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.

  • Basic Button Knit Midi Dress

    Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. 

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

    Style Number/Barcode: 05102-0352

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smoke And Mirrors Strappy Back Mid Dress

    Own the moment in this sheer-meets-sculpted statement piece. With a draped cowl neckline, open strappy back, and ruched mesh that molds to your shape, this halter midi dress was made to steal glances.

    Fit & Features

    • Abstract print, mesh-lined fabric, moderate stretch
    • Plunge cowl halter neckline
    • Open strappy back detail
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000328

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: GRAY

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

  • Femme Fatale Floral Velvet Midi Dress

    A little sheer, a lot stunning. This velvet floral bodycon midi dress hugs every curve in the best way possible, featuring a delicate floral overlay and barely-there straps for that effortlessly sultry vibe. Pair it with strappy heels for any dressy occasion.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000576

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Adeline Formal Sequin Strapless Midi Dress

    Special Occasion

    Embellished with light-catching sequins, the Adeline formal midi dress deserves to shine at banquets and fancy soirees! She features a sultry strapless neckline with a wired V-notch and padded bust for structured support, a flattering bodycon silhouette, and a sassy center back slit along the midi-length hem. The formal midi dress is designed with a captivating sequin scroll embellished pattern on lightweight mesh fabric with a stretchy knit lining. Complete the look with an emerald necklace and heels!

    Fit & Features

    • Strapless wired V-notch neckline
    • Padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Center back slit, midi-length hem
    • Sequin scroll pattern, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1937

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cece Cutout Bodycon Wrap Satin Midi Dress

    Special Occasion

    Sexy meets chic on the Cece satin midi formal dress perfect for weddings or cocktail parties. Crafted from stretch satin, this formal dress is designed with a corset-inspired bodice for a snatched appearance and a cutout back design that will turn heads! Pair with heels.

    Fit & Features

    • Stretch satin fabric, knit lining at the bodice
    • Sweetheart neckline, padded bust
    • Adjustable spaghetti straps
    • Cutout back, straps with hook and bar closures, lower back zipper with hook-eye closure
    • Bodycon wrap silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2614

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kathleen Velvet One-Shoulder Midi Formal Dress

    Special Occasion

    Sleek and sculpted, the Kathleen velvet midi dress captivates with its one-shoulder neckline, bodycon fit, and a daring slit perfect for nights that demand a striking silhouette.

    Fit & Features

    • Velvet fabric, stretchy knit lining
    • One-shoulder neckline
    • Adjustable shoulder strap
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, engagement parties, rehearsal dinners, birthdays, cocktail parties, semi-formal soirees, date nights

    Style Number/Barcode: 05001-000451

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: NAVY

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

  • Livia Glitter Knit High Slit Formal Midi Dress

    Special Occasion

    Show off a gorgeous radiance at cocktail hour in the Livia glitter knit formal midi dress! She features a strapless neckline with flexible boning inserts at the bodice creating an angled design, a pleated cowl overlay, a high waist seam, a midi-length hem with a thigh-high side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The textured glitter knit fabric offers a moderate stretch. Style with strappy stilettos.

    Fit & Features

    • Strapless neckline, elasticized back hem
    • Flexible boning inserts, angled design
    • Pleated cowl overlay at the bodice
    • High waist seam, midi-length hem, high side slit, slim-fit silhouette
    • Textured glitter knit fabric, full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1599

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sleek Midi Dress

    This simple and sleek midi dress will have you looking perfectly put together for any occasion! It features a subtle V neckline, a padded bust, spaghetti straps, a body-hugging silhouette, and all over silver glitter. Dress is composed of an unlined, smooth knit fabric with a moderate stretch. 

    Style Number/Barcode: 05101-8441

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Knockout Knit Midi Dress

    Step up in this knockout midi dress that is all the rage! Perfect for stepping out for a casual lunch date or layer this dress for the perfect workwear outfit. The dress features a crew neckline, cap sleeves, and a midi-length silhouette accented with a high side slit. Elevate your look with square toe strappy mules and statement-making earrings!

    Fits & Features

    • Crew neckline
    • Cap sleeves
    • Midi length hem
    • High side slit
    • Ribbed knit fabric
    • Plenty of stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-0897

    Category Name: Midi Cocktail Dresses

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • RSVP Ready Halter Midi Dress

    This halter midi bodycon dress is sleek, sculpted, and made to own the room. Perfect for date nights, rooftop hotel bars, or dressy celebrations!

    Fit & Features

    • Smooth knit stretch fabric
    • Halter sweetheart neckline, tie closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000605

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

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

  • Marianna Ruched Glitter Knit Formal Midi Dress

    Special Occasion

    Show up and stun like the glitzy babe you are in the Marianna ruched glitter knit formal midi dress! Crafted with a glistening glitter knit fabric, all eyes will be on you as you take the dance floor. She features a sleeveless sweetheart neckline with subtle chic draping, adjustable spaghetti straps to find your perfect fit, ruching down the side and back seams to accentuate your gorgeous curves, a thigh-high side slit to add some allure, and a bodycon silhouette. Complete your look with rhinestone heels for all the more sparkle!

    Fit & Features

    • Stretchy glitter knit fabric
    • Draped sweetheart neckline
    • Adjustable spaghetti straps, back zipper closure
    • Ruched side and back seams
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2107

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Eleanor V-Neck Bodycon Midi Formal Dress

    Special Occasion

    Made for your next dress-to-impress moment, the stunning Eleanor formal dress hugs your curves in all the right places. With a plunge V-neckline, crisscross back, and a side-pleated hip seam, this midi dress turns every step into a statement.

    Fit & Features

    • Sleek knit fabric, smooth knit stretchy lining
    • Plunge V-neckline
    • Wide shoulder straps
    • Crisscross back, zipper and hook-eye closure
    • Side pleated hip seam
    • Faux wrap bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, date nights, cocktail soirees, birthdays, shower celebrations, dinner parties

    Style Number/Barcode: 05001-000398

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: DENIM

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

  • Velvet Dream One Shoulder Midi Dress

    Elegance with a little edge. This one-shoulder velvet midi dress features a soft curve-hugging fit, knotted trim detail, and a subtle trumpet hem that moves beautifully with every step—made for holiday soirées and cocktail nights alike.

    Fit & Features

    • Soft velvet-lined fabric
    • One-shoulder neckline with knotted accent
    • Curve-hugging silhouette
    • Trumpet flared midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-000772

    Category Name: Midi Cocktail Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: HUNTER

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

  • 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
  • She's Bold And Sleek Halter Slit Midi Dress

    Bold, sleek, and just the right amount of risky. This bodycon midi dress hugs in all the right places with sheer mesh and a daring plunge that does the flirting for you at cocktail soirees or date night!

    Fit & Features

    • Stretch woven fabric, sewn-in knit lining
    • Halter plunge neckline, hardware insert
    • Sheer mesh panels along the bust
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000670

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: WINE

    Available Size: S, M, L

  • 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
  • Shimmer Agenda Glitter Midi Dress

    Made to shine under every light. This glitter knit midi dress features a sweetheart neckline, ruched seams, and a curve-hugging fit that’s equal parts sultry and sophisticated.

    Fit & Features

    • Glitter knit fabric, sewn-in knit lining, moderate stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000234

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

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

  • Krystal Satin Midi Formal Dress

    Special Occasion

    Designed for the kind of night that deserves a slow entrance, the Krystal satin midi dress molds to your shape with a strapless neckline, hip-pleated seams, and a daring front slit. It’s sleek, sculpted, and made to turn every glance into a double take.

    Fit & Features

    • Stretch satin-lined fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, formal celebrations, birthdays, date nights, cocktail parties, holiday soirees

    Style Number/Barcode: 05001-000559

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER

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

  • Blushing Bloom Mesh Midi Dress

    Romantic by nature. This mesh midi dress stuns with a soft floral print, cowl neckline, and ruched silhouette that flatters every curve while keeping the vibe effortlessly feminine.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Cowl neckline, lace padded bra cups
    • Adjustable spaghetti straps
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000484

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: TAUPE

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

  • Love Me Wild Leopard Floral Midi Dress

    Romantic meets rebellious in this strapless mesh midi dress. The mix of leopard print and rose florals brings the drama, while the ruched fit and cascading sash keep it flirty and femme. It’s giving soft power with a wild twist.

    Fit & Features

    • Leopard and floral print, mesh-lined fabric
    • Strapless neckline, padded bra cups
    • Side ruffle sash, draped waist accent
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000688

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: LEOPARD

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