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.

  • Hourglass Off Shoulder Ruched Midi Dress

    Show off that hourglass shape with a curve-flattering off shoulder midi dress! Perfectly ruched for a flattering shape and modest with a touch of sexy!

    Fit & Features

    • Fold over off-shoulder neckline
    • Long sheer sleeves
    • Form-fitting silhouette
    • Ruched detailing | Cinching back seam
    • Midi hemline that hits over the knee
    • Moderate stretch | Lined mesh material

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0521

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In The City Cowl Neck Midi Dress

    Take the city looking chic for cocktails in this sleeveless midi dress! Featuring a sultry cowl neckline, bungee spaghetti straps, and a form-hugging fit to flatter your curves. Complete the look with earrings, a bracelet, and heels!

    Fit & Features

    • Slinky knit fabric, moderate stretch
    • Bungee spaghetti straps
    • Cowl neckline
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3296

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Regal Moment Off-The-Shoulder Velvet Midi Dress

    The velvet midi dress features an off-the-shoulder neckline with off-the-shoulder sleeve accents, ruching, and a flared midi-length hem. Complete semi-formal outfit with a rhinestone necklace. 

    Fit & Features

    • Velvet fabrication, stretchy knit lining
    • Off-the-shoulder neckline
    • Ruching
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3774

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Invite Off-The-Shoulder Mesh Midi Dress

    Show up looking oh-so-chic at your next wedding or party in this off-the-shoulder midi dress! Designed with an airy mesh fabric with a knit lining, this mid-length dress will gorgeously flaunt your figure along the bodycon silhouette. The off-the-shoulder sweetheart neckline with a padded bust shapes the bodice, and the thin tank straps can easily be worn on the shoulder. Ruched detailing is accented at the bust and down the body of the dress to accentuate your curves. The asymmetric mid-length hem creates an alluring high side slit to showcase some leg. Complete your best-dressed guest look with clear heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Off-the-shoulder sweetheart neckline with padded bust
    • Tank shoulder straps, back zipper with hook and eye closure
    • Ruched bust design, ruched body
    • Asymmetric hem, high side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2946

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sofia Formal Satin Feather Midi Dress

    Special Occasion

    Forever timeless and classic, the Sofia formal satin dress embodies the 90s chic style perfect for date nights, dances, or cocktail soirees! She features a sleek and sleeveless square neck, adjustable spaghetti straps for a customizable fit, and a form-hugging silhouette with a back slit accent and feather trim midi hem. The formal dress is composed of a lustrious satin-lined fabric with a moderate stretch. Style with stiletto mules and a clutch to complete the look!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, feather trim midi hem
    • Lined satin fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1277

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe State Of Mind Velvet Corset Midi Dress

    This figure-flaunting velvet corset midi dress will put you in a luxe state of mind! It features an off-the-shoulder sweetheart neckline with short sleeve cuffs, a pleated bust with padded cups that eliminate the need for a bra, a corset-designed bodice to snatch your waist with flexible boning inserts to provide structure, a midi-length hem, and a form-hugging silhouette. The luxe velvet fabric offers plenty of stretch. Style this midi dress with strappy stilettos for a holiday cocktail party!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Pleated bust, padded cups
    • Corset-designed bodice, flexible boning inserts, angled high waist seam
    • Back zipper, hook and eye closure
    • Midi-length hem, form-hugging silhouette
    • Velvet fabric, knit lining at the bodice, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2926

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Like Wine Satin Sleeveless Midi Dress

    Pour yourself into this fine satin midi dress! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, a center back slit, and a midi-length hem on silky satin fabric that gives you a luxe look and has a stretchy knit lining. Complete the look with a sparkly clutch and mules for a dressy date or cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, midi-length hem
    • Center back slit
    • Silky satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2593

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vivacious Velvet V-Neck Midi Dress

    You'll be all sorts of va va voom in this velvet midi dress featuring long sleeves, a surplice v-neck, a bodycon silhouette, and a front side ruched seam atop a sultry slit accent. Complete the look in sparkly stiletto heels.

    Fit & Features

    • Long sleeves
    • Surplice v-neck
    • Front side ruched seam, slit accent
    • Bodycon silhouette
    • Midi length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1902

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Style Sheer Mesh Off-The-Shoulder Midi Dress

    An alluring mesh off-the-shoulder midi dress perfect for date night and cocktail parties. The dress features sheer fitted long sleeves and a waist insert giving an hourglass illusion along the bodycon silhouette. Complete the look with earrings.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, ruched fold-over design
    • Sheer long fitted sleeves with flared hems, lettuce-edge trim
    • Sheer insert at the waist, high waist seam
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3629

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bonnie Formal Mesh Ruched Midi Dress

    Special Occasion

    Ruched mesh fabric on the Bonnie formal dress shapes your silhouette for a sultry party-ready look! She features a V-neckline adorned with adjustable spaghetti straps, a bodycon silhouette that fits like a glove, and a fitted midi-length hem. The formal dress is composed of a mesh fabric with a sewn-in knit lining. Complete the look in block heels and a clutch for a banquet or cocktail soiree!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • All-over ruching, bodycon silhouette, midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1987

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One For You Slit Midi Dress

    This one-shoulder midi dress will be essential for having in your closet for those last-minute plans! It features a sleeveless bodice, a single tank-style strap, and a front ruched seam leading to the skin-flaunting slit along the bodycon silhouette. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Single tank-style strap
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2084

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Babe Cowl Midi Dress

    A contemporary babe like you will look effortlessly sultry in this sleeveless midi dress perfect for parties or dinner dates! The knee-length dress features a cowl neckline, sleek spaghetti straps, and a bodycon silhouette. Style with strappy heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1964

