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.

  • Miley Asymmetric Sequin Midi Dress

    Special Occasion

    Glisten from top to bottom with our shining Miley!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Surplice V Neckline I Square Back 
    • Back Zipper With Hook & Eye Closure
    • Asymmetric Midi Length Silhouette I Mini Length Lining
    • Mesh Lined Fabric I Vertical Sequin Pattern 
    • Curve Hugging Fit I Plenty Of 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: 05002-0620

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Pearl Velvet Bodycon Midi Dress

    Perfect for dressy occasions, this velvet faux pearl midi dress will be the belle of the ball! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded bust with a trimmed bodice, a bodycon silhouette, and an asymmetric midi-length hem with a side slit cutout. Complete the look in strappy block heels.

     Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Padded bust, trimmed bodice
    • Bodycon silhouette, side slit cutout
    • Asymmetrical midi-length hem
    • Faux pearls, velvet fabric, partial lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2984

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get The Ponte Cut Out Dress

    Make your point clear in this statement dress! It features a sleeveless bodice, a plunging wired V neckline, vertical princess seams, spaghetti straps and a sexy waist cut-out. The midi length silhouette hugs curves to create an hourglass illusion. Dress is composed of a ponte knit fabric that offers a moderate stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0429

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's All That Strapless Midi Dress

    Feel confident in this stylish midi tube dress! The knee-length dress features a soft and comfortable textured knit fabric, combined with its strapless neckline and bodycon silhouette, making this the perfect look for any occasion. Style the midi dress with sleek heels for a birthday brunch.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Textured knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5311

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spot On A-Line Midi Dress

    Throw on a cozy knit sweater, add a pair of boots, and your outfit will be looking spot on! Showcasing a smudge spot print, the sleeveless bodice features adjustable shoulder straps and a v-neckline. Decorative buttons trail down the front, leading to a center split. Linen crafted, this dress features an A-line silhouette and offers little to no stretch. Zipper at center back. 

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

    Style Number/Barcode: 05102-0301

    Category Name: Midi Cocktail Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Worth The Wait Satin Lace Midi Dress

    The kind of satin midi dress that steals the whole dinner conversation. With eyelash lace trim, a curve-hugging fit, and an asymmetrical hem, this dress was made for date nights, RSVP celebrations, and cocktail soirees.

    Fit & Features

    • Silky satin woven fabric
    • Eyelash lace trim V-neckline
    • Adjustable spaghetti straps
    • Curve-hugging fit
    • Asymmetrical eyelash lace trim midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001231

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: LIGHT, BLUE, BLACK

    Available Size: XS, S, M, L

  • Spice Done Right Mesh Midi Dress

    Too good to save for just one occasion. This mesh midi dress hugs every curve with ruched detailing and a strapless neckline that makes the whole dress feel a little extra in the best way.

    Fit & Features

    • Mesh-lined fabric
    • Strapless sweetheart neckline
    • Back zipper closure
    • Bodycon silhouette, ruched detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000588

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: ORANGE

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

  • Courtney Floral Lace-Up Formal Dress

    Special Occasion

    The Courtney dress is the kind of dress that feels right at home, from garden weddings to elegant celebrations. Crafted from airy floral organza, this midi A-line silhouette features a flattering pleated bodice and an eye-catching lace-up back for a graceful exit.

    Fit & Features

    • Floral print, organza-woven fabric
    • V-neckline, pleated bust
    • Adjustable spaghetti straps
    • Lace-up back detail, lower zipper and hook-eye closure
    • Flowy A-line midi silhouette, bonded hem, softly pleated
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, elopements, baby showers, birthday brunches, garden parties, honeymoons, vacations, winery weekends, anniversaries, engagement photoshoots, formal parties

    Style Number/Barcode: 05001-000815

    Category Name: Midi Cocktail Dresses

    Price: $109.90

    Availability: In Stock

    Available Color: IVORY

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

    Product Badge:
    • Ships Free
  • Sultry Stunner Mini Dress

    You'll be a total sultry stunner in this hot mini! The dress features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with a wired and padded bust, a front under the bust cut out, a square back with a hidden zipper and hook and eye closure, and a mid-thigh length, curve hugging fit. The smooth satin-like fabric offers moderate stretch and a pretty sheen.

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

    Style Number/Barcode: 05103-0121

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • 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
    • Misha Leopard Corset Midi Formal Dress

      Special Occasion

      Playful elegance meets polished drama in the Misha formal dress, a silhouette designed to feel memorable from every angle. Crafted in leopard organza printed fabric, this tea-length midi features a sweetheart corset bodice and a drop waist seam that creates graceful movement with every step.

      Fit & Features

      • Leopard print, organza fabric
      • Sweetheart neckline with spaghetti straps
      • Corset-structured bodice
      • Drop waist seam design
      • Tea-length midi-silhouette
      • Runs true to size

       

      Where to Wear:

      Fashion-forward events, weddings, dressy cocktail parties, outdoor receptions, engagement parties, rehearsal dinners, gallery openings, art events, cultural soirees, special date nights, milestone birthdays

      Style Number/Barcode: 05001-000645

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $99.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BROWN

      Available Size: S

    • 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
    • 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
    • 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
    • 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
    • Gretta Leopard Lace-Up Formal Dress

      Special Occasion

      A little wild, very polished, the Gretta satin midi dress brings a sleek kind of drama to every RSVP. Designed with a strapless sweetheart neckline, structured corset bodice, lace-up back, and bodycon silhouette, it is made for the woman who arrives already unforgettable.

      Fit & Features

      • Premium satin fabric, leopard print
      • Strapless sweetheart neckline
      • Lace-up back detail
      • Corset-structured bodice
      • Bodycon midi-length silhouette
      • Runs true to size

       

      Where to Wear:

      Cocktail parties, birthday dinners, girls' night out, date nights, engagement parties, rehearsal dinners, semi-formal events, fashion-forward events, vacations, honeymoons, resort getaways

      Style Number/Barcode: 05001-000787

      Category Name: Midi Cocktail Dresses

      Price: $79.90

      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