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.

  • Into The Florals Dress
    Immerse yourself in all the floral print you can take! This flower bomb features a cowl neck, adjustable narrow straps that create an X back, and a slim fit. Dress is composed of a casual knit fabric with a lightweight feel that offers plenty of stretch. Dress is unlined.

    Style Number/Barcode: 05102-3105

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faith Formal Midi Lace Dress
    Special Occasion 

    Make a graceful entrance in captivating lace! Faith features an ivory hue, an off the shoulder neckline with a scalloped lace trim, padded cups, a cinching ribbon belt and a midi length. Dress is composed of a lined fabric that offers a relaxed fit with a minimal stretch. 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4131

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leslie High Slit Midi Lace Dress
    Special Occasion 

    Keep it simply elegant as you make an impression in lace! Leslie features an ivory hue, an off the shoulder neckline, unlined short sleeves and a high side slit. Dress is composed of a lined lace fabric that offers a form hugging fit with a moderate stretch. Includes a back zipper closure.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4087

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paisley Formal Embroidered Mini Dress
    Special Occasion 

    Make a sweet charming entrance in our breathtaking Paisley dress! She features an all over gray hue, a sleeveless bodice, a sweetheart neckline, a built in no strip, adjustable narrow straps and built in boning. Her bodice features piping details and leads to a mini length silhouette. She is composed of a lined mesh fabric adorned with embroidered floral details and dazzling sequins. She offers a form hugging fit with minimal stretch. Includes a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-3998

    Category Name: Midi Cocktail Dresses

    Price: $26.00 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free