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.

  • Bold Statement Mesh Under-The-Knee Boots

    Statement boots for girls who don’t play it safe. The sheer mesh design and sleek stiletto heel bring serious edge, while the buckle details serve that effortless glam authority.

    Fit & Features

    • Stiletto heel
    • Pointed toe
    • Under-the-knee height
    • Sheer mesh material
    • Faux leather straps with metal buckle accents
    • Runs true to size

    Style Number/Barcode: 07402-000082

    Category Name: Winter Looks

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fluff Factor Mini Crossbody Bag

    Soft, chic, and totally touchable. This faux fur mini bag pairs a plush finish with a gold chain strap—because cozy can still be high-glam.

    Fit & Features

    • Front flap with turn-lock closure
    • Chain crossbody strap
    • Spacious faux leather lined interior
    • Plush faux fur material

    Style Number/Barcode: 07201-000023

    Category Name: Winter Looks

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Side Faux Fur Shawl

    Go full-on glam with this cheetah faux fur shawl—soft, bold, and made to layer like a statement. It’s giving “vintage diva energy” without even trying, perfect for elevating any night out or winter look.

    Fit & Features

    • Plush faux fur with cheetah pattern
    • Soft, luxe shawl silhouette
    • Satin lining

    Style Number/Barcode: 07305-000046

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Saddle Style Fringe Scarf

    A cozy layer with a little western flair. This eyelash knit scarf features a soft horse pattern and fringe trim—perfect for adding warmth and personality to your winter fits.

    Fit & Features

    • Horse pattern
    • Fringe trim
    • Soft eyelash knit material

    Style Number/Barcode: 07305-000045

    Category Name: Winter Looks

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frosted Luxe Faux Fur Shawl

    Soft, plush, and made to steal the spotlight. This faux fur shawl brings the drama with its ultra-fluffy texture and glam finish—perfect for layering over party looks, date-night fits, or holiday ‘gram moments.

    Fit & Features

    • Luxe faux fur with lurex shimmer
    • Satin lining
    • Shawl silhouette

    Style Number/Barcode: 07305-000047

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Confidence Over-The-Knee Boots

    Serving sleek, chic, and straight-up confidence. These over-the-knee boots blend stretch knit with smooth faux leather for that perfect contrast of comfort and edge.

    Fit & Features

    • 3" Block heel, 8.5" leg opening, 18" shaft height
    • Square-shaped toe
    • Over-the-knee height
    • Partial inner zipper closure
    • Half faux leather material, half stretchy knit material
    • Comfort insole
    • Runs true to size

    Style Number/Barcode: 07402-000087

    Category Name: Winter Looks

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Luxe Faux Fur Shawl

    The ultimate “I’m booked and busy but still cozy” piece. This faux fur shawl gives any outfit that plush, polished finish—like wrapping up in a little luxury.

    Fit & Features

    • Faux fur material
    • Large wrap silhouette

    Style Number/Barcode: 07305-000050

    Category Name: Winter Looks

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Check Please Plaid Trench Coat

    Prep but make it playful. This plaid mini skort gives you that flirty skirt look with the hidden comfort of shorts—aka your new go-to for coffee runs, brunch plans, or anything that needs a little “effortless but put-together” look. Shop the matching trench skort.

    Shop The Matching Skort: Check Please Plaid Mini Skort

    Fit & Features

    • Plaid pattern, wool-blend fabric, sewn-in woven lining
    • Lapel collar neckline
    • Long sleeves, button strap cuffs
    • Four-button front closures
    • Front pockets
    • Longline silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000062

    Category Name: Winter Looks

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Mood Double Breasted Trench Coat

    This faux wool coat brings instant polish — a clean double-breasted front, long tailored lines, and that “I planned this outfit” energy even when you absolutely didn’t. It’s warm enough for crisp days and chic enough for every coffee run, commute, or night out.

    Fit & Features

    • Faux wool fabric, sewn-in lining
    • Notched lapel collar
    • Long sleeves with button-detail cuffs
    • Double-breasted front with button closures
    • Side welt pockets
    • Longline tailored silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000061

    Category Name: Winter Looks

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute Agenda Long Sleeve Mini Dress

    For the girl with a busy social calendar—this long sleeve mini dress is polished yet practical, featuring a sleek turtleneck, flattering knotted design, and a body-hugging fit that takes you from latte runs to casual dinners downtown.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Fitted long sleeves
    • Turtle neckline
    • Front knotted design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000922

    Category Name: Winter Looks

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Cool Girl Vibe Camouflage Puffer Vest

    This tree camo print puffer vest brings utility cool with a denim twist—perfect for layering over long sleeves or hoodies when the vibe is lowkey but still styled.

    Fit & Features

    • Tree camouflage print
    • Denim cotton fabric, sewn-in woven lining
    • Sleeveless standing collar neckline
    • Zip-up front closure, side pockets
    • Adjustable drawstring hem
    • Insulated puffer design
    • Runs true to size

    Style Number/Barcode: 06201-000064

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frost Mode Faux Fur Puffer Jacket

    Cold weather, but make it glam. This puffer jacket levels up your outerwear game with plush faux fur trim at the collar and cuffs—cozy, elevated, and made to turn every chilly day into a look.

    Fit & Features

    • Sleek puffer insulated lined fabric
    • Faux fur trim on collar and cuffs
    • Front pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000068

    Category Name: Winter Looks

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cold Girl Faux Fur Vest

    Soft, plush, and made to layer. This faux fur vest instantly upgrades any look with its cozy texture and luxe feel—perfect over long sleeves, knits, or even a sleek dress when you’re channeling off-duty glam.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless collared neckline
    • Hidden side pockets
    • hidden front hook and eye closure
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000067

    Category Name: Winter Looks

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Main Character Mid-Rise Cutout Jeans

    These aren’t your average jeans—they’re the kind that demand attention. Featuring bold side cutouts linked with piercing-style hardware, this pair brings major Y2K-meets-street energy. Dress them up with a corset top or keep it cool with a cropped tee—either way, you’re serving main character.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Front button closure, belt loop accents
    • Side cutouts, linked hardware inserts
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06602-000075

    Category Name: Winter Looks

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Girl Confidence Denim Mini Skort

    Cool-girl confidence, wrapped up in denim. This belted mini skort gives the perfect mix of structure and attitude, with an asymmetric front that looks styled-up without even trying.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Wrap-front belted design, asymmetric hem
    • Mini-length overlay
    • Fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000113

    Category Name: Winter Looks

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Instinct Twist Headband Set

    Two moods, one set. This twist-detail headband duo includes one solid color for your minimalist days and one leopard print for when you’re feeling bold—because your vibe changes, and your accessories should too.

    Fit & Features

    • Two-piece headband set
    • One solid color
    • One leopard print
    • Stretchy knit fabric with twist detail

    Style Number/Barcode: 07006-000091

    Category Name: Winter Looks

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Zipper Moment Denim Skirt

    This mid-rise denim skirt turns every sidewalk into a runway with bold zipper details that strike the perfect balance between edgy and wearable. Pair it with boots, sneakers, or your boldest top.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Multi-zipper detailing
    • Structured pleated silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06601-000022

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Arrival Faux Fur Cape Bolero

    Consider this your shortcut to looking instantly polished—no overthinking required. The plush faux fur and soft drape add that subtle “I planned this” sophistication to every night-out look.

    Fit & Features

    • Plush faux fur fabric, smooth woven lining, no stretch
    • Front hook-eye closure
    • Short draped silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000069

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Toasted Cozy Knit Socks

    Soft, snug, and just the right amount of cozy. These knit over-the-knee socks bring all the warmth with a touch of classic texture—perfect for styling with any outfit!

    Fit & Features

    • Over-the-knee length
    • Soft and stretchy knit material

    Style Number/Barcode: 07306-000045

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In the Moment Bodycon Midi Dress

    Sleek, sultry, and ready to steal the spotlight—this bodycon midi dress hugs in all the right places. The twist bust detail and V-neckline keep it flirty while the long sleeves add chic flair.

    Fit & Features

    • Smooth, double-lined knit stretch fabric
    • Fitted long sleeves
    • V-neckline with a twist bust
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000307

    Category Name: Winter Looks

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bite Back Snake Print Faux Leather Trench Coat

    Your outerwear era just got wild. This faux snake trench coat brings a glossy finish, a bold pattern, and a cinched waist for that effortlessly powerful vibe—like street style meets luxury statement. Style with the matching mini skort for a luxe look.

    Shop Matching Bottoms: Bite Back Snake Print Faux Leather Mini Skort

    Fit & Features

    • Glossy snake pattern faux leather fabric, sewn-in woven lining
    • Lapel collar neckline
    • Long sleeves with snap-button straps
    • Tie-waist belt
    • Side pockets
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06204-000074

    Category Name: Winter Looks

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Drama Faux Fur Coat

    When the vibe is chic and luxe, this faux fur coat gets it right. It delivers high-gloss glam with a plush feel that’s impossible to ignore. The structured collar and cropped cut add drama to every entrance.

    Fit & Features

    • Faux fur fabric
    • High collared neckline
    • Long sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-000071

    Category Name: Winter Looks

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Front Chic Oversized Faux Fur Moto Jacket

    This jacket brings the attitude—oversized faux leather, plush faux fur, and moto hardware that instantly elevate any outfit. It’s warm, dramatic, and built for the girl who knows outerwear should steal the show, too.

    Fit & Features

    • Sleek faux leather fabric, fuzzy faux fur lining and trims
    • Luxe faux fur collar, lapels, and cuffs
    • Asymmetric front zipper closure
    • Side pockets
    • Side buckle details
    • Oversized moto silhouette
    • Runs true to size

    Style Number/Barcode: 06201-000073

    Category Name: Winter Looks

    Price: $14.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Extra Faux Fur Trim Faux Leather Trench Coat

    Cool, confident, and just the right amount of extra. This faux leather trench coat with luxe faux fur trims is giving rich energy—cinched at the waist, soft to the touch, and made for every power move.

    Fit & Features

    • Smooth faux leather fabric, sewn-in woven lining
    • Faux fur trims
    • Wide lapel collar
    • Long sleeves
    • Tie-front belt, fit-and-flare silhouette
    • Side pockets
    • Long-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000072

    Category Name: Winter Looks

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale