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.

  • Day By Day Wedge Booties

    Babe you need a closet staple, a pair that will get you through the day by day all while looking bombb! We love this pair for bein cute n' easy to walk in!

    • Ankle fit
    • Almond toe
    • Wedge heel
    • Lug sole
    • Lace up front
    • Faux suede

     

    Style Number/Barcode: 07403-0177

    Category Name: Winter Looks

    Price: $17.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knit Off The Shoulder Sweater

    Cozy season is upon us! This sweater features a crochet design, an off shoulder neckline, and long sleeves. Sweater is composed of a cotton like material that offers moderate stretch.

     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06005-0453

    Category Name: Winter Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • O-Ring Zipper Lug Boots

    Slip right into these edgy boots for a statement look!

    • Ankle Fit 
    • Trendy Print Inset At Side
    • Heel Tab Pull 
    • Almond Toe
    • Block Heel I Textured Lug Sole 
    • Faux Leather Composition 

    Style Number/Barcode: 07403-0167

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl On Pearl Faux Fur Earmuffs

    Make your winter look mf elegant with a pair of pearl detailed earmuffs that will keep those ears nice and toasty!

    • Faux fur padded ear warmers
    • Stretchy pearl headband
    • One size

     

    Style Number/Barcode: 07302-0133

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Cropped Sweater

    Take cute and cozy to a whole new level with this adorable cropped sweater!

    Fit & Features

    • V neckline
    • Long dolman sleeves
    • Cropped
    • Knit fabric | Moderate stretch
    • Relaxed, comfortable fit

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0440

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cable Knit Sleeve Hoodie

    The cable knit sleeve detailing on this knit hoodie makes it that much more adorable.

    Fit & Features

    • Hooded
    • Long dolman sleeves | Cable knit detailing
    • Ribbed hems
    • Soft knit fabric | Plenty of stretch
    • Relaxed, comfortable fit

    Style Number/Barcode: 06005-0460

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute 'Fit In Knit Crop Top

    Get such a cute 'fit in this knit crop top! Pair with the matching midi skirt for an adorable look.

    Shop Matching Skirt: Cute 'Fit In Knit Midi Skirt

    Fit & Features

    • Long sleeves with ribbed cuffs
    • V neckline
    • Surplice design front
    • Cropped
    • Stretchy knit fabric
    • Matching midi skirt sold separately

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

    Style Number/Barcode: 06005-0501

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Surplice Mini Dress

    Sweater dresses are a must for all things winter wear! This knit mini will become a staple in your winter wardrobe.

    Fit & Features

    • Wrap front V neck and back
    • Back bar detail
    • Long cuffed dolman sleeves
    • High waist seam
    • Short, curve hugging fit
    • Ribbed knit fabric | Plenty of stretch

    Style Number/Barcode: 06005-0222

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch Me Misbehavin' Flared Trench Coat

    Girl you bad! Show us your edge with a faux leather trench!

    Fits & Features

    • Zip Down Front
    • Narrow Long Sleeves
    • Cinching Tie Waist Belt With Loops
    • Flared Hemline
    • Slant Hand Pockets
    • Faux Leather Composition
    • Slight Stretch

    Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0232

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pom Sleeve Detail Oversized Sweater

    Its all in the details! This oversized sweater will give your cozy look a trendy vibe.

    Fit & Features

    • V neckline
    • Long dolman sleeves | Pom detailing
    • Thick knit fabric | Moderate stretch
    • Oversized, relaxed fit

    Style Number/Barcode: 06005-0457

    Category Name: Winter Looks

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Cozy Peplum Sweater

    Chic and cozy? You've won us over. This peplum sweater has a flattering fit and offers comfortable wear.

    Fit & Features

    • V neckline
    • Long roomy sleeves with ribbed peplum cuffs
    • Peplum hem
    • Soft knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0307

    Category Name: Winter Looks

    Price: $4.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basically Cute Cropped Sweater

    Sweaters are a necessity for fall, and this basic one is must have for sure.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ribbed hems
    • Cropped
    • Relaxed fit
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06005-0458

    Category Name: Winter Looks

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basically Cute Cropped Sweater

    Sweaters are a necessity for fall, and this basic one is must have for sure.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ribbed hems
    • Cropped
    • Relaxed fit
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06005-0459

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped And Cozy Sweater

    Get all wrapped up in this cozy cuddle worthy sweater!

    Fit & Features

    • Long, roomy dolman sleeves with ribbed cuffs
    • Wrap around tie waist
    • Cropped
    • Knit fabric | Plenty of stretch

    Style Number/Barcode: 06005-0070

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovin' The Leopard Print Hoodie

    It's all about the leopard print this season, and we can't get enough of this trend! This adorable hoodie keeps it cool with its all over distressed detailing.

    Fit & Features

    • Hooded
    • Faux drawstrings
    • Long dolman sleeves
    • Ribbed hems
    • Cropped
    • Destructed detailing
    • Knit fabric | Moderate stretch

    Style Number/Barcode: 06005-0519

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living Lavish Long Knit Cardigan

    Live lavishly in a cardigan that is not only comfy but warm as well! Designed with long sleeves, an open front, banded wrists, and a long hem that hits over the knee. Cardigan is composed of a soft knit material that has a fuzzy texture on the outside, and offers slight stretch and a relaxed fit.

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

    Style Number/Barcode: 06202-0031

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off Shoulder V Neck Tunic

    We're so in love with this off shoulder tunic for the winter season! Wear as a dress with some sultry over the knee boots or pair with your fave denim.

    Fit & Features

    • V neckline
    • Off shoulder detail
    • Long dolman sleeves
    • Soft knit fabric | Plenty of stretch
    • Oversized, relaxed fit

    Style Number/Barcode: 06005-0105

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fringe Hem Hooded Cardigan

    We're definitely a fan of the fringe trend! Layer on this detailed cardi for a cute and casual vibe.

    Fit & Features

    • Attached hoodie
    • Long sleeves
    • Open front
    • Fringe detailing along the hems
    • Relaxed, comfortable fit

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0081

    Category Name: Winter Looks

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rumors Tie-Front Fuzzy Crop Top

    The rumors are true, we are obsessed with fuzzy tops! This top features a deep V neckline that leads to a tie front detail, and long sleeves that give a little puff at the wrist. Pair with your fav high waist denim for a look that's sweeter than pie!

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

    Style Number/Barcode: 06005-0121

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Purrfect Style Leopard Print Cardigan

    You have only the most purrfect style. This sassy leopard printed cardi offers a flattering oversized, relaxed fit.

    Fit & Features

    • Long sleeves
    • Open front
    • Ribbed hems
    • Leopard print
    • Fuzzy knit fabric | Moderate stretch
    • Comfortable wear

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0069

    Category Name: Winter Looks

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Worth The Wait Faux Fur Pullover Sweater

    Add some texture to your look this season! This faux fur pullover sweater gives us total 90's vibes that we love! Designed with a V neckline, long sleeves that flare out at the wrists, and a mid length hem. Pullover is composed of a faux fur material that is form fitting, offers moderate stretch, and showcases a vertical ribbed pattern.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0123

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Cozy Turtleneck Top

    Cozy and chic, the ultimate combo! This basic turtleneck top has a soft, stretchy knit fabric for total comfort.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Mid-length, form hugging fit
    • Soft knit fabric
    • Plenty of stretch

    Natural: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06001-1915

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brushed Knit Belted Cardigan

    Stylishly cinch your look with this belted brushed knit cardi! The soft knit fabric offers a cozy feel while looking chic.

    Fit & Features

    • Long sleeves
    • Open front
    • Tie front belt
    • Large front pockets
    • Long-line fit
    • Stretchy knit fabric

    Style Number/Barcode: 06202-0026

    Category Name: Winter Looks

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Braided Knit Infinity Scarf

    Have a classy moment with a nude toned knit scarf! What we love is that you can just throw it on and pair it with all of your fav winter looks bb!

    • Woven knit material
    • Moderate stretch
    • Braided knit detailing
    • Closed ends

     

    Style Number/Barcode: 07305-0022

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance