Maxi Dresses

Embrace versatility and style with our collection of maxi dresses, designed for every occasion. Our assortment features relaxed, breezy styles perfect for casual beach days to romantic A-line dresses for formal weddings. Our maxi dresses come in various styles, including dreamy bohemian looks with flutter sleeves, romantic off-the-shoulder designs, and elegant halter necklines. Whether you’re dressing for a laid-back afternoon or a formal evening, find a maxi dress that combines comfort with chic appeal, ensuring you look effortlessly stylish no matter the setting.

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The Latest Maxi Dresses In Style For Fall and Winter 2024

Embrace the colder months in style with Windsor's collection of chic and versatile maxi dresses for Fall and Winter 2024! From casual to formal, our maxi dresses offer the perfect blend of comfort and sophistication, ensuring you stay warm and stylish for all your seasonal events. Whether you love turtleneck, mock neck, V-neck, or off-the-shoulder designs, we have the perfect maxi dress to elevate your cold-weather wardrobe. The best part? These dresses transition seamlessly from day to night, making them a must-have for your seasonal festivities.

Maxi dresses are the ideal casual dress to wear for everyday fall and winter outfits. Discover flowy maxi dresses with chic cutouts, long sleeves, or high slits to keep you stylish and comfortable. Layer them under your favorite faux fur coats, chunky knit cardigans, or tailored blazers for added warmth on chilly days. And when the evening arrives, switch to a sleek faux leather jacket and complete the look with heeled boots for an effortlessly edgy vibe. Create a flattering silhouette by cinching your flowy maxi dresses at the waist with a stylish belt and pairing them with ankle boots and statement earrings!

You’ll fall in love with Windsor’s maxi dresses featuring bold prints and rich textures perfect for the cooler seasons. Keep it chic in ombre or dark floral print maxi dresses at winter weddings or holiday parties. For date nights, choose curve-hugging maxi dresses in deep jewel tones like emerald, burgundy, or navy, bringing a touch of allure and sophistication. For a winter getaway, shop a trendy assortment of solid-colored maxi dresses in luxurious fabrics like velvet, satin, and knit, perfect for adding a touch of elegance to your seasonal wardrobe. If you prefer patterns, explore dresses in subtle winter florals or geometric prints that will have you feeling confident and stunning all season long!

Explore a stylish collection of maxi-length dresses in cozy, A-line, slim-fit, and bodycon silhouettes. Choose from one-shoulder or off-the-shoulder maxi dresses or long sheer-sleeved maxi dresses for a polished and warm look. Windsor offers formal dresses in maxi lengths with intricate lace, velvet, or satin details, so you can find the perfect style to match your winter vibe. Shop dresses with ruched side seams to accentuate your gorgeous curves or ruffled accents for a touch of whimsy. Our long dresses in warm fabrics like knit, satin, and chiffon will keep you comfortable and elegant through all your winter events. Formal maxi dresses are perfect for winter weddings or anniversary celebrations, with elevated fabrics that move with you, creating a romantic and enchanting vibe. For winter brides, Windsor offers a stunning selection of white long dresses, ideal for your engagement party, bridal shower, bachelorette party, or rehearsal dinner.

Get formal to casual maxi dresses with high slits, sheer layers, stylish sleeves, luxe fabrics, and soft knits at over 350 Windsor stores in the US and Canada or online here!

Can I Wear Maxi Dresses Year-Round?

Maxi dresses are a dress style you can wear year-round. Styling a maxi dress with the right accessories or pairing it with other trendy apparel will determine if your look fits the occasion. It’s common to see summer dresses in a maxi style because you can go from the pool to dinner by switching out sandals for heeled mules and adding some bling jewelry to dress up your look. Vacation maxi dresses hit all right notes regardless of the season because you can style them in multiple ways like with tie-front crop tops or short sleeve graphic tees. Maxis in floral prints or solid colors also transition effortlessly from warm weather to cooler temps when you layer knot-back sweaters, leggings or tights, and knee-high boots with a low or high heel depending on your vibe.

What is the difference between a midi and a maxi dress?

The main difference between midi and maxi dresses is the length. Midis, or mid-length dresses, hit below the knee and above the ankle. Maxi dresses are floor-length styles that typically do not show the legs unless there are slits. Both silhouettes are stunning casual and formal options for weddings, parties, dates, and graduations, or casual everyday wear!

  • Kaisley Strapless High Slit Slim-Fit Formal Dress

    Special Occasion

    Simply chic, the Kaisley formal dress will bring a stylish sophistication to any special event! She features a strapless straight-across neckline with a fold-over design, princess seam accents, a floor-length hem with a high side slit to showcase some leg, and a curve-hugging silhouette. The crepe fabric includes a full-length knit lining and offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless straight-across neckline, fold-over design
    • Princess seams
    • Floor-length hem, high side slit
    • Form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7299

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Plain Sight Smooth Knit Maxi Dress

    This casual maxi dress will have you looking sultry on your off-duty days! This maxi dress is perfect for layering under your favorite sweaters or jackets for coffee runs and hangouts. It features a sleeveless square neckline, spaghetti straps, and a bodycon silhouette on stretchy, soft, and smooth modal knit fabric with a partial mesh lining. Complete the look in this long dress with an oversized jacket and sneakers.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi-length hem
    • Smooth knit modal fabric, partial mesh lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4897

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Genevieve Floral Embroidered Formal Dress

    Special Occasion

    Effortless and stunning, the Genevieve floral embroidered formal dress will enchant at dances, parties, or weddings! She features a sleeveless square neckline, a built-in padded bust, adjustable spaghetti straps, an open back with a strappy lace-up design for a customized fit, a high waist, and a floor-sweeping hem with a high front slit and a flowy A-line silhouette. The lined mesh fabric features a dainty floral embroidered design. Style with block heels.

    Fit & Features

    • Sleeveless square neckline, padded bust, adjustable spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • High waist seam, lower back zipper, hook and eye closure
    • Floor-length hem, high front slit, A-line silhouette
    • Floral embroidered design
    • Sheer mesh fabric, full-length knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7018

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • Beauty So Effortless V-Neck Slit Maxi Dress

    Envoke an effortless beauty by slipping into this maxi dress perfect for cocktail hour and dressy dinner dates! The dress features a sleeveless V-neck, dual spaghetti straps that format the caged low-back design, side ruched seams to accentuate your curves, a slim and curve-hugging fit, and a sultry high side slit and long hem. Complete the look with a glitter clutch and heels.

    Fit & Features

    • Sleeveless V-neck, dual spaghetti straps
    • Caged low-back design
    • Side ruched seams
    • Slim and curve-hugging fit
    • High-side slit, maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2407

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kayley Formal Metallic Slit Long Dress

    Special Occasion

    Shimmery metallic shines bright on the sultry Kayley formal dress to capture every eye at the school dance or banquet! She features a sleeveless one-shoulder with a spaghetti strap, a front ruched seam to accentuate your curves, and a high-cut front slit to show some skin along the curve-hugging, slim long silhouette. The formal dress is composed of a metallic knit fabric with moderate stretch. Complete the look in lace-up heels and a clutch.

    Fit & Features

    • Sleeveless, one-shoulder neck, spaghetti strap
    • Front ruched seam, high-cut front slit
    • Curve-hugging, slim silhouette
    • Long-length hem
    • Metallic knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7150

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

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  • Timeless Love Rib Knit Maxi Dress

    You'll adore this rib knit maxi dress time and time again! Create your capsule wardrobe with this perfect dress featuring a sleeveless square neck, spaghetti straps, a curve-hugging silhouette, and a sultry side slit. Complete the look in a statement crop jacket, hoop earrings, and your go-to sneakers!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Curve-hugging silhouette
    • Side slit
    • Maxi-length hem
    • Stretchy rib-knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4916

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alessia Off-The-Shoulder Sheer Mesh Formal Dress

    Special Occasion

    The Alessia sheer mesh formal dress will bring a chic, vampy flair to your next fancy outing. She features an off-the-shoulder straight-across neckline with a fold-over design, sheer long fitted sleeves, a sheer design at the waist, a long-length hem with ruching down the side and back seams, an alluring high back slit, and a form-fitting silhouette that will hug your curves. The sheer mesh fabric features a partial knit lining. Style with rhinestone fringe earrings and clear heels.

    Fit & Features

    • Off-the-shoulder straight-across neckline, fold-over design
    • Sheer long fitted sleeves, sheer waist
    • Long-length hem, ruched detailing, high back slit
    • Curve-hugging fit
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7239

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elia Formal One Shoulder Slit Dress

    Special Occasion

     Elia gives off an aurora of dreamy sultriness sure to captivate at rehearsal dinners and red carpets! She features a sleeveless one-shoulder neckline, a wide strap with a shoulder pad for structure, and a form-hugging slim silhouette with a ruched seam leading to her high-cut slit. The formal dress is composed of a smooth and stretchy knit fabric with lining. Style with a rhinestone bracelet and heels to complete your dressy look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Wide strap with a shoulder pad
    • Form-hugging, slim silhouette
    • Ruched seam, high-cut slit, floor-length hem
    • Smooth knit fabric, lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6899

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Encore Crepe Slit Maxi Dress

    Prepare for a standing ovation whenever you're seen in this crepe maxi dress perfect for casual wine nights by the fire pit or a spring getaway! Featuring a sleeveless square neck, spaghetti straps, a curve-hugging silhouette, and a sultry high slit along the flowy long hem. Complete the look in cute flat sandals.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Curve-hugging silhouette
    • Front high slit
    • Flowy maxi-length hem
    • Crepe knit fabric, mini-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5058

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flowy Feels Paisley Maxi Dress

    You'll love the flowy fit of this paisley maxi dress, perfect for the warmer months! It features a sleeveless cowl neckline, spaghetti straps, a maxi-length hem, and a thigh-high front slit. The smooth and stretchy knit fabric features a trendy paisley print pattern. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Maxi-length hem, high front slit
    • Flowy silhouette
    • Paisley print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4967

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paige Formal Ruched Mermaid Dress

    Special Occasion

    Put your curves on display in the Paige formal dress destined to be your plus-one at weddings or fancy cocktail soirees! She features a sleeveless one-shoulder neckline, spaghetti strap, and side ruched seams that accentuate your femme figure along her flattering mermaid, floor-length silhouette. The formal dress is composed of a slinky knit fabric with a moderate stretch. Style with a collar necklace and heels to complete the look.

    Fit & Features

    • Sleeveless one-shoulder neckline, spaghetti strap
    • Side ruched seams, mermaid silhouette
    • Floor-length hem
    • Slinky knit fabric
    • Moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6896

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Fiercely Stylish Leopard Print Maxi Dress

    Keep it fiercely stylish with a maxi dress that brings a chic flair! The lightweight knit dress features a sleeveless V-neckline, spaghetti straps, a maxi-length, flowy, A-line silhouette, a sultry thigh-high front slit, and a trendy leopard print pattern. Complete the look with clear mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Maxi-length A-line silhouette
    • High front slit
    • Leopard print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4968

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Teressa Formal Ruche Long Dress

    Special Occasion

    Designed with sultry detail and a sophisticated one-shoulder neckline, the Teressa formal dress is destined to make a stunning entrance at dinner banquets or red-carpet events! She features a fitted long sleeve with a draped bodice, a lightly padded bust, a side ruched seam to accentuate your curves, a slim and body-hugging silhouette, and a high-cut side slit to show some skin. The formal dress is composed of a slinky knit-lined fabric with moderate stretch. Style with a sparkly clutch and heels to complete the look!

    Fit & Features

    • One-shoulder neckline, fitted long sleeve
    • Draped bodice, side ruched seam, lightly padded bust
    • Slim, body-hugging silhouette
    • High-cut side slit, long-length hem
    • Lined slinky knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7058

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Maybelle Formal Floral Chiffon A-Line Dress

    Special Occasion

     Delicate floral blooms transform the Maybelle formal dress into a dream for bridesmaids and spring fling dances! She enchants in adorable short puff sleeves, an elasticized square neckline with a keyhole tie-front, a lightly padded bust, and a fitted bodice. Her flattering a-line silhouette effortlessly creates the illusion of a smaller waistline as it flares out into a floor-sweeping hem with a sultry wrap high-cut front slit. The formal dress is composed of a floral printed airy chiffon fabric with a sewn-in knit lining and no stretch. Style with platform lace-up heels to complete the look!

    Fit & Features

    • Short puff sleeves, elasticized square neckline
    • Keyhole tie-front, lightly padded bust, fitted bodice
    • Back zipper and hook-eye closure
    • A-line silhouette, high-cut wrap front slit, floor-length hem
    • Delicate floral print, chiffon fabric, sewn-in knit lining, no stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-7053

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacie Formal Cowl Neck Long Dress

    Special Occasion

     Your divine beauty will stun in the Stacie formal dress to make your entrance as a bridesmaid or arrival to a dinner banquet! She features a sleek and sleeveless cowl neckline, spaghetti straps, a high-waist seam, and a skin-flaunting high-cut front slit along her flowy, a-line silhouette and floor-length hem. The formal dress is composed of a slinky knit fabric with a sewn-in knit lining and plenty of stretch. Style with rhinestone platform heels and a clutch to complete your dressy look!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • High-waist seam
    • High-cut front slit
    • Flowy a-line silhouette, floor-length hem
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6805

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • First Pick Henley Knit Maxi Dress

    Cute and stylish, this maxi dress will be your first pick for looking good always! It features fitted long sleeves, a v-neckline with button front closures, a bodycon silhouette, and is composed of stretchy rib-knit fabric. Style with booties to complete the look!

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-front closures
    • Bodycon silhouette
    • Maxi-length hem
    • Rib-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5036

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whittney Strapless High Slit Formal Dress

    Special Occasion

    Captivating yet subtle details create the eye-catching Whittney formal crepe dress perfect for fancy parties, cocktail events, and galas! She stuns in a classic strapless square neckline with a padded bust, a fitted bodice, and a pleated side seam that creates the illusion of an hourglass figure. Her curve-hugging, slim-fit silhouette offers a show of skin in a high-cut front slit and a long-length hem that gracefully sweeps along the floor. Complete your dressy look in this formal long dress with earrings and simple block heels!

    Fit & Features

    • Strapless square neckline, built-in padded bust
    • Fitted bodice
    • Side pleated seam, high-cut front slit
    • Curve-hugging, slim-fit silhouette, long-length hem
    • Crepe fabric, lined bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05002-3178

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Cool Slit Maxi Dress

    Stroll outside looking casually cool and cute in this basic maxi dress design with a sleeveless scoop neck with bungee spaghetti straps, a form-hugging silhouette, and a high-cut side slit. Complete the look in a crop denim jacket and sneakers.

    Fit & Features

    • Sleeveless scoop neck
    • Bungee spaghetti straps
    • Form-hugging
    • High-cut side slit
    • Maxi-length hem
    • Rib-knit fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4883

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
  • Evelyn Formal Plunge A-Line Dress

    Special Occasion

    A floral flocked velvet design brings drama and sophistication to the Evelyn formal dress perfect for leaving an impression at school dances or weddings! She features elegant peasant long sleeves, a plunge V-neckline, empire waistband atop her flowy, A-line silhouette leading to the floor-sweeping hem. The formal dress is composed of sheer tulle fabric with knit lining with dual slits. Complete your dressy look in a dainty lariat necklace.

    Fit & Features

    • Plunge V-neckline, peasant long sleeves
    • Empire waistband
    • Back zipper, hook and eye closure
    • A-line silhouette, floor-length hem
    • Floral flocked velvet, sheer tulle fabric, knit lining with dual slits
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7109

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Good Turtleneck Maxi Dress

    Look and feel good in this rib knit maxi dress perfect for everyday styling! It features long sleeves, a turtleneck, a form-hugging silhouette, and a side-slit accent. Complete the look in mules for a dinner date.

    Fit & Features

    • Long fitted sleeves
    • Turtleneck
    • Form-hugging silhouette
    • Side slit
    • Maxi-length hem
    • Rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4861

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring And Effortless Maxi Dress

    Alluring and effortless, this sleek maxi dress will elevate your look. It features a sleeveless V-neckline, spaghetti straps, a wrap-front design at the bodice, a curve-hugging maxi-length silhouette, and a chic thigh-high front slit. Style this dress with a dainty layered necklace and heeled mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Wrap-front design at the bodice
    • High waist seam, maxi-length silhouette, high front slit
    • Form-hugging fit
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4633

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Floral Fantasy Open Back Maxi Dress

    Channel a floral fantasy with a maxi dress that is flowy and gorge! The dress features a pretty floral print, a sleeveless V-neckline, spaghetti straps, an open back with a floral lace panel, and a flowy maxi length silhouette. Complete look with wedges and a floppy hat

    Fit & Features

    • Floral print
    • Sleeveless V-neckline
    • Spaghetti straps
    • Floral lace back 
    • Maxi length silhouette
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1089

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Muse Maxi Dress

    Show off your casual and trendy style in this sleek knit maxi dress. It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back design, a ruched wrap-front creating a high slit, and a curve-hugging fit with an asymmetrical hem. Complete the look with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross-back design
    • Ruched wrap-front, high slit
    • Maxi-length asymmetrical hem
    • Form-fitting silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1740

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Flatter Me Cutout Maxi Dress

    You won't need anyone flattering you in this sexy maxi dress! Featuring a sleeveless, scoop neck, spaghetti straps, a cutout bodice, partial open-back, a form-fitting silhouette, and a sultry slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Cutout bodice
    • Partial open-back
    • Form-fitting silhouette
    • Front slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4603

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale