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.

  • Elevated Perfection Cutout Midi Dress

    This chic cutout midi dress is elevated perfection! It features a sleeveless subtle sweetheart neckline with a knot detail at the center of the bust, an alluring keyhole cutout under the bust, spaghetti straps, a high waist seam to create a figure-flattering look, a midi-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Style with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center knot detail
    • Keyhole cutout under the bust
    • Spaghetti straps
    • High waist seam, midi-length hem, high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5121

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One Shoulder Wrap Midi Dress

    Wrap yourself in a look of elegance with a touch of sexy when you dress up in this sleek one shoulder midi!

    Fit & Features

    • Slanted one shoulder neckline
    • One quarter sleeve
    • Flattering seams at the bust
    • High waist seam that meets wrap skirt
    • Slit detailing at the center
    • Fully lined
    • Zipper center back + Hook and eye

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0606

      Category Name: Midi Cocktail Dresses

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleeveless Draped Asymmetrical Wrap Dress

      Wrap yourself in this sexy mini dress for a night out with the squad girl! 

      • Cowl Neck
      • Spaghetti Straps
      • Ruching 
      • Asymmetrical 
      • Midi Silhouette 
      • Form Hugging | Moderate Stretch 

       

      Style Number/Barcode: 05101-0364

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Colorful Expressions Two-Tone Glitter Midi Dress

      Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle. 

      Fits & Features

      • Spaghetti Straps
      • Cross & Lattice Back I Zipper & Hook And Eye Closure
      • Deep V-Neckline With Padded Cups 
      • Two-Tone Glitter Knit Composition I Fully Lined
      • Midi Length Silhouette 
      • Curve Hugging Fit I Moderate Stretch 
      • Glitter May Transfer

       

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

        Style Number/Barcode: 05103-0281

        Category Name: Midi Cocktail Dresses

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Bouquet Toss Scuba Midi Dress

        This scuba-crafted midi length dress is the prettiest pick! It showcases an all-over floral print design against a black background, scoop neckline, and back. The garment is a smooth woven construction, fully lined with a moderate stretch fit.

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

        Style Number/Barcode: 05101-0286

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Compliments Included Midi Dress

        This dress looks like it already has reservations somewhere expensive. The strapless neckline, sculpted bodycon fit, and trumpet hem keep it sleek, polished, and perfect for pairing with heels.

        Fit & Features

        • Sheen knit fabric, moderate stretch
        • Strapless sweetheart neckline
        • Form-hugging fit
        • Flowy midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-001319

        Category Name: Midi Cocktail Dresses

        Price: $39.90

        Availability: In Stock

        Available Color: LIGHT, BLUE

        Available Size: XS, S, M, L

      • Feeling Luxe Velvet Wrap Midi Dress

        This smooth velvet midi dress will have you feeling luxe and glamorous for your next cocktail party. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a faux wrap-front with pleating at the waist, an asymmetric midi-length hem creating a chic high side slit to showcase some leg, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your gorgeous look with a rhinestone clutch.

        Fit & Features

        • Sleeveless V-neckline, dart seam detailing
        • Spaghetti straps, cross-back strap design
        • Faux wrap-front, pleating at the waist
        • Asymmetric midi-length hem, high side slit
        • Form-hugging fit
        • Velvet fabric, front sewn-in knit lining, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-1938

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Radiate Flirtiness Halter Slit Midi Dress

        Radiate flirtiness in this sleeveless halter midi dress with a sultry V-neckline and a stunning open back with a lower ruched seam accentuating your curves. Complete the look with block heels.

        Fit & Features

        • Smooth knit fabric, sewn-in knit lining, moderate stretch
        • Halter V-neckline
        • Open back, lower ruched seam
        • Column silhouette, side slit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3893

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Willow Formal Sequin Halter Slit Midi Dress

        Special Occasion

        Bring modern glamour to every soiree in the Willow formal midi dress! She features a halter neckline, a flattering bodycon silhouette, and a sultry front slit along her midi-length hem. The formal midi dress is designed with a striking sequin-embellished scroll pattern that glitters under the light! Complete the look in rhinestone stiletto heels and earrings for a wedding or banquet.

        Fit & Features

        • Sleeveless halter neckline
        • Bodycon silhouette
        • Front slit
        • Midi-length hem
        • Sequin-embellished scroll pattern
        • Sticky bra or pasties recommended
        • Runs true to size

        Style Number/Barcode: 05001-1667

        Category Name: Midi Cocktail Dresses

        Price: $79.90

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Trumpet Hem Bandage Dress

        Hug and show off your curves in this sultry bandage dress! You'll love the way you look! 

        Fits & Features 

        • Elastic, Tank-Inspired Shoulder Straps
        • Plunging V Neckline
        • Bandage Straps At The Front Bodice 
        • Zipper At Back 
        • Trumpet Hem 
        • Ribbed Fabric  
        • Curve Hugging Fit I Moderate Stretch 

        Style Number/Barcode: 06005-0302

        Category Name: Midi Cocktail Dresses

        Price: $17.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Lust For Lace Midi Dress
        You'll be lusting after this dress with the beyond gorg lace back detail! The midi features a sleeveless bodice, spaghetti straps that lead to a cross back, a V neckline, a sheer lace cowl back, and a mid-length fit with a sultry front slit. Dress is composed of a stretchy knit fabric and includes a knit lining.

        Style Number/Barcode: 05101-0197

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Bold Bloom Strapless Ruched Floral Mesh Midi Dress

        Dare to be bold at your next formal party in this alluring ruched floral mesh midi dress! Designed with an abstract floral print on the airy sheer mesh fabric with a full-length lining, this chic dress will steal all the glances. The strapless straight-across neckline shapes the fitted bodice, and the flexible boning provides structure. The back and side seams are accented with ruched detailing to accentuate your gorgeous curves on the bodycon silhouette. You can show off some leg with the high-cut side slit that adds that sultry touch. Style this mid-length dress with stiletto heels.

        Fit & Features

        • Floral printed sheer mesh fabric, knit lining, plenty of stretch
        • Strapless straight neckline
        • Flexible boning, hidden back zipper, hook and eye closure
        • Ruched back and side seams
        • High-cut side slit
        • Bodycon fit
        • Runs true to size

        Style Number/Barcode: 05101-3268

        Category Name: Midi Cocktail Dresses

        Price: $10.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Downtown Dinner Column Midi Dress

        This midi dress keeps things polished from the front with a high boat neckline, then flips the script with a low back, sleek column fit, and just enough movement from the back slit. Perfect for pairing with heels.

        Fit & Features

        • Linen-like woven fabric, stretch knit lining
        • High baot neckline
        • Sleek spaghetti straps
        • Low back, lower zipper and hook-eye closure
        • Column midi-length silhouette
        • Center back slit
        • Runs true to size

        Style Number/Barcode: 05102-000814

        Category Name: Midi Cocktail Dresses

        Price: $49.90

        Availability: In Stock

        Available Color: BLACK-2

        Available Size: XS, S, M, L

      • On The Dance Floor Glitter Midi Dress

        Dazzle on the dance floor in this striking glitter midi dress perfect for birthdays or a classic GNO! Featuring a sleeveless square neckline, spaghetti straps, front and back cutout waist accents, and a bodycon silhouette with ruching down the side seams. The glitter knit fabric offers plenty of stretch. Complete the look in rhinestone heels.

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps
        • Front and back waist cutouts, elasticized waistband
        • Bodycon silhouette, ruching down the side seams
        • Midi-length hem
        • Glitter knit fabric, bust lining, plenty of stretch
        • Runs true to size

        Style Number/Barcode: 05101-2068

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Hourglass Sleeveless Sweater Dress
        An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.

        Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 06005-0174

        Category Name: Midi Cocktail Dresses

        Price: $12.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Gift Of Curves Bandage Striped Midi Dress

        Show off your curves in this bandage midi dress to gift everyone with your divine hourglass figure! This flattering midi-length dress features a contrast striped V-neckline, adjustable spaghetti straps, a bodycon silhouette, and a center back slit along the midi-length hem. Curve-enhancing contrast striped pattern highlights your best assets while the luxurious bandage seamless knit fabric is designed to fit like a glove. Style with sleek pumps for a cocktail party!

        Fit & Features

        • Sleeveless contrast striped V-neckline
        • Adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Bodycon silhouette, center back slit, midi-length hem
        • Contrast striped pattern
        • Bandage seamless knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06005-1813

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Ruffle Me Up V-Neck Midi Dress

        A night of dinner and dancing calls for this sultry knit midi dress to make an impression! The midi-length dress features a V-neckline, spaghetti strap, and a front ruffled trim going down the center with chic ruching to flatter your curves along the bodycon silhouette. Complete the look with rhinestone earrings and heels!

        Fit & Features

        • Sleeveless V-neckline
        • Spaghetti straps
        • Center front ruffled trim, ruching
        • Bodycon silhouette
        • Midi-length hem
        • Slinky knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2955

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Get The Ponte Midi Dress

        Get your point across in this bold midi dress! This sexy midi features an ivory hue, a plunging V neckline, narrow shoulder straps and an empire waist accent that leads to a curve hugging midi length skirt. Dress is composed of a curve hugging ponte knit fabric that offers a moderate stretch. 

        Style Number/Barcode: 05103-0022

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Chic Example V-Neck Belted Slit Midi Dress

        You'll be the best-dressed babe in this sultry-chic midi dress at cocktail parties! With its cap sleeves and plunge V-neckline, this dress is sure to turn heads. The belted waist accentuates your figure along the bodycon silhouette, while the front slit adds a touch of allure to the midi-length hem. Complete the look with sleek stiletto heels.

        Fit & Features

        • Smooth knit fabric
        • Plunge V-neckline
        • Cap sleeves
        • Belted waist
        • Bodycon fit
        • Front slit
        • Runs true to size

        Style Number/Barcode: 05101-3612

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Fashionably Fierce Midi Dress

        Keep it fashionably fierce in this of the moment leopard print midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a cowl neckline, a square back with a hidden back zipper and hook and eye closure, and a wrap front skirt with a mid-length, flowy fit. The lightweight satin woven fabric has no stretch.

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

        Style Number/Barcode: 05101-0384

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $50.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sofia Formal Sequin Midi Dress

        Special Occasion 

        Shine for those moments that count the most in our shimmering Sofia dress! She features a high neck with a racer bust and a flattering midi length silhouette with mini side slit. She features dazzling sequins set in a scroll print design for an elegant touch! Dress is composed of a lined mesh fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure with fish hook clasp fasten.

        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: 05001-0332

        Category Name: Midi Cocktail Dresses

        Price: $30.97 $89.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Courtney Floral Lace-Up Formal Dress

        Special Occasion

        The Courtney dress is the kind of dress that feels right at home, from garden weddings to elegant celebrations. Crafted from airy floral organza, this midi A-line silhouette features a flattering pleated bodice and an eye-catching lace-up back for a graceful exit.

        Fit & Features

        • Floral print, organza-woven fabric
        • V-neckline, pleated bust
        • Adjustable spaghetti straps
        • Lace-up back detail, lower zipper and hook-eye closure
        • Flowy A-line midi silhouette, bonded hem, softly pleated
        • Runs true to size

         

        Where to Wear:

        Bridal celebrations, elopements, baby showers, birthday brunches, garden parties, honeymoons, vacations, winery weekends, anniversaries, engagement photoshoots, formal parties

        Style Number/Barcode: 05001-000815

        Category Name: Midi Cocktail Dresses

        Price: $109.90

        Availability: In Stock

        Available Color: IVORY

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

        Product Badge:
        • Ships Free
      • Ruffle Square Neck Smocked Midi Dress

        Show off your figure in this body-lovin' midi dress! Add a cute pair of heels to level up your 'fit. 

        Fits & Features 

        • Short Sleeves I Elastic Shoulders & Cuffs
        • Square Neckline 
        • Tiered Ruffle Trim Along The Bodice & Skirt 
        • Midi Length Silhouette I Ruffle Hem
        • Smocking All Over
        • Woven Fabric 
        • Form Hugging Fit I Plenty Of Stretch 

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

        Style Number/Barcode: 05102-0597

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $52.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Tarryn Bring the Sparkle Heat Stone Midi Dress

        Special Occasion 

        Bring the sparkle to light up the night in this dazzling midi dress! It features a sleeveless bodice, a plunging sweetheart neckline with a built in no slip strip, molded padded cups with underwire for support and a double row of spaghetti straps. The slim fit bodice leads to a curve hugging midi length silhouette. Dress is composed of a sheer mesh fabric embellished with heat stones throughout. Includes a bodysuit-like contrast bottom lining and a back zipper closure. Garment offers a curve hugging fit with a moderate stretch.

        Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-0154

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $79.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance