Maxi Dresses
Maxi dresses are the ultimate mix of chic and effortless, perfect for everything from date night to semi-formals or fall wedding guest looks. A-line silhouettes keep it timeless, while fit and flare styles bring a flirty edge. Cowl-neck and strapless designs add allure, and fabrics like buttery soft jersey knit or printed mesh keep it fresh. With shades of brown, black, burgundy, and rust, plus florals and abstract swirl prints, these maxi dresses are the go-to for polished yet trendy style.
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Maxi Dresses
Product Recommendations
Maxi Magic for Socials
Own every social moment in a Windsor maxi dress. Bold tropical prints and pastel florals set the scene for brunch dates, beach days, and nights out, while adjustable straps and high front slits keep things easy and effortless.
Casual long dresses and maxi-length dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like burnt orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover sundresses that feel airy and breathable, with playful shapes and flirty details to keep you cool and confident.
Formal maxi dresses and sleek maxi‑length designs in soft mesh fabrics, tiered ruffle accents, and curve‑hugging fits elevate backyard weddings and rooftop soirées—blending chic style with total comfort.
Looking for styling inspo? Dive into brunch dresses, vacation dresses, and more on the Windsor blog: Get Insta-ready In Your Maxi Dress. Shop online, in‑app, or at your nearest Windsor store to find your next social statement.
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Maria Formal Glitter Open Back Mermaid Dress
Special Occasion
Glistening glitter amplifies the shine on the Maria formal long dress perfect for school dances, red carpet events, and fancy soirees! She features a sleeveless one-shoulder neckline, a padded bust, a sleek bungee spaghetti strap that crosses along the open back, and a form-hugging mermaid silhouette with a floor-length hem. The formal dress is composed of a glitter-lined fabric with a moderate stretch. Complete the look with a sparkly bracelet and earrings.
Fit & Features
- Sleeveless one-shoulder neckline, padded bust
- Bungee spaghetti strap
- Open back, zipper and hook-eye closure
- Mermaid silhouette, floor-length hem
- Lined glitter fabric, moderate stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05002-3975
Category Name: Maxi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Demi One-Shoulder High Slit Formal Dress
Special Occasion
Chic with a sultry style, the Demi formal dress will level up your look for weddings, parties, or any fancy affair. She features a sleeveless asymmetric one-shoulder neckline, a thin tank shoulder strap, a high waist seam, ruched detailing down one side seam, a floor-length hem with a wrap-front design creating a sexy thigh-high slit, and a curve-hugging silhouette. Style with rhinestone fringe earrings and metallic heels.
Fit & Features
- Sleeveless asymmetric one-shoulder neckline, tank shoulder strap
- High waist seam, ruched side seam
- Floor-length hem, wrap-front, high slit
- Curve-hugging fit
- Knit fabric, lined bust, plenty of stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05002-6918
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Midnight In Bloom Floral Slit Maxi Dress
This strapless floral maxi dress blends delicate mesh with an elegant silhouette—perfect for candlelit weddings, garden parties, or moments made to be remembered.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- Strapless neckline
- High side slit
- Form-hugging silhouette
- Maxi-length hem
- Runs true to size
- Please note the print may vary
Style Number/Barcode: 05101-000039
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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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: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Breezy Like Me Sleeveless Ruffled Maxi Dress
An effortless woven maxi dress for shower celebrations, graduations, or meet-ups with the girls! It boasts a flowy ruffled silhouette and a floor-length hem perfect for styling with cute sandals.
Fit & Features
- Cotton fabric, woven lining
- Square neckline
- Adjustable spaghetti straps
- Flowy ruffled silhouette
- Maxi-length floor hem
- Runs true to size
Style Number/Barcode: 05102-6022
Category Name: Maxi Dresses
Price: $19.97 $54.90
On Sale: Yes
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
Product Badge:- Sale
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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 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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 $68.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Fit Strapless High Slit Maxi Dress
Show off a sleek fit in this chic smooth knit maxi dress featuring a strapless neckline and high-cut side slit. The form-hugging silhouette will flaunt your gorgeous figure.
Fit & Features
- Smooth knit fabric, high stretch
- Strapless straight neckline
- Ruched high front slit
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-000037
Category Name: Maxi Dresses
Price: $34.90
Availability: In Stock
Available Color: WINE
Available Size: S, M, L, XL
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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: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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: $9.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale