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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Dreamy Maxi Dresses for Every Spring & Summer Occasion

Step into effortless elegance with Windsor’s collection of maxi dresses, designed for everything from breezy daytime outings to glamorous evening events. Whether you're searching for a flowy sundress, a chic formal gown, or a casual floor-length dress, these styles bring a perfect balance of comfort and sophistication.

For a relaxed yet stylish look, explore casual long dresses with high slits, airy sheer layers, or delicate sleeves. Lightweight fabrics like chiffon, satin, and jersey ensure a flattering fit, whether you're strolling along the beach or heading to brunch. Midaxi dresses offer a trendy in-between length, ideal for creating a polished yet laid-back ensemble. For a picture-perfect look, check out how to style a maxi dress for Insta-worthy outfits on the Windsor fashion blog!

Attending a wedding or special occasion? Make an entrance in a full-length formal maxi dress featuring luxe fabrics, romantic ruffles, or curve-hugging silhouettes. Opt for sleek satin designs with waist-defining details or flowy gowns with elegant sheer accents. Bump-friendly styles provide comfort without compromising on style, making them perfect for maternity shoots or baby showers.

No matter the event, Windsor’s collection of maxi dresses offers styles that move with you, whether you prefer a boho-inspired look, a sultry cutout design, or a timeless wrap silhouette. Find your perfect maxi-length dress and embrace the beauty of effortless styling this season. Shop online, in-app, or visit a Windsor store to find your next go-to maxi dress!

Can I Wear Maxi Dresses Year-Round?

Absolutely! Maxi dresses are a versatile style that you can wear in any season. The key is how you style them. In warmer months, breezy maxi sundresses make the perfect go-to outfit—you can effortlessly transition from a poolside lunch to an evening dinner by swapping sandals for heeled mules and adding statement jewelry.

For cooler or transitional weather, layering is essential. Pair your maxi dress with a tie-front crop top or a short-sleeve graphic tee for a trendy, laid-back look. When temperatures drop, opt for a cozy knot-back sweater, leggings or tights, and knee-high boots with either a low or high heel, depending on your style. Floral prints and solid-colored maxis easily transition across seasons, making them a must-have piece in your wardrobe.

What Is the Difference Between a Midi and a Maxi Dress?

The main difference between midi and maxi dresses is their length. Midi dresses, also known as mid-length dresses, fall below the knee and above the ankle, creating a chic, in-between silhouette. Maxi dresses, on the other hand, are full-length styles that typically graze the floor, with the exception of designs featuring high slits for added movement.

Both styles work beautifully for a variety of occasions, from casual outings to formal events like weddings, parties, dates, and graduations. Whether you prefer the elegance of a flowing maxi or the playful charm of a midi, these dresses offer endless styling possibilities.

  • 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
  • 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
  • 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
  • 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
  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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

  • 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