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.

  • Debby Formal Crepe Mesh Midi Dress

    Special Occasion

    Step out and be seen in the Debby formal midi dress to create an elegant entrance at birthday dinners and art galas! She features an off-the-shoulder neckline, sheer long fitted sleeves with ruched detailing, a form-hugging silhouette, and a sultry side slit to showcase some skin. The formal dress is composed of a crepe fabrication that offers moderate stretch. Complete the look in simple stiletto heels.

    Fit & Features

    • Off-the-shoulder neckline
    • Sheer long fitted sleeves, ruched detailing
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Crepe fabrication, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1343

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Garden Floral Velvet Midi Dress

    Cultivate an enchanting look in this floral velvet midi dress for a garden party! Crafted with a smooth woven fabric with an intricate floral flocked velvet design, this mid-length dress will turn heads and spark up all the compliments. It features a sleeveless V-neckline, spaghetti straps, a form-hugging silhouette to flaunt your gorgeous figure, and a flirtatious high-low ruffled hem. Complete the look in rhinestone embellished heels and earrings!

    Fit & Features

    • Floral flocked velvet pattern
    • Woven fabric with minimal stretch
    • V-neckline
    • Spaghetti straps
    • Ruffled high-low hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1997

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Chic Midi Dress

    This dress will give you such a classic chic vibe! It features a sleeveless bodice, shoulder straps that lead to a strappy open back, a deep V neckline, a high front waistband, and a midi length with a front slit. The dress is composed of a crepe fabric with moderate stretch.

    Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.

    Style Number/Barcode: 05103-3559

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wine And Dine Glitter Knit Midi Dress

    This glitzy glitter midi dress is the perfect elevated style for a wedding or cocktail party! It features a sleeveless sweetheart neckline with a ruched bust, spaghetti straps, a ruched side seam leading to a chic thigh-high side slit, an asymmetric midi-length hem, and a slim-fit silhouette. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruched bust
    • Spaghetti straps
    • Ruched side seam, high side slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Textured glitter knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3101

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trista Formal Ruffled Sequin Midi Dress

    Special Occasion 

    Make a sparkling impression with the Trista formal midi dress that captures that glow just right! Trista features a sleeveless square neckline, bungee spaghetti straps, padded cups for a supportive fit, a fitted bodice leading to a mid-length silhouette with a ruffled side slit, and all-over dazzling sequin embroidery. The dress is composed of a lined mesh fabric that offers a curve-hugging fit with minimal stretch. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless square neckline, bungee spaghetti straps
    • Padded cups
    • High side slit, ruffled trim, all-over sequin embroidery
    • High waist seam
    • Midi-length silhouette
    • Lined mesh fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0870

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Talk Lace Midi Dress

    This gorgeous lace midi dress will sweet-talk its way into your closet! It features a scalloped lace body, a sleeveless bodice, adjustable spaghetti straps for a customized fit, a V neckline with padded and lined cups for support, a high waist seam, and a small front slit. Complete a sweet date-night outfit with clear heels and a sleek envelope clutch. 

    Fit & Features

    • Sleeveless bodice
    • V-neckline with padded cups
    • Adjustable spaghetti straps 
    • High waist seam
    • Midi length silhouette with small front slit
    • Fully-lined scalloped lace and mesh fabric
    • Form hugging fit

     

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

    Style Number/Barcode: 05101-8691

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiera Formal Satin One-Shoulder Midi Dress

    Special Occasion

    Envoke timeless beauty in the Kiera formal satin dress for a luxurious look at banquets, rehearsal dinners, and dressy cocktail events! She features a sleeveless one-shoulder neckline with dual adjustable spaghetti straps, a padded bust, front ruched seams, and a bodycon silhouette with a flirty slit midi hem. The formal dress is composed of a silky satin-lined fabric with a sheen effect and minimal stretch. Complete the look with sparkly stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, ruched seams
    • Slit accent, midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1273

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunning Fashionista Ruched Satin Midi Dress

    Showcase your stunning style like the fashionista you are in this sleek satin midi dress. It features a sleeveless cowl neckline, spaghetti straps, a figure-flattering high waist seam, a ruched side seam with a drawstring, and an asymmetrical mid-length hem. Complete the outfit with strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • High waist seam
    • Ruched side seam, adjustable drawstring
    • Asymmetrical mid-length hem
    • Satin knit fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1114

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Unforgettable Ruched Midi Dress

    Create an unforgettable moment with a dress that captivates! The dress features a sleeveless square neckline, spaghetti straps, ruching, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Asymmetrical high side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1151

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Allure Off-The-Shoulder Midi Dress

    Show off classic allure in this chic midi dress designed with an off-the-shoulder sweetheart neckline and faux wrap-front creating a high-cut slit. Style with stilettos for cocktail hour.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Off-the-shoulder sweetheart neckline
    • Fold-over design, short-sleeve cuffs
    • Pleated faux wrap-front design, thigh-high slit
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000050

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Christen Formal Velvet Midi Dress

    Special Occasion

    Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual spaghetti straps
    • High-waist seam, bodycon silhouette
    • Slit accent, midi-length hem
    • Lined velvet knit fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1403

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Energy Lace-Up Bodycon Slit Midi Dress

    This floral print midi dress features a square neckline and spaghetti straps that shape the lace-up back design. The lined mesh fabric hugs your curves along the bodycon silhouette with a flirty side slit accent.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Square neckline
    • Lace-up back
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3430

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Greatest Hit Glitter Cowl Neck Midi Dress

    This glitter midi dress will be a hit at every party! Featuring a cowl neckline, fitted long sleeves, and side ruched seams to accentuate your curves, this bodycon dress will have all eyes on you and your sparkling glitter ensemble. Complete the look with a clutch for a birthday or banquet!

    Fit & Features

    • Fitted long sleeves
    • Cowl neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hen
    • Glitter fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2823

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Night Bodycon Mesh Midi Dress

    You'll always serve perfect looks in this bodycon mesh midi dress on date night or a night out!

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Cowl neckline, tie-back spaghetti straps, adjustable spaghetti straps
    • Side ruched seams
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4090

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

  • Life Of Luxury Satin Slip Midi Dress

    Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps,
    • Draped bust accent
    • Form-fitting silhouette
    • Asymmetrical midi hem
    • Luxe satin-lined fabric with minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1424

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Oh-So-Chic Floral Velvet Burnout Midi Dress

    Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000042

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Jeanne Formal Sequin Midi Dress

    Special Occasion

    Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.

    Fit & Features

    • Sleeveless sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit, midi-length hem
    • Sequin pattern mesh, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1344

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For It Satin Midi Dress

    You'll be ready to stylishly strut in this sleek satin midi dress! It features a sleeveless one-shoulder neckline with dual spaghetti straps, ruching down the sides, and a mid-length, curve-hugging fit. The satin-knit fabric offers a moderate stretch. Complete your party look with gold hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual bungee spaghetti straps
    • Ruching down the sides
    • Mid-length, form-fitting silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1241

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dial F For Flirty Off-The-Shoulder Halter Midi Dress

    Dial F for flirty when you're in this off-the-shoulder midi dress - a chic piece for cocktail parties or dressy dinner dates! Featuring an alluring off-the-shoulder halter neckline and a flattering bodycon silhouette while the front slit adds a subtle touch of sultry along the midi-length hem. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric, mesh knit lining, moderate stretch
    • Off-the-shoulder halter neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3340

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Murphy Long Sleeve Corset Midi Dress

    Special Occasion

    Sophisticated and chic, the Murphy formal midi dress is a perfect choice for a wedding guest outfit! She features a square neckline, a corset-designed bodice with flexible boning to provide structure, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit to show off some leg. The crepe fabric offers a moderate stretch. Style with strappy heels and a sleek clutch.

    Fit & Features

    • Square neckline, corset-designed bodice, flexible boning
    • Bra-friendly design
    • Long fitted sleeves, back zipper, hook and eye closure
    • High waist seam
    • Midi-length hem, high front slit
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1243

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Stunning Midi Dress

    Simply stunning is what you are in this trendy knit midi dress.

    Fits & Features

    • Bungee Spaghetti Straps
    • Square Neckline
    • Curve-Hugging Fit
    • Midi Length Silhouette
    • Soft Brushed Knit Composition | Fully Lined
    • Offers Plenty Of Stretch

     

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

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

    Style Number/Barcode: 05102-0175

    Category Name: Midi Cocktail Dresses

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captivating Floral Mesh Lace-Up Midi Dress

    Captivate all night in this curve-flaunting floral mesh midi dress! The open lace-up strappy back design lets you find your perfect fit.

    Fit & Features

    • Sheer mesh fabric with midi-length knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Form-hugging fit, midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000096

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laced in Drama Floral Midi Dress

    Giving sultry, giving sculpted, giving can’t look away. With a bodycon fit, lace floral texture, and a daring front slit, this midi is made to turn every hallway into a runway.

    Fit & Features

    • Lace floral lined fabric
    • Square neck
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000006

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BURGUNDY

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