Ribbed knit jogger hem
    • Camouflage pattern, woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0674

    Category Name: Winter Looks

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance