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.

  • Chic Night Out Abstract Print Mesh Midi Dress

    Create a chic vibe to grab drinks with the girls in this airy mesh midi dress designed with a bold abstract print pattern. The dress features a sleeveless mock neckline, tank shoulder straps, ruching at the waist, and a bodycon silhouette to flaunt your curves.

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, plenty of stretch
    • Abstract print
    • Mock neckline
    • Tank shoulder straps
    • Ruched waist
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5929

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Sultry Velvet Mermaid Midi Dress

    Be daring and make an entrance in this velvet midi dress! This stunning midi dress features a V-neckline, spaghetti straps, and a cross back, with a mermaid silhouette and high-low ruffle trim midi-length hem for a showstopping look. Style with strappy heels for a dressy holiday party or date!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross back
    • Mermaid silhouette
    • High-low ruffled trim midi-length hem
    • Soft velvet fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2606

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mellie Formal Sequin Midi Dress

    Special Occasion

    For your upcoming parties and events, bring the glow in the Mellie formal sequin midi dress that shines from every angle! She's designed in a sophisticated one-shoulder neckline with a front draped accent, a single long sleeve, high waist seam, form-fitting silhouette, and a front sultry slit. The formal dress is composed of a sequin-knit fabric with a knit lining and a minimal stretch and back zipper closure. Complete your dressy look in stiletto heels and a sleek bracelet.

    Fit & Features

    • One-shoulder neckline, draped accent
    • Adhesive or strapless bra recommended
    • Long sleeve, back zipper closure
    • High waist seam
    • Form-fitting, front slit, midi hem
    • Sequin-knit fabric, knit lining, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05001-1030

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

  • Palmer Strapless High-Low Midi Dress

    Special Occasion

    The Palmer strapless high-low midi dress is the perfect option for any semi-formal occasion! Featuring a strapless square neckline, flattering vertical seam detailing down the front and back, a high waist horizontal seam, and a midi-length high-low hem with a flared fishtail silhouette, this dress will have you looking effortlessly chic. The lined slinky knit fabric offers plenty of stretch. Style with strappy stilettos.

    Fit & Features

    • Strapless square neckline
    • Vertical seams down the front and back
    • High waist horizontal seam
    • Midi-length high-low hem, fishtail silhouette
    • Slinky knit fabric, short knit lining, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1527

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Possibilities Floral Mesh Midi Dress

    The romantic possibilities are endless with this floral mesh midi dress! Designed with a floral leaf print, this midi dress features a flirty ruffle trim sweetheart neckline, a padded bust, and adjustable spaghetti straps. All-over ruching and the bodycon silhouette make this dress fit like a glove while the flirty side slit allows for movement. Complete the look in dainty stiletto heels for a date!

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • All-over ruching, bodycon silhouette
    • Side slit, midi-length hem
    • Floral leaf print, stretchy mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3435

    Category Name: Midi Cocktail Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    Product Badge:
    • Sale
  • Chic Status Strapless Midi Dress

    Elevate your chic status with this simple yet stunning midi dress. It features a strapless square neckline, a high waist seam, a mid-length, curve-hugging silhouette, and a sultry side slit. Style this dress with strappy heels for a night out.

    Fit & Features

    • Strapless square neckline
    • High waist seam
    • Mid-length, form-hugging fit
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-4210

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

  • Dreamlover Colorblock Dress

    You're looking like someone's dreamlover tonight, bb! This sleeveless bodycon dress features a V neckline, spaghetti straps and an elasticized back for slip-on styling. It's designed with panels throughout for a contemporary look. Constructed of partially lined crepe fabric with moderate stretch.

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

    Style Number/Barcode: 05101-0221

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A-List Curves Mesh Bodycon Midi Dress

    Show off your A-List curves in this mesh midi dress to make every VIP list! This midi-length dress features a sleeveless square neckline, adjustable spaghetti straps, side ruched seams and bodycon silhouette, and an asymmetrical high-side slit along the hem. Complete the look in strappy stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Asymmetrical high side slit, midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5515

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liv Formal Metallic Midi Dress

    Special Occasion

     Glimmering and shimmering metallic creates the perfect shine on the Liv formal midi dress to stun at birthdays, themed parties, and school dances! She features a sleeveless cowl neckline with spaghetti straps, a form-hugging silhouette, and a side pleated seam that leads to her asymmetrical wrap hem with a slit. The formal dress is composed of a sparkling metallic knit fabric with moderate stretch. Style with rhinestone strap heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Form-hugging silhouette
    • Side pleated seam
    • Asymmetrical wrap slit midi hem
    • Metallic knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1418

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keely Lace Sweetheart Midi Dress

    Special Occasion

    The Keely lace midi dress will bring elegance to your look while also giving you subtle sultry vibes! She features a sheer lace top with a boat neckline and a scalloped trim, long fitted sheer sleeves, and a sheer open back. She has a chic tie-front ribbon belt and a curve-hugging, mid-length silhouette. The sheer lace fabric has a lining with a sweetheart neckline. Complete the outfit with rhinestone earrings and strappy heels.

