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.

  • Dazzling Night Sequin Cowl Midi Dress

    Experience the glamor of the red carpet in this sequin midi dress! The cowl sweetheart neckline and spaghetti straps add subtle chic detail, while the flattering bodycon silhouette, front slit, and midi-length hem give the right amount of sass. Complete the look in heels for a cocktail party or holiday celebration!

    Fit & Features

    • Sleeveless cowl sweetheart neckline
    • Bungee spaghetti straps
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Sequin embellished fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2833

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Moment Satin Printed Midi Dress

    Everyone's favorite moment will be when you stroll in wearing this satin midi dress to semi-formal events and cocktail parties! It features a sleeveless V-neck, adjustable spaghetti straps, a tie-back design, a sassy cutout bodice, and a flowy midi-length hem. The dress is composed of smooth satin fabric with a geometric print. Complete the look in heeled mules.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Tie-back design, cutout bodice, bust lining
    • Flowy midi-length hem
    • Geometric print
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2166

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off Shoulder Trumpet Hem Midi Dress

    Look trendy and chic to all your holiday outings with this fab off-shoulder dress! 

    Fits & Features

    • Elastic Off Shoulder Neckline I Vertical Seams At The Bust
    • Fitted Long Sleeves
    • Midi Length Silhouette With Trumpet Hem 
    • Ponte Fabric 
    • Curve Hugging Fit I Plenty Of Stretch 

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

      Style Number/Barcode: 05101-0365

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Everly Lace Front Slit Midi Dress

      Special Occasion

      Create a classically beautiful look in our stunning Everly dress! She features a sheer lace mock neckline, long sheer fitted lace sleeves, a front and back cut out above the the bust, a sweetheart neckline with padded cups, flattering vertical seams that run down the bust, and a square back with a zipper and hook and eye closure. Her high waist seam leads to a form hugging, fitted mid-length skirt with a front slit and side sheer lace detail. The dress is composed of a crepe fabric that offers moderate stretch.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0053

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Simply Stunning LBD
      Keep it sleek and stunning in this LBD! It features a sleeveless bodice, a square neckline and wide shoulder straps that lead to an open back design with multi narrow cross straps. The relaxed fit bodice leads to a curve accentuating midi length silhouette. Dress is composed of a ponte-like fabric that offers 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: 05103-3528

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Feeling Flawless Flocked Floral Mesh Bodycon Midi Dress

      You'll feel flawless and chic in this lined mesh midi dress designed with a velvet flocked floral pattern to get you all the compliments. It features a sleeveless subtle sweetheart neckline with a dainty lace trim, spaghetti straps, a back slit accent, and a midi-length bodycon silhouette to hug your curves.

      Fit & Features

      • Sheer mesh fabric with knit lining
      • Velvet flocked floral pattern
      • Sweetheart neckline with lace trim
      • Spaghetti straps
      • Back slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3890

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Tending The Blooms Floral Midi Dress

      This floral midi dress needs no gardening skills to keep beautiful! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in whimsical butterfly earrings for a garden party!

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps
      • Form-hugging silhouette
      • Front slit
      • Midi-length hem
      • Garden floral print, stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05101-1684

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • A Stylish Vibe Wrap Midi Dress

      Showcase such a stylish vibe in this sleek wrap midi dress. It features a sleeveless scoop neckline, spaghetti straps, a high waist seam, and a mid-length wrap-front silhouette with a curve-hugging fit. Complete the look with clear mules.

      Fit & Features

      • Sleeveless scoop neckline
      • Spaghetti straps
      • High waist seam
      • Mid-length wrap-front silhouette, subtle ruching
      • Form-hugging fit
      • Smooth knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05101-1392

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Mesmerizing Glam Abstract Ruched Midi Dress

      Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

      Fit & Features

      • Lined mesh fabrication
      • Sleeveless square neckline
      • Ruching
      • Abstract marble print
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05102-5937

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stunning Silhouette Ruched Knit Midi Dress

      Show off your stunning curves in this sleek midi dress designed with smooth and stretchy knit fabric. It features a sleeveless pleated cowl neckline, spaghetti straps, ruched side and back seams to flaunt your figure, and a midi-length mermaid silhouette.

      Fit & Features

      • Smooth and stretchy knit-lined fabric
      • Cowl neckline with pleating
      • Spaghetti straps
      • Ruched side and back seams
      • Midi-length mermaid silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3878

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • The Shine Factor Rhinestone Asymmetrical Midi Dress

      Bring the shine to your event in a midi dress that features a sleeveless cowl neckline, adjustable spaghetti straps that lead to a cross-back design, rhinestones, and an asymmetrical high-side slit. 

      Fit & Features

      • Lined mesh fabrication
      • Sleeveless cowl neckline
      • Adjustable spaghetti straps, cross-back design
      • Rhinestones
      • Asymmetrical high-side slit
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3500

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

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

      Special Occasion

      The Ophelia formal dress catches every eye with its glossy satin finish and sculpting bodycon fit. The lace-up back detail adds just the right touch of drama—elegant, unexpected, and ready for every RSVP on your calendar.

      Fit & Features

      • Stretch satin fabric
      • V-neckline, spaghetti straps
      • Lace-up open back
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

       

      Where to Wear:

      Weddings, formal dances, rehearsal dinners, engagement parties, black tie gala and benefit, dinner parties, date night, bachelorettes, birthdays, milestone celebrations, red carpet events

      Style Number/Barcode: 05001-000357

      Category Name: Midi Cocktail Dresses

      Price: $64.90

      Availability: In Stock

      Available Color: DENIM, WINE

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

    • Fierce Style Zebra Print Mesh Halter Midi Dress

      Serve fierce style in this curve-hugging midi dress designed with lined mesh fabric with a bold zebra print pattern. It features a sleeveless halter V-neckline, an alluring open back, ruched side seams, and a midi-length bodycon silhouette to flaunt your stunning figure.

      Fit & Features

      • Sheer mesh fabric with knit lining, plenty of stretch
      • Zebra print
      • V-neckline with halter strap
      • Open back
      • Ruched side seams
      • Midi-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05103-5919

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Feeling Luxurious A-Line Satin Midi Dress

      Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

      Fit & Features

      • Silky satin fabric, bust lining, minimal stretch
      • Spaghetti straps
      • A-line silhouette
      • Strapless bra recommended
      • Runs true to size

      Style Number/Barcode: 05101-2907

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Double Take Asymmetrical Midi Dress

      Make them take a double-take with a midi dress that stuns! The dress features a sleeveless square neckline, bungee spaghetti straps, a strappy bar strap back, and a midi-length silhouette with an asymmetrical hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels

      Fit & Features

      • Sleeveless, square neckline
      • Bungee spaghetti straps
      • Open back with bungee bar straps
      • Ruching, bodycon silhouette
      • Asymmetrical midi hem
      • Smooth knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1118

      Category Name: Midi Cocktail Dresses

      Price: $17.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • 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, M, L

    • Sparks At Night Glitter Velvet Midi Dress

      Make the night spark in this glitter velvet midi dress! Crafted from glitter velvet, the midi dress features a form-hugging silhouette, a scoop neckline, spaghetti straps, and a front slit, making it perfect for making a bold statement. Style with a dressy bolero and heels for a dressy date or party!

      Fit & Features

      • Sleeveless scoop neckline
      • Spaghetti straps
      • Form-hugging silhouette
      • Front slit, midi-length hem
      • Glitter velvet fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2956

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • All The Elegance Satin Slip Midi Dress

      Captivate in this elegant satin slip midi dress perfect for rehearsal dinners or cocktail parties! The midi-length dress features a sleek cowl neckline, adjustable spaghetti straps, a flattering curve-hugging silhouette, and a flirty side slit along the hem. Complete the look in stiletto heels and a clutch!

