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.

  • Sweet And Sultry Midi Dress
    Get a look that's both sweet and sultry with this knit midi dress. It features a sleeveless bodice, adjustable spaghetti straps that cross in the back, a wrap front creating a V neckline, side ruched detailing, and an asymmetrical hem. The dress offers plenty of stretch and a curve hugging fit.

     

    Model is 5'9" with a 32" bust, a 24" waist, and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0228

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Still The One Rose Print Chiffon High Low Dress

    Make every heart pitter-patter in this chiffon dress for a dressy celebration or garden party! It features a sleeveless V-neckline, adjustable spaghetti straps, a romantic lace-back design with a lower cutout, and a flowy high-low hem. The dress is composed of an airy chiffon with a garden rose print and a stretch knit lining. Style with platform heels for a chic look!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Lace-back design, lower cutout
    • Back zipper and hook-eye closure
    • Flowy high-low hem
    • Garden rose print, airy chiffon, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2251

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Holiday Luxe Velvet Tie-Back Ruched Dress

    Make an appearance at every holiday party in this luxe velvet dress! It features a square neckline with spaghetti straps, an empire waist, a midi-length hem, an open back with a tie detail, and ruching at the lower back to accentuate your curves. Perfect for styling with sexy heels and a glitter clutch.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Empire waist, midi-length hem
    • Slit accent
    • Open-back, tie detail, ruching at the lower back
    • Luxe velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1282

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kat Formal Velvet Slit Midi Dress

    Special Occasion

    Subtle glamour with head-turning detail, the Kat formal velvet dress is perfect for your upcoming holiday soirees! She features a sleeveless square neck, spaghetti straps, an open lace-up back with tie closure, and a form-hugging midi hem with a slit. The formal dress is composed of luxuriously soft velvet-lined fabric with moderate stretch. Complete your dressy look in chic heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Sticky bra recommended
    • Open lace-up back with tie closure
    • Form-hugging, slit accent
    • Midi-length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1247

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Poppy Formal Scalloped Lace A-Line Dress

    Special Occasion 

    Captivate with a formal dress that brings the elegance to your evening! Poppy features a sleeveless V-neckline with scalloped lace trim, adjustable spaghetti straps, and a fitted waist that leads to a near floor-length A-line silhouette. Poppy is composed of an airy tulle mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone cuff and rhinestone heels. 

    Fit & Features 

    • Sleeveless V-neckline
    • Scalloped lace trim
    • Adjustable spaghetti straps
    • Fitted waist, A-line silhouette
    • Tulle mesh fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0640

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spotlight Stealin' Satin Mini Dress

    YASSS. You go steal the spotlight in that satin mini dress bby! 

    Fit & Features

    • V- neckline | Spaghetti straps
    • Vertical seams down the center
    • Ruche Detailing
    • Satin 
    • Minimal stretch
    • No Zipper
    • Mid-length

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

      Style Number/Barcode: 05101-0380

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Winnie Formal Satin One-Shoulder Midi Dress

      Special Occasion

      The glamorous Winnie formal satin midi dress offers an elegant luminous shine and subtle details your bridesmaids will love or wedding guests! She features a modern one-shoulder neckline adorned with dual adjustable spaghetti straps, and a flattering slim silhouette with a graceful midi-length hem. The formal midi dress is crafted from a smooth satin fabric showcasing a chic shine and has a sewn-in knit lining. Complete the look with block heels and earrings for a wedding, bridesmaid dress, or formal party!

      This dress is made for the spotlight. Want more ways to stand out? Shop our vibrant pink prom dresses or find a chic, event-ready look in our wedding guest dresses.

      Fit & Features

      • Sleeveless one-shoulder neckline
      • Dual adjustable spaghetti straps
      • Slim silhouette
      • Midi-length hem
      • Smooth satin, sewn-in knit lining
      • Strapless bra or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1475

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Irresistibly Bold Halter Strappy Bodycon Midi Dress

      Make an irresistible presence at cocktail parties in this sleeveless midi dress for a chic and bold style! The halter neckline with dual button closures and strappy open back enhance your natural curves while the ruched bodycon silhouette and ruffled midi-length hem create a show-stopping look. Complete the look in stiletto heels and a clutch.

      Fit & Features

      • Mesh fabric, sewn-in knit lining, moderate stretch
      • Halter neckline with dual button closures
      • Open strappy back
      • Back zipper and hook-eye closure
      • Ruched bodycon silhouette
      • Ruffled hem
      • Style runs small

      Style Number/Barcode: 05101-3376

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Ava Formal Sequin Wrap Midi Dress

      Special Occasion

      Get some compliments when you stun in the Ava formal sequin dress for upcoming cocktail mixers or art show galas! She radiates shine and a classic style in her sleeveless, one-shoulder neckline, tank-style strap, high-waist seam, and form-hugging asymmetrical wrap slit midi-length hem. The formal dress is composed of a sequin patterned fabric with a sewn-in knit lining and moderate stretch. Style with sleek block heels to complete the look! 

      Fit & Features

      • Sleeveless, one-shoulder neckline, tank-style strap
      • Back zipper and hook-eye closure
      • High-waist seam, form-hugging silhouette
      • Asymmetrical wrap slit, midi-length hem
      • Sequin patterned fabric, sewn-in knit lining, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1269

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sleeveless V Neck Asymmetrical Wrap Ribbed Midi Dress

      Wrap yourself in a ribbed midi dress. This LBD features a sleeveless bodice, a plunging V-neckline, spaghetti straps, and a partially open back. The relaxed fit waist leads to an asymmetrical midi-length silhouette with a high side slit. The dress is composed of a form-hugging fit ribbed knit fabric that offers a moderate stretch. Complete your date-night ready look with stilettos and hoops

      Fit & Features 

      • Sleeveless V-neckline 
      • Spaghetti straps 
      • Partially open back 
      • Asymmetrical midi-length silhouette
      • High side slit
      • Ribbed knit fabric
      • Form hugging fit, moderate stretch 

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

      Style Number/Barcode: 06005-0542

      Category Name: Midi Cocktail Dresses

      Price: $17.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Shine Starter Sequin Cutout Midi Dress

      If you love to shimmer this shiny sequin midi dress will be your favorite for cocktail parties or rehearsal dinners! The midi dress features a fitted long sleeve, a one-shoulder neckline, a sultry cutout waist, and a form-hugging silhouette. Complete the look in glitter block heels for extra glam!

      Fit & Features

      • Fitted long sleeve
      • One-shoulder neckline
      • Hidden side zipper and hook-eye closure
      • Cutout waist accent
      • Form-hugging, midi-length hem
      • Sequin-knit fabric, stretchy knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2318

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • A Taste For Glitter Velvet Midi Dress

      You've come to the right midi dress to fulfill your desire to shine! This sleeveless glitter velvet dress features a cowl neckline, spaghetti straps, and a curve-hugging design. Complete the look in strappy stiletto heels for a wine & dine type of night!

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps
      • Curve-hugging silhouette
      • Midi-length hem
      • Glitter velvet knit fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-1889

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Alluring And Chic Ruched Midi Dress

      Create an alluring silhouette in this chic ruched midi dress that will hug your curves. It features a sleeveless cowl neckline, bungee spaghetti straps that lead to a cross-back design, ruched detailing down the side seams, and a midi-length hem with a form-hugging fit. Style with clear mules.

      Fit & Features

      • Sleeveless cowl neckline
      • Bungee spaghetti straps, cross-back design
      • Ruching down the side seams
      • Midi-length hem, form-fitting silhouette
      • Knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-4510

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Metallic Glow High Slit Midi Dress

      Give off a gorgeous metallic glow in this alluring high slit midi dress, perfect for your next party! It features a sleeveless V-neckline with a pleated wrap-front, spaghetti straps, a high waist seam with pleated detailing, a faux wrap-front design creating a high slit to showcase some leg, and a midi-length hem with a form-hugging silhouette. The shimmery metallic knit fabric offers plenty of stretch. Style with clear heels.

      Fit & Features

      • Sleeveless V-neckline, pleated wrap-front design
      • Spaghetti straps
      • High waist seam, pleating
      • Faux wrap-front design, high slit
      • Midi-length hem, form-hugging fit
      • Metallic knit fabric, lined bust, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05101-2247

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweet & Smocked Ditsy Ruffle Midi Dress

      Get into the spring vibe with this midi dress on! Easily style it up or down by switching out your white sneakers to heels! 

      Fits & Features

      • Adjustable Spaghetti Straps
      • Square Neckline 
      • Tiered Ruffle Detail 
      • Midi Length Silhouette 
      • Ditsy Woven Print 
      • Form Hugging Fit I Plenty Of Stretch 

      Style Number/Barcode: 05101-0501

      Category Name: Midi Cocktail Dresses

      Price: $18.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sequin Diva Midi Dress

      Steal the spotlight and werk it in this diva-licious sequin dress!

      Fits & Features

      • Mock Neckline
      • Cap Sleeves
      • Zipper At Back
      • Conservative Midi Length
      • Sheer Mesh Fabric Embellished With Sequin Design I Fully Lined
      • Curve Hugging Fit I Offers Minimal Stretch 

      Model is 5'9 with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-7627

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Always A Blossom Satin Rosette Midi Dress

      Blossom this season in this satin midi dress to refresh your dressy look! It features a sweetheart neckline with lovely mesh rosette appliques, spaghetti straps, a form-hugging silhouette, and a flirty front slit along the midi-length hem. Complete the look with a clutch and earrings for a rehearsal dinner or banquet!

      Fit & Features

      • Sleeveless sweetheart neckline
      • Spaghetti straps
      • Mesh rosette appliquees
      • Form-hugging silhouette
      • Front slit, midi-length hem
      • Silky satin fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2679

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Jenny Strapless High Slit Satin Midi Dress

      Special Occasion

      Style up the silky-chic Jenny satin midi dress to be the best-dressed guest at your next wedding! She features a strapless straight across neckline with a fold-over design, a high waist seam, a midi-length hem with a skin-flaunting high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with platform heels.

      Fit & Features

      • Strapless straight across neckline, fold-over design
      • High waist seam, back zipper, hook and eye closure
      • Midi-length hem, high front slit
      • Form-hugging fit
      • Satin-knit fabric, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1505

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Captivated In Floral Halter Bodycon Midi Dress

      Look captivating and contoured in this floral midi dress while on vacay! The twist halter neckline adds a unique touch while the bodycon silhouette accentuates your curves along the midi-length hem.

      Fit & Features

      • Floral print, mesh-lined fabric
      • Twist halter neckline
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05102-000197

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Silky Sleek Satin Slip Midi Dress

      This silky sleek satin slip midi dress will create the prettiest party outfit! It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a midi-length hem, and a flowy A-line silhouette. The lightweight satin woven fabric will catch the light with its eye-catching sheen. Style with a pair of platform heels.

      Fit & Features

      • Sleeveless cowl neckline
      • Adjustable spaghetti straps
      • Midi-length hem
      • Flowy A-line silhouette
      • Satin woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 05101-2244

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Not Here To Mesh Ruched Ruffle Midi Dress

      You're not here to mess around. Keep stylish in this mesh midi dress perfect for elevating your night. The dress features a square neckline, adjustable spaghetti straps, side and back ruching to accentuate your curves, a bodycon silhouette, and a ruffled midi-length hem with a front slit design. Complete the look in sleek stiletto pumps for a cocktail reception or birthday!

      Fit & Features

      • Sleeveless square neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Side and back ruched seams
      • Bodycon silhouette
      • Ruffled midi-length hem, slit design
      • Mesh fabric, sewn-in knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2803

      Category Name: Midi Cocktail Dresses

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Vanae Formal Lace Illusion Midi A-Line Dress

      Special Occasion

      Sultry yet whimsical, the Vanae formal dress brings romantic allure in her twirl-worthy tulle skirt and lace illusion bodice! She features a classy sleeveless V-neck, adjustable spaghetti straps so you can customize the fit, and a corset-style bodice with flexible boning inserts for structure and shaping. Her flowy A-line silhouette hits mid-calf - perfect for flaunting some gorg heels.

      Fit & Features

      • Sleeveless V-neckline, adjustable spaghetti straps
      • Built-in padded bust, no bra required
      • Lace illusion corset-style bodice, flexible boning
      • Back zipper, hook and eye closure
      • A-line silhouette, midi-length hem
      • Layered tulle skirt, inner knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05001-0698

      Category Name: Midi Cocktail Dresses

      Price: $74.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Maya Cowl Neck Satin Formal Dress

      Special Occasion 
      You'll enchant the room instantly when you walk in this gorgeous satin formal dress! Maya showcases thin spaghetti straps with a cowl neck, lace-up cutout back, and a midi length. She is made in smooth satin with minimal stretch. Complete your captivating look with sparkling earrings and a clutch.

      Fit & Features

      • Cowl neck
      • Spaghetti straps
      • Crisscross strappy back
      • Satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-0621

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • A Little Glitz And Glamour Rhinestone Trim Midi Dress

      Show off a little glitz and glamour in this alluring midi dress! It features a sleeveless one-shoulder neckline with an iridescent rhinestone trim strap, a bold front cutout at the waist, a midi-length hem with a faux wrap design, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with rhinestone hoops and clear heels.

      Fit & Features

      • Sleeveless one-shoulder neckline
      • Iridescent rhinestone trim strap, removable
      • Waist cutout
      • Midi-length hem, faux wrap design
      • Fitted bodycon silhouette
      • Crepe fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05103-4780

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale