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.

  • Velvet Dream Sleeveless Midi Dress
    We're dreaming of luxe velvet! This mini dress features a sleeveless bodice, a plunging V neckline with overlapping strap accents, spaghetti straps and a mini length silhouette. Dress is composed of a lined velvet fabric that offers a curve hugging fit with a moderate stretch.

    Style Number/Barcode: 05101-0273

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Gorgeous Glitter Knit Midi Dress

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-3072

    Category Name: Midi Cocktail Dresses

    Price: $43.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

  • Florence Off Shoulder Satin Dress

    Special Occasion

    Tis' the season for dressing up! Show up to your soirees in our fabulous Florence. 

    Fits & Features 

    • Off Shoulder Design
    • Back Zip With Hook & Eye Closure 
    • Sweetheart Wrap Neckline
    • Midi Length Silhouette I Front Side Slit 
    • Satin-Like Fabric I Fully Lined 
    • Curve Hugging Fit I Moderate Stretch 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0337

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glamour High Slit Satin Midi Dress

    This sleek and chic satin midi dress exudes that classic glamour for dressy parties! It features a sleeveless cowl neckline, spaghetti straps, chic pleating at the waist for a figure-flattering look, a midi-length hem with a faux wrap-front design creating a front slit, and a slim-fit silhouette. The satin-knit fabric offers a moderate stretch. Complete your cocktail party look with rhinestone duster earrings and strappy stiletto heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Pleating at the waist
    • Midi-length hem, faux wrap-front design, front slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2934

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: GOLD

    Available Size: S, M, L

  • Alluring Style Sheer Mesh Off-The-Shoulder Midi Dress

    An alluring mesh off-the-shoulder midi dress perfect for date night and cocktail parties. The dress features sheer fitted long sleeves and a waist insert giving an hourglass illusion along the bodycon silhouette. Complete the look with earrings.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, ruched fold-over design
    • Sheer long fitted sleeves with flared hems, lettuce-edge trim
    • Sheer insert at the waist, high waist seam
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3629

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Jullian Formal Crepe Off-The-Shoulder Midi Dress

    Special Occasion

    A timeless addition to your wardrobe, the Jullian formal midi dress is beautiful and perfect for banquets or formal parties! With its foldover off-the-shoulder neckline, bodycon fit, and midi-length hem with a front slit - you'll exude classic sophistication. The formal midi dress is composed of a sleek crepe fabric with a bust knit lining and plenty of stretch for comfort! Complete the look with strappy block heels.

    Fit & Features

    • Foldover off-the-shoulder neckline
    • Bodycon fit
    • Front slit, midi-length hem
    • Crepe fabric, bust knit lining
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2035

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hannah Glitter Knit Ruched Midi Dress

    Special Occasion

    Amp up your formal night out look in the sultry Hannah glitter knit midi dress! She features a sleeveless one-shoulder neckline with a single spaghetti strap, an open back with a strappy design, front and back ruched detailing, and a midi-length, curve-hugging silhouette with a thigh-high front slit. Style this dress with clear lucite heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • Adhesive bra recommended
    • Open back, asymmetrical strap, bar straps
    • Front and back ruched detailing
    • Midi-length, form-fitting silhouette, front slit
    • Glitter knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1003

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Venus Mesh Heat Stone Gown
    Special Occasion

    Radiate the shine of a thousand diamonds in our dazzling mesh Venus gown. She features a twisted single-strap shoulder, and all-over round, square, and oval-shaped heat stones in a diagonal pattern at bust and though waist and in a vertical pattern from approximately below the knee to the bottom of the asymmetric hem. Venus is fully lined and made from a soft, mesh-blend material with plenty of 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: 05001-4147

    Category Name: Midi Cocktail Dresses

    Price: $31.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

  • Mia Formal Satin Midi Dress

    Special Occasion 

    Va-va-voom! Our Mia dress is a winning combo of smooth, seamless, and sultry.

    Fits & Features

    • Adjustable Spaghetti Straps That Cross At The Back
    • Zipper At Back
    • Plunging V Neckline With Decorative Knot I Padded Cups 
    • Midi Length With Slit At The Side 
    • Lined, Smooth Stretch Satin Composition 
    • Moderate Stretch

    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: 05001-0291

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Goals Glitter Long Sleeve Midi Dress

    Flaunt your glow in this shimmering glitter midi dress. Featuring fitted long sleeves, an enticing surplice V-neckline, a flattering front ruched seam and bodycon silhouette, and a flirty front slit, this glittering dress makes a bold statement. Complete the look with earrings for a family dinner party!

    Fit & Features

    • Fitted long sleeves
    • Surplice V-neckline
    • Front ruched seam, bodycon silhouette
    • Front slit, midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2778

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lyla Formal Crepe Midi Dress

    Special Occasion 

    Keep it sophisticated and stunning in our Lyla dress! She takes it to the next level with her must have pockets! 

    Fit & Features

    • Sweetheart Neckline
    • No-Slip Strip 
    • Padded Cups 
    • Empire Waist 
    • Pockets
    • Lined Crepe
    • Form Hugging Fit | Moderate Stretch  

    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: 05001-0324

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Chic Paisley Mesh Ruched Midi Dress

    Dreamy boho and chic come together on this paisley print mesh midi dress you'll love for wine nights with bae! It features a cowl neckline  adorned with a shoulder strap and bungee spaghetti strap, a flattering bodycon silhouette, and a side ruched seam atop a slit and asymmetrical hem. Complete the look with strappy heels and earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Shoulder strap, bungee spaghetti strap
    • Bodycon silhouette, side ruched seam
    • Side slit, asymmetrical midi-length hem
    • Paisley print, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2924

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endlessly Effortless Crew Neck Abstract Midi Dress

    You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Abstract print, mesh fabric, soft knit lining
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5819

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • Kateri Crepe Midi Dress

    Special Occasion

    Our Kateri is a show-stopper! Her body-lovin' fit will hug your every curve.  

    Fits & Features 

    • Spaghetti Straps That Lace Up & Cross At The Back 
    • Plunging V Neckline 
    • Midi Length Silhouette With Front Slit 
    • Crepe Fabric 
    • Curve Hugging Fit 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0310

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Regal Moment Off-The-Shoulder Velvet Midi Dress

    The velvet midi dress features an off-the-shoulder neckline with off-the-shoulder sleeve accents, ruching, and a flared midi-length hem. Complete semi-formal outfit with a rhinestone necklace. 

    Fit & Features

    • Velvet fabrication, stretchy knit lining
    • Off-the-shoulder neckline
    • Ruching
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3774

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S, M, XL

  • Get A Move On Crepe Midi Dress

    You need to get a move on with making those GNO plans with your girlfriends! Make sure you pick up this party-ready dress and elevate your style with some bold earrings!

    Fits & Features

    • Spaghetti Straps 
    • Scoop Neckline 
    • Midi Length Silhouette I Front Slit 
    • Crepe Fabric 
    • Form Hugging Fit I Plenty Of Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05103-0851

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Lucia Side Slit Satin Dress

    Special Occasion

    Enter any room and you'll be receiving compliments left and right in our lovely Lucia! 

    Fits & Features

    • Thick Shoulder Straps 
    • Sweetheart Neckline I Linear Seam Details At The Bust I Square Back
    • Midi Length Silhouette With Front Side Slit 
    • Stretch Satin Fabric I Fully Lined 
    • Bodycon Fit I Moderate Stretch 
    • Zipper Not Included

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0351

    Category Name: Midi Cocktail Dresses

    Price: $8.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Invite Off-The-Shoulder Mesh Midi Dress

    Show up looking oh-so-chic at your next wedding or party in this off-the-shoulder midi dress! Designed with an airy mesh fabric with a knit lining, this mid-length dress will gorgeously flaunt your figure along the bodycon silhouette. The off-the-shoulder sweetheart neckline with a padded bust shapes the bodice, and the thin tank straps can easily be worn on the shoulder. Ruched detailing is accented at the bust and down the body of the dress to accentuate your curves. The asymmetric mid-length hem creates an alluring high side slit to showcase some leg. Complete your best-dressed guest look with clear heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Off-the-shoulder sweetheart neckline with padded bust
    • Tank shoulder straps, back zipper with hook and eye closure
    • Ruched bust design, ruched body
    • Asymmetric hem, high side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2946

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Curves Ahead Bandage Midi Dress
    Showcase curves in this showstopping dress! The ivory dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit. 

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

    Style Number/Barcode: 06005-6347

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Sweet Love Velvet Midi Slip Dress

    Lovely and luxe, slip into this velvet midi dress for a night of celebration! It features a sleeveless cowl neckline with tank-style straps, a low-cut back, and a form-hugging silhouette. Complete your ravishing look in statement earrings.

    Fit & Features

    • Sleeveless, cowl neckline
    • Tank-style straps
    • Low-cut back
    • Form-hugging silhouette
    • Midi-length hem
    • Velvet knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2153

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mailee Formal Velvet V-Neck Wrap Midi Dress

    Special Occasion

    Midi dresses like the iconic Mailee formal velvet midi dress will radiate sophistication! She features a sexy plunge V-neckline with pleated detailing, spaghetti straps, a form-hugging silhouette to showcase your curves, and a midi-length hem with a wrap silhouette creating a front slit. The formal dress is composed of a luxe velvet fabric with a super soft feel. Complete the look with a statement choker and earrings for a cocktail soiree or banquet!

    Fit & Features

    • Sleeveless plunge V-neckline, pleating, underbust seam, high waist seam
    • Spaghetti straps
    • Form-hugging silhouette
    • Midi-length them, wrap silhouette, front slit
    • Soft velvet fabric, knit lining at the bust, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1922

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raegan Formal Sequin Midi Dress

    Special Occasion

    Bring the glitz and shine in our dazzling Raegan dress!

    Fits & Features

    • Plunging V Neckline
    • Vertical Princess Seams Along The Bust I Padded Cups 
    • Double Row Spaghetti Straps
    • Partially Open Back 
    • Curve-Hugging Fit I Minimal Stretch
    • Midi Length Silhouette
    • Lined Mesh Fabric Adorned With Sparkling Sequins Throughout 

      Burgundy: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Gold: 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: 05001-0212

      Category Name: Midi Cocktail Dresses

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Alena Formal Satin Cowl Neck Midi Dress

      Special Occasion

      Look and feel effortlessly elegant in the Alena formal satin dress designed to make a statement! Crafted from luxuriously silky satin fabric, this timeless midi-length dress features a sweetheart cowl neckline, adjustable spaghetti straps, a padded bust, flexible boning inserts along the waist, and a bodycon silhouette with a flirty front slit. Complete the look in stiletto heels for a wedding guest or black tie party!

      Fit & Features

      • Sleeveless sweetheart cowl neckline
      • Adjustable spaghetti straps
      • Padded bust, back zipper and hook-eye closure
      • Flexible boning waist inserts
      • Bodycon silhouette, front slit, midi-length hem
      • Satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-2028

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

    • Nikki Formal Satin Slit Midi Dress

      Special Occasion

      Nikki brings the perfect dose of sleek and bold style to your formal event! She features a sleeveless, square neck, spaghetti straps, and a bodice with flexible boning inserts for a structured fit. Her form-fitting silhouette flaunts your femme figure with a sultry front slit along a midi-length hem. She's composed of a stretch-satin luxe fabric with lining. Complete the look in glitzy heels and a clutch.

      Fit & Features

      • Sleeveless, square neck, spaghetti straps
      • Bra-friendly design
      • The bodice has flexible boning inserts
      • Form-fitting silhouette
      • Front slit, midi-length hem
      • Luxe satin fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05001-1019

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale