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.

  • What's Up Buttercup Maxi Dress
    You're lookin' like a ray of sunshine in this mustard yellow maxi dress! It has an off the shoulder neckline with draped ruffle sleeves, a high waist seam with a tie belt and back cut out, and a flowy, floor-length wrap skirt that creates a high leg slit. Dress is composed of a gauze fabric. Includes exposed back zipper closures and a short knit lining. 

    Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-8658

    Category Name: Maxi Dresses

    Price: $10.00 $52.90

    On Sale: Yes

    Availability: Out of Stock

  • Passionate About Florals Maxi Dress
    Show your passion for pretty florals in this captivating maxi dress! It features a navy blue hued smocked bodice with a sweetheart neckline and leads to a sweeping maxi length silhouette. The skirt features a head turning floral print with coral and blue hues that contrast with the ivory hued background. Dress is composed of a combination smock and chiffon knit fabric that offers a relaxed fit. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8178

    Category Name: Maxi Dresses

    Price: $10.00 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Leanna My Sunshine Floral Dress
    Special Occasion

    Leanna simply radiates and you'll be the light at your next special occasion! She features a plunging neckline, adjustable narrow straps that create an X back, pleating in the bodice, and a high waist band. Skirt has a flowy, A-line silhouette for an ethereal and romantic look. Leanna has a knit short skirt lining and is comopsed of a semi-sheer floral chiffon fabric with no stretch. She includes an exposed back zipper 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: 05002-6769

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Blair One Shoulder Cut Out Dress
    Special Occasion 

    Stand out in our statement making Blair dress! She features a chic black hue, a one shoulder neckline, a sexy waist cut out to create a cropped illusion and a curve hugging floor length silhouette that is accented with a high side slit and ruching. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Includes a mini skirt length knit lining.

    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: 05002-6749

    Category Name: Maxi Dresses

    Price: $29.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tami Formal Wrap Chiffon Dress
    Special Occasion 

    Wrap yourself in elegance as you make an entrance in our captivating Tami dress! She features a hunter hue, a plunging wrap V neckline with pleated detailing, a double row of narrow straps and a narrow tie waist belt. Her slim fit bodice leads to a sweeping floor length A-line silhouette accented with a high slit. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6643

    Category Name: Maxi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

  • Mary Formal High Low Chiffon Dress
    Special Occasion 

    Create a twirl worthy moment in our gorgeous Mary navy dress! She features a sleeveless bodice, a wrap V neckline and adjustable narrow straps. Her slim fit bodice leads to a sweeping high-low silhouette. She brings the romance with her all over floral print. Dress is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Includes a mini skirt length knit lining.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6546

    Category Name: Maxi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Val Formal Wrap Chiffon Dress
    Special Occasion 

    Wrap yourself in elegance as you make a breath taking entrance in our unforgettable Val dress! She features a light blue color, a plunging V neckline with pleating details, padded cups and narrow shoulder straps. Her slim fit bodice leads to wrapped A-line floor length skirt. Dress is composed of a lined chiffon fabric that offers a form hugging fit with a minimal stretch.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6543

    Category Name: Maxi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Julissa Formal Sleeveless Chiffon Dress
    Special Occasion 

    Sweep them off their feet in the breathtaking Julissa pink dress! She features a sleeveless bodice, a wired V neckline, narrow adjustable straps and a pleated fan design. Her slim fit bodice leads to an elongating floor length silhouette. Dress is composed of a slightly sheer lined chiffon fabric that offers a relaxed fit with minimal stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6493

    Category Name: Maxi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

  • Julia Formal Chiffon Lace Up Dress
    Special Occasion 

    Lace up in sophisticated chiffon as you grace them all in our Julia dress! She features a ravishing burgundy color, a plunging V neckline with unlined mesh inset, halter neck straps, padded cups and a pleating detailing throughout the bodice. Her open back features vertical strap accents, a built in no slip strip and a lattice back. 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. includes a hidden back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6434

    Category Name: Maxi Dresses

    Price: $19.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serenity Formal Lace And Chiffon Dress
    Special Occasion 

    Stun in airy lace as you make a sweet entrance in our Serenity dress! She features a charming blush pink color, a sleeveless lace bodice, a wrap V neckline with a scalloped lace trim, padded cups and narrow straps that lead to a racer back. Her slim fit bodice is accented with a cinching tie waist belt and leads to a sweeping wrapped A-Line silhouette. Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch.

    Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size three.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6422

    Category Name: Maxi Dresses

    Price: $32.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

  • Rosalie Formal Floral Chiffon Dress
    Special Occasion 

    Charm in florals as you make a captivating entrance in our Rosalie dress! She features a light blue hue, a sweetheart neckline with a pleated bodice, a no slip strip, padded cups and a floor length silhouette that is accented with a high side slit. Her all over lined chiffon fabric is adorned with a pink hued floral print. Dress offers a form hugging fit with a 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: 05002-6393

    Category Name: Maxi Dresses

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gabriela Formal Sequin Glam Dress
    Special Occasion 

    All that glitters is glam in our Gabriela silver dress! She features a sleeveless bodice, a plunging V neckline, adjustable narrow straps and princess seams. Her slim fit bodice leads to a curve hugging floor length silhouette with a flared hemline. She is composed of a lined mesh fabric adorned with gleaming sequins. Gabriela offers a moderate stretch and includes a back zipper closure with a fish hook clasp.

    Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6286

    Category Name: Maxi Dresses

    Price: $19.97 $72.90

    On Sale: Yes

    Availability: Out of Stock

  • Marissa Formal Plunging Sequin Dress
    Special Occasion 

    Spark up the night in sequins! Our Marissa dress features an all over natural hue, a sleeveless bodice, a plunging V neckline, adjustable narrow straps that lead to a cross back design and an elastic lower back detail. Her relaxed fit bodice leads to a narrow elastic waist and a sweeping floor length silhouette. Marissa is composed of a lined mesh fabric adorned with dangling iridescent sequins. Dress offers a relaxed fit with a moderate stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6264

    Category Name: Maxi Dresses

    Price: $25.94 $69.90

    On Sale: Yes

    Availability: Out of Stock

  • Rosemary Formal Chiffon Rainbow Dress
    Special Occasion 

    Radiate in a burst of colors as you charm in our Rosemary dress! She features an all over multicolored hue, a sleeveless bodice, a plunging V neckline, a pleated bodice and adjustable narrow straps that lead to a cross back design. Her waistband makes her a true one of a kind that comes in either a blue, yellow or pink hue! Her slim fit bodice flows into a sweeping floor length silhouette. She is composed of an airy slightly sheer chiffon fabric that offers a relaxed fit with minimal stretch. Includes a smooth knit lining and a lower back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6262

    Category Name: Maxi Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

  • Kassidy Formal Chiffon Dress
    Special Occasion 

    Mesmerize and capture their attention in our enchanting Kassidy dress! She features an all over rich royal blue hue, a sleeveless bodice, a V neckline, padded cups, princess seams and adjustable narrow straps that lead to a cross back design. Her slim fit bodice leads to a sweeping floor length silhouette that is accented with a high side slit that reveals a satin-like lining. Dress is composed a lined textured chiffon fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6201

    Category Name: Maxi Dresses

    Price: $26.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

  • Caris Formal Sleeveless Wrap Dress
    Special Occasion 

    Wrap yourself in elegance as you wow in the timelessly classic Caris dress! She features a hunter green hue, a sleeveless bodice, a plunging V neckline, narrow shoulder straps, a ruched side seam and an asymmetrical floor length wrap skirt. Dress is composed of crepe fabric that offers a form hugging fit with a moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0019

    Category Name: Maxi Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Brittany Formal Ruched Gown
    Special Occasion

    Party in of-the-moment pastels with this pretty pink gown. Dress features a V neckline, spaghetti straps, ruched front drape, and dramatic side slit. Dress slips on, is lined, and made from a soft , moderately stretchy material. 

    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: 05002-0003

    Category Name: Maxi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Britt Wrap Formal Floral Dress

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-5552

    Category Name: Maxi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Blooms Floral Mesh Halter Maxi Dress

    Showcase your beauty in this lined mesh maxi dress accented with a large floral print for a pretty vibe. It features a sleeveless cowl neckline, halter tie-back spaghetti straps with beaded detailing, an open back with lower tie-back straps, and a maxi-length hem with a form-hugging fit to highlight your curves.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Large floral print pattern
    • Cowl neckline
    • Halter tie-back spaghetti straps, beaded details
    • Open back, lower tie-back spaghetti straps, beaded details
    • Maxi-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5988

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Ravishing Florals High-Slit Ruched Maxi Dress

    Usher in romance in a maxi dress that features a sleeveless square neckline with spaghetti straps, an abstract floral pattern, ruching throughout to enhance curves, and a high side slit. Complete the look with block heels that will have you ready for your next brunch date!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless square neckline
    • Spaghetti straps
    • Abstract floral pattern
    • Ruching
    • High side slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3859

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M

  • Radiant Blooms Floral Halter Maxi Dress

    The maxi dress features a sleeveless halter neckline with halter neck ties, a large floral print, and a maxi-length hem. Complete the outfit with door knocker hoops for the perfect date outfit.

    Fit & Features

    • Lined smooth knit and mesh fabrication
    • Sleeveless halter neckline
    • Halter neck ties
    • Floral print
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3712

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • Chic Breezes Halter Boho Satin Maxi Dress

    Enter the room in this chic boho satin maxi dress to make a bold impression! The sleeveless dress boasts a halter neckline and a flowy silhouette adorned with a high front slit. Style with stiletto heels.

    Fit & Features

    • Boho print, satin woven fabric. sewn-in woven lining
    • Halter neckline
    • Spaghetti strap
    • Flowy silhouette
    • High front slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5865

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Floral Passion Sleeveless Lace-Up Maxi Dress

    The maxi dress features a sleeveless square neckline supported with additional built-in flexible boning, an abstract floral pattern, a lace-up back design, and a bold high-side slit. Complete the look with stiletto heels for the perfect date night outfit. 

    Fit & Features

    • Mesh fabric, sewn-in knit lining
    • Sleeveless square neckline
    • Built-in-boning
    • Floral pattern
    • Lace-up back design
    • High side slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3773

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Whimsical Blooms Sleeveless Floral Maxi Dress

    The sleeveless maxi dress features a V-neckline, a floral lace detail on the bust, adjustable spaghetti straps that cross at the back, and a romantic floral pattern. Complete the look with strappy heels.

    Fit & Features

    • Stretchy mesh fabric
    • Floral pattern
    • Sleeveless V-neckline
    • Floral lace detail on the bust
    • Adjustable spaghetti straps that cross at the back
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3766

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L