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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Meara Formal Cutout Crepe Dress
Special Occasion
Dare to go bold with a formal dress that shows off a hint of skin in all the right places. Meara features a sleeveless V-neckline with a notched bodice, spaghetti straps, dual cutouts at the waist, and a high side slit. 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 rhinestone headband.
Fit & Features
- Sleeveless V-neckline, notched bodice
- Spaghetti straps
- Dual cutouts at the waist
- High side slit
- Lined crepe fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05002-1753
Category Name: Maxi Dresses
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Irene Sequin Floor-Length Formal Dress
Special Occasion
Dazzle the night away in this enchanting floor-length dress! Irene is designed with shimmering iridescent sequin details, a low-cut back with crisscross straps, and a plunging neckline. Keep your look glam with a sparkling evening bag and matching earrings.
Fit & Features
- Plunging neckline
- Thin spaghetti straps
- Low-cut back with crisscross straps
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05002-1679
Category Name: Maxi Dresses
Price: $14.97 $84.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh-So-Fab Tie-Dye Maxi Dress
Keep your look trendy and fab in this curve-hugging tie-dye maxi dress. It features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, a flattering high waist seam, and a form-fitting maxi-length silhouette with a sultry thigh-high side slit. Complete the outfit with clear heels.
Fit & Features
- Sleeveless asymmetrical one-shoulder neckline
- Single spaghetti strap
- High waist seam
- Maxi-length silhouette, form-hugging fit
- High side slit, ruched detailing
- Knit fabric, tie-dye print
- Runs true to size
Style Number/Barcode: 05102-4277
Category Name: Maxi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Quinn Formal Floral Ruffled A-Line Dress
Special Occasion
Make a sweet impression with a formal dress that brings gorgeous details to your special event! The dress features a floral print, a sleeveless V-neckline with a ruffled trim, adjustable spaghetti straps that lead to a cross-back design, tiered ruffles, and 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 wedges to have yourself bridal shower ready!
Fit & Features
- Floral print
- Sleeveless V-neckline, ruffled trim
- Adjustable spaghetti straps, cross-back
- Tiered ruffles
- A-line silhouette
- Lined chiffon fabric, mini skirt length knit lining
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05002-1523
Category Name: Maxi Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Born to Be Bold Lace Leopard Maxi Dress
This curve-hugging maxi brings the heat with sultry lace, sheer mesh, and sky-high slits—made for nights when playing it safe isn't on the mood board!
Fit & Features
- Leopard print, mesh fabric, stretchy knit lining
- Lace sweetheart neckline, lace bust, lace shoulder straps
- High side slits
- Form-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05102-000265
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: S
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Tropical Dream Asymmetrical Maxi Dress
Live out a tropical dream with a maxi dress that will have you totally vacay ready! The dress features a tropical floral print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, ruching at the side, and a maxi length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals.
Fit & Features
- Tropical floral print
- Sleeveless V-neckline
- Adjustable spaghetti straps, cross at back
- Ruching
- Maxi length silhouette
- Smooth knit fabric, form-hugging fit
- Moderate stretch
Style Number/Barcode: 05101-1200
Category Name: Maxi Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Aubrey Floral Mesh A-Line Dress
Special Occasion
Enchant them all with your stunning beauty in the Aubrey formal dress! She features a sleeveless deep V-neckline, adjustable spaghetti straps that lead to a cross-back design, a high waistband, and a flowy, floor-length A-line silhouette. The sheer mesh fabric has a gorgeous all-over floral print and includes a knit lining with dual high front slits. Style this dress with strappy heels.
Fit & Features
- Sleeveless deep V-neckline
- Adjustable spaghetti straps
- Open back, cross-back design
- Back zipper and hook and eye closure
- High waistband, floor-length A-line silhouette
- Sheer mesh fabric, floral print, knit lining with dual front slits
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05002-1444
Category Name: Maxi Dresses
Price: $19.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Glam Ribbed Knit Maxi Dress
Keep it casually glam with a maxi dress that is perf to dress up or down for brunch! The dress features a sleeveless V-neckline, a cute tie-front, adjustable spaghetti straps, a button-down front, and a maxi-length silhouette accented with a high center slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and a floppy hat.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, tie-front
- Button-down front
- Maxi-length silhouette, high center slit
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1347
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Boho Vibes Maxi Dress
Bring on the stunning boho vibes with this effortlessly chic maxi dress. It features a sleeveless V-neckline, spaghetti straps, a tie-front bust with a sexy waist cutout, and a curve-hugging floor-length silhouette with a sultry thigh-high side slit. Style this dress with trendy earrings and cute mules.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Tie-front bust, waist cutout
- Floor-length, form-hugging fit
- High side slit
- Knit fabric, paisley print
- Runs true to size
Style Number/Barcode: 05102-4159
Category Name: Maxi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Sunsets Maxi Dress
Your dream vacation is calling! Pack this stunning tropical floral printed maxi dress for a gorgeous look. It features an off-the-shoulder square neckline, a fitted smocked bodice, short ruffled sleeves, a tie-front accent to highlight the waist, and a flowy, floor-length silhouette with a wrap-front design. Style this dress with sleek hoop earrings and strappy sandals.
Fit & Features
- Off-the-shoulder square neckline
- Fitted smocked bodice
- Short ruffled sleeves
- Tie-front detail
- Flowy, floor-length silhouette, wrap-front design
- Woven fabric, tropical floral print
- Runs true to size
Style Number/Barcode: 05102-4068
Category Name: Maxi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Eyes On Me Floral Eyelet Maxi Dress
Draw all eyes on you in this bold maxi dress! The dress features a vibrant floral print, an eyelet pattern, a sleeveless V-neckline, spaghetti straps, dual waist cutouts, and a maxi-length silhouette with a flared hem. The dress is composed of a lightweight woven fabric that offers a form hugging fit with minimal stretch. Includes a mini skirt-length knit lining. Complete look with sandals and hoops.
Fit & Features
- Floral print
- Sleeveless V-neckline, spaghetti straps
- Dual waist cutouts
- Eyelets
- Maxi length silhouette
- Lightweight woven fabric, mini skirt knit lining
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 05102-4123
Category Name: Maxi Dresses
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Carefree Bohemian Chic Cutout Maxi Dress
Channel a carefree vibe with a maxi dress that is so bohemian chic! The dress features a bohemian print, a sleeveless V-neckline, spaghetti straps, dual cutouts at the waist, and a maxi-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit. Complete look with sandals and tassel earrings.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Dual cutouts at the waist
- Knit fabric, bohemian print
- Maxi-length silhouette
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4063
Category Name: Maxi Dresses
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glow Goddess Strappy Back Metallic Knit Maxi Dress
Achieve a glowing radiance in this metallic knit maxi dress for vacation or sunset cocktails! Featuring a seductive plunge cowl halter neckline and a form-hugging silhouette, this dress accentuates your curves with effortless elegance while the back slit offers easy movement.
Fit & Features
- Metallic knit fabric, knit lining, moderate stretch
- Plunge cowl halter neckline
- Adjustable strappy open back
- Form-hugging silhouette
- Back slit, maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000126
Category Name: Maxi Dresses
Price: $44.90
Availability: In Stock
Available Color: GOLD
Available Size: XS, S, M, L
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Tropical Dream Lace-Up Maxi Dress
Get carried away in this tropical maxi dress that will have you ready for that cabana life! The dress features a tropical floral print, a sleeveless V-neckline, a double row of spaghetti straps that cross at the back, a lace-up back, and a maxi-length silhouette with a high side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops.
Fit & Features
- Tropical floral print
- Sleeveless V-neckline
- Double-row of spaghetti straps, cross at back
- Lace-up back
- High side slit
- Maxi length silhouette
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-2104
Category Name: Maxi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Raise The Stakes High Slit Cutout Dress
Raise the stakes in a bold maxi dress that dares to stun! The dress features a sleeveless halter neck with a racer bust, a sexy cutout at the midriff, ruching at the waist, and a high-side slit. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with hoops.
Fit & Features
- Halter neck with racer bust
- Cutout at the midriff
- Ruching at waist
- High side slit
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4108
Category Name: Maxi Dresses
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Go With The Flow Smocked Maxi Dress
Go with the flow in a casual maxi dress that keeps your look effortlessly chic! The dress features a sleeveless square neckline, a smocked bodice, halter neck ties, a triple-row bar strap design, and a flowy maxi length silhouette. The dress is composed of a lined gauze fabric that offers a relaxed fit with slight stretch. Complete look with wedges and a floppy hat.
Fit & Features
- Sleeveless square neckline
- Smocked bodice
- Halter neck ties
- Triple-row bar strap
- Maxi length silhouette
- Lined gauze knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 05102-1362
Category Name: Maxi Dresses
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Crochet Cutie Linen Maxi Dress
Keep it cute in a crochet maxi dress! The dress features a sleeveless V-neckline, a lined floral lace bodice, adjustable spaghetti straps, an unlined crochet waist, and a flowy maxi-length silhouette. The dress is composed of a linen fabric that offers a relaxed fit with minimal stretch. Complete look with wedges and hoops.
Fit & Features
- Sleeveless V-neckline
- Lined floral lace bodice
- Adjustable spaghetti straps
- Unlined crochet waist
- Maxi length silhouette
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-4184
Category Name: Maxi Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Chic Smocked Maxi Dress
Capture those effortlessly chic vibes in this maxi dress! The dress features a square neckline, short sleeves, and a smocked bodice. The maxi length silhouette features a button-down center and a mini skirt length lining. The dress is composed of a smocked knit fabric and lightweight woven fabric that offers a form hugging fit with a moderate stretch. Complete look with wedges and a floppy hat.
Fit & Features
- Square neckline, short sleeves
- Smocked bodice
- Button-down center
- Maxi length silhouette
- Mini skirt length knit lining
- Smocked knit, lightweight woven fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4113
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sheer Appeal High Slit Halter Dress
Bring some serious sheer appeal with a maxi dress that wows! The dress features a halter neck with a plunging keyhole, halter neck tie, and a maxi-length silhouette with a high side slit. The dress is composed of a sheer mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and a chic updo.
Fit & Features
- Halter neck
- Plunging keyhole
- Halter neck tie
- Maxi length silhouette
- High side slit
- Mesh fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-1203
Category Name: Maxi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Summer Vibes Maxi Dress
Get those chic sultry vibes this summer in this stunning maxi dress. It features a sleeveless V-neckline, spaghetti straps, dual waist cutouts, a floor-length, fitted silhouette, and an all-over tropical floral print. Style this dress with sleek hoop earrings and strappy sandals.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Dual waist cutouts
- Floor-length, form-hugging silhouette
- Knit fabric
- Tropical floral print
- Runs true to size
Style Number/Barcode: 05102-4112
Category Name: Maxi Dresses
Price: $6.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Amalfi Coast Plunge Neck Mermaid Floral Maxi Dress
Enjoy a sunset dinner and drinks in this floral maxi dress along the Amalfi Coast! With sultry details and a mermaid silhouette that flaunts your curves, this dress will turn heads.
Fit & Features
- Floral print, mesh fabric lined with stretchy knit
- Plunge halter cowl neckline, tie closure
- Mermaid silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000302
Category Name: Maxi Dresses
Price: $49.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L, XL
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Lookin' Fab Floral Maxi Dress
Style up this adorable floral maxi dress for a fab summertime look! It features a sleeveless V-neckline, adjustable spaghetti straps, front ruched detailing, a fitted bodice leading to a flowy silhouette, and a high front slit. Complete the look with chic mules.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, back zipper closure
- Front ruching
- Fitted bodice leading to a flowy silhouette
- High front slit
- Chiffon fabric, ditsy floral print
- Runs true to size
Style Number/Barcode: 05101-1117
Category Name: Maxi Dresses
Price: $20.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fiercely Stylish Lace-Up Leopard Maxi Dress
Keep it fiercely stylish with a maxi dress that is part bold, part glam! The dress features a leopard print, a sleeveless square neckline with racer bust, spaghetti straps, lace-up straps at back, and a flowy A-Line silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with sandals and metal bangles.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Lace-up back
- A-line silhouette
- Leopard print
- Lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05102-1195
Category Name: Maxi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Desire Ruffled Maxi Dress
Get that desired charming look with a maxi dress! The dress features a sleeveless sweetheart neckline, tie shoulder straps, a floral print, and a maxi-length silhouette with tiered ruffles. The dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with mules.
Fit & Features
- Sleeveless sweetheart neckline
- Tie shoulder straps
- Tiered ruffles
- Floral print
- Maxi length silhouette
- Lined chiffon fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 05101-1040
Category Name: Maxi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale