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.

  • Wrap Around My Heart Dress

    You're looking like hot stuff this evening, babes! This dress has a wrap bodice with a deep V neckline, spaghetti straps, and ruching on the side. A wrap skirt creates an asymmetrical hemline for a party perfect ensemble. Dress is composed of an unlined crepe fabric that offers a moderate stretch.

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

    Style Number/Barcode: 05103-3609

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Stylish Twist Midi Dress

    Bring a stylish twist to your look with a sleek midi dress that slays! The dress features a sleeveless scoop neckline, spaghetti straps, a high side slit with a twist knot accent, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear PVC heels and a faux leather clutch. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High side slit
    • Twist knot accent
    • Midi length silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1540

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Moment Cowl Neck Ruffle Midi Dress

    Whether you're in the city for a soiree or at a dinner party, this midi dress makes every moment feel perfect! Designed with a smooth lined knit fabric, it features a sleeveless cowl neckline, spaghetti straps that crisscross along the back, a form-hugging silhouette, and a ruffle trim hem with a slit design. Complete the look in strappy block heels and a choker.

     Fit & Features

    • Smooth knit fabric with lining, minimal stretch
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Midi-length, ruffle trim hem, slit design
    • Runs true to size

    Style Number/Barcode: 05101-2781

    Category Name: Midi Cocktail Dresses

    Price: $29.90

    Availability: Out of Stock

  • Ravishing Ruffles High Slit Midi Dress

    Keep it ravishing in a ruffled midi dress that brings the charm! The dress features a sleeveless square neckline, spaghetti straps that cross at the back, a high side slit with a ruffled trim, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric with a metallic sheen. Complete the look with a faux fur wrap and mules.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Crepe Midi VersionAdd Some Flair Ruffle Detail Midi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back strap design
    • High side slit, ruffles
    • Midi-length silhouette
    • Lined smooth knit fabric, metallic sheen 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1254

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shape Of You Crepe Cowl Midi Dress

    Strut in confidence in this sultry-sophisticated crepe midi dress featuring a sleeveless cowl neckline with sleek spaghetti straps, a form-fitting silhouette, a front slit, and a low-cut back to showcase some skin! Complete the look with a glam necklace and heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi hem
    • Low-cut back
    • Crepe fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1602

    Category Name: Midi Cocktail Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: ROYAL

    Available Size: XS, S, M, L

  • Just Flaunt It Satin Asymmetrical Mini Dress

    Flaunt what you got in this ultra-stunning satin mini dress! The dress is designed with an asymmetrical hem, plunging neckline, and thin spaghetti straps. Wear it with lace-up heels and sparkling earrings to add just the right amount of bling.

    Fit & Features

    • Adjustable spaghetti straps
    • Plunging V-neckline
    • Side ruched detailing
    • Asymmetrical hem
    • Satin fabric with minimal stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1419

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Tonight Is Love Midi Dress

    Love is in the air! And you will feel it tonight in this midi dress!

    Fits & Features 

    • U-Neckline
    • Cap Sleeves
    • Back Slit
    • Back Zipper
    • Unlined Ponte Composition
    • Form Hugging Fit With Moderate Stretch 

     

    Model is 5'7" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-1590

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Love Floral Paisley Midi Dress

    Fall for this floral paisley mesh dress for the prettiest look for afternoon tea or a party! It features a sleeveless square neckline, sleek bungee spaghetti straps, side ruching to accentuate your curves, and a flattering bodycon silhouette and midi-length hem. Complete the look in chic stiletto heels to elevate your style!

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Side ruching, bodycon silhouette
    • Midi-length hem
    • Floral paisley print
    • Mesh fabric, sewn-in knit lining. minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2923

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S

  • Trista Formal Long Sleeve Midi Dress

    Special Occasion

    Step out in a formal dress that is perfect for your cocktail events! Trista features a plunging V-neckline, long chiffon sleeves, a high side slit, and 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 pumps and a rhinestone choker

    Fit & Features

    • Plunging V-neckline
    • Long chiffon sleeves
    • High side slit
    • Midi length silhouette
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0737

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

  • Zoe Formal Mesh Faux Pearl Midi Dress

    Special Occasion

    The soft romance of faux pearls meets sultriness on the Zoe formal midi dress perfect for modern brides or banquets! She features a sweetheart neckline adorned with a cowl overlay, a padded bust, adjustable spaghetti straps, and side ruched seams that accentuate your curves along her bodycon silhouette down to the midi-length hem. The formal dress is composed of a mesh fabric with delicate faux pearl embellishments and has a sewn-in knit lining. Complete the look with earrings and heels.

    Fit & Features

    • Sleeveless sweetheart cowl neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, midi-length hem
    • Faux pearl embellishments, mesh fabric, sewn-in knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1991

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Sweet And Sultry Vibes Mesh Midi Dress

    Bring the sweet and sultry vibes to your night-out look in this stunning mesh midi dress. It features an off-the-shoulder sweetheart neckline with a ruffled trim, short sleeves, padded cups, ruched detailing, and a mid-length, curve-hugging silhouette with a chic side slit. Style this dress with hoop earrings and clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffled trim
    • Short sleeves, padded cups
    • Back zipper and hook and eye closure
    • Ruched detailing
    • Mid-length, form-hugging fit, side slit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1661

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zosia Formal Ruffled Bodycon Dress

    Special Occasion

    Make a stylish statement with a formal bodycon dress that brings the elegance! The dress features a sleeveless V-neckline with a spaghetti strap, a cap sleeve on the left shoulder, a ruffled bodice, and a midi-length silhouette. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline, cap sleeve
    • Spaghetti strap
    • Ruffled bodice
    • Midi-length silhouette
    • Crepe fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0751

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bre 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 to showcase some leg. The smooth satin-knit fabric offers a moderate stretch. Style this dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the center
    • Midi-length, form-hugging fit
    • Front slit
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0879

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashlyn Formal High Slit Midi Dress

    Special Occasion

    A formal midi dress is the perfect go-to for that upcoming cocktail affair or as a wedding guest. Wow in the captivating Ashlyn dress features a flattering cowl neckline, spaghetti straps that lead to a cross-back design, and a high waist seam. She's designed with a gorgeous wrap bodycon silhouette with a front slit accent and a midi-length hem. The dress is composed of a lined crepe fabric with a moderate stretch. Complete your formal outfit with rhinestone heels and a tennis bracelet. 

    Fit & Features

    • Sleeveless, cowl neckline, spaghetti straps
    • Adhesive bra recommended
    • Criss-cross back straps
    • High waist seam 
    • Wrap bodycon silhouette 
    • Front slit accent, midi-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1013

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Classic Satin Slit Midi Dress

    This old thing? Slip into this sultry satin midi dress perfect for a dressy night out! The knee-length dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette with pleating, and a front slit accent. Complete the look in sparkly heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Form-fitting silhouette
    • Pleat detailing
    • Front slit accent
    • Midi-length hem
    • Luxe satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1442

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Outshine The Rest Satin Midi Dress

    Outshine everyone at the party in this sultry satin midi dress featuring a sleeveless sweetheart neckline with a wire insert, wide shoulder straps, princess seams along the bodice, and a form-hugging silhouette with a side slit. Complete the look with a sparkly hair accessory.

    Fit & Features

    • Sleeveless sweetheart neckline, wire insert
    • Wide shoulder straps
    • Princess seams along the bodice
    • Form-hugging silhouette
    • Midi-length, side slit
    • Smooth satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1790

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Chic Ruched Mesh Midi Dress

    This chic curve-hugging midi dress will leave an unforgettable impression! The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a corset-designed bodice for a snatched waist, ruched detailing, a midi-length asymmetric hem creating a thigh-high slit, and a bodycon silhouette. The sheer mesh fabric includes a full knit lining. Style with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, flexible boning inserts, high waist seam
    • Ruching, midi-length asymmetric hem, high slit
    • Bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3266

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Guest Of Honor Satin Midi Dress

    How could you not be the guest of honor in this sultry stunner! Make your entrance in this satin midi dress featuring a classy, sleeveless V-neck, spaghetti straps, and a pleated waist leading the form-fitting silhouette with a sexy side slit. Complete the look in a dainty ring set and heels.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Pleated waist
    • Form-fitting silhouette
    • Side slit
    • Midi-length hem
    • Silky satin lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1561

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Party Satin Ruffle Midi Dress

    This satin midi dress will have you looking so lavish and capturing all the attention at a dinner party or cocktail hour! It features a sleek sleeveless square neckline, spaghetti straps, a form-fitting silhouette, and an asymmetric midi-length hem creating a high front slit with a ruffled trim. The luxe satin fabric offers a moderate stretch. Complete the look with an elegant hairpiece for a classy updo.

    Shop Crepe Version: Add Some Flair Ruffle Detail Midi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back strap design
    • Form-fitting silhouette
    • Asymmetric midi-length hem
    • Front slit, ruffled trim
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1549

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glamour Glitter Knit Midi Dress

    Show off an elevated glam style in this gorgeous glitter knit midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, front ruching leading to a high front slit, and a midi-length, curve-hugging silhouette. The glitter knit fabric offers a moderate stretch. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • High waist seam
    • Front ruching, front slit
    • Midi-length hem, form-hugging fit
    • Glitter knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1856

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adora Formal Sequin Midi Dress

    Special Occasion 

    Bring the glitz and shine to your evening with a formal dress that illuminates the night! Adora features a plunging V-neckline with padded cups, a double row of adjustable spaghetti straps, a cross-back design, a sequin scroll pattern, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Complete the look with chrome heels and door-knocker earrings for ultimate glam!

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Double-row adjustable spaghetti straps
    • Cross-back design, lower back zipper and hook-eye closure
    • Midi-length silhouette
    • Sequin scroll pattern, lined mesh fabric, minimal stretch
    • Bra opitional
    • Runs true to size

    Style Number/Barcode: 05001-1333

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sinéad Formal Asymmetrical Ruched Dress

    Special Occasion 

    Keep it sophisticated and luxe with a formal dress that elevates your formal evening. Sinéad features a one-shoulder neckline with a single spaghetti strap, a ruched body, and an asymmetrical hem with an adjustable drawstring. The dress is composed of a smooth knit fabric that provides a form-hugging fit with a moderate stretch. Complete look with heels and door knocker earrings.

    Fit & Features

    • One-shoulder neckline, single spaghetti strap
    • Strapless or adhesive bra recommended
    • Ruched body
    • Asymmetrical hem with adjustable drawstring 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1314

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sheen Satin Midi Dress

    Showcase a sleek sheen in this gorgeous satin midi dress! The knee-length dress features a sleeveless cowl square neckline with pleating, adjustable spaghetti straps for a customized fit, and ruched detailing. A sparkly rhinestone trim cascades from the side to the front leading to a midi-length, asymmetrical hem creating a chic side slit to show off your legs. Style this curve-hugging dress with metallic heels for your next fancy date night.

    Fit & Features

    • Sleeveless cowl square neckline, pleating
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching, rhinestone trim accent
    • Midi-length, asymmetrical hem, high side slit
    • Form-fitting silhouette
    • Stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-2254

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Moves Midi Dress

    Show off major sleek style moves in this gorg sleeveless midi dress! It features a scoop neckline, spaghetti straps that lead to a cross-back design, side ruched detailing leading to a thigh-high slit, and a midi-length, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back strap design
    • Side ruching, high side slit
    • Midi-length, form-fitting silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1418

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale