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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Maxi Magic for Sunny Socials
Own every summer 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 summer dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like sunset orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover lightweight 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 summer statement.
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Mary Formal High Low Chiffon Dress
Special OccasionCreate a twirl worthy moment in our gorgeous Mary navy dress! She features a sleeveless bodice, a wrap V neckline and adjustable narrow straps. Her slim fit bodice leads to a sweeping high-low silhouette. She brings the romance with her all over floral print. Dress is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Includes a mini skirt length knit lining.
Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6546
Category Name: Maxi Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Val Formal Wrap Chiffon Dress
Special OccasionWrap yourself in elegance as you make a breath taking entrance in our unforgettable Val dress! She features a light blue color, a plunging V neckline with pleating details, padded cups and narrow shoulder straps. Her slim fit bodice leads to wrapped A-line floor length skirt. Dress is composed of a lined chiffon fabric that offers a form hugging fit with a minimal stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size smallSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6543
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Julissa Formal Sleeveless Chiffon Dress
Special OccasionSweep them off their feet in the breathtaking Julissa pink dress! She features a sleeveless bodice, a wired V neckline, narrow adjustable straps and a pleated fan design. Her slim fit bodice leads to an elongating floor length silhouette. Dress is composed of a slightly sheer lined chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6493
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Julia Formal Chiffon Lace Up Dress
Special OccasionLace up in sophisticated chiffon as you grace them all in our Julia dress! She features a ravishing burgundy color, a plunging V neckline with unlined mesh inset, halter neck straps, padded cups and a pleating detailing throughout the bodice. Her open back features vertical strap accents, a built in no slip strip and a lattice back. Her slim fit bodice leads to an elongating floor length silhouette that is accented with a high side slit. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. includes a hidden back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6434
Category Name: Maxi Dresses
Price: $19.97 $199.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Serenity Formal Lace And Chiffon Dress
Special OccasionStun in airy lace as you make a sweet entrance in our Serenity dress! She features a charming blush pink color, a sleeveless lace bodice, a wrap V neckline with a scalloped lace trim, padded cups and narrow straps that lead to a racer back. Her slim fit bodice is accented with a cinching tie waist belt and leads to a sweeping wrapped A-Line silhouette. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size three.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6422
Category Name: Maxi Dresses
Price: $32.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rosalie Formal Floral Chiffon Dress
Special OccasionCharm in florals as you make a captivating entrance in our Rosalie dress! She features a light blue hue, a sweetheart neckline with a pleated bodice, a no slip strip, padded cups and a floor length silhouette that is accented with a high side slit. Her all over lined chiffon fabric is adorned with a pink hued floral print. Dress offers a form hugging fit with a minimal stretch.
Model is 5'8" with a 32.5" bust, 25" waist and 35" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6393
Category Name: Maxi Dresses
Price: $29.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gabriela Formal Sequin Glam Dress
Special OccasionAll that glitters is glam in our Gabriela silver dress! She features a sleeveless bodice, a plunging V neckline, adjustable narrow straps and princess seams. Her slim fit bodice leads to a curve hugging floor length silhouette with a flared hemline. She is composed of a lined mesh fabric adorned with gleaming sequins. Gabriela offers a moderate stretch and includes a back zipper closure with a fish hook clasp.
Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size smallSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6286
Category Name: Maxi Dresses
Price: $19.97 $72.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Marissa Formal Plunging Sequin Dress
Special OccasionSpark up the night in sequins! Our Marissa dress features an all over natural hue, a sleeveless bodice, a plunging V neckline, adjustable narrow straps that lead to a cross back design and an elastic lower back detail. Her relaxed fit bodice leads to a narrow elastic waist and a sweeping floor length silhouette. Marissa is composed of a lined mesh fabric adorned with dangling iridescent sequins. Dress offers a relaxed fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6264
Category Name: Maxi Dresses
Price: $25.94 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rosemary Formal Chiffon Rainbow Dress
Special OccasionRadiate in a burst of colors as you charm in our Rosemary dress! She features an all over multicolored hue, a sleeveless bodice, a plunging V neckline, a pleated bodice and adjustable narrow straps that lead to a cross back design. Her waistband makes her a true one of a kind that comes in either a blue, yellow or pink hue! Her slim fit bodice flows into a sweeping floor length silhouette. She is composed of an airy slightly sheer chiffon fabric that offers a relaxed fit with minimal stretch. Includes a smooth knit lining and a lower back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6262
Category Name: Maxi Dresses
Price: $19.97 $99.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Kassidy Formal Chiffon Dress
Special OccasionMesmerize and capture their attention in our enchanting Kassidy dress! She features an all over rich royal blue hue, a sleeveless bodice, a V neckline, padded cups, princess seams and adjustable narrow straps that lead to a cross back design. Her slim fit bodice leads to a sweeping floor length silhouette that is accented with a high side slit that reveals a satin-like lining. Dress is composed a lined textured chiffon fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6201
Category Name: Maxi Dresses
Price: $26.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Caris Formal Sleeveless Wrap Dress
Special OccasionWrap yourself in elegance as you wow in the timelessly classic Caris dress! She features a hunter green hue, a sleeveless bodice, a plunging V neckline, narrow shoulder straps, a ruched side seam and an asymmetrical floor length wrap skirt. Dress is composed of crepe fabric that offers a form hugging fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0019
Category Name: Maxi Dresses
Price: $29.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brittany Formal Ruched Gown
Special OccasionParty in of-the-moment pastels with this pretty pink gown. Dress features a V neckline, spaghetti straps, ruched front drape, and dramatic side slit. Dress slips on, is lined, and made from a soft , moderately stretchy material.
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: 05002-0003
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Britt Wrap Formal Floral Dress
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-5552
Category Name: Maxi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ravishing Florals High-Slit Ruched Maxi Dress
Usher in romance in a maxi dress that features a sleeveless square neckline with spaghetti straps, an abstract floral pattern, ruching throughout to enhance curves, and a high side slit. Complete the look with block heels that will have you ready for your next brunch date!
Fit & Features
- Lined mesh fabrication
- Sleeveless square neckline
- Spaghetti straps
- Abstract floral pattern
- Ruching
- High side slit
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3859
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Radiant Blooms Floral Halter Maxi Dress
The maxi dress features a sleeveless halter neckline with halter neck ties, a large floral print, and a maxi-length hem. Complete the outfit with door knocker hoops for the perfect date outfit.
Fit & Features
- Lined smooth knit and mesh fabrication
- Sleeveless halter neckline
- Halter neck ties
- Floral print
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3712
Category Name: Maxi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Breezes Halter Boho Satin Maxi Dress
Enter the room in this chic boho satin maxi dress to make a bold impression! The sleeveless dress boasts a halter neckline and a flowy silhouette adorned with a high front slit. Style with stiletto heels.
Fit & Features
- Boho print, satin woven fabric. sewn-in woven lining
- Halter neckline
- Spaghetti strap
- Flowy silhouette
- High front slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-5865
Category Name: Maxi Dresses
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Passion Sleeveless Lace-Up Maxi Dress
The maxi dress features a sleeveless square neckline supported with additional built-in flexible boning, an abstract floral pattern, a lace-up back design, and a bold high-side slit. Complete the look with stiletto heels for the perfect date night outfit.
Fit & Features
- Mesh fabric, sewn-in knit lining
- Sleeveless square neckline
- Built-in-boning
- Floral pattern
- Lace-up back design
- High side slit
- Maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3773
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Whimsical Blooms Sleeveless Floral Maxi Dress
The sleeveless maxi dress features a V-neckline, a floral lace detail on the bust, adjustable spaghetti straps that cross at the back, and a romantic floral pattern. Complete the look with strappy heels.
Fit & Features
- Stretchy mesh fabric
- Floral pattern
- Sleeveless V-neckline
- Floral lace detail on the bust
- Adjustable spaghetti straps that cross at the back
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-3766
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Showstopper Cutout Ruffle Slit Maxi Dress
Serve major allure in this sleeveless maxi dress while on vacay or weekend getaway! The maxi dress delivers a sultry design with a twist plunge V-neckline, cutout bodice, and a high front slit with a ruffled trim.
Fit & Features
- Slinky knit fabric, short knit lining
- Plunge twist V-neckline
- Shoulder straps, one metal accent piece
- Cutout bodice
- High front slit with ruffle trim
- Bodycon maxi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000503
Category Name: Maxi Dresses
Price: $46.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
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Destination Paradise V-Neck Floral Maxi Dress
The perfect floral maxi dress for your next getaway! Designed in a sleeveless silhouette, this dress features a flattering V-neckline, sleek spaghetti straps, and a form-hugging fit with a flowy floor-length hem. Complete the look with earrings.
Fit & Features
- Floral print, mesh lined fabric
- V-neckline
- Spaghetti straps
- Form-hugging fit
- Flowy floor-length hem
- Runs true to size
Style Number/Barcode: 05101-3915
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Paradise Beauty Floral Mesh Maxi Dress
A beautiful floral mesh maxi dress for your escape to paradise! The dress boasts a flattering V-neckline and a form-hugging fit that flares into a flowy maxi-length hem. Pair with earrings and a bracelet.
Fit & Features
- Floral print, mesh lined fabric
- V-neckline
- Spaghetti straps
- Form-hugging fit
- Flowy maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-4075
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dreamy Vibes V-Neck Floral Mesh Maxi Dress
An effortless and dreamy floral mesh maxi dress to slip into for date night or dinners on vacay! The sleeveless dress is designed with a flattering V-neckline, delicate adjustable spaghetti straps, and a form-hugging fit that leads to the flowy floor-length hem. Pair with a hair accessory.
Fit & Features
- Floral print, mesh fabric, stretchy knit lining
- V-neckline, adjustable spaghetti straps
- Form-hugging fit
- Flowy floor-length hem
- Runs true to size
Style Number/Barcode: 05101-4012
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Steal The Show Strapless Lace Maxi Dress
Steal the show in this strapless lace maxi dress designed in a semi-sheer style and a flattering form-hugging fit with a flared hem. Pair with earrings and heels.
Fit & Features
- Semi-sheer lace fabric with knit lining
- Strapless neckline
- Form-hugging fit
- Flared maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-3965
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Update Convertible Ruched Long Dress
The perfect sleeveless long dress to update your chic wardrobe! The dress features a convertible neckline allowing for versatile styling like a halter or an off-the-shoulder look atop the form-hugging slim silhouette. Pair with earrings.
Fit & Features
- Smooth knit fabric
- Convertible neckline
- Halter or off-the-shoulder
- Form-hugging slim silhouette
- Long length hem
- Runs true to size
Style Number/Barcode: 05102-000023
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free