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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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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Beauty So Bold Floral Mesh Maxi Dress
Stroll like a bold beauty in this floral mesh maxi dress for any occasion! Its strapless design and curve-hugging fit accentuate your natural beauty, while the flowing maxi hem adds elegant movement.
Fit & Features
- Bold floral print, mesh fabric, stretchy knit lining
- Strapless neckline
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000058
Category Name: Maxi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, L
Product Badge:- Sale
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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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Sasha Formal High Slit Wrap Dress
Special Occasion
Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces.
Fit & Features
- Crepe fabric, moderate stretch
- Asymmetrical wrap V-neckline
- Adjustable spaghetti straps
- Ruched detailing, slim-fit bodice
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High front slit, floor-length wrap silhouette
- Runs true to size
Where to Wear:
Prom, black-tie weddings, and formal parties.
Style Number/Barcode: 05002-6236
Category Name: Maxi Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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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
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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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Iris One-Shoulder Crepe Dress
Special Occasion
The lovely Iris long formal dress will set the tone for elegance! Captivate any room you walk into! She features a one-shoulder strap design, a padded bust for support, and a curve-hugging wrap skirt with a sexy high slit. The floor-length silhouette elongates your figure on crepe fabric with a moderate stretch. Complete your stunning look in this long dress with dangly earrings and statement heels.
Fit & Features
- Sleeveless bodice, one-shoulder strap
- Built-in padded bust, no bra required
- Floor-length silhouette, curve-hugging wrap skirt
- High-cut slit
- Slip-on/off styling
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1799
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free