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!

  • One Night Of Chic Mesh Maxi Dress

    Have your chic moment in this mesh maxi dress featuring a sultry, one-shoulder neckline, a partial open-back, side and back ruching, and an asymmetrical maxi-length hem with a side slit cutout. Complete your dressy look in sleek heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline, spaghetti strap
    • Partial open-back
    • Side and back ruching
    • Side slit cutout
    • Asymmetrical maxi-length hem
    • Form-hugging fit, partial lining, mesh fabric
    • Fits true to size

    Style Number/Barcode: 05102-4736

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Timeless Twist One Shoulder Dress

    Bring the allure in this one-shoulder maxi dress featuring a sleeveless bodice, a single spaghetti strap, and a form-hugging silhouette atop an asymmetrical slit hem with a timeless twist accent. Complete the look in dangly earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder
    • Single spaghetti strap
    • Form-hugging silhouette
    • Twist accent and slit
    • Asymmetrical maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4714

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Natural Beauty Tropical Maxi Dress

    Explore a tropical island looking naturally beautiful in this palm print maxi dress featuring a sleeveless, square neck, halter straps, an open back with tie, bodycon silhouette, and a front twist accent atop a sultry slit. Complete the look in a straw floppy hat.

    Fit & Features

    • Sleeveless, square neck, halter straps
    • Open-back with tie
    • Bodycon silhouette
    • Front twist accent and slit
    • Maxi-length hem
    • Tropical palm print, knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4720

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Toes Crochet Bodysuit Dress

    The perfect long dress to walk the sandy beaches! This crochet maxi features a sleeveless, V-neck, adjustable spaghetti straps, dual front hoop inserts, and a bodysuit lining with dual-snap button closure on a cheeky bottom. Complete the look in boho earrings and a bracelet.

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Dual front hoop inserts
    • Bodysuit lining, dual snap-button closure, cheeky bottom
    • Form-fitting silhouette
    • Maxi-length hem
    • Sheer crochet fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4675

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maya Long Sleeve Chiffon A-Line Dress

    Special Occasion

    Showcase your ethereal beauty in the gorgeous Maya chiffon dress! She features a deep V-neckline with a wrap-front design, long sheer flowy sleeves with ruffled hems, a high waist with a tie-front belt, and a floor-length A-line silhouette with a chic front slit. The sheer airy chiffon fabric includes a partial knit lining. Complete the look with cascading duster earrings and embellished heels.

    Fit & Features

    • Deep V-neckline, wrap-front design
    • Bra-friendly
    • Long sheer flowy sleeves, ruffled hems
    • Back zipper, hook and eye closure
    • High waist, tie-front belt
    • Floor-length A-line silhouette, front slit
    • Sheer chiffon fabric, partial knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2171

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Spice Cutout Maxi Dress

    Sultry and spicy! Make jaws drop in this sleeveless maxi dress featuring a one-shoulder neckline, waist cutout details and a form-fitting silhouette with a high-cut side slit for a show of skin. Composed of stretchy slinky knit fabric. Finish the look in lucite mules.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Waist cutout details
    • Form-fitting silhouette
    • High-cut side slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4528

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Vibes Maxi Sweater Dress

    Bring the beachy vibes to your summer look with this effortlessly chic maxi sweater dress. It features a sleeveless scoop neckline, spaghetti straps, an open back with a cross-back strap design, and a fitted, maxi-length silhouette with a high side slit. The sweater knit fabric features pretty crochet detailing. Style this dress with sandals.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Open back, cross-back strap design
    • Fitted, maxi-length silhouette, side slit
    • Sweater knit fabric, crochet detailing, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1421

    Category Name: Maxi Dresses

    Price: $17.97

    Availability: Out of Stock

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  • Tropical Flower Lattice Back Dress

    Look as pretty as the island flowers in this tropical maxi dress perfect for a luau dinner! It features a sleeveless, square neck, sleek spaghetti straps, an open back with lattice detailing, a sultry side slit, and a curve-hugging silhouette. Complete your vacay look in large hoop earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back, lattice straps
    • Side slit, curve-hugging silhouette
    • Maxi-length hem
    • Tropical floral print, knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4506

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Ready One-Shoulder Maxi Dress

    This gorgeous tropical printed maxi dress will have you looking ready for a vacay off to paradise! It features a sleeveless one-shoulder neckline, a single bungee spaghetti strap, an asymmetrical waist cutout with a chic O-ring accent, and a curve-hugging, floor-length silhouette with a front slit. The stretchy knit fabric features an all-over palm leaf print. Complete your look with slip-on sandals and your fave shades.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single bungee spaghetti strap
    • Asymmetrical waist cutout, O-ring accent
    • Maxi-length hem, form-fitting silhouette, front slit
    • Tropical palm leaf print
    • Knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4484

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Island Hopping Tropical Maxi Dress

    Feel the island breeze in this tropical maxi dress for your next holiday in the sun! It features a sleeveless, halter neck, a sultry cutout bodice that leads to the open tie-back closure, and a flowy maxi hem with a slit. Complete your vacay look with lace-up heels.

    Fit & Features

    • Sleeveless, halter neck with tie
    • Cutout bodice
    • Open-back, tie closure
    • Side slit
    • Flowy maxi silhouette
    • Tropical print, woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4500

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Vacay Sleeveless Maxi Dress

    Make sure to pack this effortlessly-chic maxi dress in your weekend bag for your desert vacay! It features a sleeveless plunging V-neck and back design, tank shoulder straps, a high-rise banded waist with side cutouts, and a flowy, floor-length silhouette with a front slit to show some leg. Style this dress with espadrille sandals.

    Fit & Features

    • Sleeveless plunging V-neck and back design
    • Tank shoulder straps
    • High-rise banded waist, side cutouts
    • Maxi-length hem, flowy silhouette
    • Front slit
    • Woven gauze fabric, pleated detailing, knit skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4504

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Summer Halter Maxi Dress

    Sultry for summer. Raise the chicness in this halter maxi dress featuring a sleeveless bodice with tie-closure, o-ring inset, and a cutout accent leading to the bodycon silhouette with an asymmetrical slit hem. Complete your sultry look in espadrille wedges.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • O-ring inset, cutout accent
    • Bodycon silhouette
    • Asymmetrical slit
    • Maxi-length hem
    • Rib-knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4467

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Getaway Sleeveless Maxi Dress

    Get ready for a gorgeous getaway in this alluring sleeveless maxi dress! It features a V-neckline, spaghetti straps, a cross-back strap design, a fitted high waist seam, and a floor-length silhouette with a chic high front slit. The knit fabric features an all-over tropical palm leaf print. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back strap design
    • Fitted high waist seam
    • Floor-length silhouette, high front slit
    • Palm leaf print
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4362

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Effortless Summer Style Maxi Dress

    Summertime is all about showcasing that effortlessly chic style! This ribbed knit maxi dress features a sleeveless one-shoulder neckline with a single spaghetti strap, a fitted high waist seam with a knot twist design, and a curve-hugging maxi-length silhouette with a trendy high slit. Complete the look with strappy mules.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • High waist seam, knot twist design
    • Maxi-length silhouette, high slit
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4625

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Beauty Floral Chiffon Maxi Dress

    Showcase your effortless beauty in this stunning flowy floral maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a lace-up back design, a fitted high waist, and a floor-length silhouette with a relaxed fit. The lined chiffon fabric features an all-over floral print pattern. Style with your fave mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, lace-up back, tie closure
    • High waist seam, floor-length maxi silhouette
    • Floral print
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1552

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready Set Vacay Gauze Maxi Dress

    Pack this flowy lightweight maxi dress in your carry-on as you jet set off on vacay! It features a sleeveless V-neckline, halter spaghetti straps, a smocked high waist with chic cutouts leading to an open strappy back, and a floor-length maxi silhouette with a side slit and a relaxed fit. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Smocked high waist, cutouts leading to open back
    • Strappy back design
    • Maxi-length silhouette, side slit
    • Woven gauze fabric, mini skirt knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4497

    Category Name: Maxi Dresses

    Price: $22.97

    Availability: Out of Stock

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  • Lucilla V-Neck Tiered Mesh Dress

    Special Occasion 

    Ooh la la, Lucilla is here! Make a dramatic entrance in this eye-catching formal dress for your next fancy gathering. She features a trendy, sleeveless, surplice V-neck, adjustable spaghetti straps, and mesh straps that lace up along her open-back design. The voluminous ruffled tiered mesh skirt is designed in an A-line silhouette that gently sweeps across the floor. Complete the look in a glam rhinestone hairpiece for a stunning updo.

