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.

  • Turtleneck Ribbed Knit Mini Dress
    This ribbed knit mini is the perfect dress for transitioning into the colder months! It features a sleeveless bodice, a turtleneck, and a short, mid-thigh length with a curve hugging fit. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 05102-0317

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Belted Cargo Joggers

    Command the room in a pair of joggers has everyone looking your way! This pair features a high rise waist, a single button with zipper closure, a woven belt, slant pockets, cargo pockets and a straight leg fit with elastic cuffed hems. Pants are composed of a cargo knit fabric that offers a form hugging fit with a moderate stretch.

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06302-0073

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Slit Skinny Jeans

    Take on the day with these must have skinny jeans! They feature a high rise waist, a traditional five pocket with belt loop design, a single button with zipper closure, knee slit accents and a skinny leg fit with tapered leg. Jeans are composed of a stretchy denim fabric that offer a curve hugging fit.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0050

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibe Cropped Hoodie
    Get a cute and casual vibe in this adorable cropped hoodie! It features a drawstring hood, long cuffed sleeves, and an overall relaxed and comfortable fit. The ribbed knit fabric offers plenty of stretch.

    Style Number/Barcode: 06005-0064

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Outdoorsy Plaid Top

    Look like a cute little outdoors gal while you sip on your hot cocoa! This plaid top features a surplice design that overlaps and is collarless. Top has long sleeves and includes a snap button closure mid center. Composed of a plaid cotton like knit fabric that offers a lightweight relaxed fit with no stretch.

     Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.  

    Style Number/Barcode: 06003-9922

    Category Name: Winter Looks

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Knit Beanie
    Keep it snug and cozy by adding in a beanie! With a classic design, and a head hugging fit, it easily becomes your favorite way to complete your chilly day look!

    Style Number/Barcode: 07302-0027

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set Me Up Suede Boots

    Set yourself up with some suede this season! These boots reach mid-calf, have a zipper at one side, round toe, and a stacked heel. Boots include a slight inner padding at the leg.

     Please be advised that these boots run 1/2 a size small.

     

    Style Number/Barcode: 07402-0052

    Category Name: Winter Looks

    Price: $23.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy On Up Sweater
    Cozy on up in this seriously soft sweater perfect for fall! It features a mock neckline, long dolman style sleeves, and a relaxed, comfortable fit with side slit accents. Sweater is composed of a fuzzy knit with moderate stretch.

    Style Number/Barcode: 06005-0215

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Combat Rain Boots

    Elevate your look with a trendy print! This combat boots feature a mid calf fit, a lace front, a round toe, a textured sole and an all over animal print. Boots are composed of a faux leather material and feature a clear PVC like covering throughout.

     

    Style Number/Barcode: 07403-0113

    Category Name: Winter Looks

    Price: $20.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All The Way Up Stiletto Boots
    We are obsessed! These thigh high boots feature a point toe, a thigh high slide on design, and a sexy stiletto heel. They are composed of a faux suede material. Perfect for winter!

    Style Number/Barcode: 07402-0040

    Category Name: Winter Looks

    Price: $31.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Long Sleeve Notched Bodysuit
    This bodysuit is not just any basic piece. It features long fitted sleeves, a cute notched front V neckline, and a partially covered bottom with dual snap button closures. Bodysuit is composed of a stretchy knit, offering a form hugging fit.

    Style Number/Barcode: 06001-1991

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Miss Me Mini Dress

    Get tied to this cute mini! It features a plunging V neckline with a tie front accent, fitted long sleeves, a sexy mid-drift cut out and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a curve hugging fit with a moderate stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0307

    Category Name: Winter Looks

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Chenille V-Neck Sweater

    You'll be totally fall-ready in this cozy chenille sweater! It features a V neckline, long sleeves, and a cropped, form-fitting style. The chenille knit fabric offers moderate stretch.

    Black & Beige: Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.  

    Rust: Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06005-0244

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Cargo Joggers

    Bring it back to basics in these essential joggers! They feature a high rise waist, a drawstring accent, side pockets, cargo pockets and a straight leg with an elastic cuff. Joggers are composed of a fleece knit fabric that offers a form hugging fit with slight stretch.

     

    Style Number/Barcode: 06302-0072

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Babe Scoop Top

    Here's looking at you babe! This basic top features a scoop neckline, fitted long sleeves and a subtle high low hem. Top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.

     

    Style Number/Barcode: 06001-1821

    Category Name: Winter Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All You Need Ribbed Bodysuit
    This basic bodysuit is all you need to create an effortlessly trendy look! It features a square neckline, fitted long sleeves and a thong bottom with snap button closure. Bodysuit is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 06002-0265

    Category Name: Winter Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fur Tiger Bucket Hat
    Have a little fun with something unique this season! Bucket hat features a downward brim, and is composed of a faux fur material that is soft, funky, and cute.

    Style Number/Barcode: 07302-0112

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Basic Vibe Top
    Get on that basic vibe with this simply stylish top! It features a funnel neckline, long fitted sleeves, and a mid-length, form hugging fit. Top is composed of a stretchy knit.

    Style Number/Barcode: 06001-1993

    Category Name: Winter Looks

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy In Chenille Sweater
    Keep it chic and cozy in chenille! This sweater features a V neckline, long sleeves and a ribbed hem. Sweater is composed of soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch.

    Style Number/Barcode: 06005-0255

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Flat Lace-Up Boots
    We are so ready for fall! These boots are composed of a faux suede material, and feature a round toe, an inner zipper, and an over the knee design that has a lace up detail at the top. Pair with your go-to leggings or favorite denim!

    Style Number/Barcode: 07402-0020

    Category Name: Winter Looks

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Lace Up Boots

    Boot season is just around the corner and we just cant wait! This staple pair offers an over the knee design that features a lace up detail at the back. These boots have a hidden zipper at the side for easy functioning. Toe of the boot is almond (not too round, and not too pointy) and the block heel is a comfortable medium height.

     

    Style Number/Barcode: 07402-0007

    Category Name: Winter Looks

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Straight Leg Jeans
    Basic but also trendy, these high rise straight leg jeans are your new favorite pair. They feature a high rise waist, the traditional five pocket and belt loop design, a front button and hidden zipper closure, and straight pant legs with light faded detailing on the front. Jeans are composed of a denim fabric with minimal stretch.

    Style Number/Barcode: 06602-0048

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Falling For Knit Midi Dress

    Get those fall vibes going in this cute midi dress! It features a sleeveless bodice, a scoop neckline with tank-like straps and a midi length silhouette. Dress is composed of a cable knit fabric that offers a form hugging fit with slight stretch. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0103

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snug Bug Knit Crop Top

    Get snug in a crop sweater! This sweater features a crew neckline, long sleeves and a cropped hem with distressed detailing. Hemline meets mid torso. Top is composed of a knit material that offers moderate stretch.

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0066

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance