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.

  • Ribbed Knit Long Sleeve Cropped Sweater

    This ribbed knit long sleeve cropped sweater is the must-have basic of the season! It features a flattering V neckline with long fitted sleeves, a form-hugging fit, and a cropped hem. Pair this essential top with a plaid mini skirt and thigh high boots for an elevated everyday look.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Ribbed sweater knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0742

    Category Name: Winter Looks

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Platform Lace-Up Booties

    Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Inner zipper closure
    • Chunky platform
    • Tall block heel
    • Lace-up back detail
    • Faux suede material

    Style Number/Barcode: 07403-0345

    Category Name: Winter Looks

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Out In Style Faux Leather Combat Booties

    Slay each step in these stylish faux leather booties! They feature an ankle-high design with a trendy lace-up front, a lug sole, and a stacked block heel. Pair these booties with a basic little black dress to make a chic statement.

    Fit & Features

    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Pull tabs
    • Lug sole
    • Stacked block heel
    • PU material

    Style Number/Barcode: 07403-0600

    Category Name: Winter Looks

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sassy Over The Knee Block Heeled Boots

    Sleek and sassy, these over the knee boots will make any 'fit all the more chic! They feature a faux leather material and a sturdy block heel. Complete your fall-ready look with a sweater dress and gold hoops.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Block heel
    • Inner zipper closure
    • PU material

    Style Number/Barcode: 07402-0225

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Chain Lock Jelly Crossbody Bag

    Keep it chic with a crossbody that gives your everyday look a stylish detail! This bag features a matte jelly design, a fold over closure with a gold buckle closure and chain link accent and a gold chain crossbody strap. Pair this bag with a cute satin crop top and denim for a stylish 'fit you can wear to hang with your squad.

    Fit & Features

    • Matte jelly design
    • Fold over closure
    • Gold buckle closure and chain link accent
    • Gold chain crossbody strap

    Style Number/Barcode: 07203-0148

    Category Name: Winter Looks

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Leopard Print Crew Neck Sweater

    Stand out this season in a sweater that brings the fierce factor to your fit! The sweater features a crew neck, long sleeves, a leopard print pattern, and composed of a soft to the touch knit fabric. Complete your fit with a trendy hat and distressed jeans. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Leopard print pattern
    • Knit fabric 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06005-0714

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux-Ever Yours Fringe Jacket

    This chic faux fur jacket will forever be a staple in your winter wardobe! It features an open front with long sleeves and a yarn fringe fabric. Layer this adorable jacket over a trendy crop top and faux leather pants for an elevated, it-girl vibe.

    Fit & Features

    • Open front
    • Long sleeves
    • Yarn fringe fabric
    • Relaxed fit

    Style Number/Barcode: 06201-0146

    Category Name: Winter Looks

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Ponte Knit Flare Pants

    Create a figure-flattering curve-hugging silhouette in these ponte knit pants! They feature a high rise waist with a flared out hem. Pair these classic pants with a basic form-fitting bodysuit and a layered gold necklace for a casual night out look.

    Fit & Features

    • High rise waist
    • Belt loops
    • Front button closure
    • Two back pockets
    • Form-hugging fit
    • Flared hem
    • Ponte knit fabric

    Style Number/Barcode: 06502-0404

    Category Name: Winter Looks

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Cozy Oversized Chenille Sweater

    Channel cozy vibes in this must-have sweater! The sweater features a trendy turtle neck, long sleeves, a multi-button side seam accent. The sweater is composed of a soft to the touch chenille fabric that offers an oversized fit with a moderate stretch. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Multi-button closure at the side seams
    • Chenille fabric
    • Oversized fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0713

    Category Name: Winter Looks

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Tie Waist Duster

    Get tied to this chic duster to layer all your favorite looks this season! The duster features a draped open front, a tie waist belt, front pockets, long sleeves, and a mid-calf length. The duster is composed of a knit fabric that offers a relaxed fit. Complete look with a crop top and ankle booties. 

    Fit & Features

    • Draped open front
    • Tie-waist belt
    • Front pockets
    • Long sleeves
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0730

    Category Name: Winter Looks

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gleam With Beauty Rhinestone Fringe Duster Earrings

    Gleam with beauty in these gorgeous rhinestone fringe duster earrings! They feature a cluster of baguette-shaped rhinestones leading to cascasding rhinestone adorned fringe. Pair these statement earrings with a basic little black dress to add a touch of glam to your look.

    Fit & Features

    • Baguette-shaped rhinestone cluster
    • Cascading rhinestone adorned fringe

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0416

    Category Name: Winter Looks

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Cozy Ribbed Crew Neck Sweater

    Stay cozy and chic in this adorable ribbed knit sweater! Featuring a flattering crew neck and comfy knit fabric, this sweater is a must-have for the fall season. Pair it with denim for a classic look or tucked into a faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Ribbed knit fabric

    Style Number/Barcode: 06005-0755

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Surplice Open Back Sweater

    Layer up in a chic sweater this season that slays! This must-have sweater features a turtle neckline, a stunning open back with a wrap surplice design, and long flowy sleeves. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with fab ankle booties. 

    Fit & Features

    • Turtle neck
    • Open back with surplice design 
    • Long sleeves
    • Knit fabric 
    • Relaxed fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0788

    Category Name: Winter Looks

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Long Sleeve Crepe Turtleneck Bodysuit

    Elevate your outfits effortlessly with our turtleneck bodysuit, perfect for layering your look to perfection. This bodycon long-sleeve top offers both chic style and cozy comfort, thanks to its smooth knit fabric. Crafted from double-lined crepe knit material, it provides a sculpted fit that accentuates your curves. The bodysuit silhouette ensures a polished, tucked-in appearance, making it ideal for workwear ensembles or any layered outfit.

    Fit & Features

    • Turtle neck
    • Long fitted sleeves
    • Thong-cut bottom
    • Dual snap button closures
    • Double-lined
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-2810

    Category Name: Winter Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Basic Ribbed Knit Bodysuit

    Rock a basic bodysuit to style with your favorite mini skirts this season! The bodysuit features a turtle neck, long sleeves, and is composed of a ribbed knit fabric. Includes a thong bottom with snap button closure. 

    Fit & Features

    • Turtle neck
    • Long sleeves
    • Ribbed knit fabric 
    • Relaxed fit, moderate stretch 
    • Thong bottom with dual snap closure

    Style Number/Barcode: 06005-0736

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Surplice Sweetie Tie Waist Sweater

    Show off your sweet side in a sweater that is oh so adorable! The sweater features a surplice neckline, long sleeves, and a chic tie waist belt. Complete look with a pair of high waist jeans and ankle booties. 

    Fit & Features

    • Surplice V-neckline
    • Long sleeves
    • Cropped hem
    • Tie waist belt 
    • Soft knit fabric with plenty of stretch
    • Relaxed fit

    Style Number/Barcode: 06005-0762

    Category Name: Winter Looks

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Loving Knit Basic Open Back Sweater

    Sweater weather is here! Fall for this open back sweater that slays! The sweater features a crew neckline, long sleeves, and a trendy open back with tie strap accent. The sweater is composed of a knit fabric that offers a relaxed fit. Complete look with dark wash jeans and ankle booties.

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Open back 
    • Tie strap accent
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06005-0728

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Tie Waist Trench Duster

    Start a trend with a cute trench-styled duster that slays! Layer this trench with your favorite surplice tops and high waist jeans for a night out. The duster features a collared neckline, long sleeves, a tie waist belt, and a knee-length hem.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Tie waist belt
    • Knee-length
    • Two side slits at the hem
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0743

    Category Name: Winter Looks

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Chic High Rise Skinny Jeans

    Level up your everyday look with these chic skinny jeans! They feature a figure-flattering high rise waist with front seam detailing and a skinny leg fit for an elongated look. Pair these jeans with a cute crop top for a look you can wear to hang with your squad.

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Front seam detailing
    • Skinny leg fit
    • Denim fabric

    Style Number/Barcode: 06602-0197

    Category Name: Winter Looks

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Long Line Jacket

    Stun in a faux fur jacket to layer with all your chic style staples. The jacket features a collared neckline, long sleeves, a single button-down front, lined side pockets, and a long line length. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a trendy plaid mini dress and ankle booties. 

    Fit & Features

    • Collared neckline
    • Single button-down front
    • Long sleeves
    • Hidden side pockets 
    • Long-line length
    • Lined faux fur fabric

    Style Number/Barcode: 06201-0120

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Basic Crew Neck Cropped Knit Sweater

    Keep it basic in a cozy knit sweater to create a chic outfit! The sweater features a crew neckline, long sleeves, and a cropped hem. Complete look with high waist jeans. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cropped hem 
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0726

    Category Name: Winter Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layer Up Basic Knit Cardigan

    Layer up in a cozy cardigan this season to create fab looks! The cardigan features a draped open front, long sleeves, front pockets, and composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with thigh high boots. 

    Fit & Features

    • Draped open front
    • Long sleeves 
    • Front pockets
    • Above the knee length
    • Angora knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0746

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Cozy Boat Neck Sweater

    Look oh-so-chic while still being cozy in this adorable sweater! It features a wide boat neckline that can be worn off the shoulder, long puff sleeves with tight hems and an overall relaxed, comfortable fit. Pair this sweater with dark wash denim and heeled booties for the perfect fall look.

    Fit & Features

    • Wide boat neckline
    • Long puff sleeves with tight hems
    • Relaxed fit
    • Textured knit fabric

    Style Number/Barcode: 06005-0712

    Category Name: Winter Looks

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Luxe High Rise Velvet Joggers

    Lounge in luxe velvet joggers that bring the glam. The joggers feature an elastic high rise waist, a drawstring, and a straight leg fit with an elastic tapered hem. The joggers are composed of ribbed velvet fabric that offers a relaxed fit with a slight stretch. Complete your look with the matching tank. 

    Shop Matching Tank: So Luxe Cropped Velvet Tank

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Straight leg fit
    • Ribbed velvet fabric 
    • Tapered elastic hem
    • One faux-pocket accent, one true pocket on the left leg
    • Matching tank sold separately 

    Style Number/Barcode: 06502-0475

    Category Name: Winter Looks

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance