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.
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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Free Flowing Cutie V-Neck Ruffle Eyelet Maxi Dress
Flattering and breezy come together on this charming eyelet lace maxi dress perfect for spring days and summer cuteness! This dreamy dress features a flattering V-neckline, adjustable spaghetti straps, and charming button accents. The cutout waist and flowy silhouette accentuate your figure, while the tiered ruffled maxi hem adds a whimsy touch. Complete the look in wedge sandals and a floppy hat!
Fit & Features
- Eyelet lace fabric lined with woven fabric
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Cutout waist
- Ruffled maxi length hem
- Runs true to size
Style Number/Barcode: 05101-3286
Category Name: Maxi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Charming Presence Strapless Slit Floral Maxi Dress
Your presence will always be charming in this ditsy floral maxi dress at wedding showers, brunch, or casual parties! Adorned in a stunning disty floral print, this strapless dress features a ruffle trim neckline and padded bra cups for flattering support. The curve-hugging silhouette, front slit, and maxi-length hem create a captivating look, while the brushed knit stretchy fabric ensures comfort. Pair with earrings and strappy sandals.
Fit & Features
- Ditsy floral print
- Brushed knit stretchy fabric
- Padded bra cups
- Front slit
- Curve-hugging silhouette
- Runs true to size
Style Number/Barcode: 05102-5541
Category Name: Maxi Dresses
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Sweet Mood High Slit Floral Knit Maxi Dress
This adorable high slit floral knit maxi dress is a sweet addition to your spring wardrobe! The dainty floral print on the stretchy knit fabric will create an effortlessly chic look for your casual weekend plans. The dress is shaped with a sleeveless V-neckline and spaghetti straps, while the flowy A-line fit on the maxi-length hem will give you that breezy silhouette you love. Style with hoop earrings and strappy mules.
Fit & Features
- Knit fabric with moderate stretch
- Dainty floral print
- Sleeveless V-neckline
- Spaghetti straps
- High front slit
- Flowy A-line fit
- Runs true to size
Style Number/Barcode: 05102-5518
Category Name: Maxi Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Beauty Chiffon Burnout Floral Maxi Dress
Showcase your effortless beauty in this dreamy chiffon burnout floral maxi dress! Designed with a sheer chiffon fabric with a pretty burnout floral pattern, this airy maxi dress is perfect for romantic dates. The sleeveless bodice is shaped with a V-neckline and adjustable spaghetti straps that lead to a partially smocked back for added stretch. The button-down front leads to a high center slit for a chic detail on the flowy A-line silhouette. Style this long dress with a dainty charm necklace and stud earrings.
Fit & Features
- Sheer non-stretch chiffon fabric with burnout floral pattern, mini-length knit lining
- Sleeveless V-neckline
- Adjustable spaghetti straps, partially smocked back
- Button-down front, center slit
- Flowy A-line silhouette
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05101-3200
Category Name: Maxi Dresses
Price: $7.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Babe Cowl Neck Slit Maxi Dress
Get ready to turn heads in this paisley maxi dress! This sleeveless dress features a flirty cowl neckline, delicate spaghetti straps, and a flowy silhouette that's perfect for a day out or a backyard dinner party. With a high front slit and stunning paisley print, this maxi dress is sure to become a staple in your wardrobe. Complete the look in flat sandals.
Fit & Features
- Paisley print, stretchy knit fabric
- Spaghetti straps
- High front slit
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 05102-5513
Category Name: Maxi Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getaway Bound Tropical Print Woven Maxi Dress
Jet set to your gorgeous getaway in this tropical woven maxi dress! The lightweight gauze woven fabric features a bold tropical print to bring the allure to your dreamy vacay. The maxi-length dress is shaped with a strapless straight-across neckline with a ruffled fold-over design to add a flirty flair. The fitted high waist seam has an elasticized design for added stretch and a thin tie-front belt with cute tassel accents. The dress flows out to a floor-length hem with an effortless A-line silhouette. Style this maxi dress with strappy sandals.
Fit & Features
- Tropical printed gauze woven fabric with short knit lining, minimal stretch
- Strapless straight neckline with no-slip strip, ruffled fold-over design
- Fitted elasticized high waist seam
- Tie-front belt with tassels
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5678
Category Name: Maxi Dresses
Price: $6.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Getaway Tropical Print Flowy Maxi Dress
This tropical print flowy maxi dress is giving major weekend getaway energy! The breezy lightweight woven fabric is detailed with a tropical leaf-outlined print, perf for your next vacay. The maxi-length dress features a sleeveless square neckline and adjustable spaghetti straps for a customized fit. The high waist leads to a cute tie-back design, followed by a lower back cutout for a hint of skin. The dress flows out in an A-line silhouette with a stylish tiered design. Complete your look with gold hoops and strappy sandals.
Fit & Features
- Tropical printed woven fabric
- Sleeveless square neckline
- Adjustable spaghetti straps
- High waist with tie-back design, lower back cutout
- Flowy A-line fit with a tiered design
- Runs true to size
Style Number/Barcode: 05102-5609
Category Name: Maxi Dresses
Price: $21.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Destination Cutout Tropical Print Maxi Dress
Get ready to jet set to your dreamy destination with this sexy tropical maxi dress! The lightweight woven fabric showcases an abstract tropical print to bring that bold allure to your next getaway. The maxi-length dress features a sleeveless halter neckline with tie-back straps that can be styled as a criss-cross high neck or a sultry plunging design according to your fashion mood! The long dress has a chic center O-ring accent and eye-catching waist cutouts with thin straps that lead to an open back with a tie-back design. The flowy A-line fit will bring those breezy vibes, while the dual thigh-high side slits add a sexy silhouette. Complete your look with heeled sandals!
Fit & Features
- Tropical printed woven fabric
- Sleeveless halter neckline, tie-back straps
- Waist cutouts, O-ring accent
- Open back, lower tie-back straps
- Dual high-cut side slits
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5356
Category Name: Maxi Dresses
Price: $23.97 $52.90
On Sale: Yes
Availability: Out of Stock
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Irresistible Blooms Floral Strapless Maxi Dress
Steal all the stares in this floral mesh maxi dress for an irresistible look! This dreamy maxi-length dress features a sleek strapless neckline with non-slip grip lining, flexible boning inserts, side ruched seams that accentuate your curves, and a flattering bodycon silhouette. Complete the look with earrings and stiletto heels for a birthday or date night!
Fit & Features
- Strapless neckline, non-slip grip lining
- Side zipper and hook-eye closure
- Flexible boning inserts
- Side ruched seams, bodycon silhouette, maxi-length hem
- Floral garden print, mesh fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05101-3024
Category Name: Maxi Dresses
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
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Carolina Formal Fringe High Neck Maxi Dress
Special Occasion
Old Hollywood with flapper flair, the Carolina formal fringe maxi dress sways with every move you make! She brings modern glamour with her sleeveless high neckline, spaghetti halter straps, a form-hugging silhouette, and a curved long-length hem. The formal maxi dress is designed with fringe detailing throughout a smooth knit fabric that enhances your curves and adds some drama to the night. Complete the look with rhinestone PVC pumps for a cocktail party or banquet!
Fit & Features
- Sleeveless high neckline, spaghetti halter straps
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Curved maxi-length hem
- Fringe detailing, smooth knit fabric, slight stretch
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05001-2126
Category Name: Maxi Dresses
Price: $59.97 $119.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fashionable Chic Sweater Maxi Dress
Perfect for any occasion, this fashion-forward sweater maxi dress delivers the perfect blend of comfort and style. Featuring a flattering bodycon silhouette, tank straps, and a sweetheart neckline for added appeal, this luxuriously soft sweater knit maxi dress will take your look to the next level. Layer on a faux leather jacket for an effortless and cool style!
Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps
- Bodycon silhouette
- Maxi-length hem
- Sweater ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1898
Category Name: Maxi Dresses
Price: $3.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Feels Sleeveless Maxi Sweater Dress
You'll love how you feel in this sleeveless maxi sweater dress perfect for casual day-to-night occasions! The maxi-length dress features a mock neckline, a form-hugging fit, and a flirty high slit along the hem. Complete the look in booties.
Fit & Features
- Sleeveless mock neck
- Form-hugging fit
- High slit
- Maxi-length hem
- Sweater ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1900
Category Name: Maxi Dresses
Price: $3.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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One Last Dance Glitter Asymmetric Ruffled Maxi Dress
Have the last dance out on the floor in this glitter mesh maxi dress perfect for celebrations! It features a V-neckline, spaghetti straps, a form-hugging silhouette, and an asymmetrical ruffled maxi-length hem. The glitter mesh fabric includes a stretchy knit lining. Complete the look with stylish stiletto heels.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Form-hugging silhouette
- Asymmetric ruffled maxi-length hem
- Glitter mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2673
Category Name: Maxi Dresses
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Destination Tropical Ruffle Maxi Dress
Arrive at your destination in this tropical maxi dress looking stunning and ready for fun! The maxi dress features a strapless neckline, non-slip grip lining, flexible boning, a form-hugging fit, and an effortless high front slit and ruffled flowy hem. Complete your vacation look with a handbag and sandals!
Fit & Features
- Strapless neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning
- Form-hugging fit
- High front slit, ruffled flowy maxi hem
- Tropical print, airy mesh fabric, partial knit lining
- Runs true to size
Style Number/Barcode: 05102-5383
Category Name: Maxi Dresses
Price: $22.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale