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.

  • Chic 14K White Gold Plated Cubic Zirconia Hoop Earrings

    These dainty 14K white gold plated cubic zirconia hoop earrings are perfect for creating that subtle chic look! They feature a small huggie hoop design crafted from luxe 14K white gold plating with mini cubic zirconia embellishments for the prettiest sparkle. Style these effortlessly sleek earrings with a layered chain necklace.

    Fit & Features

    • 14K white gold plated
    • Huggie hoop design
    • Mini cubic zirconia embellishments


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1687

    Category Name: Winter Looks

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captivated Color Ombre Fringe Rhinestone Earrings

    Captivate everyone with these colorful rhinestone earrings! They feature a cascading rhinestone fringe design with an ombre color effect and post-back closure. Complete the look in a glitzy denim jacket.

    Fit & Features

    • Cascading rhinestone fringe design
    • Ombre color effect
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1780

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Found A Stud Faux Leather Strapless Bustier

    This faux leather bustier is definitely the one! The crop top features a strapless sweetheart neckline, a built-in padded bust with underwire support, flexible boning inserts, front studded insets, and multiple back hook and eye closures. Complete the look in trendy boyfriend jeans and mules for dinner and drinks downtown!

    Fit & Features

    • Strapless sweetheart neckline
    • Built-in padded underwire bust
    • Flexible boning inserts, cropped hem
    • Front studded insets
    • Multiple back hook and eye closures
    • Lined faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2231

    Category Name: Winter Looks

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Twist Rhinestone Rectangle Earrings

    Sleek rectangle shaped earrings bring a timeless sophistication with a modern twist. Mini rhinestone trim sparkles and shines with the light for a statement look. Complete the look in a turtleneck sweater for a Friendsgiving!

    Fit & Features

    • Rectangle-shaped earrings
    • Mini rhinestone trim
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.   

    Style Number/Barcode: 07001-1805

    Category Name: Winter Looks

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Uptown Girl Tweed Corset Top

    This sophisticated tweed corset top is perfect for making a chic statement! With a flattering tailored fit, the corset features a strapless sweetheart neckline and a cropped hem.  The corset is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching trench coat and mini skirt.

    Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat

    Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Cropped hem
    • Stretchy smocked back, zipper and hook-eye closure
    • Tweed fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06003-2223

    Category Name: Winter Looks

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uptown Girl Tweed Belted Trench Coat

    This sophisticated tweed trench coat is perfect for making a chic statement! With a flattering tailored fit, the coat features long sleeves with button cuffs, shoulder pads, strap button accents, a lapel collar neckline, hidden side pockets for keeping your hands warm, a tie-waist belt, and a longline hem. The coat is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching corset top and mini skirt.

    Shop Matching Top: Uptown Girl Tweed Corset Top

    Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt

    Fit & Features

    • Long sleeves with button cuffs
    • Shoulder pads, strap button accents
    • Lapel collar neckline
    • Hidden side pockets, tie-waist belt
    • Longline hem
    • Tweed fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0392

    Category Name: Winter Looks

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek 14K Gold Plated Small Hoop Earrings

    These sleek 14K gold plated hoop earrings will stylishly elevate your everyday looks and add that glam touch of luxe! They feature a small and thin open-ended hoop design crafted from 14K gold plating with a post-back closure. Pair with a dainty chain necklace and rhinestone rings.

    Fit & Features

    • 14K gold plated
    • Small and thin open-ended design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1689

    Category Name: Winter Looks

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take Me Uptown Faux Fur Bucket Bag

    Let this faux fur bucket bag adorn your outfit for an evening uptown! It features a handle, a faux leather detachable shoulder strap, an adjustable drawstring top, and a spacious interior for keeping your essentials in. Complete the look in strappy stiletto heels.

    Fit & Features

    • Top handle
    • Faux leather detachable shoulder strap
    • Adjustable drawstring top
    • Spacious interior
    • Soft faux fur material

    Style Number/Barcode: 07203-1964

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The It Girl Faux Fur Bucket Bag

    Compliment your IT girl status with this faux fur bucket bag! It features a handle, a detachable shoulder strap, and a spacious interior for keeping your essentials in. Complete the look with a cozy denim jacket for a day out and about!

    Fit & Features

    • Handle
    • Detachable shoulder strap
    • Spacious interior
    • Soft faux fur material

    Style Number/Barcode: 07203-1963

    Category Name: Winter Looks

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Cuteness Houndstooth Scarf

    Add a timeless cute look to any outfit with this houndstooth scarf. Featuring a classic houndstooth pattern and frayed trim, this soft scarf will add a stylish pop to any look. Complete the in booties for a coffee run!

    Fit & Features

    • Houndstooth pattern
    • Frayed trim
    • Soft knit material
    • No stretch

    Style Number/Barcode: 07305-0486

    Category Name: Winter Looks

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Season Plaid Frayed Scarf

    Look fabulous this season in this plaid scarf with cute frayed trim. Crafted from soft knit material, it is sure to be a favorite addition to any wardrobe and will keep you warm and stylish all season. Complete the look in a basic long sleeve top for running errands or a coffee run!

    Fit & Features

    • Plaid pattern
    • Frayed trim
    • Soft knit material
    • No stretch

    Style Number/Barcode: 07305-0484

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cold Status Faux Fur Crossbody Bag

    Enter the cold season in this cozy status faux fur crossbody bag featuring a pouch silhouette, a detachable chain shoulder strap, and a spacious interior. Complete the look in a cute sweater and jeans for day or night plans.

    Fit & Features

    • Pouch silhouette
    • Frame closure
    • Detachable chain shoulder strap
    • Spacious interior
    • Faux fur material

    Style Number/Barcode: 07203-1961

    Category Name: Winter Looks

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Toast To Cute Chenille Striped Sweater

    Raise a toast of hot cocoa in this chenille sweater perfect for keeping you cute and cozy all season! It features long sleeves with ribbed cuffs, a crew neckline, a striped pattern, and a trendy cropped hem on ultra-soft chenille knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Crew neckline
    • Striped pattern
    • Cropped hem
    • Ultra-soft chenille knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1777

    Category Name: Winter Looks

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Endeavor Glitter Mesh Bolero

    If you have an endeavor to dazzle, then layer on this glitter mesh bolero for the perfect shimmer! The bolero features a sheer design, fitted long sleeves, an open front, and an ultra-cropped hem. Complete the look with the matching dress for a holiday party!

    Shop Matching Dress: Dazzle Endeavor Glitter Mesh Mini Dress

    Fit & Features

    • Fitted long sleeves
    • Open front
    • Ultra-cropped hem
    • Sheer glitter mesh fabric
    • Runs true to size

    Style Number/Barcode: 06202-0420

    Category Name: Winter Looks

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fight The Frost Faux Sherpa Sleeve Puffer Jacket

    Perfect for staying toasty on cold days, this puffer jacket delivers a cozy style! Designed with warm faux sherpa long sleeves, it features a drawcord hoodie neckline, front zipper closure, and pocket, and a cropped drawcord hem. The jacket is composed of a quilted puffer nylon woven-lined fabric that helps keep you warm and protected from the elements. Style with lug boots for a cute autumn-to-winter outfit!

    Fit & Features

    • Faux sherpa long sleeves
    • Drawcord hoodie neckline
    • Front zipper closure and pocket
    • Drawcord cropped hem
    • Quilted insulated nylon woven-lined fabric
    • Runs true to size

    Style Number/Barcode: 06201-0440

    Category Name: Winter Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lovestruck Faux Fur Heart Coat

    Get lovestruck with this faux fur heart coat perfect for cozy date nights or holiday parties! It features long sleeves, a lapel collar neckline, hidden side pockets for keeping your hands warm, and a long-length hem. Complete the look in a ring set.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Hidden side pockets
    • Long-length hem
    • Heart pattern, faux fur fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0380

    Category Name: Winter Looks

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Be Rare Rhinestone Ball Hoop Earrings

    Be rare tonight in these statement hoop earrings that feature a sleek metal hoop with multiple rhinestone ball decorations and an omega closure. Complete the look in lace-up stiletto heels for a concert and after-party!

    Fit & Features

    • Sleek metal hoop
    • Multiple rhinestone balls
    • Omega closure


    Earrings are final sale and may not be returned or exchanged.   

    Style Number/Barcode: 07001-1814

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzling Style Rhinestone Fringe Necklace

    Add a little sparkle to any look with this dazzling rhinestone necklace. Featuring a rhinestone chain with rhinestone fringe, it's sure to turn heads and is designed with a convenient lobster clasp closure. Complete the look in a plunge neck formal dress for a black tie soiree!

    Fit & Features

    • Rhinestone chain
    • Rhinestone fringe
    • Lobster clasp closure

    Style Number/Barcode: 07002-1614

    Category Name: Winter Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Winter Vibes Faux Sherpa Satchel Bag

    Bring on the cozy winter vibes with this adorably on-trend faux sherpa satchel bag. It features a medium-sized satchel design with a top handle strap and a cozy soft faux sherpa exterior. Perf for the chilly months, style with knee-high boots.

    Fit & Features

    • Medium-sized satchel design
    • Top handle strap
    • Snap-button closure
    • Lined interior with zipper pocket
    • Faux sherpa exterior

    Style Number/Barcode: 07203-1959

    Category Name: Winter Looks

    Price: $3.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek As Can Be Faux Leather Puffer Jacket

    Stay sleek and cute as can be in this faux leather puffer jacket perfect for the chilly season! It features long sleeves, a standing collar neckline with snap-button closures for extra warmth, a hidden front zipper and snap-button closures, front pockets for keeping your hands warm, and an adjustable drawcord cropped hem. The jacket is crafted from a quilted faux leather-insulated woven fabric that helps keep you warm and protected. Complete the look in boots for holiday activities or casual hangs!

    Fit & Features

    • Long sleeves
    • Standing collar neckline, snap-button closures
    • Hidden front zipper and snap-button closures
    • Front pockets
    • Adjustable drawcord cropped hem
    • Faux leather fabric, insulated woven lining
    • Runs true to size

    Style Number/Barcode: 06201-0449

    Category Name: Winter Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stay Toasty Cable Knit Beanie

    This cable knit beanie has you covered with toasty warmth and style! The cable knit fabric and foldover design make this beanie a stylish addition to any winter look. Complete the look with the matching scarf for a fun winter day! 

    Shop Matching Scarf: Cozy Cutie Cable Knit Fringe Scarf

    Fit & Features

    • Cable knit material
    • Foldover design
    • Soft and comfortable

    Style Number/Barcode: 07302-1523

    Category Name: Winter Looks

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Style Staple Block Heel Over-The-Knee Boots

    These chic block heel over-the-knee boots are a staple you'll love to style up this season! They feature an over-the-knee height, a complete inner zipper closure for easy on-and-off wear, an almond-shaped toe, and a block heel. The boots have a trendy design of microsuede at the front with smooth spandex at the back. Pair these boots with a sweater dress and a fringe scarf. 

    Fit & Features

    • Over-the-knee height
    • Complete inner zipper closure
    • Almond-shaped toe
    • Block heel
    • Half microsuede material
    • Half lycra material
    • Runs true to size

    Style Number/Barcode: 07402-0983

    Category Name: Winter Looks

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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

    Layer on this metallic trucker jacket to let your inner pop diva shine! It features faux fur-lined long sleeves, a faux fur collar with satin lining, snap-button down front closures, flap satin-lined pockets, and a cropped hem. Complete the look with a chic faux leather skirt for a concert or holiday party!

    Fit & Features

    • Faux fur lined long sleeves
    • Faux fur collar with satin lining
    • Snap-button down front closures
    • Flap satin-lined pockets
    • Cropped hem
    • Metallic fabric, faux fur lining
    • Runs true to size

    Style Number/Barcode: 06201-0423

    Category Name: Winter Looks

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Style Plaid Knit Skort

    Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Mini-length overlay, side slit
    • Fitted shorts
    • Plaid print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1098

    Category Name: Winter Looks

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance