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.

  • Simply Stylish Wrap-Front Midi Dress

    Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • Pleating at the waist
    • Wrap-front skirt, asymmetric midi-length hem
    • Slim-fit silhouette
    • Crepe fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2557

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Addison Formal Wrap Midi Dress

    Special Occasion 

    Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.

    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: 05001-0230

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Courtney Formal Glitter Wrap Midi Dress

    Special Occasion

    Get ready to strike a pose in the dazzling Courtney formal glitter dress at rehearsal dinners, weddings, or dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a form-hugging silhouette, and a side pleated seam that creates the chic wrap hem with a flirty slit. The formal dress is composed of a crepe glitter knit fabric with a moderate stretch. Complete the look with statement fringe earrings.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Form-hugging silhouette, side pleated seam
    • Slit, wrap midi-length hem
    • Crepe glitter knit fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1728

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

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

  • All Eyes On You Satin Midi Dress

    Get ready to have all eyes on you in this attention-grabbing midi dress! Featuring a sleeveless scoop neckline, spaghetti straps, a bold front cutout at the waist, and a bodycon silhouette with a high front slit, this sleek satin midi-length dress will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Satin-knit fabric with moderate stretch
    • Sleeveless scoop neckline
    • Spaghetti straps
    • Front waist cutout
    • Thigh-high front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5764

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

  • Casual Affair Long Sleeve Ruched Midi Dress

    Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

    Fit & Features

    • Smooth knit fabrication, moderate stretch 
    • Off-the-shoulder neckline, foldover accent
    • Fitted long sleeves
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3723

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

  • Claire Formal One-Shoulder Velvet Midi Dress

    Special Occasion

    Step up your formal attire with a luxe velvet dress that brings sophisticated style to your special occasion! Claire features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit, and a midi-length, curve-hugging silhouette. The dress is composed of a smooth velvet fabric that offers moderate stretch. Complete the look with rhinestone chandelier earrings.

    Fit & Features

    • One-shoulder neckline
    • Wired V-neck bust
    • Fitted long sleeve
    • High side slit
    • Midi-length hem, curve-hugging fit
    • Velvet fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1288

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Arrival Cutout Bodycon Midi Dress

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Sweetheart neckline, draped pleated cowl neck overlay
    • Spaghetti straps
    • Front cutout at waist
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3592

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brynne Formal Sequin Scroll Midi Dress

    Special Occasion

    Beam and glow with a formal dress that will make you the highlight of the evening! Brynne features a sleeveless V-neckline with padded cups, multiple adjustable spaghetti straps that cross at the back, a sequin scroll pattern, a midi length silhouette, and a back center slit. The dress is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and a rhinestone headband. 

    Fit & Features

    • Sleeveless V-neckline, built-in padded bust
    • Multiple adjustable spaghetti straps cross at the back
    • Sequin scroll print
    • Midi length silhouette
    • Back center slit
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0659

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exquisite In Strapless Satin Midi Dress

    Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless cowl sweetheart neckline
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05101-3960

    Category Name: Midi Cocktail Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: WHITE

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

  • Matilda Crepe Slit Midi Dress

    Special Occasion

    For every minimalistic-chic lover, the Matilda formal midi dress was made for you! She makes a flattering option for cocktail events, holiday parties, and dinners. Featuring a sleeveless square neckline, tank-style straps, seam detail along the bodice, and a form-hugging midi-length hem with a flirty slit. The formal midi dress is composed of a crepe fabric with a moderate stretch. Style with a sequin duster to complete your radiant look!

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Back zipper and hook-eye closure
    • Seam detailing along the bodice
    • Form-hugging, front slit, midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1459

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Exellence Mock Neck Bodycon Mesh Midi Dress

    Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!

    Fit & Features

    • Sheer mesh fabric
    • Includes a smooth knit slip, adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5540

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Abstract Babe Ruched Mesh Midi Dress

    Let your look do the talking in this mesh midi dress! With an eye-catching abstract print and adjustable spaghetti straps, this midi dress will show off your style while the bodycon fit and side-ruched seams enhance your curves. Complete the look in trendy mules for an art show downtown!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5508

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Upgrade Lace-Up Bodycon Glitter Midi Dress

    Get a glam upgrade in this glitter midi dress to shine at parties and celebrations! The square neckline and spaghetti straps that shape the lace-up back add sexiness. The asymmetrical front slit along the midi-length hem allows for a flirty peek of the leg, all in a glitter knit fabric that will make you sparkle! Complete the look in platform block heels.

    Fit & Features

    • Glitter knit fabric, lining, moderate stretch
    • Square neckline
    • Spaghetti straps, lace-up back
    • Asymmetrical front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3130

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Giada Formal Ruched Midi Bodycon

    Special Occasion 

    Stun them all with a formal bodycon that makes a captivating impression! Giada features an off-the-shoulder neckline, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with block heels and a rhinestone anklet. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ruched body
    • Midi length 
    • Bodycon fit, moderate stretch 
    • Lined lurex knit 
    • Runs true to size

    Style Number/Barcode: 05001-0658

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celeste Tie-Back Slit Crepe Midi Formal Dress

    Special Occasion

    The Celeste crepe midi formal dress features chic sheer chiffon long peasant sleeves and an open back with a tie-back design. The bodycon silhouette boasts a flattering slit for movement along the midi-length hem. Perfect for a school dance or banquet.

    Fit & Features

    • Crepe fabric, bust lining, moderate stretch
    • Square neckline
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Open back, tie-back design
    • Front slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2485

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glimmering Chic Glitter Mesh Strapless Midi Dress

    Glimmer in this chic glitter mesh strapless midi dress showcasing a bodycon silhouette that hugs your curves. Pair with heels.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline, no slip-strip
    • Bodycon silhouette
    • Midi-length hem, lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 05101-3609

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Something Chic V-Neck Lace Ruffle Mini Dress

    Satisfy your craving for something chic in this lace mini dress perfect for date night or rehearsal dinners! The sleeveless V-neckline adds a touch of elegance, while the bodycon fit accentuates your curves. The asymmetrical ruffled mini-length hem adds a flirty and playful vibe to this must-have dress. Complete the look with a clutch.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • V-neckline
    • Bodycon fit
    • Asymmetrical ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3313

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Elevate the night in a midi dress that features a sleeveless cowl neckline, pleated bodice, tank shoulder straps, a high side slit, and a partially open back with a twist-bar accent. Complete cocktail outfit with glitter block heels.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

     Fit & Features

    • Stretch satin fabrication, stretchy knit lining
    • Sleeveless cowl neckline, pleated bodice
    • Tank shoulder straps
    • High side slit
    • Partial open back with twist accent, back zipper closure
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2586

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, HUNTER

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

  • Sheila Crepe Corset Midi Formal Dress

    Special Occasion

    Romantic sparks fly in the Sheila formal dress for your next evening out! She brings classy sophistication in an off-the-shoulder drape neckline on the corset-style bodice with flexible boning to flaunt your curves. Her fitted, empire waist shapes the midi length hem with a back slit and zipper closure. The formal dress is composed of a crepe-lined fabric with a moderate stretch. Complete your look in statement earrings and satin heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Corset-bodice, flexible boning, adhesive bra recommended
    • Fitted, empire waist
    • Midi hem, slit accent
    • Back zipper, hook-eye closure
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0861

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violette Formal Velvet Midi Dress

    Special Occasion

    Wrap yourself in a luxe velvet dress that elevates your special occasion outfit. Violette features a sleeveless cowl neckline, adjustable spaghetti straps, a corset-like bodice with flexible boning, a midi length silhouette with wrap hem. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch. 

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning
    • Midi length silhouette, wrap hem 
    • Lined velvet fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0646

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3733

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S