Maxi Dresses

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Maxi Magic for Socials

Own every social moment in a Windsor maxi dress. Bold tropical prints and pastel florals set the scene for brunch dates, beach days, and nights out, while adjustable straps and high front slits keep things easy and effortless.

Casual long dresses and maxi-length dresses deliver breezy comfort with layered ruffles and flowy silhouettes in seasonal hues like burnt orange and soft ivory. Maxi‑length floral styles shine in exclusive large‑bloom prints and vibrant patterns, making every photo op pop. Discover sundresses that feel airy and breathable, with playful shapes and flirty details to keep you cool and confident.

Formal maxi dresses and sleek maxi‑length designs in soft mesh fabrics, tiered ruffle accents, and curve‑hugging fits elevate backyard weddings and rooftop soirées—blending chic style with total comfort.

Looking for styling inspo? Dive into brunch dresses, vacation dresses, and more on the Windsor blog: Get Insta-ready In Your Maxi Dress. Shop online, in‑app, or at your nearest Windsor store to find your next social statement.

  • 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
  • Flirty Twist Floral Lace-Up Maxi Dress

    This floral mesh maxi dress flows effortlessly while the lace-up back keeps it spicy from behind. Perfect for sunset cocktails and dinner!

    Fit & Features

    • Floral print, mesh fabric, stretch knit lining
    • V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000213

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

  • 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
  • Little Bit Of Drama Low Back Maxi Dress

    Step into the spotlight in this stunning maxi dress designed with a low back and tie that turns heads and a form-hugging silhouette that flaunts your figure! Pair with heels for any dressy occasion.

    Fit & Features

    • Smooth knit stretchy fabric
    • Cowl neckline, wide shoulder straps
    • Low back with spaghetti strap tie
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4030

    Category Name: Maxi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: OLIVE

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

  • Island Breeze Tropical Cutout Slit Maxi Dress

    Feel the island breeze in this tropical maxi dress while on vacation!  With a square neckline, spaghetti straps, and a form-hugging fit, this maxi dress is perfect for a day in the sun. The cutout bodice and high front slit add a touch of playfulness to your island look. Complete the look with sandals.

    Fit & Features

    • Tropical palm print, smooth stretchy knit fabric, sewn-in knit lining
    • Square neckline
    • Spaghetti straps
    • Cutout bodice, high slit
    • Form-hugging
    • Runs true to size

    Style Number/Barcode: 05102-5670

    Category Name: Maxi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Terra Formal Cutout Mermaid Dress

    Special Occasion 

    Step out like the main character you are in a dress that is a true one of a kind! Terra features a sleeveless sweetheart neckline, a metal O-ring at the center of the bodice, spaghetti straps, and a sexy cutout at the waist. The slim-fit waist leads to a curve-hugging mermaid silhouette. Terra is composed of a lined woven satin fabric that offers a slight stretch. Complete look with rhinestone heels and a faux fur wrap

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps
    • Center front metal O-ring
    • Cutout at the waist
    • Mermaid silhouette
    • Floor-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-1895

    Category Name: Maxi Dresses

    Price: $14.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Instinct Satin Midi Dress

    Showcase your chic instinct in this satin snake midi dress featuring a classy, sleeveless, cowl neck, dual adjustable strappy design, and a flared hem. Complete the look in sleek stiletto heels for a dinner date.

    Fit & Features

    • Sleeveless, cowl neck
    • Dual adjustable strappy design
    • Flared midi hem
    • Snake pattern
    • Satin fabric, no stretch, fits true to size

    Style Number/Barcode: 05102-4655

    Category Name: Maxi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Valerie Tiered Floral Printed Dress

    Special Occasion

    Get an absolutely gorgeous look for graduations, weddings, or any special summer event in the Valerie floral printed dress! She features a sleeveless subtle sweetheart neckline with a tie-front detail, adjustable spaghetti straps for a customized fit, a high waist seam, and a floor-length hem with a tiered design and a flowy silhouette. The lightweight gauze fabric showcases an all-over tropical floral print. Complete the look with cute wedges.

    Fit & Features

    • Sleeveless sweetheart neckline, tie-front detail, ruched bust
    • Strapless or adhesive bra recommended
    • Adjustable spaghetti straps, smocked back
    • High waist seam, floor-length hem with a tiered, layered design
    • Tropical floral print
    • Gauze fabric, woven lining
    • Flowy silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2116

    Category Name: Maxi Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own The Moment Tube Floral Maxi Dress

    Ready to shut down the vacation pics? This strapless floral maxi dress brings effortless chic with a curve-hugging fit and leg-baring side slit.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Strapless tube neckline
    • High side slit
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000237

    Category Name: Maxi Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Annie Formal Sequin Long Dress

    Special Occasion

    Lines of sparkly sequins add shine and a glamorous look to the Annie formal dress for a gala, charity dinner, or dressy event! She features a sleeveless, v-neckline, sleek bungee spaghetti straps that lead to her open-back with a lace-up design and sultry waist cutouts along the high-waist seam. Her slim, form-hugging silhouette offers a peek of skin on the front high-cut slit atop a maxi-length hem. The special event dress is composed of a sequin-knit fabric with a knit lining and a moderate stretch. Complete the look with a chic clutch and heels.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Adhesive bra recommended
    • Open-back, lace-up design, back zipper closure
    • High-waist seam, cutout accents
    • Slim, form-hugging, slit maxi hem
    • Sequin-knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2182

    Category Name: Maxi Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Tease Floral Tube Maxi Dress

    She’s sweet from afar—but up close? Full body-con bombshell. This floral maxi dress is made for occasions you don’t want to forget.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Tube neckline
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000511

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

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

  • Sweet Talk Floral Mesh Maxi Dress

    Soft and flirty for wherever the day takes you. With lace trim and a body-skimming fit, this floral mesh maxi dress is your go-to for brunch plans and weekend dates!

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Crochet lace trim V-neckline
    • Spaghetti straps
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000325

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BROWN

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

  • Kaylee Formal Chiffon Lace-Up Long Dress

    Special Occasion

    Breeze into the rehearsal dinner or celebration party in the Kaylee formal dress to make every guest swoon! She embodies chic-boho style with her sheer peasant long sleeves, a square neck, a ruched bust, and an eye-catching lace-up back. Her flattering slim silhouette features a sultry high-front slit to show off your shoes of the night along the flowy long hem. The formal dress is composed of airy chiffon fabric with a stretch knit lining. Complete the look with an envelope clutch and ring set.

    Fit & Features

    • Sheer peasant long sleeves, square neck
    • Ruched bust, back lace-up and zipper, hook-eye closure
    • Slim silhouette, high-front slit
    • Flowy long hem
    • Airy chiffon, stretchy knit lining
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2933

    Category Name: Maxi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Me Like This Tube Maxi Dress

    Serving soft glam with a side of stop and stare! This strapless maxi hugs your curves in all the right places with a soft stretch and pleated waist detail that makes it effortlessly elevated for date nights, weddings, or cocktail parties.

    Fit & Features

    • Smooth slinky knit fabric, stretchy lining
    • Strapless tube neckline
    • Pleated waist
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000148

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Leana Formal Satin Strapless Long Dress

    Special Occasion

    Look remarkably elegant in the Leana formal satin long dress to charm guests at weddings, banquets, or parties! She features a strapless neckline, a pleated asymmetrical overlay along the bodice, flexible boning for structure, and a flattering bodycon silhouette and center back slit. The formal maxi dress is crafted from a smooth satin fabric for a luxurious feel and offers a slight stretch. Complete the look in stiletto heels.

    Fit & Features

    • Strapless neckline, back zipper closure
    • Pleated asymmetrical overlay
    • Flexible boning
    • Bodycon silhouette, center back slit, long-length hem
    • Smooth satin fabric, slight stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7830

    Category Name: Maxi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kassidy Formal Flocked Velvet Dress

    Special Occasion

    Swirls of flocked velvet lines make their mark on the Kassidy formal long dress to make your breathtaking entrance at fancy soirees! She captivates in a plunge V-neckline with pleat detailing, sheer puff sleeves and back, and an empire waistband that leads to her a-line silhouette with a sultry front high-cut slit. The formal dress is composed of a sheer mesh overlay with a flocked velvet scroll pattern, a sewn-in knit lining, and no stretch. Style with chandelier earrings and metallic heels to complete the look!

    Fit & Features

    • Plunge V-neckline, pleat detailing
    • Sheer puff sleeves and back
    • Empire waistband, back zipper and hook-eye closure
    • A-line silhouette, front high-cut slit, floor-length hem
    • Sheer mesh overlay, flocked velvet scroll pattern, sewn-in knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7233

    Category Name: Maxi Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian-Chic Geometric Striped Halter Maxi Dress

    Channel a bohemian chic vibe with this breezy halter maxi dress perfect for summer. The lightweight woven fabric showcases a geometric striped print in stylish neutral hues. The long dress features a sleeveless plunging V-neckline, halter spaghetti straps that can be crossed in the front for a trendy look, and a tie-back design at the neck. The alluring open back leads to lower tie-back straps and a lower cutout accent. You'll love the hidden side pockets and high side slit on the effortless, flowy silhouette. Complete the look with strappy sandals.

    Fit & Features

    • Geometric striped print
    • Woven fabric, no stretch
    • Plunge V-neckline, halter spaghetti straps, tie-back design
    • Open back, lower tie-back straps, lower cutout
    • Side pockets
    • Side slit, flowy fit
    • Runs true to size

    Style Number/Barcode: 05102-5842

    Category Name: Maxi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tuscan Charm Strapless Slit Eyelet Maxi Dress

    You'll be so charming in Tuscan wearing this eyelet maxi dress as the stunning new bride or chic traveler! The eyelet fabric adds a touch of delicacy, making it the perfect dress for any occasion. With a form-hugging fit and a high-side slit, this dress exudes confidence and elegance! Complete the look with earrings.

    Fit & Features

    • Eyelet fabric, sewn-knit lining, minimal stretch
    • Strapless neckline
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5637

    Category Name: Maxi Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale