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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MAXI DRESSES
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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!

  • Shayna Formal Strapless Ruffled Long Dress

    Special Occasion

    Cascading ruffles bring the perfect dose of drama to the Shayna formal long dress! She features a strapless neckline with non-slip grip lining, front ruffles going down the front, a slim silhouette, and a floor-length hem with a flirty side slit. The formal maxi dress is crafted from a smooth knit fabric that hugs your body like an hourglass! Complete the look with a glam hair accessory for a wedding or fancy celebration!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Ruffles down the front
    • Slim silhouette
    • Side slit, floor-length hem
    • Smooth knit fabric, moderate stretch
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7766

    Category Name: Maxi Dresses

    Price: $54.90

    Availability: Out of Stock

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  • Lilian Formal Glitter Velvet Strappy Back Long Dress

    Special Occasion

    The Lilian formal glitter velvet long dress is the perfect evening wear choice for black tie parties or galas! Crafted from luxurious glitter velvet fabric, the maxi dress features a one-shoulder neckline, sleeveless design, a padded bust, spaghetti straps, and a head-turning strappy open back. Its slim silhouette and side slit offer a flattering fit, while its long hem and exquisite shimmer lend an air of sophistication to the dress. Complete the look with a bracelet and earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Padded bust, back zipper and hook-eye closure
    • Spaghetti straps, open strappy back design
    • Slim silhouette, high side slit, long hem
    • Glitter velvet fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7645

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Showstoppin' Staple Long Sleeve Maxi Dress

    Put your curves on display in this basic maxi dress perfect for dressing up or down! The long dress features fitted long sleeves, a classic crew neck, and a flattering bodycon silhouette on hacci rib knit fabric. Complete the look with strappy heels and a purse!

    Fit & Features

    • Hacci rib knit fabric, plenty of stretch
    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5331

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • See Through Me X-Ray Graphic Maxi Dress

    See through the ordinary and showcase your unique style! This graphic maxi dress features a scoop neckline, adjustable spaghetti straps, an X-ray graphic bust and front design, a flattering bodycon silhouette, and a back slit on smooth knit fabric. Complete the look in a sassy crop denim jacket for day or night plans!

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps,
    • Back zipper and hook-eye closure
    • X-ray graphic bust and front design
    • Bodycon silhouette, maxi-length hem, back slit
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5297

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Smooth Silhouette Long Sleeve Bodycon Maxi Dress

    The perfect maxi dress for looking sultry on casual outings! The long dress features fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a fitted maxI-length hem on smooth modal knit fabric with a mesh lining. Complete the look with simple hoop earrings and a choker.

    Fit & Features

    • Fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Maxi-length hem
    • Smooth modal knit fabric, mesh lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5339

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Kaiya Formal Satin Floral Mermaid Slip Dress

    Special Occasion

    Gorgeous floral blooms decorate the Kaiya formal satin slip dress perfect for bridesmaids, wedding guests, or fancy soirees! She features a V-neckline adorned with adjustable spaghetti straps, a flattering mermaid silhouette, and a high-side slit that leads to her long-length hem. The formal dress showcases floral blooms on silky satin woven fabric and has a stretchy knit lining. Complete the look in a ring set and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Mermaid silhouette, high side slit
    • Long-length hem
    • Floral print, satin woven fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7724

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: Out of Stock

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  • Shaliee Formal Mesh Strapless Mermaid Dress

    Special Occasion

    If you love to make a dramatic entrance, the Shailee formal mesh dress can make that happen! She features a strapless neckline, side ruching to accentuate your figure, a flattering mermaid silhouette, and a sheer floor-length hem. The formal dress is designed from an airy mesh fabric with a short sewn-in knit lining. Complete the look in earrings and stiletto heels for a gala dinner or black tie party!

    Fit & Features

    • Strapless neckline
    • Side ruching
    • Mermaid silhouette
    • Sheer floor-length hem
    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7813

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Colorful Sensation Abstract Print Maxi Dress

    Be the colorful sensation in whatever room you walk into wearing this abstract print midi dress! It features a sleeveless square neckline, spaghetti straps, a bodycon silhouette, and an adjustable ruched drawstring atop a sultry slit. Complete the look with a chic handbag for an art gallery opening or sunset cocktails!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Adjustable ruched drawstring, high slit
    • Maxi-length hem
    • Abstract print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5279

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Saint Tropez Chic Floral Mesh Maxi Dress

    Perfect for a trip to Saint Tropez or embracing a Parisian vibe, this chic floral mesh maxi dress is exactly what you need! The long dress features a sleeveless square neck, bungee spaghetti straps, side ruched seams to accentuate your curves, a flattering bodycon silhouette, and a maxi-length hem. The maxi dress is designed with a dreamy floral print on airy mesh fabric with a stretchy knit lining. Complete the look with a dainty bracelet and sandals.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Maxi-length hem
    • Floral print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5315

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
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  • Artsy Dreamer One Shoulder Abstract Maxi Dress

    Dreaming of an artsy wardorbe? Look no further than this abstract print maxi dress perfect for an art show or gallery opening! It features a sleeveless one-shoulder neckline, tank strap, a bodycon silhouette, and a side ruched seam atop a sultry high slit to show some skin. Complete the look with a rhinestone bracelet and heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank strap
    • Bodycon silhouette
    • Side ruched seam, high side slit
    • Maxi-length hem
    • Abstract print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5258

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Allure Mock Neck Maxi Dress

    Bring the allure to your look in this curve-flaunter maxi dress perfect for a dinner out with friends or date night! It features a sleeveless mock neck, bodycon silhouette, and side slit accent, and is crafted from smooth knit fabric with lining. Complete the look with a cute crop jacket.

    Fit & Features

    • Sleeveless mock neck
    • Bodycon silhouette
    • Side slit accent
    • Maxi-length hem
    • Smooth knit fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5232

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Ethereal Floral Mesh Maxi Dress

    Effortlessly ethereal will be your vibe in this gorgeous floral mesh maxi dress! It features a strapless straight-across neckline, a form-hugging fit at the bodice and waist, a flowy maxi-length hem, a thigh-high front slit with ruffled detailing for a chic accent, and a slim-fit silhouette. The lined sheer mesh fabric features an all-over intricate floral print pattern. Style with duster earrings and clear heels for a stunning wedding guest look!

    Fit & Features

    • Strapless straight-across neckline, elastic banded hem
    • Fitted bodice and waist
    • Flowy maxi-length hem, thigh-high front slit, ruffled accents
    • Slim-fit silhouette
    • Detailed floral print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3040

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Curve-Hugging Chic Sheer Lace Maxi Dress

    Flaunt your stunning silhouette in this casual curve-hugging sheer lace maxi dress. It features a crew neckline, short sleeves, dainty ruffled trims, a maxi-length hem with a back slit accent, and a bodycon fit. The sheer textured lace fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Crew neckline, short sleeves
    • Back zipper and hook-eye closure
    • Ruffled trims
    • Maxi-length hem, back slit
    • Bodycon silhouette
    • Sheer textured lace fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5228

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cathy Formal V-Neck High Slit Long Dress

    Special Occasion

    Sophistication is bliss on the effortless Cathy formal long dress that radiates a timeless beauty! She features a sleeveless surplice V-neckline, a padded bust, spaghetti straps, a curve-hugging slim silhouette, side ruched seams that accentuate your figure, and a high side slit to show some leg. The formal dress is composed of a smooth and stretchy knit fabric with a bust lining. Complete the look with platform rhinestone heels for a wedding or dressy event!

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Padded bust
    • Side ruched seam, high side slit
    • Curve-hugging slim silhouette, long hem
    • Smooth and stretchy knit fabric, bust lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7246

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Love Tropical Print Maxi Dress

    Fall in love with the island you're vacationing on in this breezy tropical maxi dress perfect for sunset cocktails and dinners! It features a sleeveless V-neckline, adjustable spaghetti straps, a stretchy smocked bust, and a flowy maxi-length silhouette with a flirty front slit. Complete the look in wedge sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Stretchy smocked bust
    • Flowy maxi-length hem
    • Front slit
    • Tropical palm leaf print, airy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5111

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set The Curve Square Neck Maxi Dress

    Set the tone for flaunting your curves in this essential maxi dress perfect for day or night styling! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a sexy center-back high slit on double-lined knit fabric with a buttery soft feel. Complete the look with a crop denim jacket and sandals for a sunset dinner date!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Bodycon silhouette
    • Center back high slit
    • Maxi-length hem
    • Double-lined knit fabric
    • Buttery soft and stretchy
    • Runs true to size

    Style Number/Barcode: 05102-5200

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Beauty Abstract Cutout Maxi Dress

    Embrace your vacation looking like beauty in this abstract print maxi dress destined for sunset dinners and cocktails by the pool! It features a sleeveless square neck, sleek bungee spaghetti straps, a sassy cutout waist with a hoop insert, a slim form-hugging silhouette, and a high front slit on lined smooth knit and stretchy fabric. Complete the look in cute sandals and earrings.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Cutout waist, hoop insert
    • Slim form-hugging silhouette
    • High front slit, maxi-length hem
    • Abstract print, smooth knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5101

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgetable Moments Strapless Maxi Dress

    Unforgettable moments are to be made in this flawless knit maxi dress featuring a strapless neckline, a lightly padded bust with a cowl draping, a high side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in this maxi-length dress with rhinestone stiletto heels for a glam style!

    Fit & Features

    • Strapless neckline
    • Lightly padded bust, cowl draping
    • High side slit
    • Side ruched seams, bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2518

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elite Summer Style Marble Print Maxi Dress

    Show off an elite summer style in this eye-catching marble print maxi dress! It features a sleeveless scoop neckline, spaghetti straps, an alluring lower back cutout, a maxi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette that will hug your curves. The stretchy knit fabric features a trendy multi-colored marble print pattern. Complete the look with strappy heels for sunset happy hour. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, lower back cutout
    • Maxi-length hem, high side slit
    • Bodycon silhouette
    • Multi-colored marble print
    • Slinky knit fabric, short knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5261

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • It's The Vibe Satin Cutout Maxi Dress

    This maxi dress is the vibe for tonight! Going out has never looked so chic than on this sleeveless dress featuring a V-neckline, spaghetti straps, cutout sides and back, and a form-hugging silhouette with a flattering high side slit. Complete the look in lace-up stiletto heels.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Cutout sides and back
    • Form-hugging silhouette
    • High side slit
    • Maxi-length hem
    • Smooth knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5218

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly Formal V-Neck Wrap Slim Long Dress

    Special Occasion

    You'll be a vision in the Kelly formal long dress as the guest of honor or bridesmaid! She features a sexy and sleeveless V-neckline, a surplice bust, spaghetti straps, and a side ruched seam that accentuates your curves, a slim bodycon silhouette, and a wrap-style long hem that creates the front slit. The formal dress is composed of a smooth knit fabric with moderate stretch. Complete the look with a bracelet for a touch of glamour!

    Fit & Features

    • Sleeveless V-neckline, surplice bust
    • Spaghetti straps
    • Side ruched seam, slim bodycon silhouette
    • Wrap-style long hem, front slit
    • Smooth knit fabric, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7322

    Category Name: Maxi Dresses

    Price: $29.97

    Availability: Out of Stock

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  • Sunshine Lover Crochet Maxi Coverup

    All you need is the sunshine and this crochet maxi coverup for the perfect beach-day vibe! Features a sleeveless, crew neck, form-fitting silhouette, and a sexy side slit. Complete the look in a bikini set and sunglasses.

    Fit & Features

    • Sleeveless, crew neck
    • Form-fitting silhouette
    • Side slit
    • Maxi-length hem
    • Diamond crochet knit pattern
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06005-1435

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
  • Definite Yes High Slit Maxi Dress

    This sleek high slit maxi dress is a definite yes for leveling up your casual looks! It features a sleeveless cowl neckline, spaghetti straps, a maxi-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy sandals for a lunch date! 

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Maxi-length hem
    • High front slit
    • Slim-fit silhouette
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5194

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living In Color Chiffon Halter Maxi Dress

    Live life in color! Easy and breezy, this chiffon maxi dress is perfect for all of your summer activities. It features a sleeveless halter V-neckline, a unique braided neck strap with tie closure, a stretchy smocked back, and a flowy silhouette. The dress is designed with an airy chiffon fabric showcasing a watercolor print and a woven lining. Complete the look with a sleek arm cuff bracelet.

    Fit & Features

    • Sleeveless halter V-neckline
    • Braided neck strap, tie closure
    • Stretchy smocked back
    • Flowy silhouette
    • Maxi-length hem
    • Airy chiffon fabric, watercolor print, woven lining
    • Runs true to size

    Style Number/Barcode: 05102-5269

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale