Midi Cocktail Dresses

Elevate your style with these gorgeous midi cocktail dresses. Perfect for semi-formal events like weddings, birthday soirees, or anniversary celebrations, these dresses come in chic colors like classic black, red, blue, green, and timeless white. Whether you love A-line or drop waist styles, luxe fabrics like satin, sequins, and glitter mesh, or trendy corset, strapless, off-the-shoulder, and halter necklines, these dresses are designed to wow.

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MIDI COCKTAIL DRESSES
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Timeless Midi Cocktail Dresses for Fall & Winter Events

For an elegant, timeless look this fall and winter, discover Windsor’s midi cocktail dresses, the perfect option for any formal or semi-formal occasion. Midi-length cocktail dresses strike the perfect balance between style and comfort, offering a sophisticated length that’s flattering for all body types. Whether you’re attending a holiday party or a winter wedding, Windsor cocktail dresses are designed to make you feel polished and confident.

Our collection includes sleek midi bodycon dresses, which hug your curves while keeping your look chic and polished. If you're looking for something a bit more playful, try a midi cocktail dress with a ruffled or asymmetrical hem, which adds movement and fun to your outfit, perfect for twirling on the dance floor. For a more glamorous option, our midi cocktail styles in sequin and glitter are designed to shimmer and shine at every event, catching the light and elevating your evening look.

With various necklines and sleeve styles, from off-the-shoulder to halter, Windsor’s midi cocktail dresses ensure you’ll look stylish and put-together for any event this season.

Are midi cocktail dresses appropriate for winter events?

Yes, midi-length dresses offer a sophisticated and versatile option for winter events. They provide more coverage than shorter dresses, making them perfect for cooler temperatures.

How do I style a midi dress for a holiday party?

To style a midi dress for a holiday party, start by adding a layer of warmth and style with a faux fur wrap or a sheer sleeve bolero, both of which elevate your look while providing comfort in cooler weather. For dresses with adjustable ruching or smocking, play with these features to find the most flattering silhouette for your body shape, whether you're accentuating your waist or creating a more relaxed fit. When it comes to colors, bold green hues or rich dark florals offer a festive, standout look, perfect for winter events, while pastels or lighter colors can create a softer, more romantic vibe for daytime gatherings or less formal holiday settings. Midi dresses pair beautifully with ankle boots or strappy heels, depending on the formality of the event. Complete the look with statement heels and accessories like a statement necklace or a bold clutch to make your cocktail look holiday-ready.

  • Amanda Wrap Satin Dress

    Special Occasion

    Drape yourself in our luxe Amanda satin midi dress! She features a spaghetti strap and halter design on the surplice V-neckline that shapes the fitted bodice. Her bodycon silhouette smooths and wraps around your curves and hits mid-calf with a sexy slit accent. The dress is composed of silky satin fabric with a moderate stretch. Complete the look in this midi-length dress with gold hoops.

    Fit & Features

    • Surplice V-neckline, halter spaghetti straps
    • Curve-hugging silhouette
    • Back zipper and hook-eye closure
    • Wrap style, midi-length hem
    • Lined stretch satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2098

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Bre Formal Satin Ruched Midi Dress

    Special Occasion

    Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit. The formal knee-length dress is crafted from a silky satin fabric with a moderate stretch. Style this midi dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruched body
    • High front center slit
    • Midi length silhouette
    • Satin-like fabric with moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-0614

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SLATE

    Available Size: S, XS

  • Sultry Chic Ruched Midi Dress

    Get a sultry chic vibe in this stunning ruched midi dress! Featuring a trendy square neckline and ruched detailing to enhance your natural curves making this dress a must-have for date night! Pair it with some sleek heels to level up the look.

    Fit & Features

    • Sleeveless, square neck
    • Spaghetti straps
    • Ruched detailing
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0771

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Allure Them All Scoop Neck Tank Midi Dress

    Allure them in this knockout sweater midi dress! Perfect for stepping out for a casual lunch date or layer this dress for the perfect workwear outfit. The dress features a scoop neckline, tank-like straps, and a midi-length silhouette. Elevate your look with square toe strappy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Tank shoulder straps
    • Scoop neckline and back
    • Midi-length hem
    • Ribbed sweater-knit fabric
    • Plenty of stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-0604

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crochet Chic Mini Dress

    Keep it chic and fab in this pretty mini dress! It features a sleeveless, v-neck, bungee spaghetti straps, a cutout accent along the bodice, and a form-fitting silhouette. The dress is composed of a lined crochet fabric with a moderate stretch. Complete look in strappy heels.

    Fits & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Built-in padded bust
    • Cutout accent along the bodice
    • Form-fitting silhouette
    • Mini-length hem
    • Lined, floral crochet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-0003

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serving Up Style High Slit Midi Dress

    Serve up some serious style with a midi dress that elevates your style! The dress features a sleeveless cowl neckline, spaghetti straps, and a midi-length silhouette with a high side slit. The dress is composed of a stretchy knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • High side slit
    • Satin-knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05101-1072

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: RED

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

  • Casey Formal Mesh High Neck Ruffle Midi Dress

    Special Occasion

    The Casey formal mesh dress will have you looking tasteful and elegant for banquets or rehearsal dinners! She features a sleeveless high neckline, a square-cut back, side, and back ruching to accentuate your gorgeous curves, a bodycon silhouette, and a playful surplice ruffled midi-length hem. The formal dress is crafted from a sheer mesh fabric with a sewn-in knit lining and plenty of stretch. Complete the look with earrings and stiletto heels.

    Fit & Features

    • Sleeveless high neckline, square-cut back
    • Side and back ruching, bodycon silhouette
    • Back zipper and hook-eye closure
    • Surplice ruffled midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05101-2751

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK, BURGUNDY, SAGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Samantha Formal Satin Midi Dress

    Special Occasion

    Shine like a vision in the silky satin Samantha formal dress perfect for dressy cocktail parties or to impress your boo for date night! She features a sleeveless square neckline, tank-style shoulder straps, and a corset seam design bodice with a pleated side seam to accentuate your curves along her form-hugging, faux wrap midi-length hem. The formal dress is composed of a satin knit fabric with lining and a moderate stretch. Style with a rhinestone clutch and heels to complete your dressy look! 

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Corset seam bodice, pleated side seam
    • Form-hugging silhouette
    • Faux wrap midi-length hem
    • Lined satin knit fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1213

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: IVORY, HUNTER, NAVY

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

    Product Badge:
    • Best Seller
  • Fab And Flirty Mesh Midi Dress

    Fab and flirty will be your vibe in this must-have mesh midi dress! It features an on-trend square neckline, bungee spaghetti straps, all-over ruching, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a full knit lining and offers a moderate stretch. Complete the look with chic mules.

    Fit & Features

    • Sleeveless elastic-banded square neckline
    • Bungee spaghetti straps
    • Ruching
    • Mid-length, form-hugging fit
    • Sheer mesh fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1172

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready And Ruffled Midi Dress

    She's ready to work it. Cause a commotion in this midi dress!

    Fits & Features 

    • Elastic Off Shoulder Neckline
    • Ruffled Popover Detail
    • Form Hugging Silhouette
    • Midi Length Ruffled Trumpet Hemline
    • Fully Lined & Composed Of Crepe Fabric
    • 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: 05101-8114

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Minimal High Slit Asymmetrical Midi Dress

    Impress in a sleek minimal midi dress the next day you head out for a girl's night out with the squad or for a date night with bae. The midi dress features a plunging V-neckline, a dramatic asymmetrical high slit, and ruched detailed side seams to enhance curves. Complete your look with clear heels and a dainty lariat necklace

    Fit & Features 

    • V-neckline, spaghetti straps
    • Cross back accent
    • Asymmetrical high side slit
    • Ruching throughout silhouette
    • Form-hugging 
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0773

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Natalia Cowl Neck Satin Dress

    Special Occasion

    Bring the shine in the luxe Natalia satin dress! She'll make a lasting impression on any event. The dress features a sleeveless cowl neckline, spaghetti straps, and a front side ruched seam to accentuate your curves along with a sultry, high side slit on a midi hem. She's composed of a lined satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front side ruched seam
    • Midi length silhouette, high side slit 
    • Form-fitting style
    • Satin fabric, moderate stretch 
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0322

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS

    Product Badge:
    • Sale
  • Flared And Flirty Off-The-Shoulder Midi Dress

    Keep it flirty with a midi dress that brings the flare! The dress features an off-the-shoulder neckline with a sweetheart bust and a midi-length silhouette with a trumpet hem. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with wedges.

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust 
    • Midi-length silhouette
    • Trumpet hem
    • Crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2389

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Moment of Glam Cowl Neck Midi Dress

    Create a glam moment in this chic midi dress that commands attention from the moment you enter the room! The dress features a sleeveless cowl neckline, sleek spaghetti straps that lead to an x-back design, and a midi length silhouette with a high side slit. Complete look with mules

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • X-back 
    • Midi length silhouette 
    • High side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05101-0954

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coraline Satin Corset Wrap Formal Dress

    Special Occasion

    Leave the room breathless in the sweet Coraline formal dress at your next fancy affair! She stuns in an off-the-shoulder neckline with pleated sleeve cuffs and a sultry corset bodice with flexible boning. Her empire waist effortlessly shapes the wrap midi skirt designed to give you a curvy look. The dress is composed of silky smooth satin fabric with minimal stretch. Complete your look in a glam necklace set and heels.

    Fit & Features

    • Off-the-shoulder, pleated sleeve cuffs
    • Corset bodice, flexible boning
    • Empire waist, wrap midi skirt
    • Back zipper and hook-eye closure
    • Lined silky satin fabric, minimal stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1996

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: MAROON, NAVY

    Available Size: S, M, L

  • Violeta Chiffon Sleeve Crepe Midi Dress

    Special Occasion

    Style up the chic and stunning Violeta formal midi dress for a luxe cocktail party look. She features a square neckline, sheer chiffon long peasant sleeves, a partially open back with a strappy lace-up design, front ruching leading to a thigh-high slit to showcase some leg, and a midi-length, form-hugging silhouette to accentuate your gorgeous figure. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Square neckline
    • Sticky bra recommended
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Partially open back, strappy lace-up design, tie closure
    • High waist seam, front ruching, thigh-high slit
    • Midi-length hem, form-hugging fit
    • Crepe fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1231

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

  • Stunning Impression Asymmetrical Midi Dress

    Make a stunning impression in a midi dress that commands attention. The dress features a sleeveless wrap V-neckline, spaghetti straps, ruching, a high-side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric with a glamourous sheen finish. Complete look with mules.

    Fit & Features

    • Sleeveless wrap V-neckline 
    • Spaghetti straps
    • Ruching 
    • High side slit
    • Midi-length silhouette 
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1329

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Iconic Presence Sleeveless Midi Dress

    Make your presence iconic in this must-have midi dress! Designed with a slinky knit fabric with plenty of stretch, this dress will showcase a chic sheen to catch everyone's eye. It features a sleeveless square neckline, wide shoulder straps, the perfect bodycon silhouette that fits like a glove, and a flirty center back slit along the midi-length hem. Complete the look in heels and an envelope clutch for a cocktail mixer or business dinner!

    Fit & Features

    • Slinky knit fabric, sheen effect, plenty of stretch
    • Sleeveless square neckline
    • Wide shoulder straps
    • Center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3099

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

  • Timelessly Chic High Low Lace Dress

    Create a timelessly chic moment in a dress that brings those all-too-important details! This lovely dress makes a perfect bridal shower dress, paired with silver heels and a rhinestone bracelet to complete your look. The midi dress features a sleeveless V-neckline, adjustable spaghetti straps, an embroidered floral pattern, and a gorgeous high-low hem. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch.

    Fit & Features

    • Sleeveless V-neckline
    • Adhesive bra recommended, adjustable spaghetti straps
    • Embroidered floral lace pattern 
    • High-low hem 
    • Lined lace fabric 
    • Back zipper closure
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1604

    Category Name: Midi Cocktail Dresses

    Price: $26.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stylish Vibes Midi Dress

    Bring on those sleek and stylish vibes with this perfect midi dress! It features a sleeveless one-shoulder asymmetrical neckline with a single spaghetti strap, a high waist seam, and a curve-hugging, mid-length silhouette with a sultry thigh-high front slit. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder asymmetrical neckline
    • Single spaghetti strap
    • High waist seam
    • Mid-length, form-fitting silhouette
    • High front slit
    • Scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1290

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Ruche To The Scene Cowl Midi Dress

    Arrive fashionable late to capture all the attention strolling in this sultry cowl neck midi dress! It features a sleek and sleeveless bodice with adjustable spaghetti straps, a form-hugging silhouette, and a front side ruched seam atop the slit hem. Complete the look in this midi-length dress with stiletto mules.

    Fit & Features

    • Sleeveless cowl neck
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Front side ruched seam, slit accent
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1910

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sleek Style Midi Dress

    Showcase a stunning sleek style in this alluring midi dress! It features a sleeveless V-neckline with a twist-front design, spaghetti straps, a sultry waist cutout, and a midi-length, curve-hugging silhouette with a high front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Waist cutout 
    • Form-fitting, front slit
    • Midi-length hem
    • Smooth satin lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4732

    Category Name: Midi Cocktail Dresses

    Price: $43.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, M

  • Stunner In Lace Midi Dress

    Make a stunning entrance in this gorgeous lace midi dress! It features a flattering off-the-shoulder neckline with a sheer lace overlay, a high waist, and a mid-length, curve-hugging silhouette. Style this dress with pretty earrings and new heels for the perf bridal shower look!

    Fit & Features

    • Off-the-shoulder neckline, sheer lace overlay
    • High waist
    • Mid-length, form-hugging fit
    • Sheer lace fabric, full knit lining
    • Moderate stretch
    • Runs true to size

      Style Number/Barcode: 05101-8850

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Kerry Formal Velvet Midi Dress

      Special Occasion

      Luxurious velvet creates the elegant Kerry formal midi dress destined to be the hit at every party! She features a sleeveless cowl neckline, spaghetti straps that cross along the back, and side ruching to accentuate your curves along the bodycon midi-length hem with a high-cut side slit. The formal dress is composed of a soft velvet knit fabric with minimal stretch. Complete your dressy look in glitzy strappy stiletto heels.

      Fit & Features

      • Sleeveless cowl neckline, spaghetti straps
      • Side ruched seam
      • Bodycon silhouette
      • Midi-length hem, high-cut side slit
      • Velvet knit fabric, minimal stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1255

      Category Name: Midi Cocktail Dresses

      Price: $49.90

      Availability: Out of Stock