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.

  • Priah Formal Feather One Shoulder Midi Dress

    Special Occasion

    Bring the drama to the evening in the Priah formal sequin dress at banquets or black tie parties! She features a sleeveless one-shoulder neckline with a feathered tank strap, a bodycon silhouette, and a flirty front slit along her midi-length hem. The formal dress is composed of a striking iridescent sequin-knit mesh fabric for the perfect sparkle and a stretchy knit lining. Complete your flawless look with silver rhinestone earrings and bracelet.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Feathered tank strap, back zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Iridescent sequin-knit mesh fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1716

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lit In Lurex Midi Dress

    Light it up in this gorgeous Lurex midi! Dress has a body con cut and features multi-color, vertical Lurex striping, an off-the-shoulder neckline, a deep V with wire boning at bust, and long sleeves. Dress fully lined, slips on, and is made from a woven nylon blend with moderate stretch.

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

    Style Number/Barcode: 05101-0217

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leila Velvet One-Shoulder Midi Formal Dress

    Special Occasion

    Designed to flatter from every angle, The Leila formal dress is equal parts sultry and refined. Cut from plush velvet, this form-hugging silhouette features a one-shoulder sweetheart neckline and a wrap front slit that moves beautifully with you through every entrance and exit.

    Fit & Features

    • Soft velvet-lined fabric, stretchy knit lining
    • One-shoulder sweetheart wired neckline
    • Wrap front slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, black tie galas, cocktail soirees, holiday parties, formal celebrations, birthday dinners, fancy date nights, receptions

    Style Number/Barcode: 05001-000510

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WINE

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

  • Lavish Leopard Print Midi Dress

    So fierce, so fab! Embrace the trendy leopard print and highlight all your right curves in the Lavish Leopard Print midi dress. 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Cowl Neckline
    • Square Back
    • Ruching Drawstring Along The Sides
    • Textured Satin-Like Composition 
    • Midi Length Silhouette
    • Form Hugging Fit I Little-To-No-Stretch

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

      Style Number/Barcode: 05101-0563

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Matilda One-Shoulder Slit Midi Satin Formal Dress

      Special Occasion

      Chic and cute, the Matilda satin formal dress is ready to make you the talk of any banquet or wedding! Made from a luxurious silky satin fabric this formal dress will feel so exclusive and sleek. She features a flattering one-shoulder neckline, a form-hugging silhouette accentuated with a side pleated seam, a front wrap slit, and a midi-length hem. Complete the look with rhinestone earrings and stiletto heels.

      Fit & Features

      • Satin fabric, bust knit lining, minimal stretch
      • One-shoulder neckline
      • Front wrap slit
      • Form-hugging fit
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-2219

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Marilee Satin Open Back Midi Formal Dress

      Special Occasion

      Sophisticated with a sultry edge, the Marilee formal dress turns heads with its sleek satin finish and sculpted fit. Designed with double straps, a thigh-high slit, and a tie-back detail, it’s that effortlessly elegant piece that moves with confidence and shine.

      Fit & Features

      • Stretch satin fabric
      • V-neckline
      • Dual spaghetti straps
      • Open tie-back design
      • Pleated bodice
      • Front slit
      • Form-hugging, midi-length silhouette
      • Runs true to size

       

      Where to Wear:

      Weddings, cocktail parties, date nights, engagement celebrations, birthdays, fashion events, holiday soirees, dressy events

      Style Number/Barcode: 05001-000354

      Category Name: Midi Cocktail Dresses

      Price: $64.90

      Availability: In Stock

      Available Color: MOCHA, BLACK

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

      Product Badge:
      • New Arrival
    • Oh-So-Glam Rhinestone Fringe Cutout Midi Dress

      You'll look and feel oh-so-glam in this bodycon midi dress designed with a rhinestone embellished fringe along a cutout bodice that flaunts your figure! Pair with heels.

      Fit & Features

      • Smooth knit fabric with knit lining, plenty of stretch
      • Square neckline
      • Spaghetti straps, cross-back design
      • Waist cutout with rhinestone fringe trim
      • Asymmetric midi-length hem, high-cut side slit
      • Bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-2992

      Category Name: Midi Cocktail Dresses

      Price: $11.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Effortless Sleek Asymmetric Midi Dress

      This effortless sleek asymmetric midi dress was made for grabbing drinks with your friends! It features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back strap design, a wrap-front skirt with pleated detailing and an asymmetric hem, and a midi-length, curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy stilettos.

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps, cross-back strap design
      • High waist seam
      • Wrap-front skirt, pleating, asymmetric hem
      • Midi-length hem, fitted bodycon silhouette
      • Stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05101-1915

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Camilla Satin Cutout Slit Midi Formal Dress

      Special Occasion

      Designed to catch the light—and their attention—the Camilla formal dress pairs a lustrous satin finish with a sultry waist cutout and draped cowl neckline. The midi silhouette and thigh-high slit strike the perfect balance between effortless allure and timeless polish.

      Fit & Features

      • Stretch satin fabric
      • Cowl neckline
      • Adjustable spaghetti straps
      • Cutout bodice, front slit
      • Form-hugging silhouette
      • Midi-length hem
      • Runs true to size

       

      Where to Wear:

      Cocktail parties, weddings, date nights, birthdays, holiday celebrations, fashion events, art gallery openings, formal brunches, rehearsal dinners, luxury lounges

      Style Number/Barcode: 05001-000450

      Category Name: Midi Cocktail Dresses

      Price: $64.90

      Availability: In Stock

      Available Color: RED

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

      Product Badge:
      • New Arrival
    • Afterlight Abstract Midi Dress

      Turn up the heat in this sleek mesh halter midi. Designed with a scoop halter neckline, open back, and figure-hugging silhouette, this dress is the kind that makes a subtle entrance and leaves a lasting impression.

      Fit & Features

      • Abstract print, mesh-lined stretchy fabric
      • Scoop halter neckline, tie closure
      • Bodycon fit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05102-000332

      Category Name: Midi Cocktail Dresses

      Price: $39.90

      Availability: In Stock

      Available Color: RED

      Available Size: XS, S, M, L

    • Everyone's Sweetheart Midi Dress

      Become everyone's sweetheart this weekend! Dress features a classic off the shoulder neckline, a sweetheart bust with fold over accents, princess seams and a midi length silhouette. Dress is composed of a form hugging ponte-like woven fabric that offers plenty of 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.

      Style Number/Barcode: 05101-8339

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Kallie Formal Foiled Metallic Ruched Midi Dress

      Special Occasion

      The Kallie formal ruched midi dress is an iconic style for cocktail hour or an elevated party! Designed from a trendy foiled metallic knit fabric, she features a sleeveless cowl neckline, spaghetti straps, all-over ruched detailing to flaunt your gorgeous figure, a mid-length hem, and a bodycon silhouette. Complete your chic look in this formal dress with rhinestone fringe earrings and strappy stiletto heels.

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps
      • All-over ruching
      • Mid-length hem, bodycon silhouette
      • Foiled metallic knit fabric
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1894

      Category Name: Midi Cocktail Dresses

      Price: $59.90

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Twist the Plot Bodycon Midi Dress

      A little sheer, a little sculpted—this mesh off-shoulder midi is your new statement staple. With its asymmetrical neckline and ruched detailing, it hugs every curve while keeping things effortlessly elevated.

      Fit & Features

      • Mesh fabric lined with stretch knit
      • Asymmetrical off-the-shoulder neckline
      • Ruched side seams
      • Bodycon fit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000410

      Category Name: Midi Cocktail Dresses

      Price: $44.90

      Availability: In Stock

      Available Color: BROWN

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

      Product Badge:
      • New Arrival
    • Romance Language Floral Lace-Up Midi Dress

      Soft texture, bold romance. This floral flocked velvet midi dress stuns with a sweetheart neckline, curve-hugging fit, and lace-up back that adds the perfect touch of drama to dressy occasions and events!

      Fit & Features

      • Flocked floral velvet pattern, mesh-lined fabric with stretch
      • Sweetheart neckline, padded bra cups
      • Adjustable spaghetti straps
      • Lace-up back, zipper and hook-eye closure
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000639

      Category Name: Midi Cocktail Dresses

      Price: $54.90

      Availability: In Stock

      Available Color: WINE

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

      Product Badge:
      • New Arrival
    • Twist Of Noir Velvet Midi Dress

      Classic with a sultry twist. This flocked velvet strapless midi features a ruched sweetheart neckline and front slit for an elegant yet daring finish that’s made to turn heads.

      Fit & Features

      • Flocked velvet fabric with stretch
      • Strapless neckline with twisted bust detail
      • Bodycon silhouette
      • Front slit accent
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000716

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: BLACK

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

      Product Badge:
      • New Arrival
    • 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
    • Glow With It Rhinestone Mesh Midi Dress

      Delicate, dreamy, and just the right amount of shimmer. This rhinestone mesh midi hugs your curves with ruched detailing and a sleek square neckline, catching the light (and attention) from every angle—perfect for cocktail nights, birthdays, or that glam “no special reason” moment.

      Fit & Features

      • Rhinestone-embellishments, mesh-lined fabric, moderate stretch
      • Square neckline
      • Adjustable spaghetti straps
      • Ruched bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000004

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: IVORY

      Available Size: XS, S, M, L

      Product Badge:
      • New Arrival
    • Soft Bloom Floral Mesh Midi Tube Dress

      Flirty, fitted, and just the right amount of romantic. This floral mesh midi tube dress hugs every curve with an effortless allure that speaks for itself.

      Fit & Features

      • Sheer mesh fabric, knit lining, high stretch
      • Large floral print
      • Strapless sweetheart neckline
      • All-over ruching
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000681

      Category Name: Midi Cocktail Dresses

      Price: $52.90

      Availability: In Stock

      Available Color: BROWN

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

      Product Badge:
      • New Arrival
    • 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