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Alert Lace Ruffle High-Low Midi Dress

    Love is in the air and you'll be bringing the romance in this lace midi dress at bridal showers, rehearsal dinners, or graduations! It features a sleeveless V-neckline with a flirty ruffle trim, adjustable spaghetti straps, a form-hugging fit, and a high-low ruffled hem. The dress is composed of a floral lace fabric with a nude stretchy knit lining. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless V-neckline, ruffle trim
    • Adjustable spaghetti straps
    • Form-hugging fit
    • High-low ruffled midi-length hem
    • Floral lace fabric, nude stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2284

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Upgrade Satin Midi Dress

    Turn heads wearing this satin midi dress showcasing a classy and chic silhouette that flaunts your curves and sexy hints of skin! It features a sleeveless, sweetheart neckline, spaghetti straps, a twist accent bust with a cutout, and a sultry side slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps
    • Twist accent bust, cutout
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Satin knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1610

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Satin Chic Mesh Asymmetrical Midi Dress

    Get chic for the night in this knit satin asymmetrical dress! It features a sweetheart neckline, spaghetti straps, and a sheer mesh bodice on a midi-length hem with a side slit detail. Complete your night-out look with sexy platform heels.

    Fit & Features

    • Sleeveless, bungee spaghetti straps
    • Sweetheart neckline
    • Sheer mesh bodice
    • Midi-length hem
    • Asymmetrical skirt, side slit detail
    • Luxe knit satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4020

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Girl Sequin Midi Dress

    Showcase your beauty in this gorgeous sequin midi dress! It features adjustable spaghetti straps, a V neckline, and a mid-length, curve-hugging fit. The dress is composed of a sheer fabric with an all-over intricate sequin design and a full lining. Pair it with strappy heels and a sleek clutch for your next holiday party.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Mid length
    • Form-hugging fit
    • Sheer sequin adorned fabric
    • Full lining

    Style Number/Barcode: 05101-0682

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiara Formal Plunging Midi Dress
    Special Occasion 

    Bring the charm in our lovely Kiara dress! She features an ivory hue, a plunging V neckline, padded cups, princess seam and adjustable narrow straps. Her slim fit bodice features a narrow waist band accent and leads to a flounced midi silhouette skirt with a ruffled hem. Dress is composed of a slightly sheer crepe fabric with a full knit lining and offers a curve hugging fit with a moderate stretch. The back features a lower back zipper closure with a ruched detailing.

    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: 05001-4052

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Sparkle Glitter Knit Midi Dress

    Showcase a gorgeous sparkle this holiday season in this glitter knit midi dress. It features a V-neckline with a wrap-front design, long fitted sleeves, ruching down the side, a midi-length asymmetric hem, and a curve-hugging silhouette. The glitter knit fabric offers a moderate stretch. Style with rhinestone heels.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Midi-length asymmetric hem
    • Fitted bodycon silhouette
    • Textured glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1854

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Talia Cutout Sequin Short Formal Dress

    Special Occasion

    Oh-so-gorgeous, the Talia sequin formal dress was made for glamorous nights out! She features a one-shoulder neckline with dual bungee spaghetti straps, a bold waist cutout that leads from the front to the back, a short, asymmetric-cut hem, and a curve-hugging bodycon silhouette. The fabric features all-over sequin embroidery for the prettiest shine. Complete the look with rhinestone hoop earrings.

    Fit & Features

    • One-shoulder neckline, dual bungee spaghetti straps
    • Strapless or adhesive bra recommended
    • Waist cutout that leads from the front to the back
    • High waist seam, short, asymemtric-cut hem
    • Fitted bodycon silhouette
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-1159

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

  • Karley Formal Sequin Low Back Midi Dress

    Special Occasion

    Prepare to glisten in the Karley formal sequin midi dress designed to shimmer at award banquets and cocktail parties! She features a sleeveless square neckline, adjustable spaghetti straps, a lightly padded bust, a flirty low-back with tie closure, and a flattering bodycon silhouette, front slit accent, and fitted midi-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a stretchy knit lining. Complete in a glam bracelet and earrings for extra shine!

    Sequins bring the perfect mix of elegance and fun. Want more options? Shine in a sparkling sequin prom dress or make an entrance in our glamorous party dresses.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Lightly padded bust
    • Back zipper and hook-eye closure, low back, tie closure
    • Bodycon silhouette
    • Front slit accent, fitted midi-length hem
    • Sequin-pattern mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1666

    Category Name: Midi Cocktail Dresses

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Glamour High Slit Satin Midi Dress

    This sleek and chic satin midi dress exudes that classic glamour for dressy parties! It features a sleeveless cowl neckline, spaghetti straps, chic pleating at the waist for a figure-flattering look, a midi-length hem with a faux wrap-front design creating a front slit, and a slim-fit silhouette. The satin-knit fabric offers a moderate stretch. Complete your cocktail party look with rhinestone duster earrings and strappy stiletto heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Pleating at the waist
    • Midi-length hem, faux wrap-front design, front slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2934

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Showstopper One Shoulder Bodycon

    Step out like the total showstopper you are with a sexy bodycon! The bodycon features a one-shoulder neckline, a cutout at the bodice, a fitted long sleeve, 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 stilettos and door knocker earrings. 

    Fit & Features

    • One-shoulder neckline
    • Cutout at bodice
    • Fitted long sleeve
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1079

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Velvet Dream Sleeveless Midi Dress
    We're dreaming of luxe velvet! This mini dress features a sleeveless bodice, a plunging V neckline with overlapping strap accents, spaghetti straps and a mini length silhouette. Dress is composed of a lined velvet fabric that offers a curve hugging fit with a moderate stretch.

    Style Number/Barcode: 05101-0273

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance