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.

  • Trendy Upgrade Off-The-Shoulder Crop Top

    This cute sweater knit crop top is a trendy upgrade to everyday basics! It features an off-the-shoulder neckline with long fitted sleeves, a partial hook and eye front closure design, and a fitted cropped hem for a snatched look. The ribbed sweater knit fabric offers plenty of stretch. Style this top with high-rise jeans and clear-heel mules.

    Fit & Features

    • Off-the-shoulder neckline
    • Long fitted sleeves
    • Partial hook and eye front closure design
    • Fitted cropped hem
    • Ribbed sweater knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1787

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Weather Faux Fur Bucket Hat

    This adorable faux fur bucket hat is a cozy must-have for your cold-weather 'fits! It features a classic bucket hat design composed of an ultra-plush faux fur material with a smooth woven lining. Style with a sherpa-lined jacket for all the comfy vibes this season!

    Fit & Features

    • Classic bucket hat design
    • Short brim
    • Faux leather material
    • Woven interior

    Style Number/Barcode: 07302-1568

    Category Name: Winter Looks

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love For Cozy Season Plaid Heart Print Scarf

    This adorable plaid heart print scarf will show off your love for the cozy season! Composed of a soft woven material with short fringe hems, this long scarf features a classic plaid print and the cutest all-over heart pattern with a two-tone design. Layer over a sweater dress with over-the-knee boots!

    Fit & Features

    • Soft woven material
    • No stretch
    • Short fringe hems
    • Plaid print, heart pattern
    • Two-tone design
    • Long design

    Style Number/Barcode: 07305-0483

    Category Name: Winter Looks

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Cozy Surplice Cropped Sweater

    This classic cozy cropped sweater is a chic winter season staple! It features a wide V-neckline that can be worn off-the-shoulder, a surplice wrap-front design, long dolman-style sleeves with tapered hems, a cropped hem, and a relaxed comfy fit. Pair this adorable top with a midi skirt and ankle boots for a casual holiday party.

    Fit & Features

    • V-neckline, surplice front design
    • Long dolman sleeves, tapered hems
    • Cropped hem
    • Relaxed fit
    • Sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1865

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Look Sleek Hoop Earrings

    Make your everyday look shine with these stunning hoop earrings! Their sleek design and post-back closure make them perfect for any occasion. Complete the look in a trendy sweater dress and boots for a coffee shop hang!

    Fit & Features

    • Sleek hoop design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1829

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Like A Charm Dainty Lariat Necklace

    This dainty necklace works like a charm with every outfit! It features a lariat-style design on a chain link with coin charms and a lobster clasp closure. Complete the look with bangle bracelets for a dance party!

    Fit & Features

    • Dainty lariat-style design
    • Chain link
    • Coin charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1642

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Trendsetter Textured Faux Fur Coat

    Show off your trendy allure with this of-the-moment faux fur coat! It features a lapel-collared neckline, long sleeves, a snap button-down front, lined side pockets, and a relaxed silhouette. The ultra-plush textured faux fur fabric includes a smooth woven lining. Layer this luxe coat over a sweater dress paired with knee-high boots!

    Fit & Features

    • Lapel-collared neckline
    • Long sleeves
    • Complete snap button-down front design
    • Dual lined side pockets
    • Relaxed fit
    • Textured faux fur fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0383

    Category Name: Winter Looks

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cozy Eyelash Knit Cropped Cardigan

    This trendy eyelash knit cropped cardigan will have you feeling so cozy this season! It features a V-neckline leading to a button-down front, long fitted sleeves, and a fitted cropped hem. The ultra-soft and fuzzy ribbed eyelash knit fabric offers plenty of stretch for comfortable wear. Style this cardigan with high-rise jeans and ankle booties for a coffee run with your bestie!

    Fit & Features

    • V-neckline
    • Complete button-down front
    • Long fitted sleeves
    • Fitted cropped hem
    • Ribbed eyelash knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1860

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Time Large Plaid Scarf

    This adorable plaid scarf is a cold-weather must-have for keeping cozy and styling with your everyday winter 'fits! The large scarf features a soft knit material with short frayed edges and the cutest plaid printed pattern. Layer over a turtleneck bodysuit with straight-leg jeans and ankle booties.

    Fit & Features

    • Soft knit material
    • No stretch
    • Frayed edges
    • Plaid print
    • Large design

    Style Number/Barcode: 07305-0487

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Fabulous Faux Fur Knit Duster

    Layer on this chic ribbed knit duster for a forever fabulous look! Featuring a removable faux fur collar accent, long fitted sleeves, a tie-front design, and a long-length flowy silhouette, this duster can be dressed up or down depending on your mood! The ribbed knit fabric offers a moderate stretch. Complete your look with ankle booties.

    Fit & Features

    • Removable faux fur collar, button attachments
    • Long fitted sleeves
    • Tie-front
    • Long-length flowy silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1785

    Category Name: Winter Looks

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Weather Cutie Long Plaid Scarf

    Layer on the cutest plaid scarf over all of your cold-weather 'fits! Composed of a cozy soft knit material with thin fringe hems and an adorable plaid print pattern, this long scarf is the perf comfy addition to your winter wardrobe. Complete the look with ankle boots.

    Fit & Features

    • Soft knit material
    • No stretch
    • Thin fringe hems
    • Plaid print
    • Long design

    Style Number/Barcode: 07305-0485

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfy Cute Sweater Knit Bolero Hoodie

    Comfy and cute, you'll want to style this sweater knit bolero hoodie over all of your everyday 'fits! It features an open front, a hooded design, long sleeves, and an ultra-cropped hem. The ribbed sweater knit fabric offers plenty of stretch. Layer over a bodysuit paired with high-rise jeans and ankle boots.

    Fit & Features

    • Open front
    • Hooded design
    • Long sleeves, tapered hems
    • Ultra-cropped hem
    • Ribbed sweater knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1858

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Mood Pearl Flower Detail Beret

    This trendy detailed beret will have you in a chic mood all winter long! It features a classic beret design crafted with a soft fuzzy faux wool material decorated with small flower accents with center faux pearl details and faux pearls throughout. Style with a cable knit sweater and a mini skirt!

    Fit & Features

    • Classic beret design
    • Fuzzy faux wool material
    • Minimal stretch
    • Small flower accents
    • Faux pearl details

    Style Number/Barcode: 07302-1507

    Category Name: Winter Looks

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Quilted Puff Faux Fur Pom Beanie

    This chic quilted puff faux fur pom beanie is perf for a trip to the city this winter season! It features a wide ribbed knit hem, a trendy quilted puff design, and a top fuzzy faux fur pom accent. Style with a sherpa-lined jacket!

    Fit & Features

    • Ribbed knit hem
    • Quilted puff design, smooth woven material
    • Faux fur pom detail

    Style Number/Barcode: 07302-1508

    Category Name: Winter Looks

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seeing Double Hoop Earrings

    Your mind isn't playing tricks, these hoop earrings feature an eye-catching double-hoop design with a post-back closure for a secure fit. Complete the look with a fab ring set.

    Fit & Features

    • Double-hoop design
    • Post-back closure

     

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

    Style Number/Barcode: 07001-1825

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Sheen Crinkle Satin Maxi Skirt

    Give off an iconic sheen in this sleek satin maxi skirt perfect for dressing up your looks! It features a high-rise waist, a maxi-length hem with a flowy silhouette, and is composed of a chic crinkle satin woven fabric that will elevate the 'fit. Style this skirt with a corset top and rhinestone heels for a holiday party!

    Fit & Features

    • High-rise waist, thin elastic band
    • Maxi-length hem
    • Flowy silhouette
    • Crinkle satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0618

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Extra Luxe Long Faux Fur Coat

    You love feeling extra, so this luxe long faux fur coat is an effortless choice! It features a collared neckline, long sleeves, hidden lined side pockets, a long-line silhouette, and a relaxed fit. The ultra-plush faux fur fabric features illusion striped seams to give the look of a trendy puffer design and includes a smooth woven lining. Layer this coat over a sweater dress with over-the-knee boots for a holiday party!

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Snap button-down front
    • Lined side pockets
    • Long-line silhouette, relaxed fit
    • Faux fur fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0405

    Category Name: Winter Looks

    Price: $35.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Party Poppin' Glitter Mesh Block Heel Booties

    Get the party popping in these glitter mesh booties for the ultimate sparkle! They feature a pointed toe, a block heel, inner zipper closure, and an ankle-length fit. Complete the look in a sultry jumpsuit for a holiday party!

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Ankle-length fit
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07403-1703

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Standing Out Wedge Over-The-Knee Boots

    These faux leather boots stand out from the crowd! They feature a pointed toe, an inner zipper closure, a trendy wedge-style heel, and a sleek over-the-knee shaft height. Complete the look with a crossbody bag for day or night plans!

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Wedge-style heel
    • Over-the-knee shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0988

    Category Name: Winter Looks

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddly Cute Checkered Faux Fur Bucket Hat

    This cuddly cute checkered faux fur bucket hat is a trendy addition to your winter wardrobe! It features a classic bucket hat design composed of an ultra-soft faux fur material with an on-trend checkered print pattern. The woven lining features an adjustable drawstring. Style with a fringe scarf for a cozy look.

    Fit & Features

    • Classic bucket hat design
    • Short brim
    • Checkered print
    • Faux fur material
    • Woven lining
    • Interior adjustable drawstring

    Style Number/Barcode: 07302-1562

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Charm Faux Fur Bucket Hat

    Add some trendy charm to your 'fit with this adorable faux fur bucket hat. It features a classic bucket hat design composed of an ultra-soft faux fur material with a cute cow print pattern. The woven lining features an adjustable drawstring. Style with hoop earrings.

    Fit & Features

    • Classic bucket hat design
    • Short brim
    • Faux fur material
    • Woven lining
    • Interior adjustable drawstring

    Style Number/Barcode: 07302-1566

    Category Name: Winter Looks

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilly Days Gingham Faux Fur Bucket Hat

    This adorable gingham faux fur bucket hat is perfect for those chilly winter days! It features a classic bucket hat design composed of an ultra-soft faux fur material with a cute gingham print pattern. The woven lining features an adjustable drawstring. Style with a denim jacket for a casual 'fit this season.

    Fit & Features

    • Classic bucket hat design
    • Short brim
    • Gingham print
    • Faux fur material
    • Woven lining
    • Interior adjustable drawstring

    Style Number/Barcode: 07302-1565

    Category Name: Winter Looks

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Ready Faux Fur Knit Beanie

    This soft and comfy faux fur knit beanie will have you ready for those chilly winter days. It features a diamond-stitched cable knit material with a ribbed fold-over hem and a top fuzzy faux fur pom accent. Style this adorable beanie with a blanket scarf for a cozy look.

    Fit & Features

    • Diamond-stitched cable knit material
    • Ribbed fold-over hem
    • Moderate stretch
    • Faux fur pom detail

    Style Number/Barcode: 07302-1580

    Category Name: Winter Looks

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cargo Play Satin Strapless Mini Dress

    Play up the cargo trend in this satin mini dress! Crafted from silky smooth satin, this mini dress will have you feeling oh-so-luxe. It features a strapless foldover neckline with a non-slip grip lining, four side flap pockets, and a flattering bodycon silhouette. Complete the look in hoop earrings for a night on the town!

    Fit & Features

    • Strapless foldover neckline
    • Non-slip grip lining
    • Back zipper and hook-eye closure
    • Four side flap pockets
    • Bodycon silhouette, mini-length hem
    • Silky satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05103-5308

    Category Name: Winter Looks

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale