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.

  • Liv Formal Metallic Midi Dress

    Special Occasion

     Glimmering and shimmering metallic creates the perfect shine on the Liv formal midi dress to stun at birthdays, themed parties, and school dances! She features a sleeveless cowl neckline with spaghetti straps, a form-hugging silhouette, and a side pleated seam that leads to her asymmetrical wrap hem with a slit. The formal dress is composed of a sparkling metallic knit fabric with moderate stretch. Style with rhinestone strap heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Form-hugging silhouette
    • Side pleated seam
    • Asymmetrical wrap slit midi hem
    • Metallic knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1418

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Keely Lace Sweetheart Midi Dress

    Special Occasion

    The Keely lace midi dress will bring elegance to your look while also giving you subtle sultry vibes! She features a sheer lace top with a boat neckline and a scalloped trim, long fitted sheer sleeves, and a sheer open back. She has a chic tie-front ribbon belt and a curve-hugging, mid-length silhouette. The sheer lace fabric has a lining with a sweetheart neckline. Complete the outfit with rhinestone earrings and strappy heels.

    Fit & Features

    • Sheer lace top, boat neckline, scalloped trim
    • Long fitted sheer sleeves
    • Sheer open back
    • Tie-front ribbon belt
    • Mid-length, form-hugging fit
    • Sheer lace fabric, lining with sweetheart neckline
    • Runs true to size

    Style Number/Barcode: 05001-0778

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

  • Cue The Charm Floral Sleeveless Midi Dress

    Cue the charm this season in this effortless floral midi dress - a perfect option for wedding guests, rehearsal dinners, or cocktail hour! It features a sleeveless square neck, wide shoulder straps, a bodycon silhouette, and a back slit accent. The dress is composed of a blossoming floral pattern on mesh fabric with a stretchy knit lining. Complete the look with a chic bolero and pumps!

    Fit & Features

    • Sleeveless square neck, wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Back slit accent
    • Midi-length hem
    • Floral mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2158

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruby Formal Sequin Lace-Up Midi Dress

    Special Occasion

     Light-catching sequins shape the Ruby formal dress to bring sparkle to dinner banquets and engagement parties! She features a sleeveless plunge sweetheart neck with a v-wire insert, spaghetti straps, a lace-up back design, a bodycon fit, and a flirty slit along her midi-length hem. The formal dress is composed of a sequin scroll mesh fabric with a knit lining and minimal stretch. Style with teardrop earrings and heels to complete the look!

    Fit & Features

    • Sleeveless plunge sweetheart neck, v-wire insert
    • Spaghetti straps, back zipper and hook-eye closure
    • Lace-up back design
    • Bodycon fit, front slit, midi-length hem
    • Sequin scroll mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1284

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dial F For Flirty Off-The-Shoulder Halter Midi Dress

    Dial F for flirty when you're in this off-the-shoulder midi dress - a chic piece for cocktail parties or dressy dinner dates! Featuring an alluring off-the-shoulder halter neckline and a flattering bodycon silhouette while the front slit adds a subtle touch of sultry along the midi-length hem. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric, mesh knit lining, moderate stretch
    • Off-the-shoulder halter neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3340

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Chic Sparkle Asymmetrical Midi Dress

    Showcase a chic sparkle in this fitted crepe midi dress. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a rhinestone embellished asymmetrical trim across the front, ruching, and a midi-length, form-hugging fit with an asymmetrical cut hem. Style with stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seam detailing
    • Adjustable spaghetti straps
    • Back zipper closure
    • Rhinestone embellished asymmetrical trim
    • Ruching
    • Midi-length, form-fitting silhouette, asymmetrical cut hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1798

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amber One-Shoulder Midi Dress

    Special Occasion

    Sleek and stylish, the Amber midi dress is perfect for cocktail hour! She features a sleeveless one-shoulder neckline, a tank shoulder strap leading to a chic twist-back design, a lower back cutout, a sultry thigh-high side slit, and a mid-length, curve-hugging silhouette. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Twist-back design, lower back cutout
    • High side slit
    • Mid-length, form-fitting silhouette
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05001-0736

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Strike A Pose Long Sleeve Halter Midi Dress

    Strike a pose in this long sleeve midi dress at dinners or events. The dress boasts a unique off-the-shoulder halter V-neckline for a trendy allure while the bodycon fit accentuates your figure. Complete the look in sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder halter V-neckline, surplice design
    • Adjustable halter neck ties
    • Long fitted sleeves
    • Ruching
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3751

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Marcella Formal Glitter Sleeveless Midi Dress

    Special Occasion

    Radiate sparkle in the Marcella formal glitter midi dress that emulates shine! She features a cowl neckline, tank shoulder straps, and a form-hugging silhouette. The midi-length hem and back center slit complete the sophisticated silhouette with an elegant touch. The formal midi dress is crafted from a glitter fabric that shimmers with every step and has a stretchy knit lining. Complete the look in stiletto heels for a banquet or holiday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Form-hugging silhouette
    • Center back slit, midi-length hem
    • Glitter fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1927

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of The Party Glitter Midi Dress

    Shine like the life of the party in this mini dress that brings sparkle to your celebrations! The dress features a sleeveless V-neckline, bungee spaghetti straps, an asymmetrical high side slit for a sultry show of leg, and a midi-length silhouette. The dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a moto jacket.

    Fit & Features

    • Sleeveless V-neckline, adhesive bra recommended
    • Bungee spaghetti straps
    • Asymmetrical high side slit
    • Midi length silhouette
    • Glitter knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1249

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hook and Eye Mesh Ruched Midi Dress

    Get hooked to this sexy ruched dress. Make a move in this wowing dress that features a sweetheart neckline, a hook and eye fasten center closure to create a custom look and a curve-hugging ruched body throughout. Complete your night out outfit with statement heels and extra-large hoops.

    Fit & Features

    • Sweetheart neckline
    • Sleek corded straps
    • Hook and Eye fasten closure 
    • Ruched body
    • Midi length silhouette
    • High center slit
    • Form hugging fit

     

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

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

    Style Number/Barcode: 05101-0842

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Selena Formal One Shoulder Ruched Dress
    Special Occasion 

    Stun with a little shoulder action as you channel sophistication in our Selena dress! She features a classic black hue, a one shoulder neckline with a single shoulder strap and a ruched side detail. Her slim fit bodice leads to an asymmetrical hem to show off your fab heel game! Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6702

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timeless Chic Ruffled Midi Dress

    Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffled side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1385

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eve One-Shoulder Ruched Midi Dress

    Special Occasion

    Sultry and stunning, the Eve midi dress is perf for your next night out. She features a sleeveless one-shoulder neckline, an open back with a strappy lace-up design, ruched detailing, and a mid-length, curve-hugging silhouette with a trendy side drawstring. Style this dress with clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Open back, strappy lace-up design
    • Ruching
    • Mid-length, form-hugging fit
    • Side drawstring
    • Knit fabric, addtional mini skirt length lining
    • Runs true to size

    Style Number/Barcode: 05001-0734

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • In Paradise Tropical Print Midi Dress

    You'll be ready for your paradise getaway with this tropical print midi dress! It features a sleeveless V-neck, spaghetti straps, a sultry cutout back, a bodycon silhouette, and an asymmetrical side slit cutout. Complete the look in wedges.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Cutout back
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Tropical print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4987

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

  • Rhianna Formal Iridescent Sequin Midi Dress

    Special Occasion

    Shine bright like a diamond in the Rhianna formal dress covered in iridescent sequins to wow from head to toe at banquets or bachelorettes! She features a sleeveless V-neckline, adjustable spaghetti straps, a padded bust, a flattering bodycon silhouette, back slit accent, and a midi-length hem. The formal knee-length dress is composed of iridescent sequin-embellished mesh fabric that causes a rainbow-like color effect under lights and is designed with a smooth knit stretchy lining. Complete the look in a rhinestone bracelet, earrings, and ring set for extra glam!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, back slit accent, midi-length hem
    • Iridescent sequin-embellished mesh fabric, stretch knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1353

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destiny Formal Bustier Midi Dress

    Special Occasion

    The prettiest rhinestone embellishments make the Destiny formal midi dress stand out! Envoke sassy and sultry vibes at every dinner party or celebration you enter. She features a sheer mesh sleeveless bodice, a sweetheart neck, adjustable spaghetti straps for a customizable fit, and a built-in padded bust with underwire and pipe trim. Her form-hugging silhouette flaunts your curves along the midi-length hem with a flirty front slit. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with sleek stiletto heels to complete the look!

    Fit & Features

    • Sleeveless sheer mesh rhinestone bodice
    • Sweetheart neck, adjustable spaghetti straps
    • Built-in padded bust, underwire, pipe trim
    • Back zipper and hook-eye closure
    • Form-hugging fit, front slit, midi-length hem
    • Crepe fabric, smooth knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1417

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Iconic Textured Knit Midi Dress

    Step out in this chic and iconic midi dress for your bridal shower or birthday party! It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps, a corset-designed bodice with piping details and a high waist seam, a midi-length hem with a back slit accent, and a curve-hugging fit. The lined knit fabric features an all-over horizontal textured pattern. Style with a rhinestone jewelry set and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust outline, structured and padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, piping details, high waist seam
    • Midi-length hem, back slit
    • Curve-hugging silhouette
    • Textured knit fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2403

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Views V-Neck Ruffled Crepe Midi Dress

    This crepe midi dress flaunts your curves from every angle! Perfect for Valentine's, rehearsal dinners, or parties this V-Neck midi dress features a bodycon silhouette to accentuate your curves like an hourglass and a flirty asymmetrical ruffle trim while the front slit adds a touch of chic. Pair this luxe crepe midi dress with fringe earrings, a bracelet, and sleek stiletto heels for a flawless evening look!

    Fit & Features

    • Crepe fabric with stretch
    • Spaghetti straps
    • Asymmetrical ruffle trim
    • Front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3260

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Off-The-Shoulder Velvet Midi Dress

    Special Occasion

    Every girl needs a chic and stunning velvet midi dress for weddings, banquets, or soirees! The Mary velvet formal dress features an off-the-shoulder, foldover asymmetrical neckline, a fitted bodice with a wrap-front design, short sleeves, and a curve-hugging, midi-length silhouette with a stylish side slit. The luxe velvet fabric will elevate your look all the more! Complete your outfit with a rhinestone jewelry set.

    Fit & Features

    • Off-the-shoulder, foldover asymmetrical neckline
    • Fitted bodice, wrap-front design
    • Short sleeves, back zipper closure
    • Curve-hugging fit, midi-length silhouette, high-side slit
    • Lined velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1402

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Chic Fantasy Chiffon V-Neck Midi Dress

    You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.

    Fit & Features

    • Sleeveless V-neck, wire insert, pleated bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette, front slit, midi-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2229

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression Lace-Up Midi Dress

    Make a chic first impression in this sleek curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up strappy design, a midi-length hem, and a fitted bodycon silhouette that will accentuate your gorgeous figure. The smooth knit fabric offers plenty of stretch. Style with hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • High waist seam, midi-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1939

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lilith Satin Cutout Wrap-Front Midi Dress

    Special Occasion

    Chic and curve-hugging, the Lilith satin formal midi dress features a sleeveless pleated cowl neckline, spaghetti straps, and an alluring underbust cutout. The pleated faux wrap-front design at the waist creates a high-cut side slit, showcasing some leg on the bodycon silhouette. 

    Fit & Features

    • Satin-knit fabric
    • Pleated cowl neckline, padded bra cups
    • Spaghetti straps, back zipper closure
    • Underbust cutout
    • Pleated faux wrap-front design, high side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2571

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: HUNTER, WINE, ROYAL

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

  • Feeling Royal Crepe Mesh Long Sleeve Mini Dress

    Luxurious and chic, this midi dress is perfect for any special occasion. It features a sweetheart neckline, padded and underwire bust, sheer peasant long sleeves with flocked floral velvet pattern, bodycon silhouette, and front slit. Crafted from crepe fabric, it has a midi-length hem that will have you feeling like royalty. Ready to turn heads? This dress is the perfect choice and style with chic block heels.

    Fit & Features

    • Sweetheart neckline
    • Padded and underwire bust
    • Back zipper and hook-eye closure
    • Sheer peasant long sleeves, floral velvet pattern
    • Bodycon silhouette, front slit, midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2517

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance