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.

  • Varsity Blues Cable Knit Sweater

    Can't decide what to wear? Let this varsity crop sweater slide into your lineup! It features long sleeves with striped cuffs, a v-neckline, and a high-low hem on cable knit fabric with minimal stretch. Complete the look in skinny jeans and boots.

    Fit & Features

    • Long sleeves, striped cuffs
    • V-neckline
    • High-low crop hem
    • Varsity stripes throughout
    • Cable knit design, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1567

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Classic Plunge V-Neck Top

    Ultra flattering and essential, this plunge v-neck top features long bishop sleeves and a ruched bodice for a figure-hugging fit. Complete the look in high-rise jeans for a dinner party.

    Fit & Features

    • Long bishop sleeves
    • Plunge v-neck
    • Ruched bodice
    • Figure-hugging fit
    • Sleek knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-4393

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Finding Inspo Scoop Neck Mini Dress

    Casual to dressy, this scoop neck mini dress is perfect for creating all sorts of stylish fits! Featuring long sleeves, a bodycon silhouette, and a slight low-back neckline on ribbed knit fabric. Complete the look in a trendy shacket and booties.

    Fit & Features

    • Long sleeves
    • Scoop neck on front and back
    • Bodycon silhouette
    • Mini-length hem
    • Ribbed knit fabric, double-lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4100

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Fall Vibes Belted Plaid Shacket

    Layer on this trendy plaid flannel shacket for all the cozy fall vibes! It features a collared neckline, long sleeves, a complete button-down front, pockets, a tie-front belt to stylishly cinch your waist, and a relaxed fit. Pair with a basic bodysuit and a knit midi skirt.

    Fit & Features

    • Collared neckline, long sleeves, single button details
    • Button-down front
    • Buttoned chest pockets, faux side pockets
    • Tie-front belt
    • Relaxed fit
    • Plaid print, woven flannel fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1447

    Category Name: Winter Looks

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Trendsetter Zebra Faux Fur Coat

    Layer on this fab zebra-printed faux fur coat for a total trendsetter vibe. It features an open front with a lapel collar, long sleeves, front pockets, and a relaxed fit. The zebra-printed faux fur fabric is ultra-soft to the touch for cozy wear. Style over a sweater dress with ankle booties.

    Fit & Features

    • Open front, lapel collar
    • Long sleeves
    • Lined front pockets
    • Relaxed fit
    • Zebra print
    • Faux fur fabric, smooth lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0335

    Category Name: Winter Looks

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cordially Invited Corduroy Corset

    This corduroy corset is sure to be cordially invited into your autumn must-haves! It features a sleeveless scoop neck, adjustable spaghetti straps, crop hem, front hook-eye, and back zipper closures. Complete the look in sleek leather pants for a dinner date!

    Fit & Features

    • Sleeveless scoop neck
    • Adjustable spaghetti straps
    • Front hook-eye and back zipper closures
    • Corset-style bodice
    • Cropped hem
    • Corduroy woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-2006

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cable Knit Vibes Crop Sweater

    Embrace the autumn chill in this cable knit crop sweater featuring cozy long sleeves and a crew neckline on soft acrylic-knit fabric. Complete the look in jeans and knee-high boots.

    Fit & Features

    • Cozy long sleeves
    • Crew neckline
    • Cable knit design
    • Cropped hem
    • Soft acrylic-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1523

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Tie-Back Long Sleeve Crop Top

    Turn heads in this trendy tie-back long sleeve crop top! It features a crew neckline, wrap-front straps at the waist that tie at the back, and a cropped, form-hugging fit. The ribbed knit fabric offers plenty of stretch. Style this elevated basic with mom jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Wrap-front straps at the waist, tie at the back
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1440

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trend Alert Cropped Puffer Vest

    Keep your status as a stylish trendsetter with this fab cropped puffer vest! It features a sleeveless collared neckline, a complete zip front, a cropped hem, and adjustable drawcords on each side for a cinched fit. The vest is composed of a lined nylon-woven fabric with insulation to help keep you warm and protected from the elements. Layer over a long sleeve top with your fave pair of denim.

    Fit & Features

    • Sleeveless collared neckline
    • Zip front
    • Cropped hem
    • Adjustable drawcords
    • Insulated and lined nylon-woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0336

    Category Name: Winter Looks

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Sparkle Rhinestone Mesh Bodysuit

    Illuminate at your next party with the prettiest sparkle in this airy mesh bodysuit! It features a deep V-neckline, long bishop sleeves, ruching, and a thong-knit bottom. The sheer mesh fabric features all-over iridescent rhinestones for a glamorous look. Style with faux leather shorts and clear heels.

    Fit & Features

    • V-neckline, under-bust seam
    • Long bishop sleeves
    • Ruching
    • Thong-knit bottom, dual snap button closure
    • Iridescent rhinestone embellishments
    • Sheer mesh fabric, no lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4457

    Category Name: Winter Looks

    Price: $23.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Eyes For One Shoulder Sweater Dress

    Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!

    Fit & Features

    • One-shoulder, long sleeve
    • Choker neck
    • Side waist cutout
    • Form-hugging silhouette
    • Slit midi-length hem
    • Soft sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1495

    Category Name: Winter Looks

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Gemstone Teardrop Earrings

    Adorn your ears with these gorgeous teardrop earrings featuring colored gemstone insets with rhinestone trim on a post-back closure. Complete the look with a dainty ring set.

    Fit & Features

    • Teardrop layered design
    • Colored gemstone insets
    • Rhinestone trim
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1419

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Artsy Leaf Statement Ring

    Always artsy with a hint of glam! Showcase a gorgeous look by styling this rhinestone statement ring with your outfit. It features a delicate leaf design on a sleek metal frame. Pair with a chic jumpsuit for an evening downtown.

    Fit & Features

    • Rhinestone leaf design
    • Sleek metal frame

    Style Number/Barcode: 07004-0309

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walking Tall Over The Knee Boots

    These over-the-knee boots were made for your daily stylish walks to and from the coffee shop! They feature a round toe, side zipper closure, PU front panel, a back knit panel, a flat sole, and low heel. Complete the look in a trendy crop jacket. 

    Fit & Features

    • Round toe
    • Side zipper closure
    • PU front panel, back knit panel
    • Flat sole
    • Low heel
    • Runs true to size

    Style Number/Barcode: 07402-0839

    Category Name: Winter Looks

    Price: $4.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Rule Faux Leather Crop Shacket

    Play up an edgy style this new season layering this faux leather crop shacket with your best fits! The shacket features long sleeves with button cuffs, a collar neckline, a button-down front, and pockets. Style with a glam bodysuit and jeans on your next night out!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front and pockets
    • Relaxed silhouette
    • Cropped length
    • Faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06204-1506

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Very Alluring Faux Leather Skirt

    A v-style high-rise waist creates a very alluring effect on this faux leather mini skirt! It features a bodycon silhouette, a back zipper closure, and a slit hem. Complete the look in a chic blouse.

    Fit & Features

    • High-rise v-style waist
    • Bodycon silhouette
    • Back zipper and hook-eye closure
    • Mini-length hem with slit
    • Faux leather fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06401-0495

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Modern Girl Rhinestone Trim Beret

    Top off your modern girl style with this faux wool beret! It features a subtle hint of glam with a rhinestone trim and drawstring hem for a customizable fit. Perfect for styling with a chic trench coat for a day spent downtown!

    Fit & Features

    • Rhinestone trim
    • Customizable drawstring hem
    • Classic beret design
    • Faux wool material

    Style Number/Barcode: 07302-0951

    Category Name: Winter Looks

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Satin Mini Shoulder Bag

    Timeless and chic, this satin mini shoulder bag will elevate your day-to-night fit! It features a rhinestone embellished strap, a foldover top, and a spacious interior. Complete the look in strappy stiletto heels.

    Fit & Features

    • Rhinestone embellished strap
    • Foldover top
    • Spacious interior
    • Satin material
    • Mini silhouette

    Style Number/Barcode: 07203-1057

    Category Name: Winter Looks

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chrome-Mazing Mini Shoulder Bag

    Unlock an amazing style accessorizing with this chrome mini shoulder bag featuring a rhinestone embellished strap, a foldover top, and a spacious interior. Complete the look in dainty butterfly earrings.

    Fit & Features

    • Rhinestone embellished strap
    • Foldover top 
    • Spacious interior
    • Mini silhouette
    • Chrome faux leather material

    Style Number/Barcode: 07203-1058

    Category Name: Winter Looks

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Peek-A-Boo Faux Suede Booties

    Peek-a-boo do you see these chic shoes? Strut the catwalk in these faux suede booties featuring a peep toe almond toe, block heel, and a front lace-up placket and side zipper closure. Complete the look in a wide-leg jumpsuit.

    Fit & Features

    • Peep almond toe
    • Block heel
    • Front lace-up placket
    • Side zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1483

    Category Name: Winter Looks

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch My Drift Lace-Up Booties

    Everyone will catch your drift and step aside cause you'll be looking so stylish in these lace-up booties featuring an almond toe, block heel, platform sole, and ankle-length fit. Complete the look in a crop denim jacket.

    Fit & Features

    • Almond toe
    • Platform sole
    • Lace-up front closure
    • Block heel
    • Ankle-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1579

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Control Over The Knee Lug Boots

    Take charge of your edgy style in these over-the-knee boots featuring an almond toe, block heel, lug sole, and a 50/50 faux suede and knit material panel. Style with an oversized blazer to complete the look!

    Fit & Features

    • Almond toe
    • Block heel
    • Lug sole
    • Side zipper closure
    • Over the knee shaft length
    • 50/50 faux suede and knit material
    • Runs true to size

    Style Number/Barcode: 07402-0809

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Close Up Square Toe Block Heels

    You'll be ready for your close-up in these faux leather block heels featuring a trendy square toe, platform sole, and an adjustable buckle ankle strap. Complete your gorgeous look in a chic ring set.

    Fit & Features

    • Square toe
    • Platform sole
    • Block heel
    • Adjustable buckle ankle strap
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3973

    Category Name: Winter Looks

    Price: $4.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Scene Plaid Tweed Skirt

    With so much on your calendar, this plaid tweed mini skirt will have you looking posh and poised! It features a high-rise waist, faux flap pockets, and button-down closures. Complete the look in the matching blazer and mules.

    Shop Matching Blazer: Social Scene Plaid Tweed Blazer

    Fit & Features

    • High-rise waist
    • Faux flap pockets
    • Button-down closures
    • Plaid pattern 
    • Mini-length hem
    • Tweed woven fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0516

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free