      Fit & Features

      • Sleeveless cowl neckline
      • Adjustable spaghetti straps
      • Curve-hugging silhouette
      • Side slit, midi-length hem
      • Silky woven satin fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 05101-2943

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Luisa Rhinestone V-Neck Midi Dress

      Special Occasion

      Fancy yourself as a radiant beauty in the stunning Luisa party dress? Every jaw will drop when you step into the formal dance or celebration in this sparkling midi dress featuring a sleeveless V-neckline with a sheer mesh insert, rhinestone embellished and adjustable spaghetti straps, and a bodycon silhouette. The party dress is composed of a partially lined mesh fabric with all-over rhinestone and faux pearl embellishments in a clustered vertical design to accentuate your curves! Style with fringe earrings and clear block heels to complete the look.

      Fit & Features

      • Sleeveless V-neckline, sheer mesh insert
      • Rhinestone embellished, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Bodycon silhouette, midi-length hem
      • All-over rhinestone and faux pearl embellishments
      • Partially lined mesh fabric, stretchy knit lining
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1420

      Category Name: Midi Cocktail Dresses

      Price: $69.97 $149.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Playful Chic Floral Tube Midi Dress

      Playful yet chic, this floral mesh midi dress brings charm to any dressy event or occasion! Designed with ruched side seams that enhance your silhouette with a flattering bodycon fit.

      Fit & Features

      • Floral print, mesh fabric, stretchy knit lining
      • Strapless tube neckline
      • Back zipper and hook-eye closure
      • Side ruched seams
      • Bodycon silhouette, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000046

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Love For Glam Rhinestone Heart Strap Midi Dress

      Show off your love for glam in this trendy rhinestone heart strap midi dress! Designed with a stretchy slinky knit fabric that will hug your curves, this mid-length dress features a sleeveless cowl neckline and spaghetti straps with dainty rhinestone-embellished heart accents. The bodycon silhouette will flaunt your gorgeous figure. Style with platform heels for drinks with the girls!

      Fit & Features

      • Stretchy slinky knit fabric with full lining
      • Sleeveless cowl neckline
      • Spaghetti straps
      • Rhinestone heart accents
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-2854

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Curvaceous Views V-Neck Midi Dress

      You'll enjoy walking past every mirror in this v-neck midi dress designed to flaunt your curves! It features a sleeveless surplice v-neckline, spaghetti straps, a form-fitting silhouette, and a front-slit accent. Complete the look in sleek stiletto heels for a dressy event.

      Fit & Features

      • Sleeveless surplice v-neckline
      • Spaghetti straps
      • Form-fitting silhouette
      • Front slit accent
      • Midi-length hem
      • Crepe fabric
      • Fits true to size

      Style Number/Barcode: 05101-1777

      Category Name: Midi Cocktail Dresses

      Price: $6.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sweetheart Energy Strapless Midi Dress

      Serving main character vibes all night long! This strapless midi hugs in all the right places with a sleek bodycon silhouette and a sultry back slit that brings the drama. 

      Fit & Features

      • Smooth knit fabric with a sheen, moderate stretch, stretchy lining
      • Strapless neckline with pleated bust detail
      • Sleek bodycon silhouette
      • Midi length with center back slit
      • Runs true to size

      Style Number/Barcode: 05101-000015

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: BURGUNDY

      Available Size: S, M, L

    • Bold Prints Abstract Floral And Leopard Midi Dress

      The midi dress features a sleeveless cowl neckline, sleek spaghetti straps, an abstract floral pattern, a leopard print, and ruching throughout. Complete outfit with block heels for the ultimate night out!

      Fit & Features

      • Lined mesh fabrication
      • Sleeveless cowl neckline
      • Spaghetti straps
      • Ruching
      • Abstract floral pattern
      • Leopard print
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3909

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale