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.

  • Rhea Long Sleeve Wrap Glitter Midi Dress

    Special Occasion

    The formal glitter knit dress features a plunging v-neckline, long sleeves, ruching to enhance curves, and a wrap midi-length silhouette with a high slit. Complete the formal outfit with a rhinestone clutch. 

    Fit & Features

    • Lined glitter knit fabrication
    • Plunging v-neckline
    • Long sleeves
    • Ruching
    • High-slit
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2594

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glitz And Glimmer Glitter Mesh Wrap-Front Midi Dress

    Glitz up the night in this gorgeous midi dress designed with sheer glitter mesh fabric and a knit lining for coverage. It features a sleeveless sweetheart neckline with spaghetti straps, pleated detailing at the bodice and waist, and a faux wrap-front design creating a high slit on the slim-fit silhouette.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline, spaghetti straps, padded bra cups
    • Pleated bodice and waist
    • Faux wrap-front design, high slit
    • Asymmetric midi-length hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3078

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Roaring 20s Sleeveless Fringe Midi Dress

    Enter into the roaring 20s-inspired style wearing this sleeveless midi dress for your next cocktail party! Featuring a scoop neck, tank straps, a bodycon silhouette, and an asymmetrical hem with a fringe hem on stretchy knit fabric. Pair with clear block heels for a seamless-chic look! 

    Fit & Features

    • Sleeveless scoop neck
    • Tank straps
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Fringe trim 
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2360

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cause To Celebrate V-Neck A-Line Midi Dress

    Raise a glass to your chicness in this sleeveless midi dress as a stunning wedding or party guest! The dress is designed with a wired V-neckline for a structured look, delicate spaghetti straps, and a flattering A-line silhouette that leads to the midi-length hem. Complete the look with earrings and heels.

    Fit & Features

    • Slinky knit fabric, moderate stretch
    • Spaghetti straps
    • Wired V-neckline
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3429

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catherine Formal Tie Strap Bandage Midi Dress

    Special Occasion

    Major curve appeal! The Catherine formal bandage dress perfects your silhouette and flatters to give you a flawless look at cocktail parties and dressy occasions! She features a classic sleeveless sweetheart neckline with an eyelash lace trim, tie shoulder straps, a padded bust and corset-style bodice, and a midi-length bodycon silhouette with a center back slit. The formal dress is composed of a tight-knit bandage knit fabric that helps to give the illusion of an hourglass figure! Complete the look in chic lace-up heels and jewelry.

    Fit & Features

    • Sleeveless sweetheart neckline, eyelash lace trim
    • Tie shoulder straps, padded bust
    • Corset-style bodice, back zipper and hook-eye closure
    • Bodycon silhouette, center back slit, midi-length hem
    • Bandage tight-knit fabric, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1726

    Category Name: Midi Cocktail Dresses

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Lace Appeal Midi Dress

    Keep it flirty and charming in lace! This pretty midi dress features an elastic off the shoulder neckline, a scalloped lace pop over detail and a versatile midi length silhouette. Dress is composed of a lined scalloped lace fabric that offers a curve flattering fit with plenty of stretch.

    Style Number/Barcode: 15101-0055

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Beauty Midi Dress
    Showcase your beauty with this gorgeous spring ready dress! It features a sleeveless bodice, spaghetti straps, a scalloped V neckline with padded cups, and a mid-length, form hugging fit with a matching scalloped hem. The ivory hued dress is composed of a sheer lace fabric with an embroidered floral print and includes a full nude hued lining.

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

    Style Number/Barcode: 05101-8651

    Category Name: Midi Cocktail Dresses

    Price: $10.00 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Shine Glitter Knit Midi Dress

    Let it shine in this glitter midi dress for a flawless shimmer this season! The midi-length dress features a sultry V-neckline, spaghetti straps, chic underbust seams, and a flattering bodycon silhouette. Complete the look in glam earrings and heels for a party or date!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Underbust seam
    • Bodycon silhouette
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2952

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    The Maia formal velvet dress is totally captivating at fancy parties and celebrations! She features a sleeveless square neckline with cowl pleating, adjustable spaghetti straps, a bodycon silhouette, a front ruched seam, and slit that shows some skin along her midi-length hem. The formal dress is composed of a flocked velvet pattern on mesh fabric with a stretchy knit lining. Complete the look with a gorgeous rhinestone bracelet and earrings.

    Fit & Features

    • Sleeveless square neckline, cowl pleating
    • Adjustable spaghetti straps
    • Back zipper and hooke-ey closure
    • Bodycon silhouette
    • Front ruched seam and slit
    • Midi-length hem
    • Flocked velvet pattern, mesh fabric stretchy knit lining
    • Sticky bra or pasties recommended

    Style Number/Barcode: 05001-1699

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scalloped Lace Trumpet Midi Dress

    Bring the flare with this flirty midi dress! It features a sleeveless bodice, a plunging V neckline with scalloped lace trim, adjustable straps that cross at the back and a midi length silhouette with a flared trumpet hem. Dress is composed of a lined lace fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. 

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

    Style Number/Barcode: 05101-0304

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzling Glitter Glow Midi Dress

    Glow from the inside out with this dazzling midi dress!

    Fits & Features

    • Square Neckline
    • Corded Straps
    • Waist Cut Out 
    • Midi Length Silhouette
    • Lined Glitter Knit Fabric I Moderate Stretch
    • Zipper Not Included 
    • Glitter May Transfer

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

    Style Number/Barcode: 05101-0373

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Babe's A Bombshell Velvet Midi Dress

    Baby-girl you're a bombshell in velvet! This midi dress is a real head turner, with a v neckline, a mid length hemline, bungee spaghetti straps, and a form fitting silhouette. Dress is composed of a velvet fabric and offers moderate stretch. Fully lined.

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

    Style Number/Barcode: 05103-0161

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alanna Formal Sequin Midi Dress
    Special Occasion 

    Shimmer and shine as you make a glam statement in the diva approved Alanna dress! She features a luxe gold hue, a plunging V neckline, padded cups, princess seams and narrow shoulder straps. Her slim fit bodice leads to a flattering midi length silhouette. Dress is composed of a lined mesh fabric adorned with sequins. Garment offers a form hugging fit with a minimal stretch. Includes a back zipper closure.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4116

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Fine In Floral A-Line Midi Dress

    Take your look to the next level with this gorgeous floral midi dress. With its cowl neckline, adjustable spaghetti straps, A-line silhouette, and a painted floral print on woven fabric, this midi-length dress will make you feel stylish and fine! Complete the look in sleek stiletto heels for a semi-formal soiree.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • A-line silhouette
    • Midi-length hem
    • Painted floral print
    • Lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2920

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Of-The-Moment Chic Swirl Print Midi Dress

    This of-the-moment chic swirl print midi dress is perf for happy hour! It features a sleeveless V-neckline, bungee spaghetti straps, a hip-hugging fit that flows out to a midi-length A-line silhouette, and a sultry front slit. The smooth jersey knit fabric showcases an alluring all-over swirl print pattern. Style with a faux leather blazer and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Hip-hugging fit, midi-length A-line silhouette
    • Thigh-high front slit
    • Swirl print pattern
    • Jersey knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4817

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valencia Formal Midi Dress

    Special Occasion

    Make a lasting impression in our Valencia! She is uniquely designed with an asymmetrical neckline, one long sleeve, and one sleeveless tank strap. Her bodice is fitted and leads down to a mid length hemline, and a high thigh slit. She has a zipper closure located center back with a hook and eye closure to keep her securely in place. She is composed of a crepe material and is fully lined offering moderate stretch and a form fitting silhouette.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0260

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe's A Bombshell Velvet Midi Dress

    Baby-girl you're a bombshell in velvet! This midi dress is a real head turner, with a v neckline, a mid length hemline, bungee spaghetti straps, and a form fitting silhouette. Dress is composed of a velvet fabric and offers moderate stretch. Fully lined.

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

    Style Number/Barcode: 05103-0162

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Budding Romance Flocked Tube Midi Dress

    The attraction is real. This dress is an absolute must-have to include in your wardrobe! It features a strapless tube neckline and a midi length silhouette with a front slit. Composed of a knit fabric, it showcases flocked velvet floral patterns against the knit background. It offers a moderate amount of stretch. 

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

    Style Number/Barcode: 05101-0089

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Exit Backless Midi Dress

    For the girl who loves leaving them speechless. This open-back midi dress brings the drama without saying a word. Bonus points if you don’t look back.

    Fit & Features

    • Rib knit stretchy fabric, double-lined
    • Fitted long sleeves
    • Crew neck
    • Cutout back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000317

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Think Of Me Cutout Bodycon Midi Dress

    The ultimate going-out or vacay dress that will get you noticed! Designed with an alluring twist bust, a cutout bodice and side slit that flatters your figure along the bodycon silhouette.

    Fit & Features

    • Knit stretchy fabric
    • V-neckline, twist bust
    • Spaghetti straps
    • Cutout bodice
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000492

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Sparkly Spectacle Glitter Strapless Midi Dress

    Light up the dance floor in this sparkly glitter midi dress! Featuring a modern strapless neckline, an asymmetric midi-length hem creating the perfect side slit to reveal some leg, and a sexy bodycon silhouette that flaunts your figure. Complete the look in stiletto heels for a night out!

    Fit & Features

    • Strapless elasticized neckline
    • Ruched side seam
    • Side slit, asymmetric midi-length hem
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-5297

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Allure Abstract Print High Slit Midi Dress

    Dare to allure with your chic style in this mesh midi dress designed with a bold abstract swirl print. It features a sleeveless cowl neckline with pleated detailing, adjustable spaghetti straps for a customized fit, and a high-cut side slit on the slim-fit silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Abstract swirl print
    • Pleated cowl neckline
    • Adjustable spaghetti straps
    • High side slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3704

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Velvet Flocked Mesh Midi Dress

    Showcase your beauty in this lined mesh midi dress designed with a floral velvet flocked pattern for a chic allure. It features a sleeveless sweetheart neckline with a ruched bust, a corset-style bodice with a V-shaped waist seam, a lace-up strappy back for a customized fit, and a midi-length A-line silhouette for that gorgeous flowy vibe.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining, moderate stretch
    • Sweetheart neckline, ruched bust with adjustable drawstring, keyhole cutout
    • Adjustable spaghetti straps, side zipper with hook-eye closure
    • Corset-style bodice, V-shaped high waist seam, lace-up strappy back
    • Dual side pockets, front slit
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3760

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Silky Satin High Slit Midi Dress

    This silky satin midi dress has a classic design you'll love! It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a midi-length hem with a high-cut front slit for an alluring detail, and a flowy silhouette. The lightweight satin woven fabric has no stretch. Style this mid-length dress with a moto jacket and knee-high boots for a holiday party!

    Fit & Features

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

    Style Number/Barcode: 05101-2852

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free