Maxi Dresses

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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.

  • 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
  • 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
  • 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
  • Free-spirited Floral Beauty Sleeveless Maxi Dress

    Let your natural beauty glow in this pretty maxi dress! The dress features a floral print, V-neckline, spaghetti straps that cross at the back, a lace-up back, and a high side slit. The dress is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with wedges and hoops. 

    Fit & Features

    • Floral print 
    • Sleeveless V-neckline
    • Spaghetti straps, cross at back 
    • Lace-up back 
    • High side slit
    • Maxi length silhouette
    • Chiffon fabric, relaxed fit, runs true to size

    Style Number/Barcode: 05101-0974

    Category Name: Maxi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Button Up In Style Midi Dress

    Button up in a stylish midi dress! The dress features a sleeveless crew neckline, a midi length silhouette, and a mini side slit with multi-button-up closure. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and hoops. 

    Fit & Features

    • Sleeveless crew neckline
    • Mini side slit
    • Button-up closure 
    • Midi length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1151

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style Icon Gauze Cutout Maxi Dress

    Create a stylish moment with a maxi dress that is perf for the season! The dress features a plunging V-neckline, waist cutouts with bar straps, a high side slit, and a maxi silhouette. The dress is composed of a gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges.

    Fit & Features

    • Sleeveless V-neckline
    • Waist cutouts with bar straps
    • Maxi silhouette
    • Gauze knit fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-1314

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Take Me Away Tropical Tie-Dye Maxi Dress

    Get carried away in this laid-back maxi dress! The dress features a tropical tie-dye print, a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a smocked waist, 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 mules. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back 
    • Smocked waist
    • Maxi length silhouette, high side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-0576

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Ribbed Knit Maxi Dress

    Achieve those effortless, casual-chic vibes with this ribbed knit maxi dress. It features a sleeveless scoop neckline, spaghetti straps, and a curve-hugging silhouette with a cute side slit to show some leg. Style this dress with sneakers for every day, or heels for date night.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Form-hugging fit
    • Side slit
    • Lined ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4118

    Category Name: Maxi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off To The Tropics Maxi Dress

    Head off to the tropics in a maxi dress that instantly puts you in vacay mode! The dress features a sleeveless V-neckline, spaghetti straps that cross at the back, a tropical print, and a maxi 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

    • Sleeveless V-neckline
    • Spaghetti straps, cross back 
    • Tropical print
    • Maxi length silhouette 
    • High side slit 
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4104

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Palm Ruched Maxi Dress

    Keep it pretty underneath the palm trees in a maxi dress that will have you vacay-ready! The dress features a sleeveless square neckline, adjustable spaghetti straps, a pretty tropical palm leaf print, a high ruched side slit, and a maxi length silhouette. 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

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Tropical palm leaf print
    • High ruched side slit
    • Maxi length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-0639

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Summer Vibes Maxi Dress

    This adorable maxi dress brings those trendy summer vibes! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, a high waist seam, and a floor-length fitted silhouette with a thigh-high front slit. The brushed knit fabric has a cool all-over tie-dye print. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back lace-up design
    • High waist seam
    • Floor-length fitted silhouette, front slit
    • Brushed knit fabric, moderate stretch, tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-4130

    Category Name: Maxi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marianna High Slit Floral Dress

    Special Occasion 

    Showcase your passion for florals with a formal dress that is perfect for bridal showers and engagement shoots! Marianna features a sleeveless square neckline, spaghetti straps that cross at the back, a floral print, and a high slit with ruffled trim. Complete look with sandals. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross at back 
    • Floral print
    • High slit, ruffled trim
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1374

    Category Name: Maxi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lily Formal High Slit Dress

    Special Occasion 

    Make an elegant impression with a formal dress that brings the sophistication. Lily features a sleeveless square neckline, spaghetti straps, a strappy back design, 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 rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Strappy back design 
    • High side slit
    • A-line silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1346

    Category Name: Maxi Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Girl Summer Crochet Maxi Dress

    Keep it stylish with a crochet maxi dress that is perf for your summer adventures! The dress features a sleeveless V-neckline, a crochet waist, an open back with a crochet lace trim, and a maxi-length silhouette. The dress is composed of a woven fabric that offers a relaxed and flowy fit. Complete look with wedges and butterfly hoops.

    Fit & Features

    • Sleeveless V-neckline
    • Crochet waist
    • Open back, crochet lace trim, tie-back closure
    • Lower back hidden zipper and hook and eye closure
    • Maxi-length silhouette, relaxed fit
    • Lightweight woven fabric, short knit lining
    • Runs true to size

    Style Number/Barcode: 05102-1330

    Category Name: Maxi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Beauty Chiffon Maxi Dress

    Keep it effortless in a maxi dress that is perf for your next brunch or date night! The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, and a maxi-length silhouette. The dress is composed of a partially lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with sandals and rhinestone studs. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back
    • Maxi length silhouette 
    • Partially lined, mini skirt length lining
    • Semi-sheer chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0969

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gretchen Formal Lace-Up Dress

    Special Occasion 

    Lace-up in a formal long dress that brings the wow factor to your evening! Gretchen features a sleeveless square neckline, sleek spaghetti straps, lace-up straps at the back, 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 rhinestone heels and a metal cuff.

    Fit & Features

    • Sleeveless square neckline, padded cups
    • Spaghetti straps
    • Lace-up straps at back
    • High side slit
    • A-line silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-1388

    Category Name: Maxi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Groovy Tie-Dye Maxi Dress

    Keep your summer look groovy and on-trend with this tie-dye maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, a high waist seam, and a floor-length silhouette with a thigh-high side slit. Style this dress with strappy sandals for a laid-back vibe.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • High waist seam
    • Floor-length silhouette, high side slit
    • Relaxed fit
    • Brushed knit fabric, tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-0745

    Category Name: Maxi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Style Cutout Maxi Dress

    Showcase a stunning style this season in this trendy maxi dress. It features a sleeveless V-neckline, spaghetti straps, dual waist cutouts that lead to the back, and a floor-length, curve-hugging silhouette. Pair this sultry dress with hoop earrings and sleek heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Dual waist cutouts that lead to the back
    • Floor-length, form-hugging fit
    • Ribbed cotton fabric
    • Runs true to size

    Style Number/Barcode: 05102-4079

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Heat Maxi Dress

    Bring the heat to your next vacay in this tropical printed maxi dress! It features an off-the-shoulder neckline, a flowy overlay with short sleeves, a high waist, a floor-length silhouette with a relaxed fit, and a thigh-high side slit. The all-over tropical palm leaf print is perf for your summer getaway! Style this dress with strappy sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Flowy overlay with short sleeves
    • High waist
    • Floor-length silhouette, relaxed fit, high side slit
    • Knit fabric, tropical palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0778

    Category Name: Maxi Dresses

    Price: $22.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Glam Tropical Maxi Dress

    Dazzle with an island-inspired look in this maxi dress that brings those vacay vibes! The dress features a sleeveless V-neckline, spaghetti straps, a tropical floral print, a high side slit, and a maxi length silhouette. Complete look with wedges and a floppy hat. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Tropical floral print
    • High side slit
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0318

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Captivating Mesh Maxi Dress

    Keep it chic and captivating with a mesh dress that wows! The dress features a sleeveless square neckline, adjustable spaghetti straps, a ruched drawstring at the hem, a high side slit, and a mini length lining with a sheer mesh maxi-length hem. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps 
    • Ruched drawstring at the hem 
    • High side slit
    • Mini length lining, maxi-length hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-0594

    Category Name: Maxi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic High-Slit Basic Maxi Dress

    Basic yet oh-so-chic, this sleeveless maxi dress will be your new go-to. It features a crew neckline, tank shoulder straps, a sultry thigh-high side slit, and a floor-length fitted silhouette. Style this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Thigh-high side slit
    • Floor-length fitted silhouette
    • Ribbed cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4090

    Category Name: Maxi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Vibes Sleeveless Maxi Dress

    Bring on the effortless vibes this season with this pretty maxi dress! It features a sleeveless square neckline, spaghetti straps, side pockets, and a flowy silhouette with an asymmetrical hem. Cinch the dress with a belt and style it with mules for an adorable look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side pockets
    • Flowy, relaxed fit
    • Asymmetrical hem
    • Smooth knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4171

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Jetsetter Tropical Print Maxi Dress

    Nail your vacay-bound look with a maxi dress that brings those tropical vibes! The dress features a sleeveless V-neckline, spaghetti straps that cross at the back, a high side slit, and a tropical palm leaf print. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges and sunglasses. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back 
    • High side slit
    • Tropical palm leaf print
    • Maxi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    Style Number/Barcode: 05102-0542

    Category Name: Maxi Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale