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.

  • Sultry Sequins Midi Dress

    This jaw-dropping midi dress is just what you need for your holiday outings! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline With Padded Cups
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette
    • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
    • Curve Hugging Fit I Moderate Stretch 

      Style Number/Barcode: 05101-0602

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $62.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Alluring Muse Metallic High Slit Midi Dress

      Stylishly turn heads like the alluring muse you are in this metallic midi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric mid-length hem creating a sultry thigh-high side slit, and a form-hugging silhouette. The textured metallic knit fabric will give off the most stunning sheen to make sure all eyes are on you. Complete your party 'fit with sparkly rhinestone heels.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Asymmetric mid-length hem
      • Thigh-high side slit
      • Form-hugging fit
      • Textured metallic knit fabric, sewn-in stretchy knit lining
      • Runs true to size 

      Style Number/Barcode: 05101-2858

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Bring Knit On Midi Dress

      Bring on the style with this trendy basic knit midi! The dress features a mock neckline, long fitted sleeves, and a mid-length, curve hugging fit. Garment is composed of a brushed knit fabric with a knit lining, offering 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: 05102-0178

      Category Name: Midi Cocktail Dresses

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Dripping in Drama Cold Shoulder Midi Dress

      All allure, zero effort. This mesh midi hugs your shape with romantic ruching, soft draped sleeves, and pearl accents that catch the light just right—because subtle glam still makes a statement at any party and on date nights!

      Fit & Features

      • Faux pearl mesh-lined fabric, moderate stretch
      • Cold shoulder sweetheart neckline, spaghetti straps
      • Ruched bodycon silhouette
      • Center back slit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000722

      Category Name: Midi Cocktail Dresses

      Price: $59.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: S, M, L

    • Gabrielle Glitter Velvet Midi Formal Dress

      Special Occasion

      Effortless glamour, redefined. The Gabrielle formal dress shimmers softly with every move, crafted in glitter velvet that hugs your shape to perfection. The sleek side slit adds just the right touch of allure, making this midi the ultimate mix of timeless and unforgettable.

      Fit & Features

      • Glitter velvet-lined fabric with stretch
      • Sweetheart neckline, padded bra cups
      • Adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Side slit
      • Bodycon fit, midi-length hem
      • Runs true to size

       

      Where to Wear:

      Weddings, engagement parties, romantic date nights, anniversary dinners, birthdays, formal occasions, upscale cocktail parties

      Style Number/Barcode: 05001-000476

      Category Name: Midi Cocktail Dresses

      Price: $64.90

      Availability: In Stock

      Available Color: NAVY

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

    • Love Struck Floral Mesh Midi Tube Dress

      This midi tube dress is serving romance with a side of spice. A curve-hugging floral fit that moves with you—perfect for nights when subtle just won’t cut it.

      Fit & Features

      • Sheer mesh fabric with knit lining, high stretch
      • Floral print
      • Strapless straight-across neckline
      • Ruching
      • Back zipper closure
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000083

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: WINE

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

    • Simone Formal Satin Tie-Back Cutout Midi Dress

      Special Occasion

      Slip into the Simone formal satin midi dress for a sultry vibe at banquets or weddings! She features a square neckline adorned with spaghetti straps, a tie-back design, a flirty underbust cutout, a center back slit, and a bodycon silhouette that hugs your curves down to the knee-length midi hem. The formal midi dress is crafted from a luxuriously soft satin fabric with minimal stretch. Complete the look with a mini purse and heels.

      Fit & Features

      • Sleeveless square neck, spaghetti straps
      • Tie-back design, underbust cutout
      • Center back slit
      • Bodycon silhouette, midi-length hem
      • Luxe satin fabric, minimal stretch
      • Sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1999

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Mia Formal Sleeveless Cutout Midi Dress

      Special Occasion

      Simply chic, the Mia formal midi dress is a must-have style for cocktail parties or as a guest at weddings! She features a sleeveless square neckline, spaghetti straps, an alluring small cutout under the bust, a midi-length hem with a fab back slit accent, and a form-hugging silhouette. Complete the look with strappy stilettos.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps, back zipper closure
      • Small cutout under the bust
      • Midi-length hem, back slit, form-hugging fit
      • Woven fabric, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1447

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Wild Feline Leopard & Tiger Ruched Midi Dress

      Spotted: The purrrrrrfect midi dress! Shake up your look and add some animal print in your wardrobe. 

      Fits & Features

      • Bungee Spaghetti Straps
      • Elastic Square Neckline
      • Ruched Design 
      • Mixed Leopard & Tiger Inspired Print
      • Midi Length Silhouette
      • Mesh Composition I Fully Lined
      • Little Stretch

       

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

        Style Number/Barcode: 05102-0406

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sultry Hour Halter Bodycon Midi Dress

        Sculpted, sleek, and a little spicy—this halter midi dress brings the heat with a keyhole cutout and body-hugging ruching. Perfect for bridal celebrations, birthdays, or a dressy date night!

        Fit & Features

        • Stretchy knit mesh fabric with lining
        • Halter neckline with hardware trim, keyhole cutout
        • Ruched bodycon silhouette
        • Back zipper and hook-eye closure
        • Center back slit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000664

        Category Name: Midi Cocktail Dresses

        Price: $49.90

        Availability: In Stock

        Available Color: WHITE

        Available Size: S, M, L

      • Party Animal Leopard Midi Dress

        Party's here. Stand out and get spotted in this purrrrr-fect dress!

        Fits & Features

        • Narrow Spaghetti Straps
        • Plunging V Neckline I Empire Waist
        • Zipper With Hook & Eye Closure
        • Midi Length Silhouette I Small Slit At Center Back
        • Faux Suede-Like Knit Fabric I Fully Lined
        • Form Flattering Fit I Moderate Stretch

        Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

          Style Number/Barcode: 05103-0705

          Category Name: Midi Cocktail Dresses

          Price: $16.97 $42.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • X Marks The Spot Midi Dress

          Look no further for the perfect night out dress! The sultry midi features a sleeveless bodice, a V neckline and a double row of spaghetti straps that leads to a cross back design. The relaxed fit bodice leads to body hugging midi silhouette that falls slightly above the knee. Dress is composed of double lined coated satin fabric that offers a moderate stretch. Zipper not included. 

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

          Style Number/Barcode: 05101-0278

          Category Name: Midi Cocktail Dresses

          Price: $13.97 $33.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Scarlet Soirée Jacquard Midi Dress

          Romantic with a bold edge—this midi dress hugs your curves with sleek straps and a timeless square neckline. The rich floral pattern makes it perfect for seasonal soirées and candlelit dinners.

          Fit & Features

          • Jacquard floral pattern, knit stretch fabric
          • Pleated square neckline
          • Spaghetti straps
          • Bodycon silhouette
          • Midi-length hem
          • Runs true to size

          Style Number/Barcode: 05101-000290

          Category Name: Midi Cocktail Dresses

          Price: $46.90

          Availability: In Stock

          Available Color: BURGUNDY

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

        • Timeless Look Bow Strap Polka Dot Tulle Midi Dress

          Charmed and classy, this polka dot tulle midi dress has a timeless look that will never go out of style! Adorned with charming ribbon bow straps and a square neckline, this dress exudes grace and femininity. The tiered flowy silhouette, midi-length hem, and polka dot pattern on tulle fabric create a delicate style. Complete the look in block heels and a clutch for a wedding or garden party!

          Fit & Features

          • Polka dot pattern, tulle fabric lined with stretchy knit
          • Ribbon bow straps
          • Square neckline
          • Tiered flowy silhouette
          • Midi-length
          • Runs true to size

          Style Number/Barcode: 05101-3451

          Category Name: Midi Cocktail Dresses

          Price: $9.97 $59.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Chic Standout Satin Asymmetric Midi Dress

          You'll be such a chic standout at cocktail hour in this silky-sleek satin midi dress. It features a strapless straight-across neckline, a fitted bodice, and an asymmetric high-cut midi-length hem with a flowy silhouette. The satin woven fabric has minimal stretch. Style with lace-up stiletto heels!

          Fit & Features

          • Strapless straight-across neckline
          • Dart seam accents
          • Asymmetric high-cut midi-length hem
          • Fitted bodice, flowy silhouette
          • Satin woven fabric, knit lining at the bust, minimal stretch
          • Runs true to size

          Style Number/Barcode: 05101-2752

          Category Name: Midi Cocktail Dresses

          Price: $9.97 $45.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Ruched Glitter Knit Midi Dress

          Glitter is majorly in this holiday season, and this midi dress is a must-have for all your parties and outings!

          Fit & Features

          • Tank-like shoulder straps
          • High crew neckline
          • Back zipper | Hook and eye closure
          • Ruched side detailing
          • Mid-length, curve hugging fit
          • Glitter knit fabric
          • 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: 05101-0375

          Category Name: Midi Cocktail Dresses

          Price: $19.97 $49.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sheer Confidence Halter Bodycon Midi Dress

          This dress doesn’t whisper—it speaks. With bold mesh panels and a sculpted halter neckline, it’s made for your unapologetic era.

          Fit & Features

          • Crepe fabric
          • Halter cowl neckline
          • Sheer mesh panel trims
          • Center back slit
          • Bodycon silhouette
          • Midi-length hem
          • Runs true to size

          Style Number/Barcode: 05103-000511

          Category Name: Midi Cocktail Dresses

          Price: $52.90

          Availability: In Stock

          Available Color: BLACK

          Available Size: S, M, L

        • Ignite The Night Rhinestone Cutout Midi Dress

          Ignite the night with your dazzling vibes in this sleeveless midi dress at semi-formal events! With a square neckline and spaghetti straps, it offers a form-hugging fit that accentuates your curves. The gem and rhinestone side cutout adds a touch of sparkle, while the asymmetrical side cut and midi-length hem give it an edgy yet elegant look. Complete the look in block heels and a clutch!

          Fit & Features

          • Smooth knit fabric lined with knit, moderate stretch
          • Spaghetti straps
          • Square neckline
          • Gem and rhinestone side cutout
          • Asymmetrical side cut
          • Form-hugging silhouette
          • Runs true to size

          Style Number/Barcode: 05101-2937

          Category Name: Midi Cocktail Dresses

          Price: $9.97 $39.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Glitzy Goals Sequin Midi Dress

          Go on and show 'em that glow! You'll be ringing in the New Year in style with our Glitzy Goals midi dress!

          Fits & Features

          • Adjustable, Narrow Spaghetti Straps That Cross At The Back
          • Plunging V Neckline I Padded Bust 
          • Midi Length Silhouette
          • Ribbed Knit Fabric I Iridescent Sequins Throughout 
          • Bodycon Fit I Ample Stretch
          • Zipper Not Included 

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

            Style Number/Barcode: 05103-0522

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $38.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Set The Record Straight Pinstripe Midi Dress

            It's a done deal. You'll be wanting to head straight to the party in this sultry midi!

            Fits & Features

            • V-Neckline
            • Adjustable Shoulder Straps
            • Zipper & Hook And Eye Closure At Back 
            • Fully Lined, Velvet Composition I Glitter Pinstripe Design Throughout
            • Front Thigh High Slit 
            • Form-Hugging Fit I 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: 05101-0236

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $42.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Lustrous Velvet Dress

            This simple velvet dress is all you need to stay trendy all season long! 

            Fit & Features 

            • Elastic Off The Shoulder Neckline
            • Short Sleeves
            • Midi Length
            • Velvet 
            • Fully Lined
            • Moderate Stretch 

            Style Number/Barcode: 05101-0063

            Category Name: Midi Cocktail Dresses

            Price: $12.97 $31.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Garden Stroll Floral Lace-Up Midi Dress

            Soft, sultry, and effortlessly chic—this floral midi dress brings romance with every step. The strappy lace-up back and curve-skimming fit make it perfect for weddings, brunches, or dreamy date nights.

            Fit & Features

            • Floral garden print, stretch knit fabric
            • Pleated square halter neckline
            • Lace-up back detail
            • Curve-hugging fit
            • Midi-length flared hem
            • Runs true to size

            Style Number/Barcode: 05101-000388

            Category Name: Midi Cocktail Dresses

            Price: $52.90

            Availability: In Stock

            Available Color: IVORY

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

          • Classic Chic Midi Dress
            Classic and chic, this midi is a total head-turner. The dress features a sleeveless bodice, tank-like shoulder straps, a square neck and back, flattering slanted seam detailing along the bust, and a mid-length, curve hugging fit. Garment is composed of a ponte knit with moderate stretch.

            Style Number/Barcode: 05102-0360

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $32.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Basic Ribbed Knit Midi Dress

            Dress up down or up with a basic midi this season girl! The dress features a mock neck, long sleeves and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a form hugging fit with plenty of stretch. Perfect to pair with booties! 

            Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

            Style Number/Barcode: 05102-0275

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $22.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance