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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Product Recommendations

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.

  • Kendra Two Piece Lace & Chiffon Dress

    Special Occasion

    Take everyone's breath away as you walk out in our beautiful Kendra! 

    Fits & Features

    • Glitter Lace Top With Full Knit Lining I Glitter May Transfer
    • Tank-Inspired Straps I Back Zip With Hook & Eye Closure
    • Scallop V Neckline & Crop Hem I Padded Bust
    • Lined Chiffon Skirt With All Over Floral Print
    • A-Line Silhouette I High Rise Waist 
    • Floor Length Hem I Back Zip With Hook & Eye Closure 
    • Form Hugging Fit I Slight Stretch 

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0084

    Category Name: Maxi Dresses

    Price: $9.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Grace Two Piece Lace & Chiffon Dress

    Special Occasion

    Make a standout statement in our gorge Grace! Her solid glittery top and flowy floral skirt is just the combo you need for all your special soirees! 

    Fits & Features

    • Sleeveless Lace Crop Top I Padded, Lined Bust I Glitter Throughout
    • Crew Neckline I Back Zipper 
    • High Waist Skirt With Floral Prints Throughout 
    • Flowy, Floor Length Hem I A-Line Silhouette 
    • Back Zipper With Hook & Eye Closure

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size 3. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05006-0509

    Category Name: Maxi Dresses

    Price: $19.97 $124.90

    On Sale: Yes

    Availability: Out of Stock

  • Polly Formal High Slit Dress
    Special Occasion

    Bring the glamour in the ever so lovely Polly dress! She features a vibrant yellow hue, a sleeveless bodice, a plunging V neckline, padded cups, princess seams and adjustable narrow straps. Her slim fit bodice leads to an elongating sweeping floor length A-Line skirt that is accented with a high side slit to show off your heel game! She offers a form hugging 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: 05002-0089

    Category Name: Maxi Dresses

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

  • Kateri Crepe Midi Dress

    Special Occasion

    Our Kateri is a show-stopper! Her body-lovin' fit will hug your every curve.  

    Fits & Features 

    • Spaghetti Straps That Lace Up & Cross At The Back 
    • Plunging V Neckline 
    • Midi Length Silhouette With Front Slit 
    • Crepe Fabric 
    • Curve Hugging Fit 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0310

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Danya Scuba Floral A-Line Dress

    Special Occasion

    Sway and sashay your way around the dance floor with our beautiful Danya! Her delicate floral prints add a flirty feminine touch.

    Fits & Features

    • Spaghetti Straps 
    • Plunging V Neckline I Princess Seams 
    • Zipper With Hook & Eye Closure At The Back 
    • A-Line, Floor Length Hem I High Slit At The Front
    • Smooth Scuba Knit Fabric With Floral Prints Throughout 
    • Form-Hugging Fit I Moderate Stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0355

    Category Name: Maxi Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jordan Chiffon Wrap Dress

    Special Occasion

    Channel your inner princess and leave them breathless with the ever-so-lovely Jordan! 

    Fits & Features

    • Deep V Neckline
    • Unlined, Long Sleeves I Elasticized Cuffs
    • Self Tie Wrap Design At The Waist 
    • Elongated & Flowy Floor Length Hem 
    • Fully Lined, Chiffon Fabric 
    • Moderate 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: 05002-0810

      Category Name: Maxi Dresses

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Justina Floral Velvet Burnout Chiffon Dress

      Special Occasion

      Get swept away in this dreamy floral dress! 

      Fits & Features

      • Plunging V Neckline I Empire Waist
      • Adjustable Spaghetti Straps That Cross At The Back 
      • Zipper With Hook & Eye Closure At Back
      • A-Line, Floor Length, Flowy Fit Skirt 
      • Chiffon Fabric With Velvet Burnout Floral Detailing I Fully Lined 
      • Moderate Stretch 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0452

      Category Name: Maxi Dresses

      Price: $9.97 $124.90

      On Sale: Yes

      Availability: Out of Stock

    • Vanna High Slit Velvet Dress

      Special Occasion

      You'll look smooth and sleek in our lovely Vanna. Captivate every room you walk into!

      Fits & Features

      • Plunging V Neckline With Halter Top Design 
      • Open Back I Zipper With Hook & Eye Closure 
      • Self Tie Belt 
      • Floor Length Silhouette With Thigh-High Slit
      • Velvet-Like Composition I Fully Lined 
      • Form-Flattering Fit I Moderate Stretch

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0548

      Category Name: Maxi Dresses

      Price: $21.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Eliana Formal Plunging Wrap Dress

      Special Occasion 

      Take the plunge in romantic florals! Eliana features a plunging wrap V neckline, long bishop sleeves with single button cuff and a high waist that leads to a sweeping A-line silhouette. Her all over airy chiffon fabric is semi-sheer and adored with a trendy floral print. She includes a mini skirt length knit lining. Dress offers a relaxed fit with minimal stretch.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0297

      Category Name: Maxi Dresses

      Price: $25.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bridget Double Slit Dress

      Special Occasion

      Dream of a romantic getaway in our ravishing Bridget gown! She features a deep V neck and back, a banded waistline, and a pleated bodice. Her high waist flows to a floor-length skirt with an A-line design, a back zipper closure, and two thigh-high slits. She is fully lined with a smooth knit fabric that offers moderate stretch, and she has a tulle overlay that offers a dreamy angelic flow. Complete the look with cascading rhinestone duster earrings and a sleek clutch.

      Fit & Features

      • Tank shoulder straps
      • V neck and back
      • Back zipper and hook and eye closure
      • High banded waist
      • Floor-length skirt, A-line silhouette
      • Sheer tulle fabric
      • Full knit lining with dual high slits
      • Runs true to size

      Style Number/Barcode: 05002-0318

      Category Name: Maxi Dresses

      Price: $14.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Plus Crochet In Color Dress

      This cute crochet dress is perfect for a day out! It features a V neckline, adjustable spaghetti straps that create an X back, a sheer crochet waist, and a short flared skirt with a full lining. 

      Style Number/Barcode: 15102-0018

      Category Name: Maxi Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chanel Formal Pleated Chiffon Dress
      Special Occasion 

      Take the plunge in pretty pleats as you wow in our Chanel dress! She features an all over emerald green hue, a deep V neckline with wide tank-like straps, mini lattice strap accents on each side, an open back and a flowing floor length silhouette. Her all over pleated detailing truly makes her a one of a kind! Dress is composed of a lined chiffon fabric that offers a relaxed fit with minimal stretch. Includes a hidden lower back zipper closure with fish hook clasp.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-6084

      Category Name: Maxi Dresses

      Price: $39.94 $109.90

      On Sale: Yes

      Availability: Out of Stock

    • Rainbow Wave Maxi Dress

      You love color, so embrace the rainbow! All eyes will be on you in this vibrantly chic maxi dress, which features a multi-hued stripe pattern, spaghetti straps, scoop neck, pockets at either hip, and plenty of stretch. Don't forget to pair it with the matching head wrap! 

      Style Number/Barcode: 05102-0244

      Category Name: Maxi Dresses

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

    • Life's A Beach Mesh Dress
      Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print in turquoise, blue, and rust, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.

      Style Number/Barcode: 05102-0286

      Category Name: Maxi Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Take The Plunge Floral Maxi Dress
      Add a hint of island-inspired chic to your wardrobe with this gauzy sleeveless maxi dress. Dress features a deep V at front and back, a shirred banded waist, and an all-over floral print. Dress is composed of a rayon fabric and has plenty of stretch in the waist and moderate stretch throughout the rest.

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

      Style Number/Barcode: 05102-4050

      Category Name: Maxi Dresses

      Price: $9.97 $45.90

      On Sale: Yes

      Availability: Out of Stock

    • Gracie Formal Chiffon Ruched Dress

      Special Occasion 

      Bring the elegance in our timelessly breath taking Gracie dress! She features a sleeveless bodice, a V neckline, adjustable spaghetti straps and a ruched empire waist. Her relaxed fit bodice flows into a sweeping floor length silhouette. She is composed of a fully lined chiffon fabric that offers a relaxed fit with slight stretch. Includes a back zipper closure with a hook and eye 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: 05002-0064

      Category Name: Maxi Dresses

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rowan Floral Chiffon Formal Dress
      Special Occasion

      Floaty and feminine, our diaphanous burgundy Rowan dress is perfect for warm-weather special occasions. She features adjustable spaghetti straps, a V neck and back, crisscross ties at waist, zipper closure, and a gently pleated, semi-lined modified A-line skirt. Chiffon-like fabric is semi sheer from mid-thigh to hem and offers little to no stretch. 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0006

      Category Name: Maxi Dresses

      Price: $19.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Marlena Floral Chiffon Gown
      Special Occasion

      Perfect for parties, weddings, and evenings out, our lovely Marlena gown embodies elegance in navy floral chiffon. She features adjustable spaghetti straps, a draped empire-style bodice with V neckline, a back zip with hook-and-eye closure, and a full A-line wrap skirt with side tie. Marlena is fully lined and made from a semi-sheer woven material with little to no stretch.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0073

      Category Name: Maxi Dresses

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

    • Braid For Shade Maxi Dress
      Elegantly subdued hues and sophisticated cut lend this maxi its easy appeal. Dress features a halter neck with deep V, banded waist with cutout and two rows of braid trim, a braided clasp back, and an A-line skirt with back zip. Dress is partially lined and made from a soft, crepe-like woven material with little to no stretch.

      Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05102-0181

      Category Name: Maxi Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

    • Life's A Beach Mesh Dress

      Hit the pool, bask by the beach, or prep to party in this colorful mesh maxi! Dress features a vibrant tropical print, a strapless neckline, dramatic ruffle trim running from bust to hem, a high front slit, and built-in briefs. Dress bodice is semi-sheer and does not include a top. Maxi is made from a mesh blend material with moderate stretch.

      Style Number/Barcode: 05102-0158

      Category Name: Maxi Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Vanessa Formal Chiffon Lattice Dress
      Special Occasion 

      Captivate in our one of a kind Vanessa formal dress! She features a rich navy blue hue, an off the shoulder neckline with chiffon strap accents, a sweetheart bust, padded cups, narrow adjustable straps and princess seams. Her back features a lovely lattice detailing that leads to a lower back zipper closure. 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.

      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: 05002-6387

      Category Name: Maxi Dresses

      Price: $29.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

    • Floral Feels Maxi Dress

      Get all those floral feels with this beautiful printed maxi dress! It features a sleeveless bodice, spaghetti straps that cross in the back, a square neckline, a high side slit, and a long, fitted maxi length. The black floral printed dress is composed of a soft knit fabric that offers plenty of form hugging stretch.

      Style Number/Barcode: 05102-3749

      Category Name: Maxi Dresses

      Price: $13.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

    • Vaughan Chiffon Gown
      Special Occasion 

      Introducing our Vaughan Chiffon Gown! She is a beautiful floor length hunter green dress, her relaxed bodice features a v-neckline, spaghetti straps, and an overlapped cup. Spaghetti straps lead to a self tie closure at the top, a zipper closure below, and a ruffled keyhole cut out. The skirt of the gown meets high waist and has an overlapping effect, the skirt is floor length and flowy. She includes a full body smooth inner lining from cup to floor. She is composed of a chiffon like material that offers a breezy flow.

      Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0016

      Category Name: Maxi Dresses

      Price: $29.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

    • Anything But Basic Maxi Dress

      This sophisticated, streamlined maxi will more than earn its place in your closet this season. Chic and versatile, it goes pretty much anywhere you do! Dress features a square neckline, all-over rib knit detail, crisscross spaghetti straps, adjustable keyhole tie detail, back cutout, and side slit. Dress is partially lined and made from a soft, densely knit material with moderate stretch.

      Style Number/Barcode: 05102-0012

      Category Name: Maxi Dresses

      Price: $12.97 $32.90

      On Sale: Yes

      Availability: Out of Stock