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
Product Recommendations
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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Bora Bora Floral Chiffon Maxi Dress
Got vacay on the mind? This floral chiffon maxi dress is perfect for a trip to Bora Bora! Features a sleeveless, halter neck with tie-closure, ruched bust, and a cutout bodice atop a flowy, tiered maxi skirt. Complete the look in wedges and chic sunglasses.
Fit & Features
- Sleeveless, halter neck, tie-closure
- Ruched bust
- Cutout bodice
- Flowy, tiered maxi skirt
- Floral print
- Airy chiffon fabric, inner lining, no stretch
- Fits true to size
Style Number/Barcode: 05102-4391
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Date Night Chic Floral Maxi Dress
You'll be totally chic for date night in this floral maxi dress that brings the romantic vibes. It features a sleeveless cowl neckline, spaghetti straps that lead to a lace-up back design for a customized fit, and a fitted floor-length silhouette with a thigh-high front slit. Complete the look with cute mules.
Shop Midi Dress: Chic Romance Floral Midi Dress
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Open back, strappy lace-up design, tie closure
- Floor-length fitted silhouette, high front slit
- All-over floral print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1443
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Zaya Formal Floral Chiffon Dress
Special Occasion
Let love bloom in a formal dress that brings the charm to your event! Zaya features a beautiful floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, pleating throughout, and a high waist that leads to a flowy A-line silhouette. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with a rhinestone bracelet and heels.
Fit & Features
- Sleeveless V-neckline
- Adhesive bra recommended
- Adjustable spaghetti straps, cross at back
- Empire waist, lower back zipper
- Floral print, pleats
- A-line
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1884
Category Name: Maxi Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Swept Away Floral Ruffled Maxi Dress
Get swept up in a pretty maxi dress that brings the romance! The dress features a sleeveless sweetheart neckline, tie-up spaghetti straps, tiered ruffles, a floral print, and a maxi-length silhouette. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with sandals and butterfly earrings.
Fit & Features
- Sleeveless sweetheart neckline
- Tie-up spaghetti straps
- Tiered ruffles
- Floral print
- Maxi length silhouette
- Lined lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-1101
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Geneviève Floral Chiffon Wrap Dress
Special Occasion
Wrap yourself in a floral dress that brings romance to your event! Geneviève features a darling floral print, a sleeveless V-neckline, and adjustable spaghetti straps that cross at the back. Her back features a lace-up strap design and an elastic stretch at the lower back that leads to a zipper closure. Her slim-fit waist leads to a flowy wrap silhouette that is accented with a high side slit. She is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a clutch for the perfect wedding guest outfit.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, lace-up back
- Back zipper closure
- Floral print
- Wrap silhouette, high side slit
- Lined chiffon fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-1889
Category Name: Maxi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rose Above It V-Neck Slit Maxi Dress
Rise to a sophisticated and chic style in this rose floral maxi dress for your next dressy occasion! It features a sleeveless, v-neck, spaghetti straps that cross in the back, and a form-fitting silhouette with a sultry front slit to showcase some leg. Complete the look in heels and a clutch.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Cross back straps
- Form-fitting silhouette
- Front slit, maxi-length hem
- Rose floral pattern. moderate stretch
- Fits true to szie
Style Number/Barcode: 05101-1509
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mailyn Chiffon Ruffled Formal Dress
Special Occasion
Leave them all entranced as you enter the room in the Mailyn chiffon formal dress that brings the ethereal vibes! She features a sleeveless scoop neckline, a ruffled trim overlay, adjustable spaghetti straps so you can customize the fit, an empire waist, and a flowy, floor-length silhouette. Dress her up in sparkly rhinestone heels and a matching clutch.
Fit & Features
- Scoop neck, adjustable spaghetti straps
- Strapless or adhesive bra recommended
- Ruffled trim overlay, empire waist
- Flowy silhouette
- Floor-length hem
- Sheer chiffon fabric, inner knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-2040
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beachside Brunch Swim Coverup Dress
Strut down the pier looking so fab in this maxi coverup dress featuring a sleeveless V-neckline, tank straps, and a form-fitting silhouette with a sultry front slit. The coverup dress is composed of an unlined semi-sheer knit fabric that offers a form-hugging fit. Perf for layering over your bikinis, complete the look in sandals.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Sleeveless V-neckline, tank straps
- Surplice accent
- Form-fitting silhouette
- Front slit
- Maxi-length hem
- Unlined, semi-sheer sweater-knit fabric, no stretch
- Runs true to size
Style Number/Barcode: 06005-1250
Category Name: Maxi Dresses
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Catch The Bouquet Chiffon Maxi Dress
Tis' the season for weddings! Catch the bouquet in this floral chiffon maxi dress featuring cute long peasant sleeves, ruffled shoulders, and a sweetheart neck with a built-in padded bust. The fitted bodice leads to a maxi-length hem with a sultry side slit. Complete the look in strappy mules.
Fit & Features
- Long peasant sleeves, ruffled shoulders
- Sweetheart neck, built-in padded bust
- Fitted bodice, back smocked panel
- Side slit, maxi-length hem
- Floral pattern
- Chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-1521
Category Name: Maxi Dresses
Price: $26.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vineyard Floral Slit Maxi Dress
Wine tasting anyone? This floral maxi is perfect for sipping on your fav red or white! It features a sleeveless, off-the-shoulder neckline, a form-fitting silhouette, and dual front slits for a sultry show of leg. Complete the look in wedges and a floppy hat.
Fit & Features
- Sleeveless, off-the-shoulder neckline
- Flutter sleeve cuffs
- Form-fitting silhouette
- Dual front slits, maxi-length hem
- Floral pattern
- Stretch-knit fabric
- Runs true to size
Style Number/Barcode: 05102-4554
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zen Floral Chiffon Dress
Special Occasion
Bring the romance with a formal dress that shows off your sweet side at prom. Zen features a gorgeous floral print, a sleeveless square neckline, and adjustable spaghetti straps that lead to a cross-back design. Her slim-fit bodice leads to a flowy A-line silhouette accented with a stunning high side slit. She is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete your look with duster earrings.
Fit & Features
- Sleeveless square neckline, adjustable spaghetti straps
- Adhesive bra friendly
- Cross-back strap design
- A-line silhouette, side slit
- Floral print
- Lined chiffon fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1845
Category Name: Maxi Dresses
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chasing Sunsets Floral Maxi Dress
This floral maxi dress is perfect for sunset dinners while on vacay! It features sleeveless, v-neck, sleek spaghetti straps, and a slim-fit silhouette with a front side slit to showcase some skin. Complete the look in trendy sandals.
Fit & Features
- Sleeveless, V-neck, sleek spaghetti straps
- Slim-fit silhouette
- Front side slit
- Maxi-length hem
- Floral pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1393
Category Name: Maxi Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Jade One Shoulder Ruched Formal Dress
Special Occasion
Alluring and chic, the Jade One Shoulder Ruched Formal dress never disappoints to create an eye-catching entrance on your next evening affair! She features a one-shoulder, long-sleeve bodice on a curve-hugging silhouette and a front ruching with a tie so you can customize the fit. Her sultry side slit shows some skin while elongating your figure on the floor-length hem. Composed of a slinky knit-lined fabric with plenty of stretch. Finish your look in a memorizing hairpiece.
Fit & Features
- One-shoulder asymmetrical neckline, single long fitted sleeve
- Adhesive bra recommended
- Front ruching with adjustable tie
- Side slit, floor-length hem
- Slinky knit-lined fabrication
- Curve-hugging silhouette, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-2218
Category Name: Maxi Dresses
Price: $14.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shaylee Chiffon A-Line Slit Formal Dress
Special Occasion
Look ravishing in the Shaylee chiffon A-line formal dress for your next fancy soiree, wedding, or formal dance. She captivates in an alluring wrap, pleated V-neckline atop the empire waist. Shaylee features sleeveless, adjustable spaghetti straps that shape the strappy back detail. Her floor-length A-line silhouette is designed to flatter and give you a curvy appearance while the front slit shows off some leg. This formal dress is composed of an airy chiffon fabric with a full knit lining. Complete your stunning look in rhinestone stiletto heels.
Fit & Features
- Wrap, pleated V-neckline, adjustable spaghetti straps
- Adhesive bra recommended
- Strappy back, zipper and hook and eye closure, high front slit
- Empire waist
- Floor-length A-line silhouette
- Sheer chiffon fabric, full knit lining
- Flowy fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05002-1787
Category Name: Maxi Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Mood Ribbed Knit Midi Dress
Keep it lowkey in a dress that brings those casual vibes! The dress features a crew neckline, short sleeves, and a sexy open back with a tie-back accent. The midi dress is composed of a lined ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with sneakers and a denim jacket for those girl next door vibes!
Fit & Features
- Crew neckline
- Short sleeves
- Open back
- Tie-back accent
- Midi-length, high side slit
- Lined ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4526
Category Name: Maxi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Silvia Chiffon A-Line Formal Dress
Special Occasion
Look and feel enchanting in a long prom dress that captivates from the moment you enter the room. The Silvia formal prom dress features a delicate, sleeveless pleat v-neckline that draws the eye to the fitted empire waist. Her high-cut slit gracefully flows into an a-line silhouette that kisses the floor. The dress is composed of chiffon-lined fabric with no stretch. Complete your look with a statement bracelet.
Fit & Features
- Sleeveless, pleat v-neckline
- Adjustable spaghetti straps
- Fitted empire waist
- High-cut slit, a-line silhouette
- Zipper closure
- Chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05002-1649
Category Name: Maxi Dresses
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Erika Floral Chiffon Wrap A-Line Formal Dress
Special Occasion
Effortless beauty perfectly describes the Erika formal dress in all her floral glory. Charm the room in her sleeveless, surplice v-neck design with a wrap front tie on a fitted empire waist and criss-cross back straps. She features a flattering a-line silhouette with a high-cut slit on a floor-length hem perfect for twirling the evening away! The formal dress is composed of a chiffon-lined fabric with no stretch. Complete your stunning look with sparkly duster earrings.
Fit & Features
- Sleeveless, adjustable spaghetti straps
- Padded v-neckline, surplice accent
- Wrap tie-front, empire waist, criss-cross back straps
- A-line silhouette, high-cut slit
- Floor-length hem, zipper closure
- Floral chiffon-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 05002-1474
Category Name: Maxi Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Haylee Sequin Rose Mermaid Formal Dress
Special Occasion
Will you accept this rose sequin dress? Fall for the Haylee formal dress and her elegant allure! She features a one-shoulder design with strappy detail, built-in bust support, an empire waist, and a high-cut front slit on her mermaid silhouette. Zipper closure on the back. Complete the look in lace-up heels and dangly earrings.
Fit & Features
- One-shoulder design, strappy detail, built-in bust support
- Empire waist, high-cut slit
- Mermaid silhouette, zipper closure
- Sequin rose knit-lined fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 05002-2115
Category Name: Maxi Dresses
Price: $14.97 $96.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lizzy Velvet Corset Mermaid Formal Dress
Special Occasion
Sophisticated and modern, the Lizzy formal dress is a chic choice for any event. She features long sleeves, a mock neck on a fitted corset-mesh bodice with flexible boning. Her high-cut slit shows some skin and shapes the elegant mermaid, floor-length silhouette. The dress is composed of a luxe velvet-lined fabric with a moderate stretch. Complete your look in stiletto heels.
Fit & Features
- Long sleeves, mock neck
- Corset-mesh bodice, flexible boning
- High-cut slit, mermaid silhouette
- Luxe velvet-lined fabric, moderate stretch
- Zipper closure
- Runs true to size
Style Number/Barcode: 05002-1733
Category Name: Maxi Dresses
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Shakira Cowl Neck Lace Mermaid Formal Dress
Special Occasion
The Shakira formal dress is destined to make a grand entrance at your next event! She features a sleeveless cowl neckline with a display of delicate lace to add a romantic touch to her mermaid silhouette. The dress is composed of a smooth silk-like fabric that effortlessly hugs your curves into a floor-length mermaid silhouette. Complete your look with a rhinestone necklace and earrings.
Fit & Features
- Sleeveless, cowl neckline
- Lace insert with padded cups
- Spaghetti straps
- High waist
- Mermaid silhouette
- Smooth silk fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-1393
Category Name: Maxi Dresses
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Jess Glitter Cowl Neck Maxi Formal Dress
Special Occasion
It's your time to sparkle in the jess formal dress that glistens under the dance floor lights. She's designed in a sleeveless, cowl neckline with spaghetti straps and a fitted, empire waist. Her high-cut side slit flaunts some legs while the bodycon-maxi silhouette effortlessly hugs your curves. Composed of glitter knit-lined fabric with a moderate stretch. Perfect for styling with a sleek clutch and duster earrings.
Fit & Features
- Sleeveless, spaghetti straps
- Cowl neckline, empire waist
- High-cut side slit
- Bodycon, maxi length
- Glitter knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05002-1812
Category Name: Maxi Dresses
Price: $14.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Catalina Twist Front Maxi Formal Dress
Special Occasion
Sultry and sophisticated, the Catalina formal dress leaves little to the imagination. She features an off-the-shoulder neckline with a twist front accent that effortlessly shapes the fitted, empire waist. Her curves have a moment in the form-fitting silhouette with side ruching, and a sexy slit for a show of skin along the maxi-length hem. Complete your show-stopping look with sparkly duster earrings and heels.
Fit & Features
- Off-the-shoulder neckline, twist front
- Fitted empire waist
- Side ruching, slit accent
- Maxi-length hem
- Smooth knit-lined fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05002-1972
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Presley Formal Halter A-Line Dress
Special Occasion
Make a head-turning entrance with a formal dress that brings radiance to your special occasion. Presley features a halter neck with a racer-style bust, a built-in padded bust, bungee spaghetti straps that cross at the back, ruching at the lower back, and a high side slit along the floor-length, A-line silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch.
Fit & Features
- Halter neck, racer-style bust
- Built-in padded bust
- Bungee spaghetti straps, strappy open back
- Back ruched seam, high side slit
- A-Line silhouette
- Lined crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1708
Category Name: Maxi Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mckenzie Velvet Heat Stone Formal Dress
Special Occasion
Radiate the night in the Mckenzie formal dress! She's simply stunning in long sleeves, a V-neckline, and a wrapped slit skirt for a sexy show of leg. The luxe-lined velvet fabric offers a moderate stretch and features heat stone insets that glimmer under the light. Complete your look in dressy heels.
Fit & Features
- Long fitted sleeves, V-neckline
- Wrapped skirt, high cut slit
- Floor-length hem
- Form-fitting design
- Back zipper and hook and eye closure
- Lined velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1672
Category Name: Maxi Dresses
Price: $14.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free