    Fit & Features

    • Sheer lace top, boat neckline, scalloped trim
    • Long fitted sheer sleeves
    • Sheer open back
    • Tie-front ribbon belt
    • Mid-length, form-hugging fit
    • Sheer lace fabric, lining with sweetheart neckline
    • Runs true to size

    Style Number/Barcode: 05001-0778

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

  • Cue The Charm Floral Sleeveless Midi Dress

    Cue the charm this season in this effortless floral midi dress - a perfect option for wedding guests, rehearsal dinners, or cocktail hour! It features a sleeveless square neck, wide shoulder straps, a bodycon silhouette, and a back slit accent. The dress is composed of a blossoming floral pattern on mesh fabric with a stretchy knit lining. Complete the look with a chic bolero and pumps!

    Fit & Features

    • Sleeveless square neck, wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Back slit accent
    • Midi-length hem
    • Floral mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2158

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressive Beauty Bodycon Midi Dress

    Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3933

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruby Formal Sequin Lace-Up Midi Dress

    Special Occasion

     Light-catching sequins shape the Ruby formal dress to bring sparkle to dinner banquets and engagement parties! She features a sleeveless plunge sweetheart neck with a v-wire insert, spaghetti straps, a lace-up back design, a bodycon fit, and a flirty slit along her midi-length hem. The formal dress is composed of a sequin scroll mesh fabric with a knit lining and minimal stretch. Style with teardrop earrings and heels to complete the look!

    Fit & Features

    • Sleeveless plunge sweetheart neck, v-wire insert
    • Spaghetti straps, back zipper and hook-eye closure
    • Lace-up back design
    • Bodycon fit, front slit, midi-length hem
    • Sequin scroll mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1284

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Josie Formal Rhinestone Cowl Halter Midi Dress

    Special Occasion

    Bring an endless amount of glamour in the Josie formal rhinestone midi dress! She brings the radiance to every banquet, gala, and fancy soiree. Featuring a cowl halter neckline with tie-back spaghetti straps, a padded underwire bust, a flattering bodycon silhouette, and a flirty front slit along the midi-length hem. The formal midi dress is designed with all-over rhinestone embellishments on sleek mesh fabric and has a stretchy knit lining. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless cowl halter neckline
    • Tie-back spaghetti straps
    • Back zipper and hook-eye closure
    • Padded underwire bust
    • Bodycon silhouette, front slit, midi-length hem
    • Rhinestone-embellished mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2010

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Sparkle Asymmetrical Midi Dress

    Showcase a chic sparkle in this fitted crepe midi dress. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a rhinestone embellished asymmetrical trim across the front, ruching, and a midi-length, form-hugging fit with an asymmetrical cut hem. Style with stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seam detailing
    • Adjustable spaghetti straps
    • Back zipper closure
    • Rhinestone embellished asymmetrical trim
    • Ruching
    • Midi-length, form-fitting silhouette, asymmetrical cut hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1798

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amber One-Shoulder Midi Dress

    Special Occasion

    Sleek and stylish, the Amber midi dress is perfect for cocktail hour! She features a sleeveless one-shoulder neckline, a tank shoulder strap leading to a chic twist-back design, a lower back cutout, a sultry thigh-high side slit, and a mid-length, curve-hugging silhouette. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Twist-back design, lower back cutout
    • High side slit
    • Mid-length, form-fitting silhouette
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05001-0736

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Marcella Formal Glitter Sleeveless Midi Dress

    Special Occasion

    Radiate sparkle in the Marcella formal glitter midi dress that emulates shine! She features a cowl neckline, tank shoulder straps, and a form-hugging silhouette. The midi-length hem and back center slit complete the sophisticated silhouette with an elegant touch. The formal midi dress is crafted from a glitter fabric that shimmers with every step and has a stretchy knit lining. Complete the look in stiletto heels for a banquet or holiday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Form-hugging silhouette
    • Center back slit, midi-length hem
    • Glitter fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1927

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4092

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: WHITE

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

  • Life Of The Party Glitter Midi Dress

    Shine like the life of the party in this mini dress that brings sparkle to your celebrations! The dress features a sleeveless V-neckline, bungee spaghetti straps, an asymmetrical high side slit for a sultry show of leg, and a midi-length silhouette. The dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a moto jacket.

    Fit & Features

    • Sleeveless V-neckline, adhesive bra recommended
    • Bungee spaghetti straps
    • Asymmetrical high side slit
    • Midi length silhouette
    • Glitter knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1249

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hook and Eye Mesh Ruched Midi Dress

    Get hooked to this sexy ruched dress. Make a move in this wowing dress that features a sweetheart neckline, a hook and eye fasten center closure to create a custom look and a curve-hugging ruched body throughout. Complete your night out outfit with statement heels and extra-large hoops.

    Fit & Features

    • Sweetheart neckline
    • Sleek corded straps
    • Hook and Eye fasten closure 
    • Ruched body
    • Midi length silhouette
    • High center slit
    • Form hugging fit

     

    Black: Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

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

    Style Number/Barcode: 05101-0842

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Selena Formal One Shoulder Ruched Dress
    Special Occasion 

    Stun with a little shoulder action as you channel sophistication in our Selena dress! She features a classic black hue, a one shoulder neckline with a single shoulder strap and a ruched side detail. Her slim fit bodice leads to an asymmetrical hem to show off your fab heel game! Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6702

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chic Ruffled Midi Dress

    Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffled side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1385

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • In Paradise Tropical Print Midi Dress

    You'll be ready for your paradise getaway with this tropical print midi dress! It features a sleeveless V-neck, spaghetti straps, a sultry cutout back, a bodycon silhouette, and an asymmetrical side slit cutout. Complete the look in wedges.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Cutout back
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Tropical print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4987

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free