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.

  • 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

  • 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

  • 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
  • Vacay Vibes Crochet Knit Maxi Dress

    Channel those vacay vibes with a maxi dress that brings those resort vibes! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a lower back keyhole with tie-back straps, and a maxi length silhouette. The dress is composed of a lined gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Lower back keyhole with tie-back straps
    • Maxi length silhouette
    • Lined gauze knit fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05102-0297

    Category Name: Maxi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Take Me Back Tropical Maxi Dress

    Get taken back to that dream vacay with a fab maxi dress! The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a tropical print, an open back, a smocked waist, and a flowy maxi length silhouette. Complete with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross at back 
    • Tropical print
    • Open back 
    • Smocked waist
    • Maxi length silhouette
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-0572

    Category Name: Maxi Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Petal Perfection Maxi Dress

    Showcase your beauty in this perfect floral maxi dress. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back design, ruched detailing, and a flowy floor-length silhouette with a thigh-high side slit. The floral printed sheer mesh fabric includes a short lining. Style this dress with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • Ruching
    • Flowy floor-length silhouette
    • High side slit
    • Floral printed sheer mesh fabric, short lining
    • Runs true to size

    Style Number/Barcode: 05101-0968

    Category Name: Maxi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Londyn Formal High Slit Convertible Dress

    Special Occasion 

    Showcase your unique style with a convertible formal dress that allows you to show off multiple styles! Londyn features a large slit at the bodice that allows you to create a one-shoulder neckline, boat neckline, halter neck, or an off-the-shoulder neckline. The slim-fit bodice leads to a curve-hugging A-line 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 the look with heels and a clutch.

    Fit & Features

    • Large slit at the bodice
    • Multiple ways to wear neckline
    • A-line silhouette 
    • High side slit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1301

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Into Florals Maxi Dress

    Spring into the season with a maxi dress that ushers in the romance. The dress features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, a floral print, 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

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross back 
    • Floral print 
    • A-line silhouette, mini skirt length lining
    • Floral print
    • Lined chiffon fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-0979

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Dreamy Vacay Vibes Maxi Dress

    Bring the dreamy vacay vibes to your next getaway in this gorgeous maxi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a high waist, and a flowy floor-length silhouette with a chic front slit. The mesh fabric has a tropical floral print, making the maxi dress a perf pick for summer. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • High waist
    • Flowy floor-length silhouette, front slit
    • Mesh fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-0523

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Beauty Lace-Up Wrap Dress

    Mesmerize with a wrap dress that showcases your best angles! The dress features a sleeveless scoop neckline, spaghetti straps, a lace-up back, a high slit, and a wrap silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit, Complete look with mules

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Lace-up back 
    • High slit
    • Wrap silhouette
    • Knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0586

    Category Name: Maxi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Essential High Slit Ribbed Knit Maxi Dress

    Create a chic moment with a maxi dress that brings the chic details! The dress features a crew neckline, short sleeves, dual side cutouts, and a maxi silhouette accented with a high side slit. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with sneakers for a casual vibe.

    Fit & Features

    • Crew neckline
    • Short sleeves 
    • Dual side cutouts
    • Maxi length silhouette
    • High side slit
    • Ribbed knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-1420

    Category Name: Maxi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Greta Formal High Slit Chiffon Dress

    Special Occasion 

    Grace them all with a gorgeous dress that mesmerizes with each twirl! Greta features V-neck and back, vertical princess seams, sheer short flutter chiffon sleeves, and a flowy A-line silhouette with a high slit. Greta is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with heels and a shoulder bag.

    Fit & Features

    • V-neck and back
    • Vertical princess seams
    • Back zipper and hook and eye closure
    • Sheer short flutter sleeves
    • A-line silhouette
    • Lined chiffon fabric, relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05002-1463

    Category Name: Maxi Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alluring Tropical Floral Maxi Dress

    Create a stylish and alluring look for your next vacay in this gorgeous maxi dress! It features a sleeveless V-neckline, spaghetti straps that lead to a lace-up back design, a high waist, a floor-length hem with a chic side slit, and a flowy, relaxed fit. The knit fabric has an all-over tropical floral print, making this dress a perf pick for summer. Complete the outfit with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up back design
    • High waist
    • Floor-length hem, side slit, relaxed fit
    • Knit fabric, tropical floral print
    • Runs true to size

    Style Number/Barcode: 05102-0195

    Category Name: Maxi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Appeal High Slit Maxi Dress

    Create major appeal with a maxi dress that wows from all your best angles! The dress features a sleeveless V-neckline, spaghetti straps, and a maxi length silhouette accented 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 heels.

    Fit & Features 

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

    Style Number/Barcode: 05101-0525

    Category Name: Maxi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Eleanor Formal High Slit Floral Satin Dress

    Special Occasion

    Bring the romance with a floral dress that creates an enchanting moment. Eleanor features a sleeveless V-neckline, spaghetti straps, floral lace back with a lower back keyhole, hidden side pockets, a floral print, a high side slit, and an A-line silhouette. The dress is composed of a lined satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Floral lace back, lower back keyhole
    • Hidden side pockets
    • Floral print
    • High side slit, A-line silhouette
    • Satin fabric, form-hugging fit, runs true to size

     

    Style Number/Barcode: 05002-0528

    Category Name: Maxi Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Florals Crochet Waist Maxi Dress

    Impress with florals in a maxi dress that takes you to paradise! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a crochet waist, a floral print, a high side slit, and a maxi length silhouette. The dress is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Crochet waist
    • Floral print
    • High side slit
    • Maxi length silhouette 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-0196

    Category Name: Maxi Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Go With The Flow Maxi Dress

    Go with the flow of this gorgeous maxi dress! It features a sleeveless deep V-neckline with a lined crochet lace top, adjustable spaghetti straps, a tie-back detail with a lower back cutout, and a flowy, floor-length skirt with pleated detailing and a relaxed fit. Style this dress with new earrings and strappy sandals for your summer vacay.

    Fit & Features

    • Sleeveless deep V-neckline
    • Lined crochet lace top
    • Adjustable spaghetti straps
    • Tie-back detail, lower back cutout
    • Floor-length skirt, pleated detailing
    • Relaxed fit
    • Gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-0295

    Category Name: Maxi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Gorgeous Getaway Maxi Dress

    This stunning printed maxi dress will have you looking absolutely gorgeous for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, a flowy, floor-length silhouette, and a sultry thigh-high side slit. The knit fabric has an all-over tropical palm leaf print, making the dress a perf option for a summer vacay. Style it with wedges and a chic pair of sunglasses.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floor-length silhouette, high side slit
    • Relaxed fit
    • Knit fabric, palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0654

    Category Name: Maxi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Beauty Tropical Maxi Dress

    Showcase your stunning beauty in this tropical maxi dress on your next weekend getaway! It features a sleeveless V neckline, spaghetti straps that lead to an open back with a strappy design, a high waist, and a floor-length hem with a relaxed fit. The knit fabric has an all-over palm leaf print to bring the vacay vibes. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V neckline
    • Spaghetti straps
    • Open back, strappy design
    • High waist
    • Floor-length hem, relaxed fit
    • Knit fabric, palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-0525

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pop Of Floral Mesh Maxi Dress

    Add a pop of floral to your summer look with this gorgeous maxi dress. It features a sleeveless wrap-front V neckline, spaghetti straps, a cross-back design with a tie closure, a fitted high waist, and a floor-length skirt with dual front slits and a flowy silhouette. This dress is perfect for attending a summer wedding styled with basic heels and stud earrings.

    Fit & Features

    • Wrap-front V neckline
    • Spaghetti straps
    • Cross-back design, tie closure
    • Fitted high waist
    • Floor-length skirt, dual front slits, flowy silhouette
    • Floral printed sheer mesh fabric, short lining
    • Runs true to size

    Style Number/Barcode: 05101-0544

    Category Name: Maxi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aviva Formal A-Line High Slit Dress

    Special Occasion 

    Make a twirl-worthy entrance in a formal dress that captivates from the moment you enter the room! Aviva features a sleeveless sweetheart neckline, a lace-up front, adjustable spaghetti straps, and a flowy A-line silhouette with a high slit in the lining. Complete outfit with rhinestone heels and a satin clutch

    Fit & Features

    • Sleeveless sweetheart neckline, no-slip strip, padded cups
    • Lace-up front 
    • Adjustable spaghetti straps
    • A-line silhouette
    • High slit in the lining
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1231

    Category Name: Maxi Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

  • Forever Gorgeous Floral Chiffon Maxi Dress

    Get a forever gorgeous look in this floral chiffon maxi dress. It features a sleeveless deep V neckline, spaghetti straps that lead to a sheer lace back with a zipper closure, a lower back cutout, a high waist, and a floor-sweeping skirt with a flowy silhouette. Style this floral dress with cascading earrings and cute wedges.

    Fit & Features

    • V neckline
    • Spaghetti straps
    • Sheer lace back, zipper closure
    • Lower back cutout
    • High waist, floor-length skirt
    • Flowy silhouette
    • Floral chiffon fabric
    • Runs true to size

    Style Number/Barcode: 05101-0593

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock