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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Plus Elisabeth Pleated Tulle Formal Dress
Special OccasionDress yourself as the princess you are with our breath-taking Elisabeth dress! She is a floor length evening gown with a plunging V neckline and thin adjustable straps that create an X back. Her wide empire waist leads to a floor length skirt that dances around your ankles. She is composed of a pleated tulle fabric with a sheer appearance and a thin knit lining that features a two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15002-0105
Category Name: Maxi Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plus Floral Fiesta Maxi Dress
This beautiful floral maxi dress is perfect for your spring and summer occasions! It features a stretchy off the shoulder neckline with a ruffle pop over, a stretchy high waist seam, and a flowy floor-length skirt. Dress is composed of an unlined crepe fabric with no stretch.Model is 5'8 with a 42" bust, 35" waist, and 45" hips. She is wearing a size 1X.
Style Number/Barcode: 15102-0033
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Luxe Ruched Maxi Dress
Make a statement in this wowing maxi dress! It features a luxe light gold color, a sleeveless bodice, a V neckline, narrow shoulder straps, a ruched left side seam and an asymmetrical high slit. Dress is composed of a lined smooth knit fabric with a metallic sheen that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 05103-0065
Category Name: Maxi Dresses
Price: $15.00 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Twist In Florals Maxi Dress
Give your look a pretty twist in this navy maxi dress! It features a sleeveless bodice, a plunging V neckline, narrow shoulder straps and an open back with tie strap accent. The slim fit bodice leads to a curve hugging maxi length silhouette accented with a high side slit. The all over floral print features pink hues to contrast with the navy background. Dress is composed of a lightweight woven fabric that offers a form hugging fit with a minimal stretch.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 05102-4015
Category Name: Maxi Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Buttoned And Striped Maxi Dress
Give yourself a cute and casual look with this buttoned and striped maxi dress! It features a sleeveless bodice, spaghetti straps, a scoop neckline, a faux button down front, and a front slit. The black and white dress is composed of a knit fabric with plenty of stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-4028
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Cutie Linen Maxi Dress
Go for casual and cute in this taupe dress! It features a V neckline, adjustable narrow straps and a maxi length silhouette with hidden side pockets. Dress is composed of a double lined linen knit fabric that offers a relaxed fit with minimal stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3966
Category Name: Maxi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Artist's Muse Chiffon Maxi Dress
Steal the show in this bold, abstract-print maxi dress. Dress features a deep V neckline, side cutouts, a spaghetti strap crisscross back with tie, and a full, gently pleated skirt with front slits. Dress is made from a lightweight, chiffon-like material and has moderate stretch at the back waist.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3953
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Chic Maxi Dress
This black maxi dress is the perfect base piece to dress up or down for a casually chic look! Dress features a scoop neckline, adjustable spaghetti straps, and a comfortable slim fit. Dress includes a full lining and is composed of a soft, lightweight knit fabric that offers a moderate stretch.Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3931
Category Name: Maxi Dresses
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bohemian Feels Maxi Dress
Get those boho vibes going in this summer ready maxi dress! It features an ivory hue, a sleeveless bodice, a plunging V neckline, sexy waist cut outs and narrow adjustable straps that lead to an open back design. The back features a smocked elastic band and a tie back accent. The waist leads to a sweeping maxi length silhouette accented with a high side slit. The navy blue bohemian design is perfectly complemented with the ivory background. Dress is composed of lightweight woven fabric that offers a relaxed fit with minimal stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-3878
Category Name: Maxi Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Laced In Floral Maxi Dress
Lace yourself up in pretty florals! This blue maxi dress features a sleeveless bodice, a plunging V neckline and narrow straps that lead to an open back with lattice design. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over rose print features white and pink hues for a perfectly spring look! Dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 05102-3873
Category Name: Maxi Dresses
Price: $10.00 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spring Stunner Maxi Dress
Lace up in this pretty dress for those spring time vibes! It features a white hue, a sleeveless bodice, a V neckline, adjustable narrow straps, a tie back accent and a lower back keyhole. The waist features an unlined crochet floral detail and leads to a sweeping maxi floor length skirt. Dress is composed of a combination crochet and linen fabric that offers a form hugging fit with minimal stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0052
Category Name: Maxi Dresses
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral To The Maxi Dress
This gorgeous printed maxi dress is floral to the max! It features an off the shoulder neckline, short flutter sleeves, a square neckline, a stretchy smocked top, a tie front waist, and a high low wrap front. The mauve dress is composed of a woven fabric with a flowy fit.Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-3742
Category Name: Maxi Dresses
Price: $17.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Stunner Maxi Dress
Look at you stylish stunner! This berry hued maxi dress was made for you! It features a sleeveless bodice, tank-like shoulder straps, a deep V neckline and back, a high elastic banded waist with side cut out details, and a flowy, maxi length. The dress is composed of a linen fabric with no stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-3655
Category Name: Maxi Dresses
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flowy Vibes Maxi Dress
Get those pretty flowy vibes this spring with this off the shoulder maxi dress! It features short ruffle sleeves, a square neckline, a hidden back zipper and hook and eye closure, a tie front belt, two front slits, and a long maxi length. The mauve dress is composed of a lightweight crepe fabric with a short knit lining.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-3571
Category Name: Maxi Dresses
Price: $10.00 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Crochet Cutie Maxi Dress
Keep it cute in crochet! This no fuss maxi dress features a pewter hue, a sleeveless crochet bodice, a V neckline and adjustable narrow straps that lead to an open back design. Her relaxed fit bodice leads to an elongating maxi length skirt. Dress is composed of a lined lightweight woven fabric that offers minimal stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-3572
Category Name: Maxi Dresses
Price: $10.00 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish To The Maxi Dress
Be a fab fashionista and stylish to the max in this red maxi dress! It features a sleeveless bodice, a strapless square neckline, a high waist seam, slanted front pockets, pleated details, and a long, maxi fit. The dress is composed of a knit fabric and offers moderate stretch and a flowy, relaxed fit.Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-3557
Category Name: Maxi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Frenzy Open Back Maxi
Get caught up in pretty florals! This gray maxi dress features a sleeveless bodice, a square neckline, narrow shoulder straps and an open back with a narrow bar strap accent. The relaxed fit bodice leads to a curve hugging maxi length silhouette. The all over floral print is all you need to create a sweet look! Dress is composed of a knit fabric that offers a moderate stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05102-0004
Category Name: Maxi Dresses
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spring With Florals Maxi Dress
Step out this season in pretty florals to make a charming impression! The ivory maxi dress features an off the shoulder neckline with the off the shoulder strap accents, a straight bust, a cinching tie waist belt and maxi length silhouette with a high side slit. The back features a lower back keyhole. The all over floral print features pink hues. Dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Includes an additional mini skirt length lining.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05101-8699
Category Name: Maxi Dresses
Price: $19.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Skye Chiffon High Low Skater Dress
Special OccasionSkye is airy, angelic, and will feel like you're walking on cloud 9! She features a slim fitting bodice with a V neckline, narrow shoulder straps that lead to a sheer lace back and a gold zipper closure, a banded waist, and a flowy, wrap, high-low skater skirt with a short skirt lining. Skye is composed of a light blue chiffon fabric with no stretch.
Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.Style Number/Barcode: 05101-8679
Category Name: Maxi Dresses
Price: $10.00 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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What's Up Buttercup Maxi Dress
You're lookin' like a ray of sunshine in this mustard yellow maxi dress! It has an off the shoulder neckline with draped ruffle sleeves, a high waist seam with a tie belt and back cut out, and a flowy, floor-length wrap skirt that creates a high leg slit. Dress is composed of a gauze fabric. Includes exposed back zipper closures and a short knit lining.Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8658
Category Name: Maxi Dresses
Price: $10.00 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Passionate About Florals Maxi Dress
Show your passion for pretty florals in this captivating maxi dress! It features a navy blue hued smocked bodice with a sweetheart neckline and leads to a sweeping maxi length silhouette. The skirt features a head turning floral print with coral and blue hues that contrast with the ivory hued background. Dress is composed of a combination smock and chiffon knit fabric that offers a relaxed fit.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05101-8178
Category Name: Maxi Dresses
Price: $10.00 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Leanna My Sunshine Floral Dress
Special OccasionLeanna simply radiates and you'll be the light at your next special occasion! She features a plunging neckline, adjustable narrow straps that create an X back, pleating in the bodice, and a high waist band. Skirt has a flowy, A-line silhouette for an ethereal and romantic look. Leanna has a knit short skirt lining and is comopsed of a semi-sheer floral chiffon fabric with no stretch. She includes an exposed back zipper closure.
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: 05002-6769
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blair One Shoulder Cut Out Dress
Special OccasionStand out in our statement making Blair dress! She features a chic black hue, a one shoulder neckline, a sexy waist cut out to create a cropped illusion and a curve hugging floor length silhouette that is accented with a high side slit and ruching. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate 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: 05002-6749
Category Name: Maxi Dresses
Price: $29.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tami Formal Wrap Chiffon Dress
Special OccasionWrap yourself in elegance as you make an entrance in our captivating Tami dress! She features a hunter hue, a plunging wrap V neckline with pleated detailing, a double row of narrow straps and a narrow tie waist belt. Her slim fit bodice leads to a sweeping floor length A-line silhouette accented with a high slit. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size smallSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6643
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free