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.

  • Candace Crepe Midi Dress

    Special Occasion

    Up your evening outfit with our stunning Candace! She's the perfect little partner-in-crime for a date night or GNO! 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Back Zip With Hook & Eye Closure
    • Sweetheart Neckline With Deep Wire V At Center I Princess Seams
    • Midi Length Silhouette I Front Slit 
    • Crepe Fabric
    • Form-Hugging Fit 

     

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0271

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aerin Formal Sequin Midi Dress

    Special Occasion

    Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0267

    Category Name: Midi Cocktail Dresses

    Price: $27.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Girl Sequin Midi Dress

    Glow on with your bad self! Flaunt your pretty self in this captivating dress.

    Fits & Features

    • Adjustable Shoulder Straps
    • Sweetheart Neckline
    • Zipper & Hook And Eye Closure At Back
    • Iridescent Sequins, Mesh Knit Fabric I Fully Lined
    • Midi Length Silhouette
    • Curve Hugging Fit I Ample Stretch 

     

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

    Style Number/Barcode: 05101-0293

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet In Lace Midi Dress
    Look sweet and sultry in this stunning lace midi dress! It features a strapless sweetheart neckline with padded cups, a back zipper closure, a front thigh slit, and a midi length. The black dress is composed of a sheer lace with a nude lining and offers a curve hugging fit and plenty of stretch.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0066

    Category Name: Midi Cocktail Dresses

    Price: $15.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Bloom Flocked Floral Strapless Midi Dress

    Cue the compliments—this velvet flocked floral midi dress was made to steal them. The strapless neckline and bodycon fit serve up effortless glam for nights that call for drama.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Ruching
    • Back zipper with hook-eye closure
    • Midi-length bodycon silhouette, back slit
    • Runs true to size

    Style Number/Barcode: 05101-000453

    Category Name: Midi Cocktail Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Smooth Operator Cowl Halter Midi Dress

    She’s serving legs, confidence, and just enough drama. The perfect midi dress for making your entrance—and your exit—unforgettable.

    Fit & Features

    • Slinky knit smooth fabric, moderate stretch, knit lining
    • Cowl halter neckline
    • Open back
    • Form-hugging silhouette
    • high side slit with ruffled trim
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000266

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance That Wows Floral Mesh Velvet Midi Dress

    Strike a wow-worthy impression in this floral mesh velvet midi dress for an effortlessly romantic look! Boasting a surplice V-neckline, adjustable spaghetti straps, and side ruched seams, this bodycon midi dress is sure to please at parties. Flocked floral velvet adds a luxurious touch to the midi-length hem with a side slit for a graceful finish. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, side slit, midi-length hem
    • Flocked floral velvet pattern, mesh fabric,sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2922

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly High Slit Satin Midi Dress

    Special Occasion

    Elevate your special evening outfit in our chic Kelly dress. She features a sweetheart neckline, long sleeves, vertical seams at the bust, and a midi length silhouette with a high side slit. The dress is composed of lined stretch satin fabric that offers a form hugging fit with a moderate stretch. Complete your look with a dainty rhinestone bracelet.

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Vertical seams at the bust
    • Midi length silhouette
    • High slit
    • Lined stretch satin fabric
    • Form hugging fit, moderate stretch


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0506

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rose Off The Shoulder Midi Dress

    Special Occasion

    Look classically chic in our stunning Rose off the shoulder midi dress!

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Princess seams | High waist seam
    • Back zipper | Hook and eye closure
    • Ruched side detailing
    • Mid-length, curve hugging fit | Back slit
    • Crepe fabric | Moderate stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0366

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Quietly Captivating Floral Midi Dress

    Flowy, flattering, and quietly captivating. This abstract floral midi dress drapes just right with an asymmetrical ruffle hem that moves with you—easy elegance for dinners, weddings, or any moment that calls for something special.

    Fit & Features

    • Lined mesh fabric with abstract floral print
    • Cowl neckline
    • Adjustable spaghetti straps
    • Asymmetrical midi hem
    • Ruffled slit design
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000487

    Category Name: Midi Cocktail Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Nights Glitter Rhinestone Velvet Midi Dress

    Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.

    Fit & Features

    • Velvet knit fabrication
    • Sleeveless cowl neckline
    • Criss-cross back strap design
    • High side slit
    • Glitter and rhinestone snowflake pattern
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3827

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marnie Formal Satin Corset Midi Dress

    Special Occasion

    You'll wow the crowd in the classy Marnie formal satin dress at banquet dinners or weddings! She features a corset-style bodice, a sweetheart neckline adorned with wide shoulder straps, a pleated and padded bust, flexible boning inserts, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is composed of a silky satin-knit fabric with a luxe sheen and a moderate stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Sweetheart neckline, wide shoulder straps
    • Pleated and padded bust, back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, front slit, midi-length hem
    • Satin-knit fabric, sheen effect, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1978

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Language Floral Lace-Up Midi Dress

    Soft texture, bold romance. This floral flocked velvet midi dress stuns with a sweetheart neckline, curve-hugging fit, and lace-up back that adds the perfect touch of drama to dressy occasions and events!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric with stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000639

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On You Halter Midi Dress

    When the dress is the jewelry. This halter midi dress hugs your curves with side ruching and makes a bold statement with sleek hardware detailing along the neckline.

    Fit & Features

    • Soft stretchy knit fabric
    • Halter neckline with hardware trim, tie closure
    • Ruched side seams 
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000614

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut To The Chase Strapless Cutout Midi Dress

    A little cutout never hurt anybody. This strapless midi hugs your curves with a sleek silhouette and underbust cutout made to turn heads at every RSVP.

    Fit & Features

    • Stretch knit fabric
    • Bodycon silhouette
    • Sweetheart strapless neckline
    • Twist-front bodice with an underbust cutout
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-000275

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning One V-Neck Abstract Midi Dress

    Take every soiree by storm in this abstract print midi dress showcasing a flattering bodycon fit and a flirty center back slit.

    Fit & Features

    • Abstract print, mesh lined fabric
    • V-neckline
    • Spaghetti straps
    • Bodycon fit
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3964

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Look One Shoulder Midi Dress

    Covet a flawless look in this one-shoulder midi dress featuring a single tank-style strap with a cutout accent and a bodycon silhouette. Complete the look in strappy stiletto mules.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank-style strap
    • Cutout accent
    • Bodycon silhouette
    • Midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2096

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist the Plot Bodycon Midi Dress

    A little sheer, a little sculpted—this mesh off-shoulder midi is your new statement staple. With its asymmetrical neckline and ruched detailing, it hugs every curve while keeping things effortlessly elevated.

    Fit & Features

    • Mesh fabric lined with stretch knit
    • Asymmetrical off-the-shoulder neckline
    • Ruched side seams
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000410

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scarlet Soirée Jacquard Midi Dress

    Romantic with a bold edge—this midi dress hugs your curves with sleek straps and a timeless square neckline. The rich floral pattern makes it perfect for seasonal soirées and candlelit dinners.

    Fit & Features

    • Jacquard floral pattern, knit stretch fabric
    • Pleated square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000290

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For You Satin Ruche Midi Dress

    Watch everyone fall for you in this luxe satin midi dress at rehearsal dinners, graduations, and dressy cocktail parties! The dress features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and an adjustable front ruching atop a flirty slit accent. The sleek satin-knit fabric offers a moderate stretch. Complete the look with a stunning collar necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Adjustable front ruching, drawstring
    • Slit accent, midi-length hem
    • Luxe satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2077

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Party Pleated Velvet Midi Dress

    Keep your party look elevated and posh in this pleated velvet midi dress. It features a sleeveless square neckline, spaghetti straps, pleating at the waist, a wrap-front skirt creating a chic front slit to showcase some leg, and a curve-hugging silhouette. The smooth velvet fabric offers a moderate stretch. Style with stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, pleated detailing
    • Wrap-front skirt, front slit
    • Fitted bodycon silhouette
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1879

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mila Formal High Slit Midi Dress

    Special Occasion

    Keep it simply stunning in our Mila formal dress! Her elegant design captivates from the moment you enter the room of your special occasion. Mila features a sleeveless V-neckline, vertical seams at the bust, and a curve-hugging midi silhouette with a high side slit. She is composed of a stretch knit fabric with a subtle sheen finish. Complete your look with clear heels

    Fit & Features

    • Sleeveless V-neckline
    • Princess seams at the bust
    • Adjustable spaghetti straps
    • Midi length silhouette
    • High side slit
    • Strtech knit fabric, fully lined
    • Form hugging fit, moderate stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0467

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flatter Me Midi Dress

    No need to worry, this perfect midi will flatter your beauty! The dress features a sleeveless bodice, tank-like shoulder straps, a deep wired V neckline with seam detailing, a square back, a high waist, and a mid-length, curve hugging fit. The dress is composed of a crepe fabric, offering moderate stretch.

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

    Style Number/Barcode: 05103-0301

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance