Midi Cocktail Dresses

Midi Cocktail Dresses for an Elevated Party Look

Midi Cocktail Dresses bring polish to cocktail dressing with a hemline that typically falls below the knee and above the ankle. Windsor’s collection ranges from fitted bodycon styles to party, semi-formal, and more elevated designs, giving you plenty of options when you want more coverage than a mini without committing to a floor-length dress.

Find Your Midi in a Fabric & Color You Love

A fitted midi can emphasize your shape, while side, front, and back slits introduce movement and reveal a little more leg. Cowl, halter, square, and sweetheart necklines offer different ways to frame the upper body, with sleeveless and strapless silhouettes keeping the focus on the dress.

Fabric and color can take mid-length cocktail dresses in different directions. Satin offers a smooth, polished finish, mesh brings a lighter feel, knit creates a more streamlined look, and velvet adds richer texture for cooler seasons. Timeless shades sit alongside Fall and Winter 2026 colors like cherry liqueur, icy blues, and chocolate brown.

When Should I Wear a Midi Cocktail Dress?

Midi length is a versatile choice for cocktail parties, wedding receptions, semi-formal celebrations, and events where you want to look dressed up without wearing a gown. If an invitation calls for cocktail attire, a polished midi is often an easy place to start—then let the venue, time of day, and specific dress code guide the fabric and details.

For wedding celebrations, Windsor’s guide to what is cocktail attire for a wedding offers more outfit inspiration. You can also compare midi styles with Windsor's complete cocktail dresses collection when you're deciding which length works best for your event.

Midi Cocktail Party Dresses for Holiday & Winter Events

For cooler-weather celebrations, texture and finish can give midi cocktail party dresses a seasonal point of view. Velvet and knit bring more visual weight, while satin, rhinestone accessories, or other high-shine accents can make the look feel ready for holiday parties and New Year’s Eve.

Explore midi holiday party dresses when you're shopping specifically for seasonal celebrations. If you want to show more leg or prefer a shorter party silhouette, browse short cocktail dresses for another take on cocktail dressing.

What Shoes Work with a Midi Cocktail Dress?

Consider where the hem ends and how much of your lower leg and shoe will be visible. Strappy heels can keep the look open around the ankle, while pumps create a classic finish and heeled boots can give a midi more seasonal edge in cooler weather.

The dress itself can help guide the choice. A midi with a slit puts more attention on your footwear, while a sleek bodycon silhouette can work with a simpler shoe when you want the dress to remain the focus.

Find Windsor’s Midi Cocktail Dresses in polished fabrics, current colors, and figure-flattering silhouettes for cocktail parties, weddings, holidays, and other dressed-up celebrations.

  • All Ruffled Up Bodycon Ruffle Midi Dress

    Bring the flirtiness to the dance floor in this sleeveless midi dress to make an impression! The dress is crafted from smooth knit fabric that hugs your curves in a bodycon silhouette while the front ruffled trim adds dramatic flair. Pair with a necklace.

    Fit & Features

    • Smooth lined knit fabric, plenty of stretch
    • Square neckline
    • Spaghetti straps
    • Front ruffled trim
    • Asymmetric midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4065

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Invite Accepted Keyhole Slit Midi Dress

    With this midi dress, you'll accept every invite just to show it off! Featuring a sleeveless scoop neckline, a spaghetti strap that cross in the back, a front keyhole bust cutout, a bodycon silhouette, and a flirty slit along the hem on smooth knit fabric. Complete the look in stiletto mules for a dinner date.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps, cross back
    • Front keyhole bust cutout
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5215

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Allure Side Slit Midi Dress

    Give off an enticing allure on your next date night in this sleek knit midi dress! It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Asymmetric midi-length hem, high side slit
    • Curve-hugging fit
    • Knit fabric, full lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5057

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Yet Elevated High Slit Midi Dress

    Simple yet elevated, this high slit midi dress is perfectly chic for your next cocktail party. It features a sleeveless square neckline, thin tank shoulder straps, an empire waist seam along with princess seams, a midi-length hem with a high front slit for a stylish flair, and a slim-fit silhouette. The lined crepe fabric has a moderate stretch. Complete your look with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, thin tank shoulder straps
    • Empire waist seam, princess seams
    • Back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Slim-fit silhouette
    • Crepe fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1973

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Romance Lace Off-The-Shoulder Midi Dress

    Showcase a romantic aura in this effortlessly pretty midi dress designed with floral lace fabric for that soft feminine look. It features an off-the-shoulder straight-across neckline with a ruched popover design, an open lower back for an alluring detail, and a midi-length column silhouette with a form-hugging fit.

    Fit & Features

    • Sheer floral lace fabric with knit lining
    • Off-the-shoulder straight neckline, ruched popover design
    • Open lower back
    • Midi-length column silhouette
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3789

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marcella Formal Satin Midi Dress

    Special Occasion

    You're not afraid to make a statement, and that's why our Marcella satin dress is the one for you! Designed with a sweetheart neckline with a deep v wired center, padded cups, and spaghetti straps that lead to a strappy lace up back detail and a lower back zipper, and hook and eye closure. Her fitted bodice leads to a high waist horizontal seam. Her skirt features a slanted ruche detailing with a slit at the hip that offers a flattering curve hugging silhouette. Marcella is composed of a satin material that offers a form fit with moderate stretch. 

    Model is 5'9" with 32" 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: 05001-0273

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Beauty Flocked Floral Mesh Strapless Midi Dress

    Showcase timeless beauty in this midi dress designed with lined mesh fabric and a gorgeous flocked velvet floral pattern. It features a strapless sweetheart neckline with a structured bust, ruched detailing to accentuate your stunning curves, and a high-cut side slit accented on the mid-length bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining, flocked velvet floral pattern
    • Strapless sweetheart neckline, structured padded bust
    • Back zipper closure
    • Ruching
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3907

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maggie Polka Dot Midi Formal Dress

    Special Occasion

    A timeless silhouette with a playful twist, the Maggie polka dot pattern dress is made for those effortlessly chic entrances that feel both polished and unforgettable. Designed in a line midi silhouette with an open tie back and hidden side pockets for stylish convenience.

    Fit & Features

    • Polka dot print, linen-like woven fabric, woven lining
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Open tie-back design, lower button closures
    • Hidden side pockets
    • A-line midi silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, engagement parties, bridal showers, baby showers, fancy brunches, derby days, wineries, afternoon tea, garden parties, dressy daytime events

    Style Number/Barcode: 05001-000615

    Category Name: Midi Cocktail Dresses

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Avari Satin Corset Lace-Up Midi Formal Dress

    Special Occasion

    Sleek and confidence-forward, the Avari dress is made for occasions that feel effortlessly elevated. Designed in satin knit with a sculpting corset bodice, lace-up back, and wrap slit, its bodycon midi silhouette strikes the perfect balance of polish and allure.

    Fit & Features

    • Stretch satin fabric with lining
    • Sweetheart pleated neckline with padded bra cups
    • Structured corset bodice, flexible boning
    • Adjustable lace-up back and zipper with hook-eye closure
    • Bodycon silhouette with wrap front slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, upscale celebrations, milestone birthday dinners, fashion-forward social events, special date nights, engagement parties, rehearsal dinners, prom, formal dances

    Style Number/Barcode: 05001-000603

    Category Name: Midi Cocktail Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, M

  • Dazzling Night Sequin Cowl Midi Dress

    Experience the glamor of the red carpet in this sequin midi dress! The cowl sweetheart neckline and spaghetti straps add subtle chic detail, while the flattering bodycon silhouette, front slit, and midi-length hem give the right amount of sass. Complete the look in heels for a cocktail party or holiday celebration!

    Fit & Features

    • Sleeveless cowl sweetheart neckline
    • Bungee spaghetti straps
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Sequin embellished fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2833

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Romance Strapless Floral Midi Dress

    Light, flowy, and quietly striking. This strapless floral mesh midi dress features a body-skimming fit with an asymmetrical ruffle hem that adds movement and charm to bridal celebrations, birthday brunches, or dates!

    Fit & Features

    • Floral print, mesh-lined fabric
    • Strapless neckline
    • Form-hugging silhouette
    • Asymmetrical ruffle trim midi hem
    • Runs true to size

    Style Number/Barcode: 05101-001077

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kourtney Glitter Bow Midi Formal Dress

    Special Occasion

    Make them stop and stare—The Kourtney formal dress is your RSVP-ready showstopper, crafted from glittering fabric with a sleek bodycon fit and a striking low back and statement bow.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Adjustable spaghetti straps
    • Low back with statement bow
    • Bodycon fit
    • Midi-length hem, center back slit
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, cocktail parties, engagement parties, rehearsal dinners, birthdays, date night, milestone celebrations, vacation, bachelorettes

    Style Number/Barcode: 05001-000279

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Favorite Moment Satin Printed Midi Dress

    Everyone's favorite moment will be when you stroll in wearing this satin midi dress to semi-formal events and cocktail parties! It features a sleeveless V-neck, adjustable spaghetti straps, a tie-back design, a sassy cutout bodice, and a flowy midi-length hem. The dress is composed of smooth satin fabric with a geometric print. Complete the look in heeled mules.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Tie-back design, cutout bodice, bust lining
    • Flowy midi-length hem
    • Geometric print
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2166

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off Shoulder Trumpet Hem Midi Dress

    Look trendy and chic to all your holiday outings with this fab off-shoulder dress! 

    Fits & Features

    • Elastic Off Shoulder Neckline I Vertical Seams At The Bust
    • Fitted Long Sleeves
    • Midi Length Silhouette With Trumpet Hem 
    • Ponte Fabric 
    • Curve Hugging Fit I Plenty Of Stretch 

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

      Style Number/Barcode: 05101-0365

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Everly Lace Front Slit Midi Dress

      Special Occasion

      Create a classically beautiful look in our stunning Everly dress! She features a sheer lace mock neckline, long sheer fitted lace sleeves, a front and back cut out above the the bust, a sweetheart neckline with padded cups, flattering vertical seams that run down the bust, and a square back with a zipper and hook and eye closure. Her high waist seam leads to a form hugging, fitted mid-length skirt with a front slit and side sheer lace detail. The dress is composed of a crepe fabric that offers moderate stretch.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0053

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Simply Stunning LBD
      Keep it sleek and stunning in this LBD! It features a sleeveless bodice, a square neckline and wide shoulder straps that lead to an open back design with multi narrow cross straps. The relaxed fit bodice leads to a curve accentuating midi length silhouette. Dress is composed of a ponte-like fabric that offers a moderate stretch.

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

      Style Number/Barcode: 05103-3528

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Feeling Flawless Flocked Floral Mesh Bodycon Midi Dress

      You'll feel flawless and chic in this lined mesh midi dress designed with a velvet flocked floral pattern to get you all the compliments. It features a sleeveless subtle sweetheart neckline with a dainty lace trim, spaghetti straps, a back slit accent, and a midi-length bodycon silhouette to hug your curves.

      Fit & Features

      • Sheer mesh fabric with knit lining
      • Velvet flocked floral pattern
      • Sweetheart neckline with lace trim
      • Spaghetti straps
      • Back slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3890

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Tending The Blooms Floral Midi Dress

      This floral midi dress needs no gardening skills to keep beautiful! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in whimsical butterfly earrings for a garden party!

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps
      • Form-hugging silhouette
      • Front slit
      • Midi-length hem
      • Garden floral print, stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05101-1684

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • A Stylish Vibe Wrap Midi Dress

      Showcase such a stylish vibe in this sleek wrap midi dress. It features a sleeveless scoop neckline, spaghetti straps, a high waist seam, and a mid-length wrap-front silhouette with a curve-hugging fit. Complete the look with clear mules.

      Fit & Features

      • Sleeveless scoop neckline
      • Spaghetti straps
      • High waist seam
      • Mid-length wrap-front silhouette, subtle ruching
      • Form-hugging fit
      • Smooth knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05101-1392

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Mesmerizing Glam Abstract Ruched Midi Dress

      Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

      Fit & Features

      • Lined mesh fabrication
      • Sleeveless square neckline
      • Ruching
      • Abstract marble print
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05102-5937

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stunning Silhouette Ruched Knit Midi Dress

      Show off your stunning curves in this sleek midi dress designed with smooth and stretchy knit fabric. It features a sleeveless pleated cowl neckline, spaghetti straps, ruched side and back seams to flaunt your figure, and a midi-length mermaid silhouette.

      Fit & Features

      • Smooth and stretchy knit-lined fabric
      • Cowl neckline with pleating
      • Spaghetti straps
      • Ruched side and back seams
      • Midi-length mermaid silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3878

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • The Shine Factor Rhinestone Asymmetrical Midi Dress

      Bring the shine to your event in a midi dress that features a sleeveless cowl neckline, adjustable spaghetti straps that lead to a cross-back design, rhinestones, and an asymmetrical high-side slit. 

      Fit & Features

      • Lined mesh fabrication
      • Sleeveless cowl neckline
      • Adjustable spaghetti straps, cross-back design
      • Rhinestones
      • Asymmetrical high-side slit
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3500

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Fierce Style Zebra Print Mesh Halter Midi Dress

      Serve fierce style in this curve-hugging midi dress designed with lined mesh fabric with a bold zebra print pattern. It features a sleeveless halter V-neckline, an alluring open back, ruched side seams, and a midi-length bodycon silhouette to flaunt your stunning figure.

      Fit & Features

      • Sheer mesh fabric with knit lining, plenty of stretch
      • Zebra print
      • V-neckline with halter strap
      • Open back
      • Ruched side seams
      • Midi-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05103-5919

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Feeling Luxurious A-Line Satin Midi Dress

      Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

      Fit & Features

      • Silky satin fabric, bust lining, minimal stretch
      • Spaghetti straps
      • A-line silhouette
      • Strapless bra recommended
      • Runs true to size

      Style Number/Barcode: 05101-2907

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free