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.

  • Simply Stylish Wrap-Front Midi Dress

    Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • Pleating at the waist
    • Wrap-front skirt, asymmetric midi-length hem
    • Slim-fit silhouette
    • Crepe fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2557

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Refined Charm Flocked Velvet Halter Midi Dress

    The midi dress features a sleeveless halter neckline with a single halter neck strap, a floral flocked velvet pattern, and a high side slit. Complete the cocktail outfit with sleek stiletto heels.

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless halter neckline
    • Floral flocked velvet pattern
    • High side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3809

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Addison Formal Wrap Midi Dress

    Special Occasion 

    Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.

    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: 05001-0230

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elena Corset Satin Midi Formal Dress

    Special Occasion

    Sculpted elegance meets subtle shimmer in the Elena, a dress designed to own the spotlight with quiet confidence. Featuring a sheer mesh corset bodice with flexible boning, intricate embroidery, and sequins, this satin bodycon silhouette flows into a wrap slit midi hem that moves with effortless allure.

    Fit & Features

    • Stretch satin-lined fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Sheer mesh corset bodice, flexible boning, embroidery, sequins
    • Back zipper and hook-eye closure
    • Bodycon wrap slit silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, birthdays, date nights, engagement parties, rehearsal dinners, cocktail parties, red carpet occasions

    Style Number/Barcode: 05001-000786

    Category Name: Midi Cocktail Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: NAVY-2

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

  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3732

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On You Satin Midi Dress

    Get ready to have all eyes on you in this attention-grabbing midi dress! Featuring a sleeveless scoop neckline, spaghetti straps, a bold front cutout at the waist, and a bodycon silhouette with a high front slit, this sleek satin midi-length dress will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Satin-knit fabric with moderate stretch
    • Sleeveless scoop neckline
    • Spaghetti straps
    • Front waist cutout
    • Thigh-high front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-4359

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Exquisite In Strapless Satin Midi Dress

    Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless cowl sweetheart neckline
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05101-3157

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Icon Strapless Satin Midi Dress

    When timeless meets trendy—you get this sleek strapless satin midi. With a smooth curve-hugging fit and luxe shine, it’s your go-to for cocktail nights or any event that calls for instant glam.

    Fit & Features

    • Crepe and satin fabric lined with stretch knit
    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Curve-hugging, midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000431

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Claire Formal One-Shoulder Velvet Midi Dress

    Special Occasion

    Step up your formal attire with a luxe velvet dress that brings sophisticated style to your special occasion! Claire features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit, and a midi-length, curve-hugging silhouette. The dress is composed of a smooth velvet fabric that offers moderate stretch. Complete the look with rhinestone chandelier earrings.

    Fit & Features

    • One-shoulder neckline
    • Wired V-neck bust
    • Fitted long sleeve
    • High side slit
    • Midi-length hem, curve-hugging fit
    • Velvet fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1288

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brea Satin Halter Bodycon Midi Dress

    Special Occasion

    Made to catch the light and every gaze, the Brea formal midi dress stuns with its sleek satin finish, sculpted halter neckline, and sultry open back. A curve-tracing bodycon fit and leg-baring slit seal the unforgettable vibe.

    Fit & Features

    • Stretch satin fabric, full-length knit lining
    • Sleeveless square neckline
    • Tank halter shoulder straps
    • Open back, cross-back strappy design, lower back zipper with hook-eye closure
    • Pleating, thigh-high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, bridesmaids, cocktail parties, dressed-up dinners, and romantic date nights.

    Style Number/Barcode: 05001-000295

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance Rewritten Off Shoulder Floral Midi Dress

    This off-shoulder floral dress hugs your curves with ruched seams and a bodycon fit made for garden parties or shower celebrations!

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Short-sleeve cuffs, back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000077

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: 05101-000042

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Arrival Cutout Bodycon Midi Dress

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Sweetheart neckline, draped pleated cowl neck overlay
    • Spaghetti straps
    • Front cutout at waist
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3592

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brynne Formal Sequin Scroll Midi Dress

    Special Occasion

    Beam and glow with a formal dress that will make you the highlight of the evening! Brynne features a sleeveless V-neckline with padded cups, multiple adjustable spaghetti straps that cross at the back, a sequin scroll pattern, a midi length silhouette, and a back center slit. The dress is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and a rhinestone headband

    Fit & Features

    • Sleeveless V-neckline, built-in padded bust
    • Multiple adjustable spaghetti straps cross at the back
    • Sequin scroll print
    • Midi length silhouette
    • Back center slit
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0659

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scene Stealer Halter Bodycon Midi Dress

    Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square halter neckline
    • Crisscross wide shoulder straps
    • Side ruched seams
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000031

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught Your Eye Strapless Midi Dress

    The kind of dress that speaks fluent confidence. This strapless midi dress hugs your curves with soft ruching and a flirty ruffle slit—effortlessly romantic, just bold enough to turn every entrance into a moment.

    Fit & Features

    • Smooth knit stretchy fabric, knit lining
    • Strapless neckline
    • Ruffled side slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001048

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XL

  • Matilda Crepe Slit Midi Dress

    Special Occasion

    For every minimalistic-chic lover, the Matilda formal midi dress was made for you! She makes a flattering option for cocktail events, holiday parties, and dinners. Featuring a sleeveless square neckline, tank-style straps, seam detail along the bodice, and a form-hugging midi-length hem with a flirty slit. The formal midi dress is composed of a crepe fabric with a moderate stretch. Style with a sequin duster to complete your radiant look!

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Back zipper and hook-eye closure
    • Seam detailing along the bodice
    • Form-hugging, front slit, midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1459

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Allure Off-The-Shoulder Midi Dress

    Show off classic allure in this chic midi dress designed with an off-the-shoulder sweetheart neckline and faux wrap-front creating a high-cut slit. Style with stilettos for cocktail hour.

    Fit & Features

    • Smooth knit fabric with full-length knit lining, high stretch
    • Off-the-shoulder sweetheart neckline
    • Fold-over design, short-sleeve cuffs
    • Pleated faux wrap-front design, thigh-high slit
    • Midi-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000050

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheer Exellence Mock Neck Bodycon Mesh Midi Dress

    Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!

    Fit & Features

    • Sheer mesh fabric
    • Includes a smooth knit slip, adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5540

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free