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.

  • Cold Weather Glam Faux Fur Gloves

    Enter into the cold season in a glamorous style with these rhinestone gloves featuring faux fur cuffs and lining, with a smooth faux suede exterior. Complete the look in an oversized blazer.

    Fit & Features

    • Rhinestone embellishments
    • Faux fur cuffs and lining
    • Smooth faux suede exterior

    Style Number/Barcode: 07304-0028

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Goals Over the Knee Boots

    Kick your style into a sleek direction with these patent leather boots featuring an on-trend, pointy toe, stiletto heel, side zipper closure, and an over-the-knee length. Complete the look in a sultry little black dress.

    Fit & Features

    • Pointy toe
    • Stiletto heel
    • Side zipper closure
    • Over-the-knee length
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07402-0797

    Category Name: Winter Looks

    Price: $4.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Chic Faux Leather Cowboy Hat

    Top off your fall looks with this faux leather cowboy hat that brings those western chic vibes! It features a band accent, a curved brim, and a smooth PU material. Style with knee-high boots.

    Fit & Features

    • Band detail
    • Curved brim
    • PU material

    Style Number/Barcode: 07302-1351

    Category Name: Winter Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Society Rhinestone Booties

    Slip into these sparkly rhinestone booties to add the perfect shine to your outfit! They feature an almond toe, block heel, side zipper closure, and a scrunched ankle fit. Complete the look in a chic trench coat for a day out & about.

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Scrunched ankle fit
    • Rhinestone embellished
    • Runs true to size

    Style Number/Barcode: 07403-1580

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Statement Necklace Set

    Make jaws drop adorning your formal occasion wear in this necklace, earrings, and bracelet set. The jewelry set features matching rhinestone embellishments and designs perfect for styling with dressy stiletto heels.

    Fit & Features

    • Matching set
    • Rhinestone embellishments and designs
    • Necklace with lobster clasp closure
    • Earrings with post-back closures
    • Bracelet with lobster clasp closure

     

    Earrings are considered final sale merchandise may not be returned or exchanged.

    Style Number/Barcode: 07002-1277

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In A Fuzzy Knit Beanie

    Hey, cutie! This fuzzy knit beanie is calling your name. It features a foldover hem on soft and cozy knit material perfect for styling with a puffer jacket.

    Fit & Features

    • Foldover hem
    • Fuzzy knit fabric
    • Soft and cozy

    Style Number/Barcode: 07302-1357

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Vibes Fringe Blanket Scarf

    Bring the autumn vibes to your everyday look with this cozy blanket scarf. It features a soft brushed knit fabrication with fringe detailing and a two-tone pattern. Style with a wide-brim fedora and ankle booties.

    Fit & Features

    • Large blanket design
    • Brushed knit fabrication, no stretch
    • Fringe detailing
    • Two-tone pattern

    Style Number/Barcode: 07305-0423

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For Struts Over The Knee Boots

    Made for stylish strutting down the street, you'll adore these faux leather over-the-knee boots featuring an almond toe, a stacked block heel, a side zipper closure, and a high shaft. Complete the look in a trendy sweater dress for a day in the city!

    Fit & Features

    • Almond toe
    • Stacked block heel
    • Side zipper closure
    • High shaft, over the knee
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0843

    Category Name: Winter Looks

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ahead Of The Herd Cow Print Jacket

    You'll be ahead of the herd in this stylish cow print jacket featuring long sleeves, a collar neckline, flap pockets, open-front design, trucker-style, cropped hem on faux fur fabric. Complete the look in chunky booties.

    Fit & Features

    • Long sleeves
    • Collar neckline
    • Flap pockets
    • Trucker style
    • Cropped hem
    • Faux fur fabric, cow print
    • Fits true to size

    Style Number/Barcode: 06201-0305

    Category Name: Winter Looks

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • B For Babe Crop Letterman Jacket

    Not your football boyfriend's jacket! This crop letterman jacket showcases a modern cropped silhouette featuring faux leather long sleeves, striped cuffs and hem, snap-button down closures, fleece body with a B patch, and side pockets. Complete your school-girl look in a pleated skater skirt. 

    Fit & Features

    • Faux leather long sleeves
    • Striped cuffs and hem
    • Snap-button down closures
    • Fleece body, B patch
    • Side pockets
    • Cropped length
    • Fits true to size

    Style Number/Barcode: 06201-0318

    Category Name: Winter Looks

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • West Side Geo Trim Boater Hat

    Kick your style up a notch in this western-inspired boater hat. It features a unique geo trim, a wide brim, and faux wool material. Complete the look in a crop top and boyfriend jeans. 

    Fit & Features

    • Geo trim
    • Wide brim
    • Classic boater style
    • Faux wool material

    Style Number/Barcode: 07302-0514

    Category Name: Winter Looks

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The More Glitz Sequin Duster

    The more glitz and glam, the better! This sequin duster is perf for the holiday season. It features long fitted sleeves, an open front, a long, flowy, relaxed silhouette with side slit accents, and all-over sequin embroidery for the prettiest shine. The lined knit fabric has minimal stretch. Layer over a bodycon dress for a holiday party.

    Fit & Features

    • Long fitted sleeves, shoulder pads
    • Open front
    • Long, flowy, relaxed silhouette
    • Side slits at the hem
    • Sequin embroidery
    • Lined knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0368

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Ambition Faux Suede Booties

    Sleek and chic, these faux suede booties make a bold statement! They feature a round toe, side zipper closure, block heel, and fit above the ankle. Complete the look in a duster trench coat.

    Fit & Features

    • Round toe
    • Side zipper closure
    • Block heel
    • Fits above the ankle
    • Faux suede material
    • Runs true to size

      Style Number/Barcode: 07403-1608

      Category Name: Winter Looks

      Price: $8.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Timeless Chic Necklace And Earrings

      Forever timeless and chic, dress up your formal wear in this necklace and earrings set featuring matching teardrop charms on delicate, rhinestone strands. Complete the look in a classy marabou wrap.

      Fit & Features

      • Matching set
      • Teardrop charms
      • Rhinestones
      • Necklace with a lobster clasp closure
      • Earrings with a post-back closure

       

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

      Style Number/Barcode: 07002-1299

      Category Name: Winter Looks

      Price: $6.97 $13.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glam Trio Rhinestone Jewelry Set

      The perfect glamorous trio to accessorize your formal wear! This rhinestone jewelry set includes a sleek collar necklace, bracelet, and post-back earrings. Complete the look in stunning block heels.

      Fit & Features

      • Rhinestone jewelry set
      • One collar necklace, lobster clasp closure
      • One bracelet, lobster clasp closure
      • Post-back closure earrings

       

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

      Style Number/Barcode: 07002-1293

      Category Name: Winter Looks

      Price: $6.97 $15.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Knot Pleasure Crew Neck Midi Dress

      This crew neck midi dress will be pleased to be added to your fashion closet! It features long fitted sleeves, a form-hugging silhouette, and a front knot accent at the waist. The slinky knit fabric offers a moderate stretch. Complete the look with strappy heels.

      Fit & Features

      • Long fitted sleeves
      • Crew neckline
      • Form-hugging silhouette
      • Front knot accent at the waist
      • Midi-length hem
      • Slinky knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-4807

      Category Name: Winter Looks

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Stuck In The 60s Mesh Short Dress

      Embrace your mod style in this 60s-inspired printed mesh dress featuring an off-the-shoulder neckline, ruched long sleeves, and side seams to accentuate your curves along the bodycon, short-length silhouette. Complete the look in chunky platform heels.

      Fit & Features

      • Off-the-shoulder neckline
      • Ruched long sleeves
      • Side ruched seams
      • Bodycon silhouette
      • Short-length hem
      • Printed mesh fabric, knit lining, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-2120

      Category Name: Winter Looks

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cute Trendsetter Floral Print Scarf

      Showcase your cute and trendy style with this adorable floral printed scarf! It features an oblong design with a plush faux fur fabrication and an all-over floral print pattern. Pair with a knit sweater.

      Fit & Features

      • Oblong design
      • Faux fur fabrication, no stretch
      • Floral print

      Style Number/Barcode: 07305-0428

      Category Name: Winter Looks

      Price: $6.97 $15.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Love For Fall Plaid Cropped Shacket

      Showcase your love for this cozy season with this on-trend cropped shacket. It features a collared neckline, long sleeves, a multi-button down front, and a cropped, cinched back hem. The flannel woven fabric features an all-over plaid print, perfect for the fall time. Layer over a bodysuit with faux leather pants for an elevated look.

      Fit & Features

      • Collared neckline
      • Long sleeves, button details
      • Multi-button down front
      • Buttoned chest pockets
      • Cropped hem with a cinched back
      • Plaid print, flannel woven fabric
      • Runs true to size

      Style Number/Barcode: 06204-1450

      Category Name: Winter Looks

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Moo-Tastic Cow Print Beanie

      Add a fun touch to your outfit with this cow print beanie featuring a soft and cozy design and a foldover cuff. Complete the look in a casual denim jacket.

      Fit & Features

      • Cow print
      • Foldover cuff
      • Soft and cozy
      • Knit design

      Style Number/Barcode: 07302-0788

      Category Name: Winter Looks

      Price: $4.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Glam Knit Rhinestone Head Wrap

      Keep glam for the upcoming chilly season in this rhinestone cinch knit head wrap! Complete the look in a puffer jacket.

      Fit & Features

      • Rhinestone cinch
      • Knit design
      • Cozy and comfortable

      Style Number/Barcode: 07302-0784

      Category Name: Winter Looks

      Price: $3.97 $10.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glam Snow Bunny Pom Knit Beanie

      Look glam for your next snow day in this knit beanie featuring an adorable pom, faux pearl, and rhinestone embellishments on stretchy knit fabric. Complete the look in a puffer jacket. 

      Fit & Features

      • Pom on the top
      • Faux pearl and rhinestones
      • Stretchy knit fabric

      Style Number/Barcode: 07302-0816

      Category Name: Winter Looks

      Price: $7.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • She's A Gem Fedora Hat

      Chic and glam, this fedora hat is a total must-have. It features a structured top, a wide flat brim, a chain-link trim with emerald-colored gemstones with a mini rhinestone outline, and an emerald-hued interior. Style with a faux leather handbag.

      Fit & Features

      • Structured top
      • Wide flat brim
      • Chain-link trim
      • Emerald-colored gemstones, mini rhinestone outline
      • Emerald-hued interior
      • Faux wool material

      Style Number/Barcode: 07302-1358

      Category Name: Winter Looks

      Price: $4.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Girl's Trip Fedora Hat

      Style up this hat for an adventure in the city with your girls! The fedora features a structured top and a wide flat brim. Pair with hoop earrings and a crossbody bag.

      Fit & Features

      • Structured top
      • No trim
      • Wide flat brim
      • Faux wool material

      Style Number/Barcode: 07302-1359

      Category Name: Winter Looks

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale