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.

  • Lust For Lace Midi Dress
    You'll be lusting after this dress with the beyond gorg lace back detail! The midi features a sleeveless bodice, spaghetti straps that lead to a cross back, a V neckline, a sheer lace cowl back, and a mid-length fit with a sultry front slit. Dress is composed of a stretchy knit fabric and includes a knit lining.

    Style Number/Barcode: 05101-0197

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Bloom Strapless Ruched Floral Mesh Midi Dress

    Dare to be bold at your next formal party in this alluring ruched floral mesh midi dress! Designed with an abstract floral print on the airy sheer mesh fabric with a full-length lining, this chic dress will steal all the glances. The strapless straight-across neckline shapes the fitted bodice, and the flexible boning provides structure. The back and side seams are accented with ruched detailing to accentuate your gorgeous curves on the bodycon silhouette. You can show off some leg with the high-cut side slit that adds that sultry touch. Style this mid-length dress with stiletto heels.

    Fit & Features

    • Floral printed sheer mesh fabric, knit lining, plenty of stretch
    • Strapless straight neckline
    • Flexible boning, hidden back zipper, hook and eye closure
    • Ruched back and side seams
    • High-cut side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3268

    Category Name: Midi Cocktail Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valery Faux Leather Corset Midi Dress

    Special Occasion

    Made for the kind of entrance that turns heads without trying, the Valery faux leather corset midi dress brings a sleek, sculpted allure. The structured bodice, curve-skimming silhouette, and thigh-high slit work together to deliver that sultry, eyes-follow-you energy.

    Fit & Features

    • Coated faux leather fabric with a glossy finish, knit lining
    • Strapless neckline with structured seaming
    • Corset-inspired bodice paneling, flexible boning
    • Back zipper with hook-eye closure
    • Front slit adds movement
    • Midi-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Rooftop hotel bars, dressed-up dinner, formal date night, birthday celebration, and nights in the city.

    Style Number/Barcode: 05001-000596

    Category Name: Midi Cocktail Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • On The Dance Floor Glitter Midi Dress

    Dazzle on the dance floor in this striking glitter midi dress perfect for birthdays or a classic GNO! Featuring a sleeveless square neckline, spaghetti straps, front and back cutout waist accents, and a bodycon silhouette with ruching down the side seams. The glitter knit fabric offers plenty of stretch. Complete the look in rhinestone heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front and back waist cutouts, elasticized waistband
    • Bodycon silhouette, ruching down the side seams
    • Midi-length hem
    • Glitter knit fabric, bust lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2068

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hourglass Sleeveless Sweater Dress
    An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0174

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gift Of Curves Bandage Striped Midi Dress

    Show off your curves in this bandage midi dress to gift everyone with your divine hourglass figure! This flattering midi-length dress features a contrast striped V-neckline, adjustable spaghetti straps, a bodycon silhouette, and a center back slit along the midi-length hem. Curve-enhancing contrast striped pattern highlights your best assets while the luxurious bandage seamless knit fabric is designed to fit like a glove. Style with sleek pumps for a cocktail party!

    Fit & Features

    • Sleeveless contrast striped V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, center back slit, midi-length hem
    • Contrast striped pattern
    • Bandage seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1813

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Me Up V-Neck Midi Dress

    A night of dinner and dancing calls for this sultry knit midi dress to make an impression! The midi-length dress features a V-neckline, spaghetti strap, and a front ruffled trim going down the center with chic ruching to flatter your curves along the bodycon silhouette. Complete the look with rhinestone earrings and heels!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Center front ruffled trim, ruching
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2955

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get The Ponte Midi Dress

    Get your point across in this bold midi dress! This sexy midi features an ivory hue, a plunging V neckline, narrow shoulder straps and an empire waist accent that leads to a curve hugging midi length skirt. Dress is composed of a curve hugging ponte knit fabric that offers a moderate stretch. 

    Style Number/Barcode: 05103-0022

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Example V-Neck Belted Slit Midi Dress

    You'll be the best-dressed babe in this sultry-chic midi dress at cocktail parties! With its cap sleeves and plunge V-neckline, this dress is sure to turn heads. The belted waist accentuates your figure along the bodycon silhouette, while the front slit adds a touch of allure to the midi-length hem. Complete the look with sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric
    • Plunge V-neckline
    • Cap sleeves
    • Belted waist
    • Bodycon fit
    • Front slit
    • Runs true to size

    Style Number/Barcode: 05101-3612

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionably Fierce Midi Dress

    Keep it fashionably fierce in this of the moment leopard print midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a cowl neckline, a square back with a hidden back zipper and hook and eye closure, and a wrap front skirt with a mid-length, flowy fit. The lightweight satin woven fabric has no stretch.

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

    Style Number/Barcode: 05101-0384

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sofia Formal Sequin Midi Dress

    Special Occasion 

    Shine for those moments that count the most in our shimmering Sofia dress! She features a high neck with a racer bust and a flattering midi length silhouette with mini side slit. She features dazzling sequins set in a scroll print design for an elegant touch! Dress is composed of a lined mesh fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure with fish hook clasp fasten.

    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: 05001-0332

    Category Name: Midi Cocktail Dresses

    Price: $30.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Square Neck Smocked Midi Dress

    Show off your figure in this body-lovin' midi dress! Add a cute pair of heels to level up your 'fit. 

    Fits & Features 

    • Short Sleeves I Elastic Shoulders & Cuffs
    • Square Neckline 
    • Tiered Ruffle Trim Along The Bodice & Skirt 
    • Midi Length Silhouette I Ruffle Hem
    • Smocking All Over
    • Woven Fabric 
    • Form Hugging Fit I Plenty Of Stretch 

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0597

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tarryn Bring the Sparkle Heat Stone Midi Dress

    Special Occasion 

    Bring the sparkle to light up the night in this dazzling midi dress! It features a sleeveless bodice, a plunging sweetheart neckline with a built in no slip strip, molded padded cups with underwire for support and a double row of spaghetti straps. The slim fit bodice leads to a curve hugging midi length silhouette. Dress is composed of a sheer mesh fabric embellished with heat stones throughout. Includes a bodysuit-like contrast bottom lining and a back zipper closure. Garment offers a curve hugging fit with a moderate stretch.

    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: 05001-0154

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Sultry Midi Dress
    Take the plunge in this sexy midi dress to get hearts racing! It features a royal blue hue, a plunging V neckline and narrow shoulder straps. The slim fit bodice leads to a curve hugging midi length silhouette to show off those va-va voom curves. Dress is composed of a crepe knit fabric.

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

    Style Number/Barcode: 05103-3555

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dramatic Flare Mesh Midi Dress

    When the invite says dress up, you understand the assignment. This strapless ruched mesh midi dress hugs in all the right places and finishes with an uneven ruffle hem that moves every time you do.

    Fit & Features

    • Stretch mesh fabric with lining
    • Strapless tube neckline
    • Allover ruched detailing
    • Uneven ruffle hem with sheer midi overlay
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000693

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: PLUM

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

  • Slick With It Satin Midi Dress

    Bb girl, you are killing it with this chic satin dress! 

    Fits & Features

    • Spaghetti Straps That Cross At The Back 
    • V Neckline 
    • Midi Length Silhouette I Ruching & Adjustable Tie At Side Hem 
    • Smooth Satin-Like Fabric I Lined
    • Curve Hugging Fit I Moderate Stretch 
    • Zipper Not Included 

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

      Style Number/Barcode: 05101-0487

      Category Name: Midi Cocktail Dresses

      Price: $15.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Just Enough Drama Tube Midi Dress

      Understated at first, unforgettable after. This strapless abstract mesh midi dress hugs in all the right places with soft ruching and a fluid finish that feels confident, not overdone.

      Fit & Features

      • Abstract mesh-lined stretch fabric
      • Strapless neckline with a hardware insert
      • Cutout underbust design
      • Ruched bodycon midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000703

      Category Name: Midi Cocktail Dresses

      Price: $45.90

      Availability: In Stock

      Available Color: MAUVE

      Available Size: XS, S, M, L

    • Worth The Stare Mesh Midi Dress

      The kind of dress that gets a double-take without even trying. This mesh midi dress hugs your curves in a bodycon fit and brings just enough allure for plans that pop up at the last minute.

      Fit & Features

      • Mesh fabric, sewn-in knit lining
      • Scoop neckline, padded bra cups
      • Adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Side slit accent, and ruched seams
      • Bodycon midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-001162

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: SAGE

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

    • Enchanting Metallic Deep V Midi Dress

      Exude your goddess vibes! You'll be making an entrance with the Enchanting Metallic Deep V midi dress! 

      Fits & Features

      • Deep V Neckline
      • Long Fitted Sleeves
      • Elastic Banded Waistband 
      • Center Ruching
      • Midi Length Silhouette
      • Metallic Knit Composition I Plenty Of Stretch

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

        Style Number/Barcode: 05103-0629

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keepin' Knit Stylish Sweater Dress

        Keep your adorable 'fit sassy and stylish with this perfect sweater dress! It features an off the shoulder square neckline, short sleeves, and a curve hugging, mid-length fit. The dress is composed of a ribbed sweater knit fabric that offers plenty of stretch.

        Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

        Style Number/Barcode: 06005-0004

        Category Name: Midi Cocktail Dresses

        Price: $14.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Double Your Pleasure Midi Dress

        Double the parties, double the pleasure! This crowd-pleasing crepe midi dress will have all eyes on you everywhere you go. It features a one-shoulder strap neckline with a diagonal slit, high waist seam, bodycon fit, and an asymmetrical faux wrap hem. Complete the look in a statement bracelet and heels.

        Fit & Features

        • Sleeveless one-shoulder strap neckline
        • Diagonal slit accent
        • High waist seam, back zipper closure
        • Bodycon fit
        • Asymmetrical faux wrap midi hem
        • Lined crepe fabric, moderate stretch
        • Fits true to size

        Style Number/Barcode: 05103-4633

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Isn't She Lovely Lace Dress

        You're too lovely! This lace dress is ready for your next special occasion. This dress features an off-the-shoulder neckline of scalloped lace. Leading down to a ribbon bow waist, this allover lace dress is fully lined and topped with a exposed back zipper closure. Lining and lace both offer moderate amounts of stretch. Bow ribbon waist is detachable with belt loops. 

        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: 05001-0194

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Glitter Knit Off Shoulder Midi Dress

        Dress to the nines in this captivating piece! This midi dress features an off shoulder neckline, wrap design and keyhole opening at the center front, long fitted sleeves, and a side slit. Fully lined and composed of a stretchy glitter knit, it offers a form hugging fit that'll accent all your curves. Zipper not included. 

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

        Style Number/Barcode: 05103-0665

        Category Name: Midi Cocktail Dresses

        Price: $18.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Twist Of Glam Ribbed Midi Dress

        Give your basics a little twist of glam to create a captivating look! Dress features a crew neck with a single button closure at the nape of the neck, fitted long sleeves and a bold open back that leads to twist knot design. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch. 

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

        Style Number/Barcode: 06005-0305

        Category Name: Midi Cocktail Dresses

        Price: $4.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance