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!

  • Swept Away Crochet Lace Maxi Dress

    Get swept away in a crochet dress that keeps it casually cute! The dress features a sleeveless V-neckline, a crochet lace bodice, a double-row of spaghetti straps, an unlined crochet lace waistband, and a flowy maxi length silhouette. The dress is composed of a lined linen knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Crochet lace bodice
    • Double-row of spaghetti straps
    • Unlined crochet lace waistband
    • Maxi length silhouette with lined skirt
    • Linen knit fabric, relaxed fit, minimal stretch 
    • Runs true to size

     

    Style Number/Barcode: 05101-0195

    Category Name: Maxi Dresses

    Price: $18.97

    Availability: Out of Stock

    Product Badge:
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  • Flowy And Chic Floral Chiffon Maxi Dress

    Flowy and chic, this effortlessly pretty floral maxi dress is a summer must-have. It features adjustable spaghetti straps, a sweetheart neckline, a ruched fitted bodice, and a flowy fit with a thigh-high side slit with ruffle detailing. The sheer chiffon fabric has a short lining. Style this dress with strappy sandals and cute sunnies.

    Fit & Features

    • Adjustable spaghetti straps
    • Sweetheart neckline, padded cups, no-slip strip 
    • Back zipper closure
    • Ruched fitted bodice
    • Flowy fit, thigh-high slit, ruffle details
    • Sheer chiffon fabric, short lining
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 05101-0678

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Retro Tie-Dye High Slit Maxi Dress

    Keep it fab with a dress that channels a retro feel! The maxi dress features a sleeveless scoop neckline, spaghetti straps, a tie-dye print, a high side slit, and a maxi length silhouette. The dress is composed of a ribbed kit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti strap
    • Tie-dye print
    • High side slit
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1122

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Effortless Style Tie-Front Maxi Dress

    Showcase a chic effortless style this season with this adorable maxi dress! It features a sleeveless V neckline, adjustable spaghetti straps, a tie-front detail with a small cutout, center button accents, and a flowy fit with a center slit. Pair this ribbed knit dress with a straw tote and strappy sandals.

    Fit & Features

    • Sleeveless V neckline
    • Adjustable spaghetti straps
    • Tie-front, small cutout
    • Fitted bodice
    • Center button details
    • Flowy silhouette, center slit
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-1174

    Category Name: Maxi Dresses

    Price: $8.97

    Availability: Out of Stock

    Product Badge:
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  • Effortlessly Enchanting Floral Maxi Dress

    You will look effortlessly enchanting in this stunning floral maxi dress! It features adjustable spaghetti straps, a square neckline with a ruffled trim, a stretchy smocked bodice, and a lace-up back. The elastic-banded high waist flows out to a floor-length skirt with an A-line silhouette and a thigh-high slit. Complete the look with dainty earrings and cute wedges.

    Fit & Features

    • Adjustable spaghetti straps
    • Square neckline, ruffled trim
    • Stretchy smocked bodice, lace-up back
    • Elastic-banded high waist
    • Floor-length skirt, A-line silhouette, high slit
    • Floral printed sheer chiffon fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05101-0998

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Keep It Sleek Asymmetric Maxi Dress

    Keep your look sleek and on-trend with this chic sweater maxi dress. It features a one-shoulder neckline with a tank shoulder strap and a curve-hugging maxi silhouette with a dramatic asymmetric hem creating a sultry side slit. Pair this sweater knit dress with clear heels and a new purse

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • One-shoulder neckline
    • Tank shoulder strap
    • Form-hugging maxi silhouette
    • Asymmetric hem creating a side slit
    • Sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1295

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Flowy Woven Maxi Dress

    Create an effortless and pretty look with this flowy woven maxi dress! It features dual adjustable spaghetti straps that lead to a cross-back design, a sheer detailed lace bust with lined cups, a V neckline, and a floor-sweeping silhouette. Complete the outfit with hoop earrings and strappy sandals.

    Fit & Features

    • Dual adjustable spaghetti straps
    • Cross-back design
    • Sheer lace bust with lined cups
    • V neckline
    • Smocked back
    • Flowy floor-length silhouette
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 05101-0531

    Category Name: Maxi Dresses

    Price: $21.97

    Availability: Out of Stock

    Product Badge:
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  • Effortlessly Stunning Crochet Waist Maxi Dress

    You'll look effortlessly stunning in this flowy maxi dress that is perfect for the warmer months. It features spaghetti straps that lead to a cross-back design, a lace top with a V neckline, a sheer crochet high waist, and a flowy floor-length gauze skirt with a side slit. Complete the look with on-trend wedges.

    Fit & Features

    • Spaghetti straps
    • Cross back design
    • Lace top, V neckline
    • Sheer crochet high waist
    • Floor-length gauze skirt, side slit
    • Flowy silhouette
    • Runs true to size

    Style Number/Barcode: 05102-0754

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Taylor Satin Floral High-Slit Dress

    Special Occasion

    Dress to impress this season in the stunningly chic Taylor satin floral dress! She features a sleeveless V-neckline, adjustable spaghetti straps, and a slim-fit bodice with cinched details that flows out to a floor-length skirt with a thigh-high front slit. The satin fabric showcases an all-over floral print for a romantic vibe. Complete your look with gold hoop earrings and new heels.

    Fit & Features

    • V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook and eye closure
    • Slim-fit bodice
    • Cinched details at the waist
    • Floor-length skirt, high front slit
    • Stretch satin fabric, short knit lining, floral print
    • Runs true to size

    Style Number/Barcode: 05002-1177

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Romance Chiffon Maxi Dress

    Fall for florals in this maxi dress that brings the charm! The dress features a gorgeous floral print, a sleeveless V-neckline, spaghetti straps, a floral lace back with a lower back keyhole, and a maxi-length silhouette. The dress is composed of chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline with spaghetti straps
    • Floral lace back, lower back keyhole
    • Floral print
    • Maxi length silhouette 
    • Chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0677

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leilani Formal One-Shoulder Open Back Dress

    Special Occasion 

    Make a captivating entrance in the breathtaking Leilani formal dress. She features a daring one-shoulder neckline, a tank-like shoulder strap that leads to an asymmetrical back, a sexy open back design, and a mermaid silhouette. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with chandelier earrings and heels.

    Fit & Features

    • One-shoulder neckline
    • Tank-like shoulder strap
    • Asymmetrical strap at the back 
    • Open back design
    • Mermaid silhouette
    • Ruched detailing on the back
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1180

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Cutout Maxi Dress

    Rock those basic vibes with a maxi dress that keeps its lowkey. The dress features a sleeveless scoop neckline, adjustable spaghetti straps, a sexy lower back cutout, and a maxi-length silhouette. The dress is composed of a lined cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with t-strap sandals

    Fit & Features

    • Sleeveless scoop neckline
    • Adjustable spaghetti straps 
    • Lower back keyhole
    • Maxi length silhouette with a high side slit
    • Cotton knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-1961

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Wrapped In Romance Floral Chiffon Maxi Dress

    Wrap yourself in a floral maxi dress that brings romance. The dress features a sleeveless V-neckline, tank-like straps, a cinching tie waist belt, and a wrap-high low silhouette. The dress features a gorgeous floral print that ushers the romance. The dress is composed of a lined airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules.

    Fit & Features

    • Sleeveless, v-neckline, wide straps
    • Bra-friendly design
    • Tie-waist belt, back zipper closure 
    • High-low silhouette, flowy hem
    • Floral print
    • Chiffon-lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-0666

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Sweetheart Floral High Slit Maxi Dress

    Show off your sweet side with a floral dress that brings the romance! The dress features a sleeveless V-neckline, spaghetti straps, a floral print, and a maxi length silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Floral print
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 05102-0773

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Ruched Knit Maxi Dress

    Get a gorgeous look for a romantic date night in this sultry ruched maxi dress. It features spaghetti straps, a square neckline, ruched side detailing, and a maxi length with a high side slit. The knit fabric offers plenty of stretch and provides a curve-hugging fit. Style this dress with a new pair of earrings and strappy heels.

    Fit & Features

    • Spaghetti straps
    • Square neckline
    • Ruched side detailing
    • Maxi length
    • High side slit
    • Stretchy knit fabric with a short lining
    • Form-hugging fit

    Style Number/Barcode: 05102-0331

    Category Name: Maxi Dresses

    Price: $7.97

    Availability: Out of Stock

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  • A Casual-Chic Moment Maxi Dress

    Have a major casual-chic moment in this must-have maxi dress! It features short sleeves, a V neckline, and a flowy silhouette with a rounded hem and side slits. Tie the front hem in a knot to add a trendy detail. Pair this maxi dress with adorable new sandals for a laidback look.

    Fit & Features

    • Short sleeves
    • V neckline
    • Flowy silhouette
    • Rounded hem and side slits
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 05102-1072

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Chloe Lace-Up Back Formal Dress

    Special Occasion

    Showcase a simply stunning look for your next fancy night out in the gorgeous Chloe formal dress. She features a sleeveless bodice, spaghetti straps, a V-neckline with a built-in padded bust - if a push-up look is desired explore lingerie accessories. She has a sexy backless lace-up design and a lower back zipper closure. Her high waist seam leads to a floor-length skirt with a slim silhouette and a sultry thigh-high front slit. Complete your outfit with radiant statement earrings and a sparkly clutch.

    Fit & Features

    • V-neckline, spaghetti straps
    • Padded cups, no bra required
    • Backless lace-up design
    • Lower back zipper and hook and eye closure
    • Floor-length slim silhouette
    • High front slit
    • Scuba crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2191

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

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  • Elisabeth Pleated Tulle Formal Dress
    Special Occasion


    Dress as the princess you are with our breathtaking Elisabeth dress! She is a floor-length evening gown with a plunging V-neckline and thin adjustable straps that create a cross-back design. Her wide empire waist leads to a floor-length skirt that dances around your ankles. She is composed of pleated tulle fabric with a sheer appearance and a thin knit lining that features two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper. Complete the look with a rhinestone clutch and a dainty rhinestone bracelet.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Cross-back straps
    • Empire waist, two high-front slits
    • Floor-length silhouette
    • Lined tulle fabric
    • Flowy fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-4997

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jennifer Floral Wrap Chiffon Dress
    Special Occasion 

    Here's looking at you blushing beauty! Keep your look effortlessly gorgeous in our Jennifer dress! She features an unlined bodice with a plunging wrap V neckline, long unlined bishop sleeves with a triple row gold button cuff and an elastic waist detail and tie waist belt. Her bodice flows to a sweeping floor length skirt that makes for the perfect snapshot moment! Her all over floral print feature soft pink florals over a sheer chiffon fabric. She offers a relaxed fit minimal stretch. Includes a mini skirt length knit lining. 

    Model is 5'7" with a 34" bust,  24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-5403

    Category Name: Maxi Dresses

    Price: $42.87

    Availability: Out of Stock

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  • Get Knit Right High Slit Maxi Dress

    Get your look right in a knit dress that is perfect for keeping it casual! The dress features a sleeveless crew neckline and a maxi length silhouette with a high side slit. Complete your look with chunky sneakers for a cute coffee run outfit. 

    Fit & Features

    • Crew neckline
    • Sleeveless 
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 05102-0883

    Category Name: Maxi Dresses

    Price: $11.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good Vibes Basic Ribbed Knit Maxi Dress

    Bring the good vibes in a maxi dress that can be dressed up for a chic day out. The dress features a scoop neckline, sleek bungee straps, and a maxi length silhouette with a high side slit. Style dress with chunky sneakers and sleek hoops.

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Maxi length silhouette 
    • High side slit
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0863

    Category Name: Maxi Dresses

    Price: $12.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Intentions Embroidered Floral Mesh Maxi Dress

    Let this mesh dress show off your sweet side.  Make a statement for your next date night in a sheer mesh dress that features a crew neckline, fitted long sleeves, an embroidered floral design, and a sweeping maxi length silhouette. Complete your look with a black bodysuit and mules

    Fit & Features

    • Crew neckline
    • Fitted long sleeves
    • Embroidered floral design
    • Unlined sheer mesh fabric
    • Maxi length silhouette
    • Bodysuit pictured not included, linings sold separately 
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06003-0918

    Category Name: Maxi Dresses

    Price: $16.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffled Romance Off The Shoulder Maxi Dress

    Spark romance in a ruffled dress that is too gorgeous! The maxi dress is perfect for your next date night with bae. The dress features an alluring off the shoulder neckline, a ruffled bodice, and a tiered ruffle maxi length silhouette. Complete your stunning date night outfit with clear heels and duster earrings

    Fit & Features

    • Off the shoulder neckline
    • Ruffled bodice
    • Off the shoulder straps that cascade shoulders
    • Tiered maxi length silhouette, partially sheer
    • Mini skirt length knit lining
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 05102-1007

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brie Double Slit A-Line Formal Dress

    Bring the romance in the gorgeous sweeping Brie Double Slit A-line Formal Dress! She features a sleeveless bodice with spaghetti straps with a cross-back design, a plunging V-neckline, and sultry thigh-high dual front slits. Pair with a cascading lariat necklace and sparkly heels for a glamorous look for your next elegant evening out.

    Fit & Features

    • Spaghetti straps that lead to a cross-back design
    • Deep V-neckline
    • Adhesive bra recommended
    • High waist
    • Floor-length A-line skirt, dual thigh-high front slits
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-0945

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

    Product Badge: