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.

  • Layer On The Cute Cable Knit Duster Sweater

    Fit & Features

    • Soft cable knit fabric
    • Long sleeves
    • Open front design
    • Side pockets
    • Relaxed silhouette
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06005-2303

    Category Name: Winter Looks

    Price: $7.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfiest Cutie Long Sleeve Waffle Knit Sweater

    You'll be the comfiest cutie in this pullover sweater featuring cozy long sleeves, a classic crew neckline, and a relaxed fit on waffle knit fabric.

    Fit & Features

    • Waffle knit fabric, moderate stretch
    • Crew neckline
    • Long sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2308

    Category Name: Winter Looks

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilly Days Off-The-Shoulder Sweater

    Fit & Features

    • Soft knit fabrication
    • Off-the-shoulder neckline
    • Popover accent
    • Long sleeves
    • Long hem length
    • Oversized fit

    Style Number/Barcode: 06005-2304

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Fave Ribbed Knit V-Neck Sweater

    This V-neck sweater will be your new favorite go-to on chilly days. With slouchy dolman long sleeves, a relaxed fit, and crafted from soft rib knit fabric, you'll be living in this cute sweater!

    Fit & Features

    • Ribbed knit fabric
    • V-neckline
    • Long dolman sleeves
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2306

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Fave Striped Knit Turtleneck Top

    Cute and bold, this striped ribbed knit top will be your new preppy fave to style up your looks. It features a turtleneck you can fold down, long fitted sleeves, and a cropped form-hugging fit.

    Fit & Features

    • Stretchy ribbed knit fabric, striped pattern
    • Turtleneck
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2307

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Made The Cutout Long Sleeve Sweater Crop Top

    Add this sweater crop top to your weekly rotation to elevate every fit'! Crafted from soft rib knit fabric, this top boasts a flirty cutout keyhole design along the front and a cropped hem that flaunts your figure. Pair with denim jeans.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Fitted long sleeves
    • Scoop neckline
    • Keyhole cutout front design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-2309

    Category Name: Winter Looks

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Glam Aura Rhinestone Cabbie Hat

    Keep it chic with this rhinestone cabbie hat. This soft woven beauty, sprinkled with rhinestones, is perfect for your Parisian trip. Total vibe upgrade!

    Fit & Features

    • Soft woven material, sleek woven lining
    • Traditional cabbie design
    • Short brim
    • Mini rhinestone embellishments

    Style Number/Barcode: 07302-1710

    Category Name: Winter Looks

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Elevated Glam Buckle Shoulder Bag

    Fit & Features

    • Faux leather material
    • Adjustable top shoulder strap
    • Top zipper closure
    • Rectangular-shaped with rounded edges
    • Small buckle accent

    Style Number/Barcode: 07203-2079

    Category Name: Winter Looks

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sculpted Chic Ribbed Knit Midi Dress

    The ribbed knit dress features a sweetheart neckline with a twist accent at the bust, long sleeves, and a midi-length hem. Channel a casual vibe with chunky sneakers. 

    Fit & Features

    • Ribbed knit fabrication
    • Sweetheart neckline with twist accent
    • Long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5962

    Category Name: Winter Looks

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut The Streets Under-The-Knee Faux Leather Boots

    Fit & Features

    • 3” Block heel, 7" leg opening, 14" shaft height
    • Pointed toe
    • Faux suede material
    • Folded under-the-knee length shaft
    • Zipper closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-1080

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Glam Flocked Heart Sheer High Waist Tights

    Fit & Features

    • Sheer nylon fabrication
    • High-rise waist
    • Flocked heart pattern

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0383

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Twist Off-The-Shoulder Soft Knit Mini Dress

    The cashmere-like soft knit mini dress features an off-the-shoulder neckline, a popover accent with twist detail, long bell sleeves, faux wrap ties at the waist, and a fitted short-length hem. Complete a cozy stylish outfit with clear heels or ankle booties. 

    Fit & Features

    • Soft cashmere-like knit fabrication
    • Off-the-shoulder neckline
    • Popover accent with twist detail
    • Long bell sleeves
    • Faux wrap ties at the waist
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05102-6003

    Category Name: Winter Looks

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Vibes Mid-Rise Flared Denim Jeans

    Elevate your style with these mid-rise flared denim jeans. Featuring a chic double-button closure, vertical seams, and a flared hem for that effortlessly cool vibe.

    Fit & Features

    • Denim knit fabrication
    • Mid-rise waist with belt loops
    • Layered tab design with double-button closure, hidden zipper closure
    • Vertical seams that run from waist to hem
    • Traditional five-pocket design
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06602-0550

    Category Name: Winter Looks

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Strut Under-The-Knee Kitten Heel Boots

    Fit & Features

    • 2.5" Stiletto kitten heel, 7.5" leg opening, 15" shaft height
    • Faux suede material
    • Closed pointed toe
    • Under-the-knee fit
    • Pull-on design
    • Runs true to size

    Style Number/Barcode: 07402-1124

    Category Name: Winter Looks

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moves Under-The-Knee Buckle Boots

    Get ready to strut in these under-the-knee buckle boots. With a sleek pointed toe, stacked heel, and stylish buckle, these boots are your new go-to for effortless glam.

    Fit & Features

    • 3" Stacked block heel, 7" leg opening, 14" shaft height
    • Faux leather
    • Closed pointed toe
    • Inner zipper closure
    • Small buckle accent at the ankle
    • Runs true to size

    Style Number/Barcode: 07402-1082

    Category Name: Winter Looks

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Muse Faux Leather Belted Trench Coat

    Fit & Features

    • Faux leather fabrication, sewn-in woven lining
    • Collared lapel neckline
    • Storm flap accent
    • Double-breasted button closure
    • Long sleeves
    • Adjustable belted waist
    • Side pockets
    • Long hem length
    • Runs true to size

    Style Number/Barcode: 06204-2025

    Category Name: Winter Looks

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endlessly Chic Teardrop Lariat Necklace

    Fit & Features

    • Dainty chain link
    • Lariat design
    • Multiple black teardrop gemstones
    • Lobster clasp closure

    Style Number/Barcode: 07002-2065

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Diva Status Faux Fur Trim Crop Jacket

    Elevate your diva status with this luxe faux suede jacket showcasing soft faux fur trim on a modern cropped silhouette perfect for flaunting your outfit. Complete the look with boots.

    Fit & Features

    • Faux suede fabric
    • Faux fur trim collar neckline
    • Faux fur trim cuffs, long sleeves
    • Open front design with faux fur trim
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06204-1979

    Category Name: Winter Looks

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Cute One-Shoulder Long Sleeve Mini Dress

    Keep it cute for any plans in this bodycon mini dress featuring a sassy one-shoulder neckline, long fitted sleeves for comfort, and crafted on soft hacci brushed knit fabric. Complete the look with sleek heels.

    Fit & Features

    • Soft hacci knit fabric, high stretch
    • One-shoulder neckline
    • Long fitted sleeves
    • Ruched side seams
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5965

    Category Name: Winter Looks

    Price: $18.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Glam Rhinestone And Faux Pearl Beret

    Fit & Features

    • Traditional beret design
    • Faux pearl accents
    • Mini rhinestones

    Style Number/Barcode: 07302-1750

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam In The City Rhinestone Bow Cabbie Hat

    Fit & Features

    • Faux wool material
    • Rhinestone embellished bow decoration
    • Faux leather brim

    Style Number/Barcode: 07302-1786

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Classic Knee-High Socks

    Fit & Features

    • Ribbed knit material
    • Knee-high design

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0406

    Category Name: Winter Looks

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Fave Shaggy Faux Fur Jacket

    Fit & Features

    • Soft shaggy faux fur fabric with smooth woven lining, no stretch
    • Long sleeves
    • Open front
    • Oversized fit

    Style Number/Barcode: 06201-0562

    Category Name: Winter Looks

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sorry If I Looked Interested Graphic Tee

    Make a statement in the sorry if i looked interested graphic t-shirt top. With its cheeky script and fitted crop hem, this knit tee is your go-to for effortless sass and style.

    it & Features

    • Smooth knit fabric, moderate stretch
    • Crew neckline
    • Fitted long sleeves
    • "Sorry If I Looked Interested. I'm Not" graphic script
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-2034

    Category Name: Winter Looks

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free