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.

  • Shoulder Season Foldover Off Shoulder Cable Knit Top

    This off shoulder cable knit top makes sweater styling feel a little more polished. The foldover neckline and fitted shape keep the silhouette sleek, while the cuff slits add a subtle detail at the sleeves. Pair it with a denim mini or straight-leg jeans for an easy seasonal look.

    Fit & Features

    • Foldover off-shoulder neckline
    • Cable-knit texture
    • Long sleeves
    • Cuff slits
    • Fitted silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000486

    Category Name: Winter Looks

    Price: $34.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Casually Chic Off-Shoulder Knit Sweater

    Your cozy girl wardrobe just got a chic little twist. This off-shoulder sweater brings relaxed sophistication with an asymmetric neckline, slouchy dolman sleeves, and an oversized fit that pairs perfectly with your favorite jeans for coffee dates and casual city days.

    Fit & Features

    • Soft knit fabric, high stretch
    • Asymmetric off-shoulder neckline
    • Long dolman sleeves
    • Hip-length hem
    • Oversized fit

    Style Number/Barcode: 06005-000489

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: OATMEAL

    Available Size: XS, S, M, L

  • Plush Pursuit Sweater Mini Dress

    Cold weather, but make it a little extra. This fitted sweater mini dress pairs an off-the-shoulder neckline with plush faux fur trim and matching cuffs for a luxe finish that instantly dresses up your winter plans.

    Fit & Features

    • Sweater rib-knit fabric, high stretch
    • Off-the-shoulder neckline
    • Removable patterned faux fur collar
    • Fitted long sleeves with faux fur cuffs
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000492

    Category Name: Winter Looks

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Close Fit Off-Shoulder Long Sleeve Knit Top

    This off-shoulder knit top makes the neckline the focal point. The wide fold-over detail and ruched sides add texture up top, while the fitted long-sleeve silhouette keeps the rest of the shape clean. Pair it with cargos or a mini skirt for an easy contrast.

    Fit & Features

    • Knit fabric, high stretch
    • Wide fold-over off-shoulder neckline
    • Ruched side detailing along the fold-over design
    • Long fitted sleeves
    • Hip-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000491

    Category Name: Winter Looks

    Price: $39.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Knit Worthy Off-The-Shoulder Bodysuit

    Knitwear just got a flirty new attitude. This cable knit bodysuit brings a chic vibe to cozy styling with a wide fold-over off-the-shoulder neckline, curve-hugging fit, and sleek thong-cut bottom that pairs perfectly with everything from relaxed trousers to your favorite mini skirt.

    Fit & Features

    • Cable knit fabric, high stretch
    • Off-the-shoulder neckline
    • Wide fold-over design
    • Long fitted sleeves
    • Thong-cut bottom
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-000488

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Cozy Flow Rib Knit Turtleneck Poncho Sweater

    Cold-weather styling looks better with a little movement. This turtleneck poncho sweater features a relaxed, draped shape, ribbed knit detailing, and a high foldover neckline that gives classic knitwear a contemporary feel. The oversized-inspired silhouette brings a sophisticated twist to your fall-to-winter wardrobe.

    Fit & Features

    • Soft rib knit textured fabric
    • Turtleneck
    • Poncho silhouette with front slit accents
    • Flowy hem
    • Runs true to size

    Style Number/Barcode: 06005-000499

    Category Name: Winter Looks

    Price: $44.90

    Availability: In Stock

    Available Color: OATMEAL

    Available Size: XS/S, M/L

    Product Badge:
    • New Arrival
  • Free Flow Textured Knit Fringe Poncho

    Fringe is bringing a little extra movement to sweater season. This fringe poncho sweater pairs textured knit with long tassel detailing and a flowing silhouette for a fresh take on cold-weather layering. The swaying hem gives classic knitwear a playful new direction.

    Fit & Features

    • Soft fuzzy knit fabric
    • Asymmetrical neckline
    • Flowy, relaxed poncho silhouette
    • Tassel fringe trim hem
    • Runs true to size

    Style Number/Barcode: 06005-000498

    Category Name: Winter Looks

    Price: $49.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS/S, M/L

    Product Badge:
    • New Arrival
  • Winter Muse Cable Knit Bodycon Dress

    Your winter wardrobe has a new appreciation for the little details. This mock neck dress pairs trendy cable knit patterns with a bodycon fit and a cozy mock neckline for a fresh interpretation of traditional knitwear.  Style with tights and boots for a dreamy winter look.

    Fit & Features

    • Soft cable knit sweater fabric
    • Mock neckline
    • Fitted long sleeves
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000496

    Category Name: Winter Looks

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Delicate Drama Floral Lace Trim Off-The-Shoulder Top

    A little lace goes a long way when the details are this pretty. Delicate floral accents trace the neckline of this off-the-shoulder knit top, bringing a romantic contrast to its cozy-looking texture. It's the kind of detail that makes the whole outfit feel more special.

    Fit & Features

    • Sweater knit fabric, high stretch
    • Off-the-shoulder neckline with scalloped floral lace trim
    • Long sleeves with ribbed cuffs
    • Mid-length ribbed hem
    • Runs true to size

    Style Number/Barcode: 06005-000501

    Category Name: Winter Looks

    Price: $44.90

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Twist Ending Cable Knit Cutout Sweater

    This cable knit sweater top brings a little surprise to your fall rotation. The twisted open-back detail gives the classic knit texture a trendier point of view without losing the fitted shape. Style it with a mini and knee-high boots for a cute autumn look.

    Fit & Features

    • Cable knit fabric with stretch
    • Boat neckline
    • Long sleeves
    • Fitted crop-length silhouette
    • Twisted cutout back
    • Runs true to size

    Style Number/Barcode: 06005-000505

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Chic Obsession Off-The-Shoulder Sweater

    Cozy just got a little more on-trend. This off-the-shoulder sweater gives knitwear a flirty upgrade with a chic fold-over neckline, ruched front detail, and fitted silhouette that's made for cute coffee dates and elevated everyday looks.

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Off-the-shoulder neckline, fold-over design
    • Ruched front detail
    • Long fitted sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000513

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: OATMEAL

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Shoulder Season Foldover Off-Shoulder Sweater Top

    This off-shoulder sweater top is all about the neckline. The wide foldover detail frames the shoulders, while the fitted shape and cropped length keep the silhouette sleek from every angle. Pair it with a mini or straight-leg denim to keep the proportions clean.

    Fit & Features

    • Knit fabric, high stretch
    • Wide foldover off-the-shoulder neckline
    • Long sleeves
    • Fitted silhouette
    • Mid-length hem
    • Ribbed trim
    • Runs true to size

    Style Number/Barcode: 06005-000519

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY, BLACK, CHARCOAL, IVORY

    Available Size: S, M, L

  • Knit Pick Cropped Turtleneck Sweater

    Consider the sweater rotation officially cropped. This long-sleeve turtleneck uses a shorter knit silhouette to bring a more current proportion to fall dressing. The result feels polished enough to layer while still giving the outfit a trend-first edge.

    Shop Matching Bottoms: Knit Pick Foldover Sweater Mini Skirt

    Fit & Features

    • Cropped length hem
    • Turtleneck
    • Long sleeves
    • Sweater-knit fabrication
    • Relaxed silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000526

    Category Name: Winter Looks

    Price: $34.90

    Availability: In Stock

    Available Color: RAISIN

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • In Line Striped Rib Knit Boat Neck Sweater

    Your denim rotation just found its perfect match in stripes. This striped boat neck sweater pairs a wide neckline with horizontal stripes and ribbed detailing for a polished twist on casual styling. Add your favorite jeans and boots for a look that makes getting dressed the easy part.

    Fit & Features

    • Striped pattern, rib knit fabric with stretch
    • Boat neckline
    • Long sleeves with rib knit cuffs
    • Fitted crop rib knit hem
    • Runs true to size

    Style Number/Barcode: 06005-000525

    Category Name: Winter Looks

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Cozy Club Cable Knit Striped Pullover Sweater

    Your fall wardrobe is officially joining the cozy club. This cable knit striped V-neck pullover sweater brings rugby-inspired stripes and relaxed sleeves to your favorite wide-leg jeans and suede ankle boots for a sporty-chic outfit. Add a slouchy shoulder bag, and you're ready to make casual sweater weather looks your new specialty.

    Fit & Features

    • Soft cable knit fabric
    • Rugby-inspired striped pattern
    • V-neckline
    • Cozy long sleeves
    • Relaxed crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000523

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Shimmer Fave Metallic Knit Mock Neck Bell Sleeve Top

    Your faux leather favorites just found their perfect match. This metallic knit top brings a hint of shimmer and dramatic flared sleeves to sleek, structured bottoms. Pair it with a mini skirt for a look that knows how to mix shine with attitude.

    Fit & Features

    • Metallic shimmer ribbed knit fabric, high stretch
    • Mock neckline
    • Fitted long sleeves with flared bell hems
    • Fitted bodice, mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000529

    Category Name: Winter Looks

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Casual Theory Mock Neck Crop Sweater

    Your everyday sweater lineup just got a seriously cute refresh. This mock neck cropped knit sweater features dropped shoulders and voluminous sleeves that pair perfectly with high-waisted denim and ankle boots for a relaxed fall look. Add a statement belt and your casual outfit suddenly feels a little more put together.

    Fit & Features

    • Soft knit fabric
    • Mock neckline
    • Relaxed long sleeves
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000527

    Category Name: Winter Looks

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK, OLIVE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Cozy Cut Rib Trim Cropped Sweater

    This cropped sweater is perfect for easy pairing with high-rise denim, skirts, and tailored bottoms. The crew neckline and ribbed trim keep the silhouette clean, while the crop-length and relaxed fit make it an effortless staple this season.

    Fit & Features

    • Soft knit fabric with stretch
    • Crew neckline
    • Long sleeves
    • Relaxed fit
    • Cropped length hem
    • Ribbed neckline and hem trim
    • Runs true to size

    Style Number/Barcode: 06005-000530

    Category Name: Winter Looks

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plush Appeal Faux Fur Trim Mock Neck Knit Poncho

    A little texture contrast makes a big style difference. This knit poncho pairs a ribbed mock neckline with long, wispy faux fur trim that adds dimension and movement to its draped silhouette. Consider your layering lineup officially more interesting.

    Fit & Features

    • Rib knit fabric
    • Mock neckline
    • Long sleeves
    • Faux fur bottom trim
    • Crop-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000538

    Category Name: Winter Looks

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS/S, M/L

    Product Badge:
    • New Arrival
  • Tie The Look Long Sleeve Sweater

    The wrap-front silhouette brings a modern update to an easy long-sleeve sweater. A cropped length and adjustable tie waist sharpen the shape while ribbed trim adds a clean finish. Style it with high-rise denim when you want the trend to feel polished but effortless.

    Fit & Features

    • Soft sweater knit fabric with stretch
    • V-neckline
    • Long sleeves
    • Cropped length
    • Adjustable tie waist design
    • Runs true to size

    Style Number/Barcode: 06005-000535

    Category Name: Winter Looks

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stripe Shift Striped Drop Shoulder Cropped Sweater

    Stripes are making a strong case for the relaxed sweater trend. This striped cropped sweater combines trendy stripes, dropped shoulders, and a boxy silhouette for a fresh approach to cold-weather knitwear. Style with jeans and boots for a cute vibe.

    Fit & Features

    • Striped pattern, cozy knit sweater fabric
    • Crew neck
    • Drop shoulder seams, long sleeves
    • Boxy silhouette
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000542

    Category Name: Winter Looks

    Price: $34.90

    Availability: In Stock

    Available Color: HEATHERGRAY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Wrapped In Chic Surplice Knit Sweater

    A little cozy, a little unexpected. This fuzzy knit sweater brings a flirty twist to cold-weather styling with a surplice front design, a flattering V-neckline, and a cropped fit that pairs perfectly with your favorite high-waist bottoms.

    Fit & Features

    • Soft, fuzzy knit fabric
    • V-neckline, long sleeves
    • Open back with tie closure
    • Wrap surplice front design
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000545

    Category Name: Winter Looks

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Love at First Look Faux Fur Heart Sunglasses

    Consider your outfit officially flirtier. These faux fur heart sunglasses bring playful texture and statement shape to festival fits, costume plans, or any look that could use a little extra fun.

    Fit & Features

    • Faux fur covered frames
    • Oversized heart-shaped silhouette
    • Tinted lenses
    • Statement novelty design

    Style Number/Barcode: 07008-000267

    Category Name: Winter Looks

    Price: $18.90

    Availability: In Stock

    Available Color: PINK

    Available Size: NS

  • Flirt In Faux Fur Vest

    Texture is doing all the flirting here. This plush faux fur vest brings a cozy statement feel with sleek buckle detailing that makes layering look instantly more styled.

    Fit & Features

    • Plush faux fur, sewn-in woven lining
    • Sleeveless vest silhouette
    • Collared neckline
    • Faux leather belted strap closure
    • Fitted design
    • Runs true to size

    Style Number/Barcode: 06201-000103

    Category Name: Winter Looks

    Price: $59.90

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller