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.

  • Sparkly Era Lace-Up Glitter Knit Midi Dress

    Show up looking like a sparkling icon in this glitter midi dress entering celebration dinners or parties! Designed with a flattering V-neckline and dual spaghetti straps, it hugs your curves in a bodycon silhouette. The lace-up back adds a touch of sophistication, while the side slit and midi-length hem create a glamorous and modern look you'll adore! Complete the look with a clutch and rhinestone block heels for extra shimmer with every step.

    Fit & Features

    • Glitter knit fabric with stretch
    • Dual spaghetti straps
    • Lace-up
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3131

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Caught In The Drama Rhinestone Fishnet Midi Dress

    Everyone will get caught up on you in this fishnet midi dress - the perfect catch for a night on the town! Featuring a V-neckline, adjustable spaghetti straps, a sleek bodycon silhouette on rhinestone embellished fishnet fabric, and mesh lining for a glamorous feel. Complete the look in strappy stiletto heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Rhinestone embellished, fishnet fabric, sheer mesh lining
    • Runs true to size

    Style Number/Barcode: 05103-5348

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Approved Floral Lace Midi Dress

    This alluring floral lace midi dress is totally date night approved! It features a sleeveless square neckline, spaghetti straps, an open back with a strappy lace-up design for a customized fit, a midi-length hem with a high front slit, and a form-hugging silhouette. The sheer lace fabric includes a full knit lining. Style with sleek stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Sheer floral lace fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2108

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Will You Be My Sweetheart Midi Trumpet Dress

    Hey girl, will you be my sweetheart? Because you look like you're quite the romantic! 

    Fit & Features

    • Off shoulder
    • Fold over sweetheart neckline
    • Form fitting silhouette
    • Crepe
    • Moderate stretch
    • Midi length
    • Trumpet flared hemline

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

    Style Number/Barcode: 05101-0267

    Category Name: Midi Cocktail Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Look Glitter Mesh Midi Dress

    You'll catch all the glances at your next glam affair with your gorgeous look in this glitter mesh midi dress! It features a sleeveless square neckline, spaghetti straps, chic ruching down the side seams, a mid-length hem with an alluring high side slit, and a bodycon silhouette to showcase your curves. The sheer glitter mesh fabric includes a full-length knit lining. Style with strappy stilettos!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruched side seams
    • Mid-length hem, high side slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2963

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Status High Slit Ruched Bodycon Midi Dress

    Level up your sultry status in this iconic high slit ruched bodycon midi dress! Designed with stretchy smooth knit fabric with a mini-length lining, the chic all-over ruching and bodycon silhouette will flaunt your gorgeous curves. The mid-length dress features a sleeveless V-neckline, spaghetti straps, an alluring open back with a cross-back lace-up strappy design for a customized fit, and a high-cut side slit to showcase some leg. Style with statement earrings and stiletto heels.

    Fit & Features

    • Stretchy smooth knit fabric with mini-length knit lining
    • V-neckline, spaghetti straps
    • Open back, cross-back lace-up straps
    • Ruching
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2936

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vanessa Formal Crepe Midi Dress

    Special Occasion

    Keep it classically chic in our elegant Vanessa midi dress! Her off the shoulder neckline is perfect for pairing with a statement necklace and midi length showcases glowing gams! 

    Fit & Features 

    • Off The Shoulder Neckline 
    • Wrap Sweetheart Bust 
    • Princess Seams 
    • Midi Length Silhouette | Wrap Style
    • Lined Crepe Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0397

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Fab Asymmetrical Midi Dress

    Keep it fab in this sleek midi dress that shows off a hint of leg! It features a sleeveless bodice, a V neckline with a mini lattice strap accent, spaghetti straps and a midi length silhouette with an asymmetrical high slit. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0218

    Category Name: Midi Cocktail Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For Cocktail Hour Satin Mesh Midi Dress

    This gorgeous satin mesh midi dress will have you ready for cocktail hour! Featuring a sleeveless sweetheart neckline with a sleek satin bust, adjustable spaghetti straps, a ruched mesh body, and a midi-length hem with a curve-hugging silhouette, this dress is so elevated and chic. The sheer mesh fabric includes a full knit lining. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Satin bust, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched mesh body
    • Midi-length hem, back slit accent, curve-hugging fit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1901

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Celeste Deep V Sequined Dress

    Special Occasion

    Make a sultry statement when you say it with sequins in our Celeste dress! She features all-over sequin embellishment, long sleeves, a bodice with deep Vs at front and rear, a back zip, hook-and-eye closure, and a midi-length, wrap-style skirt. Celeste is fully lined and made from a poly material with minimal stretch. 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4062

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Georgina Metallic Ruched Midi Dress

    Special Occasion

    With all that shine, you know you gotta show it off! Work your charm in our dazzling Georgina dress! 

    Fits & Features

    • Spaghetti Straps I V Neckline 
    • Midi Length Silhouette I Ruching At The Side I Front Slit 
    • Woven glitter fabric
    • Back Zipper With Hook & Eye Closure 
    • Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0367

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Low Ruffle Hem Satin Dress

    Look party-ready with this elegant and sultry high-low dress!

    Fits & Features

    • Spaghetti Straps That Cross At Back
    • Square Neckline I Vertical Darts At The Bust
    • High-Low Hem With Ruffle Trim Detail 
    • Satin-Like Composition I Fully Lined
    • Body-Hugging Fit
    • Moderate Stretch

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0438

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jezebel Velvet Burnout Midi Dress

    Special Occasion

    Get a little frisky in our Jezebel!

    Fits & Features

    • Deep V Neckline
    • Long Sleeve
    • Long Hemline That Meets Mid-Length 
    • High Slit At Side
    • Inner Bodysuit 
    • Mesh Composition With Velvet Burnout Detail
    • Form-Fitting Silhouette I Moderate Stretch 

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0276

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can’t Stop Staring Bodycon Midi Dress

    This sleek knit midi dress is giving heartbreaker energy! The ruched bodycon fit hugs in all the right places—perfect for date nights, girls’ nights, and spotlight-stealing entrances.

    Fit & Features

    • Smooth, stretchy knit fabric, knit lining
    • Sleeveless V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Ruching
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000153

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

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

  • Sparkling Glam Velvet Glitter Halter Midi Dress

    The velvet glitter dress features a sleeveless v-shaped halter neckline, a wrap silhouette, and a midi-length hem. Complete a semi-formal outfit with glitter heels.

    Fit & Features

    • Lined velvet glitter fabrication
    • Sleeveless
    • V-shaped halter neckline
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3803

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annika Formal Mid-Length Bandage Dress

    Special Occasion

    Create the snatched silhouette of your dreams in the iconic Annika formal mid-length bandage dress! She features a sleeveless square neckline, spaghetti straps, a hidden back zipper closure, a midi-length hem with a chic back slit accent, and a bodycon silhouette that will hug your figure. The bandage knit fabric offers a smooth and sculpted look with plenty of stretch. Style with clear heels for your next cocktail hour.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Hidden back zipper, hook and eye closure
    • Midi-length hem, back slit
    • Bodycon silhouette, sculpted look
    • Bandage knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1570

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Slay Bodycon Midi Dress

    It's your time to slay in this simple yet chic bodycon midi dress! It features an asymmetrical boat neckline with a partial off-the-shoulder design, long fitted sleeves with thumb hole accents, a midi-length hem, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy heels.

    Fit & Features

    • Asymmetrical boat neckline, partial off-the-shoulder design
    • Long fitted sleeves, thumb hole accents
    • Midi-length hem
    • Curve-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5006

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Lineup Mock Neck High Slit Midi Dress

    This alluring mock neck high slit midi dress needs to be in your winter lineup! It features a mock neckline, long fitted sleeves, a trendy ruched side seam with an adjustable drawstring, an asymmetric midi-length hem creating a high-cut side slit, and a form-hugging silhouette to flaunt your figure. The brushed knit fabric offers plenty of stretch. Style this midi dress with ankle booties!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Ruched side seam, adjustable drawstring
    • Asymmetric midi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5404

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt It Glitter Mesh Midi Dress

    Flaunt your gorgeous figure in this curve-hugging glitter mesh midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, a midi-length hem, and a chic front slit to showcase some leg. The sparkly sheer glitter mesh fabric includes a full lining. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Front slit
    • Sheer glitter mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1717

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Atta Pearl Glitter Mini Dress

    It's your time to shine, girl! Look your best in this statement mini dress. 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Molded Cups With Notched V Neckline
    • Mini Length Silhouette
    • Fully Lined, Glitter Knit Composition With Pearl & Rhinestone Embellishments
    • Zipper With Hook & Eye Closure
    • Curve-Hugging Fit I Moderate Stretch 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05103-0411

      Category Name: Midi Cocktail Dresses

      Price: $25.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Midnight Muse Halter Midi Dress

      Serving sleek sophistication with a sultry twist, this ruched halter midi is your ticket to being the best-dressed at the party or cocktail soiree!

      Fit & Features

      • Mesh-lined fabric
      • Sweetheart halter neckline, with tie closure
      • Ruched bodycon silhouette
      • Center back slit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000440

      Category Name: Midi Cocktail Dresses

      Price: $48.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: S, M, L, XL

      Product Badge:
      • Best Seller
    • Ramona Formal High Slit Midi Dress

      Special Occasion

      Chic and sophisticated with a hint of sultriness, the Ramona formal midi dress is the perfect cocktail party attire! She features a square neckline, wide shoulder straps with shoulder pad accents, a fitted bodice, a high waist seam, a midi-length hem with a thigh-high side slit, and a curve-hugging silhouette. The scuba knit fabric offers a moderate stretch. Pair with a rhinestone necklace and earrings set for a stylish sparkle.

      Fit & Features

      • Square neckline
      • Wide shoulder straps, shoulder pad inserts
      • Fitted bodice, high waist seam
      • Back zipper closure
      • Midi-length hem, high-side slit, form-hugging fit
      • Lined scuba knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05001-1376

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • All About You Ruched Mesh Midi Dress

      Sleek, sculpted, unstoppable—this midi dress sets the tone for every RSVP on your calendar. The ruched mesh hugs in all the right places, serving body and confidence with zero effort.

      Fit & Features

      • Sheer mesh fabric with knit lining, high stretch
      • Sleeveless sweetheart neckline
      • Thin shoulder straps
      • Ruching
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000657

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: NAVY

      Available Size: XS, S, M, L

    • Chic Paradise Halter Open Back Slit Midi Dress

      Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look.

      Fit & Features

      • Slinky knit fabric, smooth stretchy knit lining
      • Halter cowl neckline, beaded spaghetti strap tie
      • Open back with spaghetti strap tie
      • Bodycon silhouette
      • Slit accent, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05102-000283

      Category Name: Midi Cocktail Dresses

      Price: $45.90

      Availability: In Stock

      Available Color: RED, BROWN

      Available Size: XS, S, M, L