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.

  • Life's A Breeze Floral Cutout Midi Dress

    This floral cutout maxi dress makes getting ready a breeze! It features short puff sleeves, a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, maxi silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.

    Fit & Features

    • Short puff sleeves
    • Ruched sweetheart bust
    • Waist cutout, smocked back
    • Maxi silhouette with slit accent
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-3193

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Off Your Feet Button Ruffle Maxi Dress

    Oh-so-breezy! Sweep the room off their feet when you enter in this maxi dress featuring a sleeveless V-neckline, adjustable spaghetti straps, button-down front closures, and a flowy ruffled hem with a skin-flaunting front slit. The dress is composed of a smooth woven fabric with a sewn-in knit stretchy lining. Complete the look in espadrille wedges for a trip to the coast!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Button-down front closures
    • Front slit design
    • Flowy ruffled maxi-length hem
    • Smooth woven fabric, sewn-in knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5061

    Category Name: Maxi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kim Mesh Corset Tulle Formal Dress

    Special Occasion

    Impress in the best dress, introducing the Kim tulle formal dress! She features adjustable straps, a square neckline on a corset-style bodice with flexible boning to enhance your natural shape. Her flare-lined-tulle maxi skirt is perfect for looking elegant on the dance floor. Complete your look in statement heels and a clutch.

    Fit & Features

    • Adjustable spaghetti straps
    • Square neckline
    • Corset-style mesh bodice, flexible boning
    • Flare, lined-tulle skirt
    • Zipper closure
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1815

    Category Name: Maxi Dresses

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Delightful And Sweet Cowl Neck Floral Maxi Dress

    Create delightful memories looking sweet in this floral maxi dress at garden parties to brunch! With spaghetti straps and a playful cowl neckline, this dress effortlessly hugs your form and features a flowy maxi-length hem for a touch of chic. Complete the look with hoop earrings and sandals.

    Fit & Features

    • Floral print, smooth knit fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging, maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3184

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Thoughts Sleeveless Cutout Crochet Maxi Dress

    Get summer vibes in an instant wearing this crochet maxi dress perfect for vacation or strolling the boardwalk! Featuring a flattering square neckline, spaghetti straps, and a stunning cutout back with an adjustable drawstring insert and a front slit for movement along the maxi-length silhouette. Complete the look with sunglasses and sandals.

    Fit & Features

    • Crochet knit fabric lined with stretchy knit
    • Spaghetti straps
    • Square neckline
    • Cutout back, adjustable drawstring insert
    • Front slit
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5742

    Category Name: Maxi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ever Formal High Slit Glitter Dress

    Special Occasion

    Bring the glitz and glamour in a formal dress that reflects elegance! The Ever formal long dress features a sleeveless asymmetrical cowl neckline, a ruched shoulder strap, a spaghetti strap, and a high side slit to show off plenty of leg. Ever is composed of luxe glitter knit fabric that offers a form hugging fit with a moderate stretch.  Complete look with rhinestone heels

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti strap
    • Ruched shoulder strap
    • High side slit on the left leg
    • High waist, slim-fit silhouette 
    • Glitter knit fabric
    • Form hugging fit, moderate stretch , runs true to size 

    Style Number/Barcode: 05002-1344

    Category Name: Maxi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brookelle Sequin Sweetheart Satin Formal Dress

    Special Occasion

    Feel elegant and beautiful in the Brookelle formal dress as she effortlessly stands out from the crowd. Her adjustable spaghetti straps and padded sweetheart neckline shapes the delicate, sequin embellished corset bodice with flexible boning designed to fit and flatter. She features an empire waistline that gently flows into the floor-length a-line silhouette on a smooth satin-lined fabric. Complete your look with rhinestone earrings and a clutch.

    Fit & Features

    • Sleeveless, adjustable spaghetti straps
    • Padded sweetheart neckline
    • Sequin corset bodice, flexible boning
    • Empire waistline, back zipper closure
    • A-line silhouette
    • Smooth satin-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-2237

    Category Name: Maxi Dresses

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charena Formal Embroidered Floral Tulle Dress

    Special Occasion 

    Dazzle in the Charena dress for your next formal event. Her sweet floral patterns enchant for your next special event. Charena features a plunging V-neckline to style with a pleated bodice and an embroidered floral design. Her sweeping A-line silhouette is partially lined with high slit sheer mesh panels. Complete your formal outfit with duster earrings

    Fit & Features

    • Plunging v-neckline, pleated bodice
    • Adjustable spaghetti straps criss-cross back
    • Embroidered floral design 
    • A-line silhouette, high slit mesh panels
    • Tulle fabric, slight stretch
    • Fits true to size

    Style Number/Barcode: 05002-0814

    Category Name: Maxi Dresses

    Price: $19.97 $139.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Babe Lace Up Tropical Floral Maxi Dress

    Look like a babe in paradise in this tropical floral maxi dress perfect for your next getaway or beach day! Embrace the warm, tropical vibes in this maxi-length hem dress on an airy mesh fabric bursting with a tropical floral print.  With its flowy silhouette and high slit, you'll feel like you're walking on clouds. The V-neckline and spaghetti straps add a trendy vibe while the lace-up detail adds a touch of playfulness. Complete the look in sandals and sunnies!

    Fit & Features

    • Tropical floral print
    • Mesh fabric lined with knit, moderate stretch
    • Lace-up
    • Spaghetti straps
    • High slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3241

    Category Name: Maxi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine And Good Time V-Neck Mermaid Maxi Dress

    This mermaid maxi dress is here for sunshine and good times! Made from textured mesh fabric, this dress will have you feeling so cute. Features a flattering V-neckline, dual spaghetti straps, a crisscross back, and a bust cutout. The mermaid silhouette and high front slit accentuate your curves, while the maxi-length hem adds a touch of chicness. Complete the look with sandals and sunglasses!

    Fit & Features

    • Textured mesh fabric, stretchy knit lining
    • Dual spaghetti straps
    • V-neckline
    • High front slit
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5690

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Crush Marble Print Maxi Dress

    They'll totally be crushing on you in this alluring abstract marble print maxi dress! It features a strapless straight-across neckline, ruching down one side seam with an adjustable drawstring, a sultry high-cut side slit, and an asymmetric maxi-length hem. The fitted bodice leads to a flowy silhouette. The marble-printed sheer mesh fabric includes a mini-length knit lining. Style with gemstone earrings.

    Fit & Features

    • Strapless straight-across elastic-banded neckline
    • Ruching down one side seam, adjustable drawstring
    • High-cut side slit, asymmetric maxi-length hem, lettuce-edge trim
    • Fitted bodice, flowy silhouette
    • Abstract marble print
    • Sheer mesh fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5276

    Category Name: Maxi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exceptional Bliss Lace-Up Floral Chiffon Maxi Dress

    Answer that invite in exceptional blissful style in this floral chiffon maxi dress perfect for showers, graduations, or vacations! With spaghetti straps, a lace-up back, and a flowy ruffled silhouette, this maxi dress is both comfortable and stylish. The stretchy smocked waist and maxi floor-length hem provide a flattering look for any occasion. Complete the look with dainty earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Spaghetti straps
    • Lace-up back
    • V-Neckline
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3345

    Category Name: Maxi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessy Swiss Dot Cowl A-Line Formal Dress

    Special Occasion

    Strike a pose in the sophisticated Jessy swiss dot cowl a-line formal dress sure to captivate every party. She features a strapless, sweetheart cowl neck with a built-in padded bust for a supportive fit and a fitted empire waist. Her figure-flattering a-line silhouette effortlessly sweeps into a floor-length hem perfect for twirling the night away! Composed of a swiss dot mesh overlay fabric with an interior lining with no stretch. Style with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sweetheart cowl neck | Strapless
    • Adhesive bra recommended
    • Back zipper closure
    • Empire waist
    • A-line silhouette | Floor-length hem
    • Swiss dot mesh fabric | Interior lining
    • Fits true to size | No stretch

    Style Number/Barcode: 05002-1865

    Category Name: Maxi Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment Of Beauty Lace Up Floral Maxi Dress

    Have your moment of beauty during soiree hour in this floral maxi dress perfect for showers or garden parties! The vibrant floral print adds an extra touch of fun to this maxi length dress. Featuring a playful lace up back, adjustable spaghetti straps, and a high front slit, this dress will have you looking effortlessly chic! Complete the look with earrings and block heels.

    Fit & Features

    • Floral print, chiffon fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Lace up back
    • V-neckline, padded bra cups
    • High front slit
    • Maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3047

    Category Name: Maxi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

  • Desert Princess Halter Maxi Dress With Pockets

    Experience the effortless beauty of this boho maxi dress! The sleeveless halter neckline and spaghetti strap tie create a flowy silhouette, while the hidden side pockets add functionality. The front slit and ruffled maxi-length hem in a chic bohemian print will make you feel like a true desert princess! Complete the look in sandals and sunnies.

    Fit & Features

    • Bohemian print, woven fabric, no stretch
    • Halter neckline, spaghetti strap tie
    • Hidden side pockets
    • Flowy ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5804

    Category Name: Maxi Dresses

    Price: $16.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayce Sequin Lace-Up Mermaid Formal Dress

    Special Occasion

    Catch the light at prom in the Jayce Sequin Lace-Up Mermaid Formal dress sure to dazzle any crowd. She features a sleeveless square neckline and sleek spaghetti straps that shape the head-turning lace-up back detail. Her fitted, empire waist accentuates your curves on the floor-length mermaid silhouette with an embroidered sequin scroll pattern. Composed of a mesh-lined fabric with no stretch. Finish your prom-ready look with a satin clutch.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Adhesive bra recommended
    • Open back, strappy lace-up design, back zipper closure
    • Empire waist, floor-length mermaid silhouette
    • Embroidered sequin scroll pattern
    • Mesh-lined fabric
    • Form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 05002-1896

    Category Name: Maxi Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bright Beauty Halter Cutout Tropical Maxi Dress

    You'll look bright and beautiful in this tropical maxi dress on vacation or at a weekend pool party! The halter neckline with a spaghetti strap tie highlights your shoulders, while the U-ring insert adds some structure. The cutout back with smocked detail flatters your figure along the flowy maxi-length silhouette. Complete the look with sunglasses and sandals for a chic vibe!

    Fit & Features

    • Tropical print, chiffon fabric, short stretchy knit lining
    • Halter neckline with spaghetti strap tie, U-ring insert
    • Cutout back with smocking
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5791

    Category Name: Maxi Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mayven One-Shoulder Cutout Slit Formal Dress

    Special Occasion

    The Mayven formal dress brings sultry, sophistication to every event! She features a one-shoulder strap design with an alluring neck cutout detail on the fitted bodice. The empire waist flows into her floor-length silhouette and flaunts some skin with a sexy high-cut slit. Composed of a crepe knit fabric with a moderate stretch. Create the perfect look in this long dress with lace-up heels and a sparkly necklace.

    Fit & Features

    • One-shoulder strap design, neck cutout detail
    • Empire waist, high-cut slit
    • Floor-length hem
    • Lined crepe knit fabric
    • Form-hugging fit, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-1881

    Category Name: Maxi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Destination Tropical Cowl Neck Maxi Dress

    Look fabulous heading to your destination in this tropical maxi dress for the cutest look on the island or beach resort! The cowl neckline creates a flattering drape and spaghetti strap tie while the low cowl back adds a touch of allure. The flowy maxi silhouette will make you feel like you're on a tropical escape! Complete the look in sunnies.

    Fit & Features

    • Tropical palm print, stretchy knit fabric
    • Cowl neckline
    • Low cowl back, spaghetti strap tie
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5727

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaleigh Off Shoulder Dress

    Special Occasion

    Turn heads in this sexy, off-the-shoulder formal dress. Draped to perfection, the silky-smooth knit fabric elegantly wraps around your shoulders and hugs your body's curves, accentuating an hourglass figure. This stunning, floor-length gown strikes the perfect balance between sophistication and allure, with its sculptural ruched detailing and bold, thigh-high slit. Style this captivating dress with strappy heels and a sleek satin clutch for an unforgettable evening look.

    Fit & Features

    • Asymmetrical off-the-shoulder neckline
    • Ruched side detailing
    • High side slit
    • Form-hugging fit
    • Smooth knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-6571

    Category Name: Maxi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiss And Tell Sweetheart Sheer Lace Maxi Dress

    Take on the night with this daring and stylish sheer lace maxi dress! Featuring a darling sweetheart neckline and form-hugging silhouette, this sheer dress will make you feel confident and sexy. The built-in padded bust and adjustable spaghetti straps provide comfort and support, while the high side slit adds a touch of boldness. Complete the look in a slip and stiletto heels.

    Fit & Features

    • Sheer lace fabric, slight stretch
    • Adjustable spaghetti straps
    • Built-in padded underwire bust
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3076

    Category Name: Maxi Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hallie Formal High Slit Corset Dress

    Special Occasion 

    Make a daring impression with a formal dress that wows from all angles! The dress features a sleeveless square neckline, a trendy corset bodice with flexible boning, and sexy dual cutouts at the waist. The slim-fit bodice leads to a curve-hugging A-line silhouette with a high side slit. Hallie is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a rhinestone sphere clutch and a faux fur wrap

    Fit & Features

    • Sleeveless square neckline, silicone non-slip strip 
    • Corset bodice, flexible boning
    • Dual cutouts at the waist
    • A-Line silhouette
    • High side slit
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1891

    Category Name: Maxi Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Everyday Charmer Basic Rib Knit Maxi Dress

    A basic maxi dress that brings everyday charm! This long rib knit dress features a square neckline, spaghetti straps, and a flattering bodycon silhouette, you'll love this maxi dress for any occasion. Complete the look in a cute crop jacket and your favorite sneakers! 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Maxi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5522

    Category Name: Maxi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fleur Formal Double High Slit Dress

    Special Occasion 

    Bring the glamour to your evening with a formal dress that makes a breathtaking entrance! Fleur features a sleeveless cowl neckline, spaghetti straps, lace-up straps, dual high side slits, and an A-line silhouette. The dress is composed of a smooth knit fabric that offers a moderate stretch. Complete look with rhinestone heels and a cuff.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Adhesive bra recommended
    • Lace-up back 
    • Dual high side slits
    • A-line silhouette
    • Knit fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1381

    Category Name: Maxi Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale