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.

  • All About The 70s Mesh Print Bodysuit

    Look and feel like a groovy babe styling this sheer mesh print bodysuit with your favorite bottoms! It features fitted long sleeves, a crew neck, and a 70s-inspired swirl print. Complete the look in sleek faux leather pants.

    Fit & Features

    • Fitted long sleeves
    • Crew neck
    • Thong bottom, dual snap button closure
    • 70s-inspired swirl print
    • Sheer mesh knit fabric, no lining
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4411

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Edge Zip-Up Platform Booties

    Add some stylish edge to your everyday look with these trendy platform booties. They feature an above-the-ankle fit, a round toe, a front zip-up design, and a tall platform. Pair these faux leather booties with a corset top and your fave pair of denim.

    Fit & Features

    • Above-the-ankle fit
    • Round toe
    • Front zip-up design
    • Tall platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1627

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Edge Platform Booties

    Show off a chic edge in these on-trend ankle booties! They feature an above-the-ankle design, a round toe, elastic gore details on each side to provide stretch for comfortable wear, and a bold tall platform for an elevated style. Pair these booties with a faux leather shacket.

    Fit & Features

    • Above-the-ankle design
    • Round toe
    • Elastic gore details
    • Tall platform
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1629

    Category Name: Winter Looks

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On A Western Kick Cowboy Boots

    Get on the western trend with these chic faux leather cowboy boots! They feature a below-the-knee height, a pointed toe, a short stacked block heel, an inner zipper closure, and a western-inspired stitched design at the ankle. Style with your fave mini dress!

    Fit & Features

    • Below-the-knee height
    • Pointed toe, short stacked block heel
    • Partial inner zipper closure
    • Western-inspired stitched design at the ankle
    • Faux leather material, smooth woven interior
    • Runs true to size

    Style Number/Barcode: 07402-0873

    Category Name: Winter Looks

    Price: $4.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Trendy Teardrop Hoop Earrings

    These sleek hoop earrings are a simple trendy style you can wear every day! They feature an oversized teardrop shape with a textured design and a back omega closure. Pair these earrings with a dainty layered necklace.

    Fit & Features

    • Oversized teardrop shape
    • Textured design
    • Omega closure
    • Metal material

     

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

    Style Number/Barcode: 07001-1433

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Ribbed Knit Flare Pants

    Style up these comfy ribbed knit flare pants and you'll be a total trendy babe! They feature a high-rise elasticized waist, a hip-hugging fit that continues down the leg, and a flared-out hem. The ribbed knit fabric offers plenty of stretch for comfortable wear. Pair with a crop top and a button-down shacket for the cutest look!

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Flared-out hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2262

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Downtown Girl Faux Wool Cabby Hat

    You'll need this cabby hat as you make your way downtown! It features a wide brim, classic cabby-hat styling, and is made of faux wool material. Complete the look in a trendy denim jacket.

    Fit & Features

    • Wide brim
    • Classic cabby-hat styling
    • Faux wool material, woven lining

    Style Number/Barcode: 07302-1395

    Category Name: Winter Looks

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Search Of Luxe Gold Leaf Trim Hat

    Your search for luxe ends here with this faux wool hat! It features a stunning gold leaf trim on a thin faux leather band and a wide brim. Complete the look in a polished plaid blazer.

    Fit & Features

    • Gold leaf trim, thin faux leather band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-1396

    Category Name: Winter Looks

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cute Striped Oversized Sweater

    Layer on this casual cute striped oversized sweater for an adorable everyday 'fit! It features a high crew neckline, long dolman sleeves with tapered cuffs, and a mid-length hem with a relaxed fit. The knit fabric features an all-over striped pattern with thick and thin stripes. Pair with your favorite go-to jeans and ankle booties.

    Fit & Features

    • High crew neckline
    • Long dolman sleeves, tapered cuffs
    • Mid-length hem
    • Oversized relaxed fit
    • Striped pattern, thick and thin stripes
    • Ribbed knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1436

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Safari Cutie Zebra Print Knit Beanie

    Look cute for your safari out into the fashion kingdom! This zebra print knit beanie is perfect for adding a fun print to your outfit. Complete the look in a cozy faux sherpa jacket.

    Fit & Features

    • Zebra print
    • Cuffed design
    • Knit material, minimal stretch
    • Soft and comfortable

    Style Number/Barcode: 07302-1397

    Category Name: Winter Looks

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bejeweled Me Rhinestone Fringe Top

    Make every room shimmer when you're wearing this rhinestone fringe top featuring long fitted sleeves, a crew neckline, and a cropped hem. The sweater knit fabric offers a moderate stretch. Complete the look in faux leather pants for a celebration!

    Fit & Features

    • Long fitted sleeves
    • Crew neckline
    • Rhinestone fringe along the front
    • Cropped hem
    • Sweater knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1620

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Vibes Faux Fur Bucket Hat

    Cute and cozy, this faux fur bucket hat is a winter staple! It features a short brim and a super soft faux fur material. Style with a button-up coat for a city stroll!

    Fit & Features

    • Bucket hat design
    • Short brim
    • Faux fur material
    • Woven lining

    Style Number/Barcode: 07302-1390

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Chic Houndstooth Woven Shacket

    This elevated chic houndstooth woven shacket will step up your everyday winter outfits! It features a collared neckline, long sleeves, a complete button-down front, a relaxed fit, and an all-over trendy houndstooth pattern on the woven fabric. Layer this cute shacket over a bodysuit with faux leather leggings.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Button-down front
    • Chest flap pockets
    • Relaxed fit
    • Houndstooth pattern, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1513

    Category Name: Winter Looks

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stomping Ground Combat Booties

    Kick it old school in these faux leather combat booties in a cool, modern style! They feature a round toe, lug platform sole, lace-up front placket, knit panels, and back pull tabs for easy slide-on/off styling. Complete the look in a distressed denim jacket.

    Fit & Features

    • Round toe
    • Lug platform sole
    • Lace-up front placket
    • Knit panels and back pull tabs
    • Slide-on/off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1626

    Category Name: Winter Looks

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Strolls Quilted Bucket Hat

    Top off your outfit for strolling the city with this faux leather bucket hat featuring a quilted design and a wide brim. Style with a chic trench coat to complete the look!

    Fit & Features

    • Quilted design
    • Wide brim 
    • Faux leather material
    • Classic bucket hat style

    Style Number/Barcode: 07302-1422

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Strut Fringe Ankle Booties

    Show off a trendy strut in these fab fringe ankle booties! They feature a pointed toe, a stacked block heel, cute fringe detailing on the side, and are composed of a faux microsuede material. Style with your fave pair of skinny jeans.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stacked block heel
    • Fringe detailing on the side
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1631

    Category Name: Winter Looks

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Style Cowboy Booties

    Show off your love for country style with these trendy cowboy booties! They feature an above-the-ankle fit, a pointed toe, a low-stacked block heel, a western-inspired embroidered design, and pull tabs on each side for easy on-and-off styling. Pair these faux leather booties with a mini dress layered with a denim jacket.

    Fit & Features

    • Above-the-ankle fit
    • Pointed toe
    • Low-stacked block heel
    • Western-inspired embroidered design
    • Pull tabs on each side
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1630

    Category Name: Winter Looks

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Secret Mock Neck Sweater Top

    This is one flirty secret you won't be able to keep! Slay every outfit this season in this mock neck sweater top featuring long sleeves and an open front with knot-tie strap detailing and a cropped hem. Complete the look in high-rise denim jeans for your daytime plans. 

    Fit & Features

    • Long sleeves
    • Mock neck
    • Open front with knot-tie straps
    • Cropped hem
    • Sweater rib-knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1581

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strike Em' In Rhinestone Cowboy Hat

    Strike 'em' with a glamorous look in this cowboy hat featuring a classic curved brim, and rhinestone trim, and it is composed of faux wool material—style with a casual jacket to complete the look.

    Fit & Features

    • Classic curved brim
    • Rhinestone trim
    • Cowboy design
    • Faux wool material

    Style Number/Barcode: 07302-1417

    Category Name: Winter Looks

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Chic Moves Faux Leather Cabbie Hat

    Make major chic moves in this sleek faux leather cabbie hat! Featuring a traditional cabbie hat design with a short curved brim and trendy stud accents, this accessory will elevate your everyday looks. Style with a sweater dress and booties.

    Fit & Features

    • Traditional cabbie hat design
    • Short curved brim
    • Stud detailing at the sides
    • Woven lining
    • Faux leather material

    Style Number/Barcode: 07302-1419

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style So Sleek Faux Leather Puffer Vest

    Your style will be looking so sleek layering on this faux leather puffer vest to elevate your outfit! The sleeveless vest features a standing collar neckline, front zipper and snap-button closures, hidden side pockets, and a fitted hem. The vest is composed of an insulated woven fabric designed to help keep you cozy and protected from the elements! Complete the look in casual cargo joggers.

    Fit & Features

    • Sleeveless, standing collar neckline
    • Front zipper and snap-button closures
    • Hidden side pockets
    • Fitted hem
    • Insulated faux leather lined fabric
    • Fits true to size

    Style Number/Barcode: 06201-0326

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty In Fall Cable Knit Dress

    Stay flirty and cozy this fall in this cable knit midi dress! It features long sleeves, a mock neck, a bodycon silhouette, and a sultry open-back design. Perfect for styling with faux suede booties for your weekend plans!

    Fit & Features

    • Long sleeves
    • Mock neck
    • Bodycon silhouette
    • Open-back design
    • Midi-length hem
    • Soft cable knit sweater fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1614

    Category Name: Winter Looks

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cinched And Chic Faux Leather Trench Coat

    Create a chic cinched silhouette with this sleek faux leather trench coat. Featuring a lapel collar, long sleeves, an off-center zip-front, a belted waist, and a fitted silhouette, this jacket will amp up your winter 'fits. Layer over a sweater dress with knee-high boots.

    Fit & Features

    • Lapel collar, long sleeves
    • Off-center zip-front
    • Single chest pocket flap
    • Belted waist, rectangular buckle
    • Fitted silhouette
    • Faux leather material, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1520

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Cozy Faux Sherpa Bucket Hat

    You'll love the cozy vibes of this adorable bucket hat! It features a short brim and is composed of a soft faux sherpa material. Style with a faux leather jacket.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Woven lining
    • Faux sherpa material

    Style Number/Barcode: 07302-1392

    Category Name: Winter Looks

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale