Midi Cocktail Dresses

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Midi Cocktail Dresses: The Sweet Spot Between Classic and Current

Slip into midi cocktail dresses made for every RSVP on your calendar. These mid-length silhouettes strike the perfect balance—long enough to feel elevated, short enough to keep it flirty. Whether you're headed to a summer wedding, upscale dinner, or cocktail party with your crew, Windsor’s collection offers midi dresses for cocktail parties that are stylish, flattering, and totally vibe-checked.

Make a Statement in Color & Cut

Turn heads in new summer shades like cherry red, pastel green, vibrant pink, and ocean-inspired blues. Or keep it chic in timeless neutrals like black, ivory, and tan. From halter-neck cocktail dresses with open backs to off-shoulder cocktail dresses and figure-flattering wrap fronts, each style was made to serve effortless sophistication. Prefer a little structure? Mid-length cocktail dresses in bodycon fits give you that tailored feel, while flowy A-lines bring the movement. Get inspired by these stylist picks: 11 Midi Cocktail Dresses For Your Next Soirée!

Details That Elevate Every Moment

These dresses are designed to flatter and flex for every occasion. You’ll find stylish necklines like sweetheart, cowl, and V-neck, plus strapless designs and sleeveless styles ideal for warm-weather events. Keep your look fresh with new and exclusive floral prints that give your outfit just the right amount of pop. Whether you're dressing for day or night, these midi cocktail party dresses bring main character energy to every event.

Shop Windsor’s midi-lengths and cocktail dresses online, in-app, or in one of 350+ stores and make your next celebration a style standout.

  • Valerie Convertible Bodycon Midi Formal Dress

    Special Occasion

    Versatility at its finest, the Valerie midi formal dress offers multiple styling options to suit your mood for any formal occasion! She boasts a convertible-style neckline with straps that can be worn as a halter, one shoulder, and more, a bodycon midi silhouette that flatters your curves, and a center back slit for movement. Complete the look in stiletto heels and teardrop earrings.

    Fit & Features

    • Stretchy sleek knit fabric
    • Convertible neckline with straps
    • Multiple styling options
    • Bodycon silhouette
    • Center back slit
    • Midi-length 
    • Runs true to size

    Style Number/Barcode: 05001-1930

    Category Name: Midi Cocktail Dresses

    Price: $56.90

    Availability: In Stock

    Available Color: OLIVE, BLACK

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

  • Annalynn Formal Sequin Midi Dress
    Special Occasion 

    Impress in dazzling sequins as you make a diva worthy entrance in our Annalynn dress! She features an all over black hue, a straight strapless neckline, a built in no slip strip and a flattering midi length. The all over lined mesh fabric is adorned with gleaming sequins set in a baroque and diamond pattern. Dress offers a form hugging fit with minimal stretch. Includes a back zipper closure with a fish hook clasp.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-3992

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Muse Open Back Flocked Velvet Midi Dress

    The midi dress features a sleeveless cowl neckline, adjustable spaghetti straps that cross at the back, a flocked velvet pattern, and a mermaid silhouette. Complete the outfit with clear heels.

    Fit & Features

    • Lined mesh and velvet fabrication
    • Sleeveless cowl neckline
    • Open back design
    • Adjustable spaghetti straps that cross at the back
    • Flocked velvet pattern
    • Midi length hem
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3849

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave An Impression Mock Neck Open Back Floral Midi Dress

    Leave a lasting impression in this floral midi dress attending weddings or garden parties! The mock neckline and open back design will turn heads, while the bodycon fit and center back slit offers a figure-flattering look along the midi-length hem. Complete the look with statement earrings and stiletto heels.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining, moderate stretch
    • Mock neckline with button closures
    • Open back, lower zipper and hook-eye closure
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3449

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Date Lace-Up Midi Dress

    It’s giving sultry, sculpted, and so worth the stare. With a lace-up back, side slit, and body-hugging ruching, this midi is your go-to for date nights, drinks, and feeling unstoppable.

    Fit & Features

    • Slinky knit lined fabric, moderate stretch
    • V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Ruched bodycon silhouette
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000349

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L, XL

    Product Badge:
    • Sale
  • Evening Of Bliss Ruched Bodycon Midi Dress

    Experience an evening of bliss in this chic midi dress! Featuring a folded square neckline and spaghetti straps, and a bodycon silhouette that flatters your figure while the side ruched seam accentuates your curves. The asymmetrical midi length hem adds a stylish touch to this midi dress, perfect for any dressy occasion! Complete the look in block heels.

    Fit & Features

    • Sleeveless folded square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi-length hem
    • Smooth knit fabric, subtle sheen, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2757

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Beauty Satin Slit Midi Dress

    Envoke a daring and beautiful style in this satin midi dress for semi-formal weddings, cocktail parties, and dressy birthdays! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a center front ruched seam that leads to the flirty slit accent. The luxe satin fabric offers a moderate stretch. Complete the look in bold rhinestone heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Center front ruched seam, slit accent
    • Midi-length hem
    • Satin fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2105

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Obsession Marble Print Midi Dress

    The obsession you'll have with this fabulous marble print midi dress is so real! It features a V-neckline with a twist-front design, an alluring front waist cutout to showcase some skin, long fitted sleeves, a ruched side seam that leads to a high-cut side slit, and a midi-length hem with a form-hugging silhouette. The stretchy knit fabric features a trendy marble print pattern. Style this midi dress with spiral heels!

    Fit & Features

    • V-neckline, twist-front design
    • Front waist cutout
    • Long fitted sleeves
    • Ruched side seam, high side slit
    • Midi-length hem, form-hugging fit
    • Marble print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5309

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kenia Formal Velvet Midi Dress
    Special Occasion

    Wrap yourself in luxe velvet as you allure them all in our Kenia dress! She features an all over black hue, an off the shoulder neckline, a sweetheart bust, fitted long sleeves and a midi length silhouette with a high side slit. Dress is composed of a black hued velvet fabric.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small ,

    ,*Also available in Plus.
     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4091

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkle Spell Glitter Ruched Midi Dress

    Cast a spell of sparkle in this glitter midi dress at a party! With adjustable spaghetti straps, a sweetheart neckline, a padded bust, and side ruched seams for an ultra-flattering bodycon fit, the dress's glitter knit fabric shimmers gracefully as you move. Complete the look with earrings and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Padded bust
    • Side ruched seams, bodycon fit
    • Asymmetrical midi-length hem, side slit
    • Glitter knit fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2682

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What's The Ruche Midi Dress

    A look we honestly can't get enough of! Slip into this form-hugging midi dress and show off those never-ending curves!

    Fits & Features

    • Spaghetti Straps
    • Square Neckline
    • Midi Length Silhouette
    • Woven Fabric I Fully Lined
    • Ruching Throughout 
    • Form Hugging Fit I Curve Hugging Fit 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0463

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cut Out The Drama Midi Dress
    Cut out all that drama and slay in this sultry midi dress! It features a sleeveless bodice, a square neckline, tank-like shoulder straps, a center and side waist cut out with a horizontal bar accent, and a mid-length, form hugging fit. Dress is composed of a stretchy knit fabric with a pretty sheen.

    Style Number/Barcode: 05101-0301

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marleigh Velvet One-Shoulder Midi Dress

    Special Occasion

    Sleek, stunning, and undeniably chic—the Marleigh velvet one-shoulder midi dress turns heads with its asymmetric neckline, figure-tracing silhouette, and daring thigh-high slit. A perfect mix of elegance and allure for your next night out.

    Fit & Features

    • Velvet fabric, moderate stretch
    • Asymmetric one-shoulder neckline, long fitted sleeve
    • Sweetheart padded bust
    • Back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, cocktail parties, evening dinners, romantic date nights, and rooftop parties.

    Style Number/Barcode: 05001-000400

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Tricks Of The Trade Convertible Bodycon Midi Dress

    Versatility at its finest, this sleeveless midi dress knows a trick or two! Crafted from a smooth knit fabric that fits like a glove, this dress offers a convertible neckline with a braided strap allowing for multiple styling options, side ruched seams, and a perfect bodycon fit. Complete the look with dangly earrings and heels for date night or a semi-formal event!

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Convertible neckline with braided strap
    • Multiple styling options, off-the-shoulder, halter, one-shoulder
    • Bodycon silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3564

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Chic Strapless Knit Midi Dress

    Classy and chic, this sleek knit midi dress features a strapless sweetheart neckline with a pleated draped overlay and a back slit accent for effortless movement. Style with stilettos for a cocktail party.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Strapless sweetheart neckline, no-slip strip
    • Pleated cowl neck draped overlay
    • Back slit
    • Midi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000014

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: HUNTER

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

  • Maryanne Bodycon Beaded Formal Midi Dress

    Special Occasion

    Step out in perfect brilliance in the Maryann formal midi dress showcasing endless beaded and sequin embellishments along the flattering bodycon silhouette that'll have you feeling yourself! 

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Beaded and clear sequin embellishments
    • Sleeveless square neckline, no-slip strip, cowl neck draped overlay
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size 

     

    Where to Wear:

    Prom, birthday celebrations, and dressy dinner parties.

    Style Number/Barcode: 05001-2646

    Category Name: Midi Cocktail Dresses

    Price: $59.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S

    Product Badge:
    • Sale
  • Marlin Formal Sequin Feather Midi Dress

    Special Occasion

    Dare to be divine in the Marlin formal sequin midi dress at black tie parties and celebrations! She features a strapless neckline with a front feathered trim, non-slip grip lining, a lightly padded bust, a flattering bodycon silhouette, a side slit accent, and a fitted midi-length hem. The formal midi dress is composed of a sequin-embellished mesh fabric that sparkles under the light and a stretchy knit lining. Complete the look with an elegant hair accessory for a glam style!

    Fit & Features

    • Strapless neckline, feather trim, non-slip grip lining
    • Lightly padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, side slit, midi-length hem
    • Sequin-embellished mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1563

    Category Name: Midi Cocktail Dresses

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dripping in Pearls Mesh Midi Dress

    Total showstopper status. This pearl-dusted mesh midi dress hugs like a dream and turns every entrance into a statement at celebrations or formal dances!

    Fit & Features

    • Faux pearl embellished, mesh fabric, sewn-in knit lining
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000387

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK

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

  • Sleek Leopard Print Lace And Satin Midi Dress

    This sleek leopard print satin midi dress is designed with a sheer lace bust overlay for a sexy-chic vibe. It features a sleeveless V-neckline with a tie-front detail, tank shoulder straps, and a midi-length hem with a flowy A-line silhouette.

    Fit & Features

    • Leopard-printed satin woven fabric
    • Sheer lace bust overlay
    • V-neckline with tie-front detail
    • Tank shoulder straps
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3730

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Desirable Shine Tank Midi Dress

    Ultra-desirable for sun-soaked days and balmy nights! This sleeveless tank dress features a square neckline, wide shoulder straps, a bodycon silhouette, and a midi-length hem on shiny smooth double-lined knit fabric. Complete the look in minimalistic hoop earrings and heels.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Bodycon silhouette
    • Midi-length hem
    • Shiny smooth double-lined knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2596

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivated In Crepe Rhinestone Dress

    Captivate the crowd in this crepe midi dress showcasing luxe details sure to impress! It features a sleeveless v-neckline, spaghetti straps, a bodycon silhouette, side ruched seam leading to the asymmetrical, side cutout hem with rhinestone trim. Style with hoop earrings and heels to complete the look! 

    Fit & Features

    • Sleeveless v-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical side cutout with rhinestone trim
    • Midi-length, crepe fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1955

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Touch Of Lace Cowl Neck Midi Dress

    Trust us when we say, you're going to want to add the Touch Of Lace midi dress to your LBD collection!

    Fits & Features

    • Spaghetti Straps That Cross & Lace-Up At The Back 
    • Cowl Neckline With Lace Underlay 
    • Midi Length Silhouette I Wrap Skirt
    • Jersey Knit Fabric 
    • Curve Hugging Fit I Plenty Of Stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0598

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Beauty Midi Dress

    Hey beauty, look vivacious in velvet in this stunner of a midi dress! It features a sleeveless bodice, thin shoulder straps, a padded sweetheart neckline with ruched detailing at the bust, and a back zipper closure. The high waist seam leads to a slim fit mid-length skirt with a sultry thigh high slit. The velvet fabric offers moderate stretch and a curve hugging fit.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0141

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK, SAGE

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

    Product Badge:
    • Sale