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.

  • All Eyes Moment Sleeveless Midi Dress

    Cue the compliments. With a square neckline and curve-loving ruching, this midi is your ticket to owning the spotlight—effortlessly.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square neckline
    • Wide shoulder straps
    • Side ruched seams
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000394

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS

  • Kacy Formal Satin Cutout Midi Dress

    Special Occasion

    Worthy of walks down the aisle for bridesmaids and hallways entering the reception! The Kacy formal dress features long bishop sleeves with button cuffs, a V-neckline, a bar and cutout accent along the bust, and a flowy silhouette with a midi-length hem and slit. The formal dress is composed of jacquard satin fabric with lining and no stretch. Style with sparkly heels and a clutch to complete the look!

    Fit & Features

    • Long bishop sleeves, button cuffs
    • V-neckline, bar, and cutout accent bust
    • Back zipper and hook-eye closure
    • Flowy silhouette, slit midi-length hem
    • Lined jacquard satin fabric, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1552

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Affair Feather Trim Velvet Midi Dress

    Make it a luxe affair in this stunning smooth velvet midi dress! It features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a midi-length, curve-hugging silhouette, and a high front slit to showcase some leg. The velvet fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam
    • Midi-length hem, fitted bodycon silhouette
    • Thigh-high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2086

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riveting Satin Slit Midi Dress

    Everyone will be riveted by you in this satin midi dress featuring a sleeveless v-neckline with bungee spaghetti straps, a curve-hugging silhouette, side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete your dressy look with pointed-toe heels.

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Curve-hugging silhouette
    • Side ruched seam and slit
    • Asymmetrical midi hem
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1340

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Myla Corset Satin Asymmetrical Midi Dress

    Special Occasion

    The Myla satin midi dress is the perfect choice for semi-formal weddings or parties! The formal dress captivates with a corset-like bodice and a unique asymmetrical midi-length hem. Complete the look with block heels.

    Fit & Features

    • Stretch satin fabric with knit-lined bust
    • Sweetheart neckline, padded bust, draped pleated cowl neck overlay
    • Corset-like bodice, contrasting piping accents, flexible boning
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Asymmetrical midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2474

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Klaire Formal Crepe Midi Dress

    Special Occasion

    Klaire brings the sophistication to your next holiday party or winter soiree! She features a sleeveless one-shoulder neckline with a sexy cutout bust, and a high-waist seam that leads to her form-hugging silhouette with a side slit cutout along the midi hem. The formal dress is composed of a crepe knit fabric with sewn-in lining and moderate stretch. Complete your dressy look in a necklace and earrings set!

    Fit & Features

    • Sleeveless one shoulder neckline
    • Cutout bust, adhesive bra recommended
    • Form-hugging silhouette
    • Side slit cutout
    • Midi-length hem
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1342

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love The Spotlight Glitter Midi Dress

    Glisten and glow under the spotlight in this glitter crepe midi dress featuring a sleeveless v-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete your dressy look in block heels for a party!

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1892

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arielle Geometric Sequin Midi Dress

    Special Occasion 

    Shine at all your soirees in our gorgeous Arielle midi dress! 

    Fits & Features

    • Plunging V Neckline
    • Adjustable Spaghetti Straps That Lace Up At The Back 
    • Midi Length Silhouette With Thigh High Slit 
    • Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
    • Fully Lined
    • Curve-Hugging Fit I Moderate 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: 05001-0266

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Chic One-Shoulder Midi Dress

    Always chic and sleek, you'll love styling this smooth knit midi dress for weddings, cocktail parties, and fancy date nights. It features a one-shoulder neckline with a bow-trim design and a form-hugging fit with a flirty flared hem.

    Fit & Features

    • Smooth knit fabric with bust lining, high stretch
    • Sleeveless one-shoulder neckline, no-slip strip
    • Bow-trim design
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000223

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Special Something Off-The-Shoulder Floral Midi Dress

    Look iconic all season long in this off-the-shoulder floral midi dress as a gorgeous wedding guest or attending a garden party! 

    Fit & Features

    • Floral print, smooth knit stretchy fabric
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000030

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jolene Formal Chiffon Off-The-Shoulder Dress

    Special Occasion

    Chic and sophisticated, the Jolene formal midi dress is a stunning pick for rehearsal dinners or cocktail soirees! She features a chiffon bodice with an off-the-shoulder neckline, sheer peasant long sleeves, and a V-wired front. Her form-hugging silhouette offers a flattering front slit and a midi-length hem. The formal dress is composed of a crepe fabric with a sewn-in knit lining and plenty of stretch. Complete the look in sparkly platform heels.

    Fit & Features

    • Chiffon bodice, off-the-shoulder neckline
    • Sheer peasant long sleeves, V-wired front 
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1565

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sleek Vibes Satin Midi Dress

    Bring the luxe sleek vibes to your look with this stunning satin midi dress. The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a fitted high waist seam, ruched detailing down one side, a midi-length asymmetrical hem creating a chic side slit, and a curve-hugging silhouette. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps
    • Fitted high waist seam
    • Ruching down one side
    • Midi-length, asymmetrical hem, side slit
    • Form-fitting silhouette
    • Smooth satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1603

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Gorgeous Glitter Knit Midi Dress

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2422

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darcy Lace-Up Glitter Lace Midi Formal Dress

    Special Occasion

    Indulge in luxurious allure in the Darcy glitter lace midi formal dress at weddings, banquets, and celebrations! She boasts a sultry plunging V-neckline, flattering padded bra cups, and adjustable spaghetti straps, this dress accentuates your figure with a form-hugging fit. The lace-up back and side slit add a touch of sensuality, while the midi-length hem and glitter lace fabric exude elegance and sophistication. Complete the look with chandelier earrings and heels!

    Fit & Features

    • Glitter lace fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-2129

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Luxe Level Sleeveless Midi Dress

    Take your look to a luxe level with a stunning midi dress that creates a head-turning moment! The dress features a sleeveless cowl neckline, spaghetti straps, 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 mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1120

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Back For More Ruffle Bow Midi Dress

    From the front, it’s sleek, from the back it’s full-on chic. The bow-and-train moment brings attitude without saying a word to this midi dress, perfect for any dressy occasion!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline
    • Adjustable spaghetti straps
    • Low open back cut, statement bow with cascading train
    • Mermaid silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000268

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

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

    Product Badge:
    • Best Seller
  • Simple Sleek Silhouette Midi Dress

    Showcase a simple sleek silhouette in this chic satin midi dress. It features a sleeveless cowl neckline, dual spaghetti straps that lead to a strappy lace-up back, and a flowy, midi-length, sheath silhouette. Complete the look with hoop earrings and strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Open back, strappy lace-up design
    • Flowy, midi-length, sheath silhouette
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1550

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh-So-Alluring Ruched Midi Dress

    This sultry ruched midi dress is oh-so-alluring! Featuring a sleeveless sweetheart neckline, a padded bust that eliminates the need for a bra, adjustable spaghetti straps, all-over ruching, a curve-hugging fit, and a midi-length asymmetrical silhouette creating a high side slit, this dress was made for a night out. Style this midi dress with a rhinestone choker necklace and strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruched detailing
    • Curve-hugging bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1992

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Garden Backless Midi Dress

    Florals but make them sultry. With a sleek fit, tie-back detail, and velvet rose patterns, this midi dress brings a romantic allure to date nights, parties, and cocktail soirees.

    Fit & Features

    • Flocked velvet rose pattern, mesh-lined fabric
    • Cowl neckline
    • Spaghetti straps
    • Open back with tie
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000575

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

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

  • Darcy Velvet Bow Midi Formal Dress

    Special Occasion

    Romantic with a refined edge, the Darcy velvet midi dress blends timeless polish with a touch of drama. Framed by soft cap sleeves and a classic crew neckline, the open back tied in a bow makes every exit just as striking as the entrance.

    Fit & Features

    • Soft velvet fabric, stretchy knit lining
    • Crew neckline
    • Cap sleeves
    • Open back with bow, lower center back slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, date nights, rehearsal dinners, engagement parties, holidays

    Style Number/Barcode: 05001-000524

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alana Formal Sequin Midi Dress
    Special Occasion 

    Sparkle and dazzle in our glam Alana dress! She features a plunging V neckline, adjustable spaghetti straps and light reflecting sequins adorned with pearl accents throughout. Dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Dress is lined with a form hugging smooth knit fabric. 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: 05001-0090

    Category Name: Midi Cocktail Dresses

    Price: $36.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Genna Sequin Patterned Midi Dress

    You'll fall head over heels for our gorgeous Genna sequin midi dress! She features a sleeveless deep V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy lattice back design, and a mid-length, curve-hugging silhouette. The mesh fabric features stunning all-over sequin embroidery in a chic vintage-inspired pattern. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual adjustable spaghetti straps
    • Lattice back design, tie closure
    • Mid-length, form-fitting silhouette
    • Back slit
    • Mesh fabric, sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-0309

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Petals Floral Bodycon Slit Midi Dress

    Too pretty to only wear once. This floral bodycon midi dress will have you feeling yourself at every party or dressy date! 

    Fit & Features

    • Floral garden print, smooth knit stretchy fabric
    • Square neckline
    • Wide shoulder straps
    • Side pleated seam, faux wrap slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3724

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free