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!

  • Summer Dreams Halter V-Neck Boho Chiffon Maxi Dress

    Summer dreams are made of this boho chiffon maxi dress perfect for your vacation or weekend getaway! The halter V-neckline and spaghetti strap tassel ties provide an effortlessly chic touch, while the stretchy smocked bodice and hidden side pockets offer convenience. The flowy ruffled silhouette adds a touch of romance! Complete the look in sandals and a bracelet.

    Fit & Features

    • Bohemian print, chiffon fabric with woven lining, no stretch
    • Halter V-neckline
    • Spaghetti strap tassel ties
    • Stretchy smocked bodice
    • Hidden side pockets
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5777

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

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  • Grandeur Blooms Strapless Slit Floral Maxi Dress

    Gorgeous blooms dance across this floral maxi dress making every entrance statement worthy! Perfect for cocktail parties or dressy dinners, this strapless dress boasts a form-hugging fit, a high side slit allowing for movement, and a maxi-length hem. Complete the look with a clutch purse and heels.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless neckline
    • High side slit
    • Form-hugging fit
    • Runs true to size
    • Please note flower placement may vary

    Style Number/Barcode: 05101-3386

    Category Name: Maxi Dresses

    Price: $39.90

    Availability: Out of Stock

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  • Casual Cool Girl High Slit Ribbed Knit Maxi Dress

    Showcase a casual cool girl style in this curve-hugging maxi dress. Designed with a stretchy ribbed knit fabric, it features a sleeveless crew neckline, tank shoulder straps, a trendy side cutout at the waist to showcase some skin, and an alluring thigh-high side slit on the maxi-length hem. Complete your look with clear mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Crew neckline
    • Tank shoulder straps
    • Side cutout at the waist
    • High side slit
    • Runs true to size

    Style Number/Barcode: 05102-4906

    Category Name: Maxi Dresses

    Price: $29.90

    Availability: In Stock

    Available Color: SAGE, BLACK

    Available Size: M, L, S

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  • Melany Formal Dual Slit A-Line Dress

    Special Occasion

    Bring the fire and desire in the Melany formal dress to make every jaw drop! Stun at black-tie weddings, galas, and award banquets. She features a sleeveless one-shoulder neckline with a cutout bust and a cutout back tank strap, an empire waist, and a flattering A-line silhouette with sexy dual front slits along her faux wrap-style long hem. The formal dress is composed of a slinky and smooth knit fabric with moderate stretch. Complete the look with lace-up heels and earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline, cutout bust
    • Cutout back tank strap
    • Empire waist
    • A-line silhouette, dual front slit, floor-length hem
    • Slinky and smooth knit fabric, moderate stretch
    • Strapless bra, sticky bra, or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6898

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

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  • Melonie Corset Ruffled Mermaid Floral Formal Dress

    Special Occasion

    Arrive looking blissfully chic and dreamy in the Melonie floral formal dress as a gorgeous bridesmaid, wedding guest, or attending a garden party! Her sleeveless sweetheart neckline, shoulder straps, and padded bra cups provide a flattering fit. The flexible boning and mermaid silhouette accentuate your curves, while the ruffled floor-length hem adds an elegant touch. Complete the look with dainty earrings and high heels.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining, moderate stretch
    • Sweetheart neckline
    • Shoulder straps
    • Padded bra cups
    • Flexible boning
    • Ruffled mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8548

    Category Name: Maxi Dresses

    Price: $69.90

    Availability: Out of Stock

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  • Aimee V-Neck Ruffle Slim Lace Formal Dress

    Special Occasion

    It's love at first sight! The Aimee lace formal dress will capture your heart for the wedding, banquet, or garden party! Made of luxurious sheer lace fabric with a full-length knit lining for coverage, this floor-length dress is perfect for any formal occasion. With a V-neckline and adjustable spaghetti straps, this dress hugs your curves along the slim silhouette and features stunning ruffles and a high front slit. Complete the look with marquise earrings.

    Fit & Features

    • Sheer lace fabrication with knit lining, moderate stretch
    • Adjustable spaghetti straps
    • V-Neckline
    • Back zipper with hook and eye closure
    • Curve-hugging slim silhouette, ruffled
    • High front slit
    • Runs true to size

    Style Number/Barcode: 05002-8511

    Category Name: Maxi Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S

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  • Whimsical Cutie Butterfly Polka Dot Satin Maxi Dress

    Soar toward any celebration in this whimsical and cute polka dot satin maxi dress! Featuring cap sleeves and a gorgeous butterfly lace trim sweetheart neckline, this dress adds a touch of elegance. The button-down back with a cutout accent completes the maxi silhouette, making you the center of attention! Complete the look in strappy block heels and a necklace.

    Fit & Features

    • Polka dot print, satin fabric, no stretch
    • Butterfly lace trim sweetheart neckline
    • Button-down back and zipper hook-eye closures
    • Cutout back accent
    • Maxi length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3555

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

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  • Undeniable Beauty One-Shoulder High Slit Knit Maxi Dress

    Showcase your undeniable beauty in this chic one-shoulder high slit maxi dress! Designed with a double-lined knit fabric offering plenty of stretch, this long dress will hug your gorgeous curves with its bodycon silhouette. It features an asymmetric one-shoulder neckline with a trendy ruched overlay, a high-cut side slit to showcase some leg, and a maxi-length hem. Style with statement earrings and stiletto heels.

    Fit & Features

    • Stretchy double-lined knit fabric
    • Asymmetric one-shoulder neckline, ruched overlay
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3536

    Category Name: Maxi Dresses

    Price: $34.90

    Availability: Out of Stock

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  • Joselyn Formal Mesh Ruffled A-Line Dress

    Special Occasion

    Look sophisticated and dreamy in the Joselyn formal long dress as a bridesmaid or attending a dance! She features adjustable spaghetti straps, a flattering V-neckline, and a delicate crisscross back. The tiered, ruffled A-line silhouette gives a subtly voluminous look, while the floor-length mesh fabric adds a touch of opulence. Complete the look with a statement ring set and heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Crisscross, back zipper and hook-eye closure
    • Tiered ruffled A-line silhouette
    • Floor-length hem
    • Mesh fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7763

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S

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  • Caterina Formal Strapless Faux Pearl Long Dress

    Special Occasion

    Step out in elevated luxury with the Caterina formal long dress adorning colored faux pearl embellishments for an opulent look! She features a strapless neckline with non-slip grip lining, a padded bust for support, and side ruched seams that accentuate your curves along the bodycon silhouette. The formal dress is finished with a center back slit for movement and a long-length hem on mesh fabric with a sewn-in knit lining. Complete the look with earrings for a wedding or school dance!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Center back slit, long-length hem
    • Colored faux pearl embellishments
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-8176

    Category Name: Maxi Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: PERIWINKLE

    Available Size: XS

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  • Make Hearts Flutter Short Sleeve Cutout Maxi Dress

    You'll instantly be crushing on this maxi dress perfect for weekend dinner parties or vacation! The flutter sleeves and plunging neckline create a playful vibe, while the elasticized waist and side cutouts show a hint of skin along the flowy maxi-length silhouette. Complete the look in strappy sandals.

    Fit & Features

    • Gauze woven fabric, short knit stretchy lining
    • Flutter short sleeves
    • Plunge V-neckline and V-cut back
    • Elasticized strappy waist with side cutouts
    • Flowy maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5719

    Category Name: Maxi Dresses

    Price: $49.90

    Availability: Out of Stock

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  • Feeling Myself High Neck Lace-Up Knit Maxi Dress

    Feel yourself in this trending sleeveless knit maxi dress while on vacation or weekend plans! Made with stretchy textured knit fabric, it's perfect for any occasion. This bodycon dress features a high neckline and spaghetti straps for a sleek look, while the lace-up back turns heads. Complete the outfit in stiletto heels.

    Fit & Features

    • Textured knit fabric, stretchy knit lining
    • High neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-1960

    Category Name: Maxi Dresses

    Price: $19.97 $19.97

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: S

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  • Ocean Breeze Cowl Neck Low Back Tropical Maxi Dress

    Relax poolside with a drink in hand and this tropical mesh maxi dress on! Featuring a playful cowl neckline, adjustable spaghetti straps, and a low back with criss-cross straps for a touch of intrigue. Its curve-hugging silhouette and maxi-length hem will make you feel like a tropical goddess on vacation! Complete the look in sunnies and sandals!

    Fit & Features

    • Tropical palm print, mesh fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Low back with criss-cross straps
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5645

    Category Name: Maxi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: S

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  • Stroll The Beach V-Neck Floral Paisley Maxi Dress

    Wherever your summer travels take you, always be in style with this casual floral paisley maxi dress! Featuring adjustable spaghetti straps and a stretchy smocked V-neckline, you'll have the perfect fit for a day in the sun. The crisscross back adds a playful touch, while the ruffled hem gives a flirty flair to the flowy silhouette. Complete the look with a cute hair accessory and sandals!

    Fit & Features

    • Floral paisley print, woven fabric, stretchy knit lining
    • Adjustable spaghetti straps, crisscross back
    • Stretchy smocked V-neckline
    • Flowy silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5566

    Category Name: Maxi Dresses

    Price: $56.90

    Availability: Out of Stock

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  • The Best Yet Sleeveless Crew Neck Slit Maxi Dress

    The best has come with this stylish basic maxi dress perfect for dressing up or down for any occasion! Crafted from a soft knit fabric, you'll adore this sleeveless dress for its comfort and versatility. The crew neckline gives off a classic vibe while the bodycon silhouette flaunts your curves down to the maxi-length hem with a flirty side slit for movement. Complete the look with a jacket, heels, and a crossbody bag!

    Fit & Features

    • Soft knit fabric, short lining, plenty of stretch
    • Sleeveless crew neckline
    • Tank straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5588

    Category Name: Maxi Dresses

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

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  • Summer Vacay Lace-Up Tropical Maxi Dress

    Your summer vacay needs this tropical maxi dress! Made from a stretchy knit fabric adorned with a tropical print, this maxi dress features a flattering cowl neckline, spaghetti straps, and a lace-up back for head-turning allure. The form-hugging fit flaunts your figure while the high side slit offers a show of leg. Complete the look with sunglasses and a cocktail in hand!

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Cowl neckline
    • Spaghetti straps, lace up back
    • Form-hugging fit
    • High side slit
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5743

    Category Name: Maxi Dresses

    Price: $44.90

    Availability: Out of Stock

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  • Sharon Formal Floral Chiffon A-Line Dress

    Special Occasion

    What's a spring wedding or summertime soiree without florals? The Sharon formal floral dress is a breath of fresh air this season! She features sweet short puff sleeves, a square neckline with a padded bust, a tie-front keyhole cutout, and a fitted bodice that leads to her flowy A-line silhouette with a wrap-front design creating a high front slit along the floor-length hem. The formal dress is composed of an airy chiffon woven fabric with a gorgeous floral bouquet print. Complete the look with flower earrings and heels.

    Fit & Features

    • Short puff sleeves, elastic cinched hems
    • Square neckline, padded bust, tie-front keyhole cutout
    • Back zipper, hook and eye closure
    • Fitted bodice, high waist seam
    • A-line silhouette, wrap-front design, high slit, floor-length hem
    • Floral print, airy chiffon woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-3718

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M

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  • Marcela Formal Velvet High Neck Long Dress

    Special Occasion

    Feel truly regal in the Marcela formal velvet long dress to make a stunning debut at galas or black-tie holiday parties! She features a sleeveless high neckline adorned with halter adjustable spaghetti straps, a curve-hugging slim silhouette, and a high front wrap slit to show some skin along the floor-length hem. The formal maxi dress is composed of a soft velvet fabric giving luxe vibes and offers plenty of stretch. Complete the look with a glamorous hair accessory and a clutch.

    Fit & Features

    • Sleeveless high neckline
    • Halter adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Slim silhouette, high wrap front slit, floor-length hem
    • Velvet knit fabric, moderate stretch
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7619

    Category Name: Maxi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

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  • Weekend Vibes High Slit Striped Knit Maxi Dress

    This casual-chic striped knit maxi dress is perfect for your laid-back weekend vibes! Designed with stretchy ribbed knit with a thin striped pattern, it features a sleeveless scoop neckline with spaghetti straps, high-cut side slits on each side for added movement, and a form-hugging slim fit on the maxi-length silhouette. Style this long dress with strappy sandals.

    Fit & Features

    • Striped ribbed knit fabric, short knit lining, moderate stretch
    • Scoop neckline
    • Spaghetti straps
    • High side slits
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5778

    Category Name: Maxi Dresses

    Price: $32.90

    Availability: Out of Stock

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  • Casually Chic Smooth Knit Fitted Maxi Dress

    This smooth knit fitted maxi dress is the casually chic style you need to elevate your 'fits. It features a strapless straight-across neckline, an all-over curve-hugging silhouette, a maxi-length hem, and a trendy back slit accent. The smooth knit fabric includes an airy sheer mesh lining and offers plenty of stretch for comfortable wear. Complete your looks with strappy mules and a mini handbag.

    Fit & Features

    • Strapless straight-across neckline
    • Curve-hugging silhouette
    • Maxi-length hem
    • Back slit
    • Smooth knit fabric, sheer mesh lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5378

    Category Name: Maxi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

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  • Tatum Formal Glitter Mermaid Dress

    Special Occasion 

    Make a twirl-worthy entrance in a formal dress that makes a shine-stopping entrance! Tatum features a sleeveless square neckline, padded cups, adjustable spaghetti straps, and cross-straps that fasten with a slide hook closure. The slim-fit waist leads to a mermaid silhouette that is accented with ruching throughout. The dress is composed of a lined glitter mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless square neckline
    • Padded cups
    • Cross-straps with slide hook fasten 
    • Ruching
    • Lined glitter mesh 
    • Mermaid silhouette
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1773

    Category Name: Maxi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

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  • Rosie Formal Chiffon Floral Ruffled A-Line Dress

    Special Occasion

    The Rosie formal floral dress combines bohemian style with romantic vibes perfect for shifting into autumn events and occasions! She features a sweetheart neckline adorned with ruched spaghetti straps, a padded bust, and a flattering A-line silhouette with a lovely tiered ruffled long hem with a flirty slit. The formal dress is designed with a blooming floral print on airy chiffon fabric with a smooth woven lining. Complete the look with sleek hoop earrings for weddings, banquets, and dressy birthdays!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched spaghetti straps
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Tiered ruffled long hem, front slit
    • Blooming floral print, airy chiffon fabric, smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 05002-7702

    Category Name: Maxi Dresses

    Price: $79.90

    Availability: Out of Stock

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  • Kimberly Formal Flocked Mesh A-Line Dress

    Special Occasion

    Beautifully bold and stunning! The Kimberly formal dress will capture every heart at galas and black tie functions! She stuns in a sleeveless V-neckline with a sheer mesh insert, a padded and pleated bust, adjustable spaghetti straps that cross along the open back, and an empire waist that leads to her flattering A-line silhouette with a floor-length hem. The formal dress is composed of a flocked velvet pattern mesh fabric with a stretchy knit lining and dual front slits. Complete the look with dangly rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Padded and pleated bust, back zipper and hook-eye closure
    • Adjustable spaghetti straps, open back, cross back straps
    • Empire waist, A-line silhouette, floor-length hem
    • Flocked velvet pattern on sheer mesh
    • Stretchy knit lining, dual front slits
    • Runs true to size

    Style Number/Barcode: 05002-6843

    Category Name: Maxi Dresses

    Price: $84.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 1, 3

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  • Sheryl Formal Floral Chiffon Ruffle Dress

    Special Occasion

    Get swept away into the dreamy romance of the Sherly formal dress showcasing a vibrant floral pattern perfect for outdoor weddings, garden parties, and formal soirees! She features a sleeveless sweetheart neckline with a padded bust, ruched elastic straps, and a ruffle-tiered A-line silhouette with a front slit and long hem. The special occasion dress is composed of an airy chiffon fabric with a stunning floral print and a smooth woven lining with no stretch. Complete the look with a beaded clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Ruched elastic straps, back zipper and hook-eye closure
    • Ruffled, tiered A-line silhouette
    • Front slit, long hem
    • Vibrant floral print, airy chiffon fabric, smooth woven lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7124

    Category Name: Maxi Dresses

    Price: $79.90

    Availability: Out of Stock

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