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.

  • Misty Off Shoulder Glitter Dress

    Special Occasion

    You'll be channeling princess vibes in this one. Look magical in our glistening Misty dress! 

    Fits & Features

    • Off Shoulder Neckline I Fold Over Design
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Front Slit
    • Glitter Lurex Fabric I Fully Lined
    • Curve Hugging Fit I Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0330

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Temptation Metallic One Shoulder Midi Dress

    Create a tempting and sweet look in this metallic midi dress for dressy dinner celebrations or parties! The knee-length dress features a sleeveless one-shoulder neckline with a tank strap, side ruched seams to accentuate your curves, a bodycon silhouette, and a flirty asymmetrical hem. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank strap
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Asymmetrical midi-length hem
    • Metallic knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2862

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anita Mock Neck Ruched Midi Dress

    Special Occasion 

    Accentuate all your curves in the Anita midi dress!

    Fits & Features

    • Mock Neckline
    • Long Fitted Sleeves
    • Ruching Throughout Front
    • Midi Length Silhouette
    • Jersey Knit Composition 
    • Bodycon Fit I Moderate Stretch
    • Zipper Not Included

     

    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: 05001-0319

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Luxe Sheen Strapless Ruched Satin Midi Dress

    Show off a luxe sheen in this curve-hugging midi dress designed with smooth satin-knit fabric perfect for your next cocktail party. It features a strapless straight-across neckline, ruched side and back seams to flaunt your stunning figure, and a back slit accent at the midi-length hem.

    Fit & Features

    • Satin knit fabric, plenty of stretch
    • Strapless straight neckline
    • Ruched side and back seams
    • Back zipper closure
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3797

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: EMERALD, NAVY

    Available Size: XS, S, M, L

  • Gaia Satin Off-The-Shoulder Wrap Midi Dress

    Special Occasion

    The Gaia formal satin dress features a sweetheart neckline with off-the-shoulder short sleeve accents, a ruched faux wrap silhouette, and a midi-length hem. Complete your cocktail outfit with block heels.

    Fit & Features

    • Stretchy satin-knit fabrication, top knit lining
    • Off-the-shoulder neckline, short sleeve cuffs
    • Sweetheart padded bust
    • High waist seam
    • Ruched faux wrap-front design
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2511

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, L

  • Marble Muse Mesh V-Neck Midi Dress

    Be your own muse! This marble mesh dress will become your new fave for cocktail soirees and evening dinner parties. It features a sleeveless, v-neck, adjustable criss-cross spaghetti straps, a bodycon silhouette, side ruched seam atop an asymmetrical hem. Complete the look with dangly earrings and heels.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi hem
    • Marble print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4515

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Only Chic Vibes Ruched Velvet Midi Dress

    This stunning ruched velvet midi dress will bring only chic vibes to your next cocktail party. Crafted from a luxe smooth velvet fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist for a figure-flattering look, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your dressy 'fit with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seams
    • Spaghetti straps
    • Ruched waist
    • Mid-length hem
    • Form-hugging silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2899

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves For Days Off-The-Shoulder Midi Dress

    Serve major curves in this off-the-shoulder midi dress at parties and dressy occasions! Featuring a flattering off-the-shoulder sweetheart neckline and a tie-front bust, this dress accentuates your figure in all the right ways. The cutout bodice adds a flirty charm, while the ruched seams and bodycon fit hug your figure for a sultry silhouette on mesh-lined fabric. Complete the look in stiletto heels.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Tie-front bust, cutout bodice
    • Side ruched seams
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2623

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk My Way Glitter V-Neck Midi Dress

    Catch glances in this glittery number! The sleeveless V-neckline shapes this midi bodycon dress that features sleek bungee spaghetti straps and an asymmetrical hem with a sultry cutout slit. Complete the look in fringe earrings.

    Fit & Features

    • Sleeveless, V-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Cutout side slit
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1412

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Floral Mesh Lace-Up Midi Dress

    Captivate all night in this curve-flaunting floral mesh midi dress! The open lace-up strappy back design lets you find your perfect fit.

    Fit & Features

    • Sheer mesh fabric with midi-length knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Form-hugging fit, midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000096

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Admiring Muse Sleeveless Bodycon Floral Midi Dress

    Feel and look effortlessly cute in this watercolor floral mesh midi dress everywhere you go! This sleeveless bodycon dress features adjustable spaghetti straps and a square neckline that accentuates your curves. The ruched bodycon fit flatters your figure while the midi-length hem adds a chic touch. Complete the look in strappy block heels.

    Fit & Features

    • Watercolor floral print, mesh lined fabric, moderate stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Ruched bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3123

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mandy Formal Satin Lace-Up Midi Dress

    Special Occasion

    Luminous shine makes the Mandy formal satin midi dress photogenic as you grace the red carpet or a white veil occasion! She flaunts your femme figure in a sleeveless cowl neckline, dual spaghetti straps, an open-back with a lace-up design, and side and back ruched seams that accentuate your curves along her bodycon, midi-length silhouette. The formal dress is composed of silky satin fabric with lining and minimal stretch. Style this mid-length dress with rhinestone platform heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline, dual spaghetti straps
    • Open-back, lace-up design
    • Side and back ruched seams
    • Bodycon, midi-length hem
    • Lined satin fabric, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6891

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melanie Backless Formal Midi Dress

    Special Occasion

    Sophisticated with a sultry side, the Melanie formal midi dress will have you turning heads! She features a high scoop neckline, long fitted sleeves, an alluring open back with a lower wired V-cut design, a midi-length hem with a chic back slit, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with strappy stilettos for your next fancy date night.

    Fit & Features

    • High scoop neckline, long fitted sleeves
    • Open back, lower wired V-cut design
    • Midi-length hem, back slit
    • Curve-hugging fit
    • Crepe fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1437

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Malika Formal Sequin One-Shoulder Midi Dress

    Special Occasion

    Sequin dresses make sure every eye will be on your dazzling aurora and the Malika formal midi dress is no exception! She features a chic one-shoulder neckline adorned with a fitted long sleeve, an asymmetrical pleated accent, and a form-hugging silhouette revealing a sexy side slit design. The formal midi-length dress is crafted from a sequin embellished lined fabric that brings the sparkle. Complete the look with earrings and heels for a holiday party!

    Fit & Features

    • One-shoulder neckline, fitted long sleeve
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit design, midi-length hem
    • Sequin-embellished fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1901

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charm Rosette Flower Cutout Midi Dress

    Step out looking sweet and charming in this sleeveless knit dress for a dressy soiree! It features a sweetheart neckline, spaghetti straps, a rosette flower bust inset and waist with sultry cutouts, a flattering bodycon silhouette, and a fitted midi-length hem. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spagehtti straps
    • Rosette flower bust insert and waist
    • Cutouts
    • Bodycon silhouette, midi-length hem
    • Smooth knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2689

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Charm Ruffled Midi Dress

    Frolic through the party with dreamy charm in this sleeveless midi dress! It features a square neckline, spaghetti straps, a side pleated seam, a bodycon silhouette, and a dramatic asymmetrical ruffled trim with a slit accent. The dress is crafted from a smooth and slinky lined knit fabric. Complete the look in adorable mules for a garden party!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Side pleated seam
    • Bodycon silhouette
    • Asymmetrical ruffled trim, slit accent
    • Midi-length hem
    • Lined smooth and slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2902

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleeveless Satin Scoop Midi Dress

    Serve up a sassy look with sleek satin!

    Fits & Features 

    • Scoop Neckline And Back
    • Adjustable Spaghetti Straps 
    • Curve-Hugging Midi Length Silhouette
    • Lined, Satin-Like Composition
    • Minimal Stretch 

     

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

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

    Style Number/Barcode: 05101-0338

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Celebrate Love Halter V-Neck Bodycon Satin Midi Dress

    This sleeveless bodycon midi dress features a sultry halter V-neckline and a scoop back. The stretchy satin material wraps your body perfectly, highlighting the sleek design perfect for semi-formal weddings or cocktail soirees. 

    Fit & Features

    • Silky satin material, minimal stretch
    • Halter V-neckline with tie closure
    • Scoop back design
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3650

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Botanical Beauty Floral Mesh Midi Dress

    Looking like a botanical beauty is effortless in this floral mesh midi dress! This strapless dress features a flattering curve-hugging fit that will make you feel stunning while on vacay or for weekend fun.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless folded neckline
    • Curve-hugging fit
    • Relaxed midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000029

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Oh-So-Chic Floral Velvet Burnout Midi Dress

    Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3671

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Here To Love Off-The-Shoulder Slit Midi Dress

    This off-the-shoulder midi dress boasts a flattering ruched seam that flaunts your figure along the bodycon fit and a flirty front slit. Perfect for styling with hoop earrings and heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Off-the-shoulder neckline
    • Front ruched seam
    • Front slit
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3624

    Category Name: Midi Cocktail Dresses

    Price: $35.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natural Sweetheart Halter Marble Print Midi Dress

    Look naturally cute for any occasion in this marble print midi dress! The cowl halter neckline and flowy silhouette add a relaxed style, while the side slit and midi-length hem add flirty touches. Complete the look in strappy sandals and a clutch!

    Fit & Features

    • Marble print, mesh fabric lined with stretchy knit
    • Cowl halter neckline with tie closure
    • Flowy silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-5593

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cara Formal Sequin Lace-Up Midi Dress

    Special Occasion

    Why blend in when you can shine? Glistening sequins cover the Cara formal dress ready to strike a pose at school dances or celebrations! She brings the sultry appeal in a sleeveless plunge V-neckline with a V-wire insert, lightly padded bust, spaghetti straps, and a lace-up back with tie closure. Her form-hugging silhouette leads to the skin-flaunting side slit along the midi-length hem. The formal dress is composed of a sequin scroll patterned mesh fabric with a knit lining and moderate stretch. Style with a clutch and heels to complete the look! 

    Fit & Features

    • Sleeveless plunge V-neckline, V-wire insert
    • Lightly padded bust, spaghetti straps
    • Lace-up back, tie closure, zipper and hook-eye closure
    • Form-hugging silhouette, side slit, midi-length hem
    • Sequin scroll pattern, mesh fabric, knit lining, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1283

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Glam Velvet Glitter Midi Dress

    A glamorous velvet glitter midi dress features a flattering square neckline with spaghetti straps, corset-like seams at the underbust, and an asymmetrical wrap silhouette to accentuate curves. Perfect to pair with earrings. 

    Fit & Features

    • Velvet glitter knit fabric, knit bust lining, moderate stretch
    • Square neckline
    • Spaghetti straps
    • Corset-like seams at underbust 
    • Asymmetrical wrap silhouette
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3251

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free