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.

  • Malia Off Shoulder Ruched Dress

    Special Occasion

    Look captivating in our mesmerizing Malia! She'll hug you in all the right places and show off your figure!  

    Fits & Features

    • Off Shoulder Neckline With Mesh Fold-Over 
    • Unlined, Fitted Long Sleeves 
    • Midi Length Silhouette I Side Slit
    • Mesh Fabric I Knit Lining I Ruching Throughout
    • Curve Hugging Fit I Plenty Of 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: 05001-0369

    Category Name: Midi Cocktail Dresses

    Price: $34.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Madelyn Satin Lace-Up Midi Formal Dress

    Special Occasion

    Sleek, sultry, and effortlessly refined—the Madelyn formal dress was made for the spotlight. Its luxe satin drapes beautifully over the body, while the lace-up back and tulip-style skirt add just the right touch of allure for every elegant occasion.

    Fit & Features

    • Stretch satin fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up back
    • Bodycon silhouette, wrap front slit design
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, rehearsal dinners, formal celebrations, rooftop hotel bars

    Style Number/Barcode: 05001-000353

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN, NAVY, BLACK

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

  • Sleek And Iconic Satin Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is perfect for a cocktail party or date night! The asymmetric pleating under the bust and at the waist will highlight your curves while the back slit adds some movement to the bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Square neckline, pleating
    • Spaghetti straps
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3709

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Debut Satin Pleat Midi Dress

    Everyone will love your debut in this dressy satin midi dress! It features a sleeveless v-neckline with a pleated overlay, sleek spaghetti straps, and an open strappy back design, and a bodycon silhouette. Complete the look in sparkly stiletto mules.

    Fit & Features

    • Sleeveless v-neckline with a pleated overlay
    • Spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Midi-length hem
    • Smooth satin fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1890

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Glam Abstract Floral Ruched Midi Dress

    Bring a romantic aura with a sweet midi dress that features a sleeveless sweetheart neckline, ruching, and an abstract floral print. Complete date night outfit with a sleek clutch.

    Fit & Features

    • Mesh fabrication, stretchy knit lining
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching
    • Abstract floral print
    • Midi length hem

    Style Number/Barcode: 05101-3777

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sultry Strappy Midi Dress

    This simple and sultry midi dress is a must-have for refreshing your night-out look! It features a sleeveless V-neckline, dual spaghetti straps with a cross-front and cross-back design, and a mid-length, curve-hugging silhouette. Style this dress with rhinestone earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Cross-front and cross-back designs
    • High waist seam
    • Mid-length, form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1150

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Robin Formal Satin Midi Dress

    Special Occasion

    She's Sleek, and she's polished and we love! Designed with a strapless straight neckline, with a removable faux fur trim, a form fitting bodice and that has padded cups, and a horizontal stitching at the hem mid waist. Her bodice leads to skirt high waist and leads down to a mid calf length with a high slit feature. Dress is composed of a satin material that offers slight stretch.

    Model is 5'9" with a 32" 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: 05001-0236

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Evening Smooth Strapless Sash Midi Dress

    This strapless midi dress is the definition of clean glamour—smooth curves, subtle ruching, and a cascading side sash that adds the perfect amount of drama. It’s refined, confident, and ready to elevate any evening lineup.

    Fit & Features

    • Sleek woven fabrication with subtle sheen
    • Strapless tube neckline with smooth, structured bodice
    • Ruched side waist with cascading sash detail
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001061

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY, BROWN

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

  • Keeping It Classy Satin Bustier Ruffle Midi Dress

    Embrace timeless sophistication in this satin midi dress! Featuring a sweetheart neckline, tank shoulder straps, and a padded underwire bust, the midi dress also has flexible boning inserts and a form-hugging silhouette with a high front slit and ruffle trim for added flare. Complete the look with a gorgeous necklace for a banquet!

    Fit & Features

    • Sleeveless sweetheart neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Padded underwire bust, flexible boning
    • Form-hugging, high front slit, ruffle trim
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2914

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Chic Ruched Midi Dress

    Wrap yourself in a chic midi dress that makes a stunning statement! The dress features a wrap V-neckline, long sleeves, ruching, an asymmetrical side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone anklet. 

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Ruching 
    • Asymmetrical side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1228

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Work Sleeveless Tank Midi Dress

    Make a bold statement in any setting in this sleeveless midi dress perfect for work or play! The midi dress features a sleeveless square neckline, an underbust seam, tank shoulder straps, a bodycon silhouette that flaunts your curves, and a flirty center back slit accent on smooth woven fabric. Complete the look with pumps and a posh jacket for business mixers and happy hour!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Underbust seam
    • Bodycon silhouette 
    • Midi-length hem, center back slit
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2871

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh My Ruched Asymmetric Dress

    Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!

    Fits & Features

    • High Neckline 
    • Spaghetti Straps
    • Drawstring Ruching At The Side 
    • Asymmetric Midi Length Hemline 
    • Stretchy Jersey Knit Fabric I Partial, Mini Length Lining 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05101-0516

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Blossoms Floral Midi Dress

    Elevate your evening out with this floral midi dress everyone will be envious of from the moment you enter the room! Featuring a sleeveless V-neckline, spaghetti straps, an open lace-up back with tie closure, a form-hugging silhouette, and a sultry front slit. The lined mesh fabric features a romantic floral pattern. Layer with a chic duster trench coat to complete the look!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Open lace-up back, tie closure
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Floral pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2104

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Luxe Velvet Midi Dress

    You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, wrap-front
    • Spaghetti straps
    • Midi-length, curve-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 05101-1196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    The Dara formal dress turns heads with its satin bodycon silhouette and statement details! A sleek cowl neckline meets a daring cutout back, while a front ruched seam and thigh-high slit bring all the drama your RSVP demands.

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining, moderate stretch
    • Cowl neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back, hook strap, lower zipper and hook-eye closure
    • Front ruched seam and slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, shower celebrations, date nights, cocktail parties, dinner parties, birthdays, photoshoots, Vegas, bachelorettes

    Style Number/Barcode: 05001-000352

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BURGUNDY, WHITE, BLACK

    Available Size: XS, S

  • Flare For The Drama Tube Midi Dress

    Make everyone stop and admire you in this tube midi dress at weddings or dressy parties. This form-hugging midi dress stuns with a strapless neckline, flirty front slit, and a flared hem that was made for movement.

    Fit & Features

    • Sleek knit fabric, stretchy knit lining
    • Strapless tube neckline, padded bra cups
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000174

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kathryn Formal Satin Corset Midi Dress

    Special Occasion

     Kathryn photographs beautifully on red carpets and is stunning for bridesmaids! She embodies grace and class with a touch of sultriness. Featuring an off-the-shoulder, cowl pleated neckline, a lightly padded bust, a corset bodice with flexible boning, and a bodycon, midi-length silhouette with a flirty slit. The formal dress is composed of smooth satin fabric with lining and minimal stretch. Style with rhinestone platform heels to add some shine!

    Fit & Features

    • Off-the-shoulder, cowl pleated neck, lightly padded bust
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Bodycon, midi-length hem, front slit
    • Lined smooth satin, minimal stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1350

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Girl Mesh Midi Dress

    Girl, you've got a stand out personality, so you need a dress to match! This glitter mesh midi features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, ruched detailing down the sides, and a mid-length, curve hugging fit. The sheer glitter mesh fabric offers moderate stretch and includes a knit lining.

    Model is 5'9" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0387

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek and Stunning Satin Midi Dress

    Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • One shoulder neckline, tank-like strap
    • Ruching
    • Midi-length slim-fit silhouette
    • Back center slit at hem
    • Runs true to size

    Style Number/Barcode: 05101-3593

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Hourglass Lace-Up Midi Dress

    Sleek, slinky, unforgettable—this knit midi dress stuns with a draped neckline, curve-skimming ruching, and an open lace-up back. The thigh slit is the perfect finishing touch for a head-turning look for date nights, weddings, or celebrations!

    Fit & Features

    • Smooth knit stretch fabric
    • Pleated cowl neckline
    • Adjustable spaghetti straps
    • Lace-up back design
    • Front slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000395

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SAGE

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

  • Flaunt It Strapless Bodycon Mesh Midi Dress

    Flaunt what you got in this strapless midi dress on a hot night on the town!  With a sleek and sexy strapless neckline, ruched seams that flatter your curves, and a sultry side slit, this bodycon dress will have all eyes on you. Complete the look with rhinestone earrings and stiletto heels.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3355

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vampy Vibes Faux Leather Midi Dress

    This sleek faux leather midi dress will bring the vampy vibes to your going-out look. It features a strapless straight-across neckline, ruching at the waist, a midi-length hem with a chic back slit accent, and a bodycon silhouette to flaunt your figure. The faux leather fabric offers a moderate stretch. Style this midi dress with lace-up stilettos for an edgy night-out 'fit.

    Fit & Features

    • Strapless straight-across neckline
    • Back zipper, hook and eye closure
    • Dart seams, high waist seam, ruching at the waist
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5282

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Artsy In Floral Slit Midi Dress

    Walk like a work of art in this floral midi dress with a strapless neckline and front slit perfect for showing off your shoes!

    Fit & Features

    • Floral print, knit fabric
    • Strapless neckline
    • Front slit
    • Hip-hugging fit
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4073

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Look Ruched Knit Bodycon Midi Dress

    Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves.

    Fit & Features

    • Lined smooth knit fabric, high stretch
    • Sleeveless sweetheart neckline, padded bust
    • Cross-front design at the bust
    • Thin tank straps, cross-back design
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3997

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale