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.

  • Adorable Teddy Bear Plush Slippers

    Chill at home in these adorable teddy bear slippers! They feature an ultra-plush fit and feel with slot foot-openings and a light, traction bottom. Complete the look in a cute lounge set. 

    Fit & Features

    • Ultra-plush fit and feel
    • Teddy bear character
    • Slot foot opening
    • Light traction bottom
    • Runs true to size

    Style Number/Barcode: 07408-0073

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hawt Crop Chain Detail Hoodie Top

    Crop it like it's hot in this top featuring long sleeves and a hoodie neckline with chain detail drawstring and a raw cut hem. The top is composed of soft knit fabric with a moderate stretch. Complete your fit with a cami and jeans. 

    Fit & Features

    • Long sleeves
    • Hoodie neckline
    • Chain detail drawstring
    • Raw cut ultra-crop hem
    • Soft knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1081

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual-Chic Fleece Crop Top

    This casual-chic crop top is the perf cozy essential! It features a crew neckline, long sleeves, and a lower back cutout with an adjustable drawstring. The knit fabric has a soft fleece lining and moderate stretch. Style this top with your fave pair of jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Long sleeves, tapered hems
    • Lower back cutout, adjustable drawstring, tie detail
    • Cropped, form-hugging fit
    • Knit fabric, fleece lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1062

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Sultry Slinky Knit Bodysuit

    Simple and sultry, this slinky knit bodysuit is a chic must-have. It features a sleeveless draped cowl neckline, spaghetti straps that lead to a cross-back design, a high waist seam, and a thong bottom. Style this bodysuit with faux leather pants and clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back design
    • High waist seam
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4063

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Furry Companions Diamond Quilt Crossbody

    The perfect furry crossbody to keep your things close and your outfit stylish! Featuring a diamond quilt design with a turn-lock flap, three interior pockets, and a braided chainlink shoulder strap. Complete the look in chic pointed-toe booties.

    Fit & Features

    • Diamond quilt design
    • Turn-lock flap closure
    • Interior zipper pocket, two slot pockets 
    • Braided chainlink strap
    • Faux fur material

    Style Number/Barcode: 07203-0909

    Category Name: Winter Looks

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Sparkle Rhinestone Knit Beanie

    Add sweet sparkle in this rhinestone beanie featuring a faux fur pom, diamond knit design, and sherpa lining for extra warmth.

    Fit & Features

    • Faux fur pom
    • Rhinestone detail
    • Diamond knit design
    • Sherpa lining

    Style Number/Barcode: 07302-0459

    Category Name: Winter Looks

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Knit Beanie

    Keep it simple in this knit beanie perfect for every day. Complete the look in a trench and booties.

    Fit & Features 

    • Fold-over hem
    • Ribbed knit fabric

    Style Number/Barcode: 07302-0471

    Category Name: Winter Looks

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Chilly Brushed Plaid Scarf

    Your new stylish staple is this plaid scarf to keep cozy all season! It features a fringe edge composed of brushed woven fabric. Complete the look in suede booties.

    Fit & Features

    • Plaid pattern
    • Fringe edge
    • Brushed woven fabric

    Style Number/Barcode: 07305-0333

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Cute Rhinestone Knit Headband

    You'll be too cute in this headband featuring rhinestone insets, front bow accent, on stretchy knit fabric. Complete the look in a chic sweater dress.

    Fit & Features

    • Rhinestone insets
    • Front bow accent
    • Stretchy knit fabric

    Style Number/Barcode: 07302-0431

    Category Name: Winter Looks

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stun In Snake Print Button-Down Dress

    Make a stunning appearance in this snake print dress! It features long sleeves, a collared v-neck, a button-down front with ruching to flaunt your figure, and a fitted hem. Complete your look with a boater hat and heels.

    Fit & Features

    • Long sleeves, collared v-neck
    • Snake print
    • Button-down with ruching
    • Short, fitted hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4216

    Category Name: Winter Looks

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Babe Liquid Leather Wrap Mini Skirt

    Look and feel like a total babe in this liquid leather mini skirt! It features a high-rise waist, wrapped front, and side ruching to accentuate your curves. Complete the look in suede booties.

    Fit & Features

    • High-rise waist
    • Wrapped front
    • Side ruching
    • Faux liquid leather fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0592

    Category Name: Winter Looks

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Pajama Romper And Socks Set

    Get into the holiday mode with a pajama romper that ushers in those cozy vibes. The romper features a plaid print, V-neckline with buttons, long sleeves, and mid-thigh length shorts. The romper also includes crew fit socks. Complete look with slippers. 

    Fit & Features

    • Set includes romper and matching socks
    • Plaid print
    • V-neckline, buttons
    • Long sleeves
    • Mid-thigh length socks
    • Knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 07103-0644

    Category Name: Winter Looks

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High-Rise Flared Straight-Leg Jeans

    Channel a vintage feel in flared jeans that add drama to your look. These jeans feature a high-rise waist, a trendy multi-button down front, flattering vertical seams on each leg, and a straight-leg fit with a frayed wide-leg hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.

    Fit & Features

    • High-rise waist
    • Multi-button down front
    • Vertical seams on each leg
    • Straight-leg fit, frayed wide-leg hem
    • Medium wash denim fabric
    • Moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0330

    Category Name: Winter Looks

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Trendy Ribbed Midi Dress

    Keep it trendy with a midi dress that can be dressed up for your night date night with bae. The dress features a crew neckline, long sleeves, a ruched drawstring, a high side slit, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a plaid scarf. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ruched drawstring 
    • High side slit
    • Midi length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4311

    Category Name: Winter Looks

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Chic Plaid Scarf

    Step up your style with this effortlessly chic plaid scarf! It features neutral black and white hues, a classic plaid pattern, and frayed edges. Layer this scarf with a faux leather jacket and complete the look with booties.

    Fit & Features

    • Black and white hues
    • Plaid pattern
    • Frayed hems
    • Woven fabric, no stretch

    Style Number/Barcode: 07305-0325

    Category Name: Winter Looks

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Cozy Frayed Blanket Scarf

    Wrap yourself up in this plaid blanket scarf to keep you cozy. It features a frayed edge on soft fabric and an oversized design. Complete the look in a cute sweater dress.

    Fit & Features

    • Plaid pattern
    • Frayed edge
    • Soft fabric
    • Oversized design

    Style Number/Barcode: 07305-0327

    Category Name: Winter Looks

    Price: $3.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Elegance Soft Knit Gloves

    Keep warm with elegant gloves that go with all your cold-weather outfits. The gloves are composed of a cashmere-like knit material and feature a row of four studded buttons at the outer cuff. Complete look with a faux fur jacket.

    Fit & Features

    • Soft cashmere-like knit
    • Row of four studded buttons at outer cuff

    Style Number/Barcode: 07304-0012

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stylish Mock Neck Mini Dress

    Simply stylish, this basic mini dress is a must-have you can dress up or down! It features a mock neckline, long fitted sleeves, and a short, form-hugging fit. The lightweight cotton fabric offers a moderate stretch. Layer on a faux leather shacket and complete the look with ankle booties.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Mini-length, form-fitting silhouette
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4200

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Truly Special Glitter Knit Bodycon Dress

    You're in for a truly special night in this sparkly bodycon dress! Featuring a one-shoulder, sheer long fitted sleeve with ruching, a mock neck, ruched detail, a bodycon fit, a short hem, and a lined glitter knit fabric with a moderate stretch. Complete the look in chic hoops and a clutch.

    Fit & Features

    • One-shoulder, sheer long fitted sleeve, ruching
    • Mock neck 
    • Ruched detail, bodycon fit
    • Short hem, back zipper, hook and eye closure
    • Lined glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4393

    Category Name: Winter Looks

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keyhole Cutie Waffle Knit Crop Top

    Look and feel so cute in this long sleeve crop top! It features a mock neck with a front keyhole, tie-back waist on an open back composed of a waffle knit fabric with a moderate stretch. Complete your look in boyfriend jeans and classic hoops.

    Fit & Features

    • Puff long sleeves
    • Mock neckline, keyhole
    • Tie-back crop waist
    • Open back design
    • Waffle knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-3726

    Category Name: Winter Looks

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Easy Breezy Plaid Fringe Scarf

    Achieve an effortless fall look with this plaid fringe scarf. Composed of lightweight woven fabric. Perfect for styling with a cropped sweater.

    Fit & Features

    • Plaid pattern
    • Fringe hem
    • Lightweight fabric

    Style Number/Barcode: 07305-0331

    Category Name: Winter Looks

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Diva Faux Fur Cuff Gloves

    Unleash your diva side in these faux fur cuff gloves this winter! They feature a faux suede exterior and textured fingertips and a plush lining. Complete the look in a puffer coat and boots.

    Fit & Features

    • Faux fur cuffs
    • Faux suede exterior
    • Textured fingertips
    • Plush lining

    Style Number/Barcode: 07304-0011

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Sass Snake Print Faux Leather Boots

    Bring the sass with boots that make a stylish impression! The boots feature a faux snake embossed print, a thigh-high fit, an inner zipper closure, a pointed toe, and block heel. The boots are composed of a faux leather material. Complete look with a cardigan and mini skirt. 

    Fit & Features

    • Faux snake embossed print
    • Thigh-high fit
    • Inner zipper closure 
    • Pointy toe
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0758

    Category Name: Winter Looks

    Price: $12.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Chic Standard Snake Boots

    Set the chic standard in boots that elevate your outfit. The boots feature a faux snake print, an inner zipper closure, a pointy toe, block heel. The boots are composed of a faux leather material. Complete look with a cardigan and mini skirt.

    Fit & Features

    • Faux snake print
    • Thigh-high fit
    • Inner zipper closure
    • Pointy toe
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0757

    Category Name: Winter Looks

    Price: $12.97 $70.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale