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.

  • Girl On The Go Flannel Trench Coat

    For the girl who's booked and busy, this flannel plaid trench coat is perfect for looking cute on the go! It features button cuff long sleeves, a collared neckline, front flap pockets with button closure, a button-down front, and a belted waist that cinches your waistline. Complete the look in trendy knee-high boots. 

    Fit & Features

    • Button cuff long sleeves
    • Collared neckline
    • Front flap pockets with button closure
    • Button-down front
    • Belted waist
    • Plaid pattern
    • Fits true to size

    Style Number/Barcode: 06204-0983

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe Alert PU Zipper Mini Skirt

    Strut your stuff in this PU mini skirt like the babe you are! It features a classic high-rise waist, front exposed zipper closure with ruching, and a faux wrap hem. Complete the look in a sultry cut-out top and booties.

    Fit & Features

    • High-rise waist
    • Side exposed zipper closure
    • Ruching detail
    • Faux wrap mini hem
    • PU stretchy fabric
    • Fits true to size

    Style Number/Barcode: 06401-0405

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Got Me Twisted Hoop Earrings

    The cutest twist hoops are here in an eye-catching design on a large metal frame with an omega-back closure. Complete the look in a chic midi dress for a trendy look.

    Fit & Features

    • Twist design
    • Large metal frame
    • Omega-back closure 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1159

    Category Name: Winter Looks

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Certified Lover Girl Baseball Cap

    Flaunt your status with this cute baseball cap featuring a script that reads, "Certified Lover Girl" on the front and a classic baseball cap design. Complete the look in a trendy puffer jacket for a coffee run.

    Fit & Features

    • Baseball cap design
    • Short brim
    • Script the reads "Certified Lover Girl"
    • Adjustable back strap

    Style Number/Barcode: 07302-0505

    Category Name: Winter Looks

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Falling For Ya Button Corduroy Skirt

    You're sure to fall for this stylish corduroy skirt! It features a high-rise with an elastic band inside button-front closures and a short-length hem. the soft corduroy fabric offers a minimal stretch. Complete the look with classic tights and boots.

    Fit & Features

    • High-rise waist, elastic inside band
    • Button-front closures
    • Short length hem
    • Soft corduroy fabric
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06301-0116

    Category Name: Winter Looks

    Price: $21.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Frame Long Sleeve Midi Dress

    Bring the sweetness in this long sleeve midi dress featured in a sweetheart neck, bodycon silhouette, and midi-length hem. The dress is composed of a rib-knit fabric offering a moderate stretch. Complete the look with chic booties.

    Fit & Features

    • Long sleeves
    • Sweetheart neckline
    • Bodycon silhouette
    • Midi-length hem
    • Rib-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1179

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Minimalistic Shine Lariat Layered Necklace

    Elevate your everyday outfit with minimalistic shine! This layered necklace features a rhinestone choker, snake chain, and lariat chain with lobster clasp closure. Complete the look in a plunge neck blouse and ponte leggings.

    Fit & Features

    • Layered style necklace
    • Rhinestone choker
    • Snake chain
    • Lariat chain
    • Lobster clasp closure

    Style Number/Barcode: 07002-1014

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle Heart Hoop And Huggies Six Pack Set

    Show your love for the sparkle in this six-pack earrings set! It features rhinestone hoops, heart-shaped hoops, solid hoops, and three various styles of huggies. Complete the look in a cute long sleeve top.

    Fit & Features

    • Six-pack earring set
    • One solid, heart-shape, rhinestone hoops
    • Three various styles of huggies
    • Omega and post-back closures
    • Metal materials 

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1157

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Raise The Bar Rhinestone Layered Necklace

    Set the trend in this rhinestone layered necklace featuring a layered design with charm-bar accents and lobster clasp closure. Complete your look in a low-cut blouse.

    Fit & Features

    • Layered design
    • Dainty chains
    • Rhinestone charm-bar accents
    • Lobster clasp closure

    Style Number/Barcode: 07002-1174

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bohemian Chic Coin Layered Necklace

    Embrace true boho chicness in this layered necklace featuring cubic zirconia coin charms on a delicate chain-link with lobster clasp closure. Style in an off-the-shoulder blouse.

    Fit & Features

    • Layered design
    • Cubic zirconia coin charms
    • Delicate chain-links
    • Lobster clasp closure

    Style Number/Barcode: 07002-1175

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day Dates Long Sleeve Button Down Dress

    This bodycon mini dress is totally date-worthy! It features long sleeves, a collared neckline, button-down closure with ruching, and a bodycon silhouette. The dress is composed of a soft knit fabric with a moderate stretch. Complete the look with booties and statement jewelry.

    Fit & Features

    • Long sleeves, collared neckline
    • Button-down with ruching
    • Bodycon silhouette
    • Short length hem
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4262

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total It Girl Ruched Mini Skirt

    When it comes to style, you're a total it girl. This ruched mini skirt is a trendy staple you need in your closet. Featuring a high-rise waist, side ruching, and a short, curve-hugging silhouette, this skirt is perfect for everyday wear or date night! Dress it up with a cute crop top and clear mules.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Faux suede fabric
    • Runs true to size

    Style Number/Barcode: 06401-0398

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cuddle Weather Eyelash Knit Wrap Sweater

    The perfect wrap sweater you'll want to cuddle up in this winter! It features ribbed long sleeves, a plunge cable-knit neckline, and a cropped hem. Composed of a soft eyelash knit fabric with minimal stretch. Style with jeans and knee-high boots.

    Fit & Features

    • Ribbed long sleeves
    • Plunge cable-knit wrap neckline
    • Cropped hem 
    • Eyelash knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1176

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Mood Oversized Plaid Shacket

    Channel a basic mood with a shacket that gives those effortlessly stylish vibes! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets with button closure, long sleeves with a single button cuff, and a rounded hem. The shacket is composed of an unlined wool blended fabric that offers an oversized fit with minimal stretch. Complete look with jeans and ankle booties. 

    Fit & Features

    • Plaid print 
    • Collared neckline
    • Multi-button down front
    • Two chest pockets with button closure
    • Long sleeves with single-button cuff
    • Faux wool fabric
    • Relaxed oversized fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1279

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • S'more Plaid Faux Fur Woven Shacket

    Looking for some more plaid to add to your closet? This shacket makes a perfect addition! It features button-cuffed long sleeves, a collared neckline with button-down closures, flap pockets with button closures, and two side pockets, and faux fur woven-lined fabric with no stretch. Style with distressed jeans and booties.

    Fit & Features

    • Button-cuff long sleeves
    • Collared neckline, button-down
    • Flap button pockets, side pockets
    • Plaid pattern, oversized fit
    • Faux fur woven-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1094

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Edgy Look Slash Corset Hoodie Tunic

    Edge up your everyday look in this cool tunic featuring long cuffed sleeves, a drawstring hoodie neckline, a corset-style bodice, and slash accents throughout. Composed of a soft knit fabric with plenty of stretch. Style with knee-high boots.

    Fit & Features

    • Long cuffed sleeves
    • Drawstring hoodie neckline
    • Corset-style bodice
    • Slash accents throughout
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1110

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lasso Of Style Faux Wool Boater Hat

    Unveil your country girl style with this faux wool boater hat! It features a braided rope with a tassel and a wide brim. Complete the look in a denim jacket.

    Fit & Features

    • Braided rope with tassel
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-0474

    Category Name: Winter Looks

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Girl Faux Wool Rhinestone Panama Hat

    You're one glam country girl in this Panama hat featuring a rhinestone band, wide brim, and faux wool material. Complete the look in a chic shacket.

    Fit & Features

    • Rhinestone band
    • Wide brim
    • Faux wool material

    Style Number/Barcode: 07302-0477

    Category Name: Winter Looks

    Price: $19.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Out And Slay Knee-High Stiletto Boots

    Step out and slay in these chic knee-high stiletto boots. They feature an almond-shaped peep toe, a front lace-up design with a tie-back detail, a partial inner zipper closure, and a sleek stiletto heel. Style these boots with a mini dress and a faux leather jacket.

    Fit & Features

    • Knee-high fit
    • Almond-shaped peep toe
    • Front lace-up design, tie-back detail
    • Inner zipper closure
    • Stiletto heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0703

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Fine In Rhine Statement Earrings

    Girl, you'll look so fine in these radiant statement earrings! They feature a round post with mini rhinestone embellishment connected to an embellished circular outline with teardrop-shaped rhinestones. Pair these earrings with a glitzy clutch.

    Fit & Features

    • Round post
    • Circular outline
    • Mini rhinestone embellishment
    • Teardrop-shaped rhinestones
    • Post-back closure


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1153

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Never Looked Better Ribbed Crop Top

    Babe, you've never looked better! Slay in a top that features a plunging sweetheart neckline, long sleeves, a center drawstring that creates a trendy O-ring, a cutout at the midriff, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with faux leather pants and ankle booties. 

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Center drawstring
    • Cutout at the midriff
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3962

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Chic Faux Wool Panama Hat

    Simply chic, this faux wool Panama hat will complete your trendy look. It features a wide flat brim and a center sleek snake chain accent band. Style this hat with hoop earrings.

    Fit & Features

    • Wide flat brim
    • Snake chain band
    • Faux wool material

    Style Number/Barcode: 07302-0462

    Category Name: Winter Looks

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Take A Peep Block Heel Booties

    Get a peep at these chic booties! They feature an almond peep toe, block heel, and side zipper, and a faux leather exterior. Complete your look with jeans.

    Fit & Features

    • Almond peep toe
    • Block heel
    • Side zipper closure
    • Faux leather exterior
    • Runs true to size

    Style Number/Barcode: 07403-1411

    Category Name: Winter Looks

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Elevated Off-The-Shoulder Top

    Showcase a casually elevated look in this soft knit top. Featuring an off-the-shoulder neckline, long dolman-style sleeves, and a center twist-front design at the hem, this top can be stylishly dressed up or down. Pair with faux leather pants and chic mules for date night.

    Fit & Features

    • Off-the-shoulder neckline
    • Long dolman sleeves, tapered hems
    • Mid-length hem, center twist-front design
    • Relaxed fit
    • Soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3843

    Category Name: Winter Looks

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance