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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Jordan Chiffon Wrap Dress
Special Occasion
Channel your inner princess and leave them breathless with the ever-so-lovely Jordan!
Fits & Features
- Deep V Neckline
- Unlined, Long Sleeves I Elasticized Cuffs
- Self Tie Wrap Design At The Waist
- Elongated & Flowy Floor Length Hem
- Fully Lined, Chiffon Fabric
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0810
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Justina Floral Velvet Burnout Chiffon Dress
Special Occasion
Get swept away in this dreamy floral dress!
Fits & Features
- Plunging V Neckline I Empire Waist
- Adjustable Spaghetti Straps That Cross At The Back
- Zipper With Hook & Eye Closure At Back
- A-Line, Floor Length, Flowy Fit Skirt
- Chiffon Fabric With Velvet Burnout Floral Detailing I Fully Lined
- Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0452
Category Name: Maxi Dresses
Price: $9.97 $124.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vanna High Slit Velvet Dress
Special Occasion
You'll look smooth and sleek in our lovely Vanna. Captivate every room you walk into!
Fits & Features
- Plunging V Neckline With Halter Top Design
- Open Back I Zipper With Hook & Eye Closure
- Self Tie Belt
- Floor Length Silhouette With Thigh-High Slit
- Velvet-Like Composition I Fully Lined
- Form-Flattering Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0548
Category Name: Maxi Dresses
Price: $21.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eliana Formal Plunging Wrap Dress
Special Occasion
Take the plunge in romantic florals! Eliana features a plunging wrap V neckline, long bishop sleeves with single button cuff and a high waist that leads to a sweeping A-line silhouette. Her all over airy chiffon fabric is semi-sheer and adored with a trendy floral print. She includes a mini skirt length knit lining. Dress offers a relaxed fit with minimal stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0297
Category Name: Maxi Dresses
Price: $25.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bridget Double Slit Dress
Special Occasion
Dream of a romantic getaway in our ravishing Bridget gown! She features a deep V neck and back, a banded waistline, and a pleated bodice. Her high waist flows to a floor-length skirt with an A-line design, a back zipper closure, and two thigh-high slits. She is fully lined with a smooth knit fabric that offers moderate stretch, and she has a tulle overlay that offers a dreamy angelic flow. Complete the look with cascading rhinestone duster earrings and a sleek clutch.
Fit & Features
- Tank shoulder straps
- V neck and back
- Back zipper and hook and eye closure
- High banded waist
- Floor-length skirt, A-line silhouette
- Sheer tulle fabric
- Full knit lining with dual high slits
- Runs true to size
Style Number/Barcode: 05002-0318
Category Name: Maxi Dresses
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plus Crochet In Color Dress
This cute crochet dress is perfect for a day out! It features a V neckline, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining.
Style Number/Barcode: 15102-0018
Category Name: Maxi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chanel Formal Pleated Chiffon Dress
Special OccasionTake the plunge in pretty pleats as you wow in our Chanel dress! She features an all over emerald green hue, a deep V neckline with wide tank-like straps, mini lattice strap accents on each side, an open back and a flowing floor length silhouette. Her all over pleated detailing truly makes her a one of a kind! Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a hidden lower back zipper closure with fish hook clasp.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6084
Category Name: Maxi Dresses
Price: $39.94 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Rainbow Wave Maxi Dress
You love color, so embrace the rainbow! All eyes will be on you in this vibrantly chic maxi dress, which features a multi-hued stripe pattern, spaghetti straps, scoop neck, pockets at either hip, and plenty of stretch. Don't forget to pair it with the matching head wrap!
Style Number/Barcode: 05102-0244
Category Name: Maxi Dresses
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Life's A Beach Mesh Dress
Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print in turquoise, blue, and rust, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.Style Number/Barcode: 05102-0286
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take The Plunge Floral Maxi Dress
Add a hint of island-inspired chic to your wardrobe with this gauzy sleeveless maxi dress. Dress features a deep V at front and back, a shirred banded waist, and an all-over floral print. Dress is composed of a rayon fabric and has plenty of stretch in the waist and moderate stretch throughout the rest.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-4050
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gracie Formal Chiffon Ruched Dress
Special Occasion
Bring the elegance in our timelessly breath taking Gracie dress! She features a sleeveless bodice, a V neckline, adjustable spaghetti straps and a ruched empire waist. Her relaxed fit bodice flows into a sweeping floor length silhouette. She is composed of a fully lined chiffon fabric that offers a relaxed fit with slight stretch. Includes a back zipper closure with a hook and eye 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: 05002-0064
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rowan Floral Chiffon Formal Dress
Special OccasionFloaty and feminine, our diaphanous burgundy Rowan dress is perfect for warm-weather special occasions. She features adjustable spaghetti straps, a V neck and back, crisscross ties at waist, zipper closure, and a gently pleated, semi-lined modified A-line skirt. Chiffon-like fabric is semi sheer from mid-thigh to hem and offers little to no stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0006
Category Name: Maxi Dresses
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Marlena Floral Chiffon Gown
Special OccasionPerfect for parties, weddings, and evenings out, our lovely Marlena gown embodies elegance in navy floral chiffon. She features adjustable spaghetti straps, a draped empire-style bodice with V neckline, a back zip with hook-and-eye closure, and a full A-line wrap skirt with side tie. Marlena is fully lined and made from a semi-sheer woven material with little to no stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0073
Category Name: Maxi Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Braid For Shade Maxi Dress
Elegantly subdued hues and sophisticated cut lend this maxi its easy appeal. Dress features a halter neck with deep V, banded waist with cutout and two rows of braid trim, a braided clasp back, and an A-line skirt with back zip. Dress is partially lined and made from a soft, crepe-like woven material with little to no stretch.Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0181
Category Name: Maxi Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Life's A Beach Mesh Dress
Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.
Style Number/Barcode: 05102-0158
Category Name: Maxi Dresses
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vanessa Formal Chiffon Lattice Dress
Special OccasionCaptivate in our one of a kind Vanessa formal dress! She features a rich navy blue hue, an off the shoulder neckline with chiffon strap accents, a sweetheart bust, padded cups, narrow adjustable straps and princess seams. Her back features a lovely lattice detailing that leads to a lower back zipper closure. 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.
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: 05002-6387
Category Name: Maxi Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Feels Maxi Dress
Get all those floral feels with this beautiful printed maxi dress! It features a sleeveless bodice, spaghetti straps that cross in the back, a square neckline, a high side slit, and a long, fitted maxi length. The black floral printed dress is composed of a soft knit fabric that offers plenty of form hugging stretch.
Style Number/Barcode: 05102-3749
Category Name: Maxi Dresses
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vaughan Chiffon Gown
Special OccasionIntroducing our Vaughan Chiffon Gown! She is a beautiful floor length hunter green dress, her relaxed bodice features a v-neckline, spaghetti straps, and an overlapped cup. Spaghetti straps lead to a self tie closure at the top, a zipper closure below, and a ruffled keyhole cut out. The skirt of the gown meets high waist and has an overlapping effect, the skirt is floor length and flowy. She includes a full body smooth inner lining from cup to floor. She is composed of a chiffon like material that offers a breezy flow.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-0016
Category Name: Maxi Dresses
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Anything But Basic Maxi Dress
This sophisticated, streamlined maxi will more than earn its place in your closet this season. Chic and versatile, it goes pretty much anywhere you do! Dress features a square neckline, all-over rib knit detail, crisscross spaghetti straps, adjustable keyhole tie detail, back cutout, and side slit. Dress is partially lined and made from a soft, densely knit material with moderate stretch.
Style Number/Barcode: 05102-0012
Category Name: Maxi Dresses
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flower Power Chiffon Maxi Dress
Power through the day with gorgeous florals! This navy blue maxi dress features a sleeveless bodice, a V neckline with narrow straps, princess seams and a waistband accent. The back features an unlined floral lace accent with an open lower back. The slim fit bodice leads to a flowing carefree maxi length. The all over navy blue hue is accented with a teal hued floral design. Dress is composed of a slightly sheer chiffon fabric that offers a relaxed fit with minimal stretch. Includes thin knit lining.Model is 5'7" with a 32.5" bust, 22.5" waist and 34.5 hips. She is wearing a size small.
Style Number/Barcode: 05101-0019
Category Name: Maxi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Delena Formal Chiffon Tendril Dress
Special OccasionCreate a twirl worthy moment in our charming Delena dress! She features an all over emerald green hue, a halter neckline with wide neck tie straps, a plunging V neck bust and an open back. Her slim fit bodice leads to a sweeping floor length silhouette accented with dreamy tendril accents and a high slit. She includes a built in bodysuit lining with a thong bottom and snap button closure. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a lower back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05002-6763
Category Name: Maxi Dresses
Price: $30.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plus Helena Formal Sleeveless Chiffon Dress
Special OccasionKeep it simply gorgeous in the effortlessly charming Helena dress! She features a sleeveless bodice, a plunging wrap V neckline and adjustable narrow straps. Her relaxed fit bodice leads to a flowing partially sheer floor length silhouette that is accented with a tie waist belt. She features a gorgeous floral print. Dress is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Includes an additional mini skirt length knit lining and back zipper closure.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15002-0098
Category Name: Maxi Dresses
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plus Galilea Formal High Slit Dress
Special OccasionRaise the bar in our sophisticated Galilea black dress! She features a sleeveless bodice, a plunging V neckline, adjustable narrow straps and floor length silhouette with double high slits. She is composed of a smooth knit fabric that offers a curve flattering fit with plenty of stretch.
Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1XSpecial Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 15002-0102
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plus Fab In Floral Maxi Dress
Keep it fab in florals! The maxi dress features a sleeveless bodice, a square neckline, narrow straps that cross at the back and a maxi length accented with a high side slit. The all over floral print features pink and natural hues that complement the black background. Dress is composed of a smooth knit fabric that offers a curve flattering fit with a moderate stretch.Model is 5'11" with a 38" bust, 37" waist and 48.5" hips. She is wearing a 1X.
Style Number/Barcode: 15102-0036
Category Name: Maxi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free