    Fit & Features

    • Sleeveless, surplice V-neck, adjustable spaghetti straps
    • Open-back, lace-up, zipper closure 
    • A-line silhouette, floor-length hem
    • Ruffled tiered mesh skirt, stretchy knit lining
    • Sticky bra or pasties recommended
    • Fits true to size

    Style Number/Barcode: 05002-2184

    Category Name: Maxi Dresses

    Price: $59.97

    Availability: Out of Stock

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

    Special Occasion

    Fresh, floral, and ready for your spring formal! The Veronica chiffon a-line dress is all romance in her effortless, sleeveless bodice with delicate details everyone will be swooning for. She features a plunge v-neckline with pleating and adjustable spaghetti straps that cross in the back on the open design. Her a-line silhouette flows into a floor-length hem to elongate your figure while creating an hourglass appearance. The formal dress is composed of an airy chiffon overlay with an inner knit lining. Complete the look in an elegant hairpiece for a stunning updo.

    Fit & Features

    • Plunge v-neckline, pleating, adjustable spaghetti straps
    • Adhesive bra recommended
    • Open-back design, cross straps, zipper closure
    • A-line silhouette
    • Floor-length hem
    • Airy floral chiffon overlay, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05002-1886

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Siesta Keys Tropical Maxi Dress

    Take a vacation to Siesta Keys looking fab in this tropical maxi dress! It features a sleeveless, v-neck, spaghetti straps, and a tie-front bust atop a cutout bodice leading to the form-fitting silhouette with a sultry side slit. Complete your vacay look in a straw hat and your fave sunglasses.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Tie-front bust
    • Cutout bodice
    • Form-fitting silhouette
    • Side slit, maxi hem
    • Tropical print
    • Fits true to size

    Style Number/Barcode: 05102-4377

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Made Easy Linen Halter Maxi Dress

    Look effortlessly put together in this breezy striped linen maxi dress for a Duffy boat cruise or beachside brunch! It features a sleeveless, halter v-neck with tie-closure, a partial open-back with tie, hidden side pockets, and a flowy, maxi-length silhouette with a sultry front slit. Complete the look in a straw floppy hat and sandals. 

    Fit & Features

    • Sleeveless, halter v-neck, tie-closure
    • Partial open-back with tie
    • Hidden side pockets
    • Flowy silhouette
    • Front high-cut slit
    • Maxi-length hem
    • Striped linen fabric, lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4468

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Beauty Floral Maxi Dress

    Radiate your beauty in this blooming floral printed maxi dress! It features a romantic off-the-shoulder neckline, short ruffled drape sleeves, an empire waist, and a flowy floor-length silhouette with dual high front slits. Style this dress with strappy sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Short ruffled drape sleeves
    • Empire waist
    • Floor-length silhouette, flowy fit, dual front slits
    • Floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4535

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Frolic Crochet Maxi Dress

    Frolic around this summer in this breezy sleeveless maxi dress featuring a delicate crochet trim, a plunge v-neckline, and a flowy, tiered floor-length hem on gauze woven fabric with a knit lining and no stretch. Complete your sunny day look in a floppy straw hat.

    Fit & Features

    • Sleeveless, plunge v-neckline, wide straps
    • Empire waistline
    • Back zipper closure
    • Flowy, tiered maxi-length hem
    • Crochet trim throughout
    • Gauze woven fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1573

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Rosalynn Formal Sweetheart Dress

    Special Occasion

    Have yourself a renaissance romance in the Rosalynn formal dress sure to sweep your date off their feet. She features a sweetheart neckline, long bishop sleeves with button closures, and a twisted bodice with sultry cutout accents that lead to her floor-length a-line silhouette. The formal dress is composed of flowy chiffon fabric with lining. Complete the look in statement earrings for a touch of glam.

    Fit & Features

    • Sweetheart neckline, long bishop sleeves, button closure
    • Padded cups
    • Twisted bodice, cutout accents
    • A-line silhouette, floor-length hem
    • Back zipper closure
    • Flowy chiffon fabric, lining
    • Fits true to size

    Style Number/Barcode: 05002-2077

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye For One Shoulder Dress

    This maxi dress is totally tie-dye for your next beach day or vacay! Featuring a sleeveless, one-shoulder neck, tank-style strap, high waist seam, and a form-fitting silhouette with a side knot accent atop an asymmetrical hem. Complete the look in cute wedges and shades.

    Fit & Features

    • Sleeveless, one-shoulder neck, tank-style strap
    • High waist seam
    • Form-fitting silhouette
    • Side knot accent
    • Asymmetrical maxi-length hem
    • Tie-dye print, brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4622

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale