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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MAXI DRESSES
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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!

  • All Dolled Up Strappy Back Maxi Dress

    This maxi dress gives you a reason to get all dolled up! It features a sleeveless square neckline, adjustable spaghetti straps, an open strappy back with a lower ruched seam atop a sultry high slit, and a bodycon silhouette on slinky knit-lined fabric. Complete the look in rhinestone strappy heels for a cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open strappy back, lower ruched seam, high slit
    • Bodycon silhouette
    • Maxi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2414

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Next Level Lace-Up Slit Maxi Dress

    A next-level maxi dress to elevate your look for upcoming parties or date nights! It features a sleeveless square neckline, spaghetti straps that form the lace-up back with tie closure, a side ruched seam to show off your figure, a bodycon silhouette, and a sexy side slit on smooth knit stretchy fabric. Complete the look with fringe rhinestone earrings for a touch of glamour!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back, tie closure
    • Side ruched seam, bodycon silhouette
    • High side slit, maxi-length hem
    • Smooth knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5147

    Category Name: Maxi Dresses

    Price: $6.97

    Availability: Out of Stock

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  • Sun Ready Strapless High Slit Maxi Dress

    If sandy beaches are what you seek this maxi dress is ready for fun under the sun! It features a strapless neckline, a side O-ring metal insert atop the sexy high slit, and a flowy long hem on slinky knit fabric. Complete the look in strappy sandals and sunglasses!

    Fit & Features

    • Strapless neckline
    • Side O-ring insert, high side slit
    • Flowy maxi silhouette
    • Long hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5263

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • A Real Showstopper Lace-Up Maxi Dress

    A real showstopper of a maxi dress! Flaunt your best self in this sleeveless dress featuring a square neckline, spaghetti straps, an open lace-up back design, a ruched side seam, and a bodycon silhouette with a flattering high side asymmetrical slit on sleek knit fabric. Complete the look in block heels for a dinner date.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open lace-up back design
    • Ruched side seam, bodycon silhouette
    • High side asymmetrical slit, maxi-length fitted hem
    • Sleek knit and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5346

    Category Name: Maxi Dresses

    Price: $14.97

    Availability: Out of Stock

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  • The 'It' Knit Sleeveless Maxi Dress

    Take your trendsetting status to chic summer style with this sleeveless knit maxi dress perfect for styling over your swimsuit! It features a scoop neckline, tank shoulder straps, a form-hugging fit, and a flirty high-side slit on crochet-style knit fabric with a short stretchy lining. Complete the look in sunglasses and sandals!

    Fit & Features

    • Sleeveless scoop neckline
    • Tank shoulder straps
    • Form-hugging fit
    • High side slit
    • Maxi-length hem
    • Crochet-style knit fabric, short stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5207

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Electric Love Chiffon Floral Maxi Dress

    Look absolutely electric in this 70s-inspired chiffon maxi dress at parties and vacations! It features a sleeveless V-neckline, adjustable spaghetti straps that cross along the open back, an empire waist, and a flowy maxi-length silhouette on floral print chiffon fabric with a smooth woven lining. Complete the look with a sleek arm cuff bracelet and heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-open back
    • Empire waist
    • Flowy maxi-length silhouette
    • Floral print
    • Airy chiffon fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5264

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Wanna Getaway Chiffon Geometric Print Maxi Dress

    'Tis the season for day trips, weekend getaways, or booking a flight out of town! This chiffon maxi dress will keep you stylish for it all. It features a sleeveless surplice V-neckline, spaghetti straps that crisscross along the open back, a tie-waist design, and a flowy silhouette with a flattering high front slit. Complete the look in statement sandals.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Spaghetti straps, crisscross open back
    • Flowy silhouette, tie waist design
    • High front slit, back zipper and hook-eye closure
    • Maxi-length hem
    • Geometric print, airy chiffon fabric, smooth woven lining
    • Runs true to size

    Style Number/Barcode: 05102-5265

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Instant Style Textured V-Neck Maxi Dress

    Instant style delivered to you! This perfect sleeveless maxi dress will be your favorite go-to this season. It features a V-neckline, adjustable spaghetti straps, a hip-hugging fit, a back slit accent, and a flowy long-length hem on textured mesh fabric. Complete the look with door-knocker earrings for for a casual dinner.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Back slit accent
    • Flowy long-length maxi hem
    • Textured mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5082

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

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  • Love, Wear, Repeat Short Sleeve Maxi Dress

    Love, wear, and repeat. You'll adore this maxi dress for all of your styling needs this season! It features short sleeves, a V-neckline, a form-hugging slim silhouette, and a floor-length hem on stretchy rib knit fabric. Complete the look in rhinestone hoop earrings for a dinner date.

    Fit & Features

    • Short sleeves
    • V-neckline
    • Form-hugging, slim silhouette
    • Floor-length maxi hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5107

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Stunning Silhouette High Slit Maxi Dress

    Show off your stunning silhouette in this curve-hugging high-slit maxi dress! It features a sleeveless square neckline, tank shoulder straps, a partially open back with a twist-back design and a lower back cutout, a maxi-length hem with a trendy thigh-high side slit, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch and has a sewn-in knit lining. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Partially open back, twist-back design, lower back cutout
    • Maxi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4875

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Casual Plans Rib Knit Bodycon Maxi Dress

    Casual plans? Look amazing in this sleeveless maxi dress for everything on your social calendar! It features a square neckline, spaghetti straps, a bodycon silhouette, and a fitted long hem on stretchy rib knit fabric. Complete the look in cute flower earrings and sandals.

    Fit & Features

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

    Style Number/Barcode: 05102-5195

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Slice Of Summer V-Neck Tank Maxi Dress

    Break yourself off a slice of this summer-ready rib knit maxi dress you'll love taking on vacation or around town! It features a sleeveless plunge V-neckline, tank shoulder straps, a form-hugging slim silhouette, and a sexy high-side slit. Complete the look with statement earrings and sandals.

    Fit & Features

    • Sleeveless plunge V-neckline
    • Tank shoulder straps
    • Form-hugging, slim silhouette
    • High side slit
    • Maxi-length hem
    • Soft and stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5080

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

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  • Easy Decision V-Neck Cutout Maxi Dress

    A maxi dress you can style up or down? That's an easy decision! It features a sleeveless V-neckline, spaghetti straps, a knotted bust with cutout sides and back, and a hip-hugging slim silhouette with a sultry high-side slit on stretchy rib knit fabric. Complete the look in trendy sandals for a beach club or vacation!

    Fit & Features

    • Sleeveless V-neckline, knotted bust, spaghetti straps
    • Side and back cutouts
    • Hip-hugging, slim silhouette
    • High side slit
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5094

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Cute And Casual Moment High Slit Maxi Dress

    Have a cute and casual moment in this high slit maxi dress that will give you a streamlined bodycon silhouette. It features a sleeveless square neckline, bungee spaghetti straps, an asymmetric maxi-length hem creating a trendy thigh-high side slit, and a curve-hugging fit. The smooth knit fabric includes a full lining and offers plenty of stretch. Style with a crossbody bag and clear mules for dinner with the girls.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Asymmetric maxi-length hem
    • High side slit
    • Bodycon fit
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5105

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Miami Mood Tropical Print Cutout Maxi Dress

    This alluring tropical print maxi dress is an iconic pick for a summer vacay to Miami! It features a sleeveless halter neckline with cross-front straps, a sultry center bust cutout followed by a chic O-ring accent, dual waist cutouts on each side, a backless design with dual tie-back straps, a floor-length hem with dual thigh-high front slits, and a flowy A-line silhouette. The lightweight woven fabric showcases an all-over tropical palm leaf pattern. Style with hoop earrings and clear mules.

    Fit & Features

    • Sleeveless halter neckline, cross-front straps, tie-back design
    • Center bust cutout, O-ring accent, dual waist cutouts
    • Backless design, dual tie-back straps, elasticized back waistband
    • Floor-length hem, dual high front slits, A-line silhouette
    • Tropical palm leaf print
    • Woven fabric, lined bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5087

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Vacay Babe Tropical Print Maxi Dress

    Create an iconic vacay babe look with this alluring tropical print maxi dress! It features a sleeveless square neckline, spaghetti straps, a flattering high waist seam, ruching down one side leading to a thigh-high slit, and a long-length hem with a curve-hugging silhouette. The lightweight knit fabric features an all-over tropical palm leaf print. Complete the 'fit with strappy sandals and sleek shades.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, ruched side seam, thigh-high slit
    • Long-length hem, curve-hugging fit
    • Tropical palm leaf print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5178

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Casual-Chic Style Muse High Slit Maxi Dress

    Show off your elevated casual-chic style in this high slit maxi dress. Featuring a sleeveless crew neckline with tank shoulder straps, trendy side cutouts at the waist, a maxi-length hem, and a thigh-high side slit, this dress will get you major compliments. The ribbed knit fabric offers plenty of stretch. Complete the look with sleek hoops and strappy heels.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Dual side cutouts at the waist
    • Maxi-length hem
    • High side slit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4866

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Sunkissed Beauty Tropical Print Cutout Maxi Dress

    You'll be a stunning sunkissed beauty in this tropical print maxi dress that will give off alluring energy. It features a sleeveless asymmetric one-shoulder neckline with a single bungee spaghetti strap, a bold asymmetric side cutout at the waist with a chic O-ring accent, a hip-hugging fit, a sultry thigh-high side slit, and a floor-length hem. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with strappy sandals.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Single bungee spaghetti strap
    • Asymmetric side cutout at the waist, O-ring accent
    • Hip-hugging fit, high side slit, floor-length hem
    • Tropical palm leaf print
    • Knit fabric, mini-length lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5091

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Touch Of Sexy Slim-Fit High Slit Maxi Dress

    Add a touch of sexy to your evening out in this sleeveless maxi dress! It features a sweetheart neckline with cowl draping, spaghetti straps, a slim curve-hugging silhouette, a high side slit, and a long-length hem on smooth knit fabric. Complete the look in statement heels.

    Fit & Features

    • Sleeveless sweetheart neckline, cowl draping
    • Spaghetti straps
    • Slim curve-hugging silhouette
    • High side slit
    • Long-length maxi hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2436

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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  • Vacay Happy Hour Tropical Print Maxi Dress

    This tropical print maxi dress was made for sippin' margaritas and enjoying the ocean breeze! It features a sleeveless V-neckline with the cutest tie-front design, adjustable spaghetti straps, a stretchy smocked back panel, a high waist seam, and a flowy floor-length hem with a thigh-high front slit. The lightweight gauze fabric features an all-over palm leaf print to capture those vacay vibes. Style with slip-on sandals.

    Fit & Features

    • Sleeveless V-neckline, tie-front
    • Adjustable spaghetti straps, stretchy smocked back
    • High waist seam
    • Flowy floor-length hem, high front slit
    • Tropical palm leaf print
    • Gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5117

    Category Name: Maxi Dresses

    Price: $10.97

    Availability: Out of Stock

    Product Badge:
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  • Pick Me Floral Lace-Up Maxi Dress

    This floral maxi dress will be the first pick in your closet! It features a sleeveless V-neckline with a knotted bust, spaghetti straps that creates the open lace-up back design, and a flowy slim silhouette. Complete the look in cute new sandals for a baby shower or casual lunch out!

    Fit & Features

    • Sleeveless V-neckline, knotted bust
    • Spaghetti straps
    • Lace-up open back
    • Flowy slim silhouette
    • Maxi-length hem
    • Floral print, breezy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4947

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Marvelous Style Marble Print Maxi Dress

    Showcase a marvelous style in this trendy marble print maxi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric side cutout at the waist to add a sultry vibe, ruching down one side seam with an adjustable drawstring, an asymmetric maxi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The all-over eye-catching marble print pattern on the smooth and stretchy knit fabric will draw all the attention to you! Complete your summer party look with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Asymmetric side cutout at the waist
    • Ruching down one side seam, adjustable drawstring
    • Asymmetric maxi-length hem, high side slit, curve-hugging fit
    • Marble print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5119

    Category Name: Maxi Dresses

    Price: $19.97

    Availability: Out of Stock

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  • Casual Sultry Vibes Cutout Maxi Dress

    Bring the casual sultry vibes to your weekend plans with this curve-hugging maxi dress. It features a sleeveless sweetheart neckline with a twist-front design, spaghetti straps, a bold waist cutout at the front, a maxi-length hem with a chic back slit accent, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules for drinks with the girls.

    Fit & Features

    • Sleeveless sweetheart neckline, twist-front design
    • Spaghetti straps
    • Waist cutout
    • Maxi-length hem, back slit
    • Bodycon fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5186

    Category Name: Maxi Dresses

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
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  • Getaway Bound Tropical Cowl Neck Maxi Dress

    You'll be ready for your getaway with this tropical maxi dress in your carry-on! It features a sleeveless cowl neckline, spaghetti straps that crisscross in the back, a curve-hugging slim silhouette, and a flirty front slit. Complete the look in espadrille wedges and sunnies!

    Fit & Features

    • Sleeveless cowl neckline, bust lining
    • Spaghetti straps, crisscross back
    • Curve-hugging, slim silhouette
    • Front slit
    • Maxi-length hem
    • Tropical print, smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4999

    Category Name: Maxi Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
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