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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The Latest Maxi Dresses In Style For Fall and Winter 2024

Embrace the colder months in style with Windsor's collection of chic and versatile maxi dresses for Fall and Winter 2024! From casual to formal, our maxi dresses offer the perfect blend of comfort and sophistication, ensuring you stay warm and stylish for all your seasonal events. Whether you love turtleneck, mock neck, V-neck, or off-the-shoulder designs, we have the perfect maxi dress to elevate your cold-weather wardrobe. The best part? These dresses transition seamlessly from day to night, making them a must-have for your seasonal festivities.

Maxi dresses are the ideal casual dress to wear for everyday fall and winter outfits. Discover flowy maxi dresses with chic cutouts, long sleeves, or high slits to keep you stylish and comfortable. Layer them under your favorite faux fur coats, chunky knit cardigans, or tailored blazers for added warmth on chilly days. And when the evening arrives, switch to a sleek faux leather jacket and complete the look with heeled boots for an effortlessly edgy vibe. Create a flattering silhouette by cinching your flowy maxi dresses at the waist with a stylish belt and pairing them with ankle boots and statement earrings!

You’ll fall in love with Windsor’s maxi dresses featuring bold prints and rich textures perfect for the cooler seasons. Keep it chic in ombre or dark floral print maxi dresses at winter weddings or holiday parties. For date nights, choose curve-hugging maxi dresses in deep jewel tones like emerald, burgundy, or navy, bringing a touch of allure and sophistication. For a winter getaway, shop a trendy assortment of solid-colored maxi dresses in luxurious fabrics like velvet, satin, and knit, perfect for adding a touch of elegance to your seasonal wardrobe. If you prefer patterns, explore dresses in subtle winter florals or geometric prints that will have you feeling confident and stunning all season long!

Explore a stylish collection of maxi-length dresses in cozy, A-line, slim-fit, and bodycon silhouettes. Choose from one-shoulder or off-the-shoulder maxi dresses or long sheer-sleeved maxi dresses for a polished and warm look. Windsor offers formal dresses in maxi lengths with intricate lace, velvet, or satin details, so you can find the perfect style to match your winter vibe. Shop dresses with ruched side seams to accentuate your gorgeous curves or ruffled accents for a touch of whimsy. Our long dresses in warm fabrics like knit, satin, and chiffon will keep you comfortable and elegant through all your winter events. Formal maxi dresses are perfect for winter weddings or anniversary celebrations, with elevated fabrics that move with you, creating a romantic and enchanting vibe. For winter brides, Windsor offers a stunning selection of white long dresses, ideal for your engagement party, bridal shower, bachelorette party, or rehearsal dinner.

Get formal to casual maxi dresses with high slits, sheer layers, stylish sleeves, luxe fabrics, and soft knits at over 350 Windsor stores in the US and Canada or online here!

Can I Wear Maxi Dresses Year-Round?

Maxi dresses are a dress style you can wear year-round. Styling a maxi dress with the right accessories or pairing it with other trendy apparel will determine if your look fits the occasion. It’s common to see summer dresses in a maxi style because you can go from the pool to dinner by switching out sandals for heeled mules and adding some bling jewelry to dress up your look. Vacation maxi dresses hit all right notes regardless of the season because you can style them in multiple ways like with tie-front crop tops or short sleeve graphic tees. Maxis in floral prints or solid colors also transition effortlessly from warm weather to cooler temps when you layer knot-back sweaters, leggings or tights, and knee-high boots with a low or high heel depending on your vibe.

What is the difference between a midi and a maxi dress?

The main difference between midi and maxi dresses is the length. Midis, or mid-length dresses, hit below the knee and above the ankle. Maxi dresses are floor-length styles that typically do not show the legs unless there are slits. Both silhouettes are stunning casual and formal options for weddings, parties, dates, and graduations, or casual everyday wear!

  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • Morgan Formal Flocked Velvet Dress

    Special Occasion

    Enchant in this long tulle formal dress featuring a sultry plunge V-neckline and empire waist that leads to dual high front slits along the sweeping floor-length silhouette. Perfect for weddings or black tie soirees.

    Fit& Features

    • Floral flocked velvet, semi-sheer mesh with lining
    • Plunge V-neckline, adjustable spaghetti straps, cross-back design
    • High front slits, pleat details, back zipper, hook and eye closure
    • Empire waist
    • Sweeping floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-0142

    Category Name: Maxi Dresses

    Price: $19.97 $19.97

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S

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  • 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

    Availability: Out of Stock

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  • 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

    Availability: Out of Stock

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  • Taylor Corset Rhinestone Mesh Formal Dress

    Special Occasion  

    Look and feel like a sexy goddess in the Taylor formal dress! She dares to bare in a mesh corset-style bodice with a sweetheart neckline and adjustable straps. The rhinestone embellishments catch glimmers of light while her high-cut slit allows for a display of leg. The formal dress is composed of a mesh fabric and has a stretchy short knit lining. Complete your look with a choker and clutch. 

    Fit & Features

    • Sleeveless, adjustable spaghetti straps
    • Sweetheart neckline, padded cups
    • Mesh corset bodice, flexible boning, back zipper, hook and eye closure
    • High-cut slit, long hem, form-hugging
    • Rhinestone embellishments
    • Sheer mesh fabric, partial short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1735

    Category Name: Maxi Dresses

    Price: $89.90

    Availability: In Stock

    Available Color: BLACK, WHITE

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

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  • Arabella High Slit Cowl Neck Dress

    Special Occasion

    Radiate elegance in this long formal dress made with a high-shine, smooth fabric. Designed to hug your curves, this floor-length bodycon dress accentuates an hourglass figure for a simply irresistible look. A sultry side slit elegantly elongates the legs, while the dress impresses from every angle with its low-back design. The flattering cowl neckline at the front creates the perfect display for a sparkly rhinestone necklace so your gorgeous selfies pop and shine.

    Fits & Features

    • Sleeveless cowl neckline, spaghetti straps, cross at back
    • A-line silhouette, ruched detailing
    • High side slit
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size 

    Style Number/Barcode: 05002-3012

    Category Name: Maxi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: PURPLE, BLACK

    Available Size: XS, S, L

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  • 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

    Availability: Out of Stock

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  • Kensie Formal Surplice V-Neck Dress

    Special Occasion

    To make a grand entrance, all you need to do is wear the Kensie formal dress! She showcases style and grace with a hint of sultry in her sleeveless, surplice V-neck atop a form-fitting silhouette with a front slit. The formal dress is composed of a sleek knit fabric with moderate stretch. Complete the look in rhinestone heels for a glam touch.

    Fit & Features

    • Sleeveless, surplice V-neck, spaghetti straps
    • Bra-friendly design
    • Form-fitting silhouette
    • Front high slit
    • Floor-length hem
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7136

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK-2

    Available Size: XS, S

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  • 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

    Availability: Out of Stock

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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

    Product Badge:
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  • 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

    Availability: Out of Stock

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  • 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

    Availability: Out of Stock

    Product Badge:
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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

    Availability: Out of Stock

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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

    Availability: Out of Stock

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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

    Availability: Out of Stock

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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

    Availability: Out of Stock

    Product Badge:
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