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.

  • Velvet Promise Floral Midi Dress

    Alluring yet understated—the kind of dress that will have all eyes on you. This burnout velvet floral midi dress features a chic cowl neckline, figure-hugging silhouette, and delicate straps that cross at the back for an effortlessly romantic finish.

    Fit & Features

    • Floral burnout velvet pattern, mesh-lined fabric with stretch
    • Cowl neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Side slit accent
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000370

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Life Of Luxury Satin Slip Midi Dress

    Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps,
    • Draped bust accent
    • Form-fitting silhouette
    • Asymmetrical midi hem
    • Luxe satin-lined fabric with minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1424

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jeanne Formal Sequin Midi Dress

    Special Occasion

    Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.

    Fit & Features

    • Sleeveless sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit, midi-length hem
    • Sequin pattern mesh, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1344

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madelyn Satin Lace-Up Midi Formal Dress

    Special Occasion

    Sleek, sultry, and effortlessly refined—the Madelyn formal dress was made for the spotlight. Its luxe satin drapes beautifully over the body, while the lace-up back and tulip-style skirt add just the right touch of allure for every elegant occasion.

    Fit & Features

    • Stretch satin fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up back
    • Bodycon silhouette, wrap front slit design
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, rehearsal dinners, formal celebrations, rooftop hotel bars

    Style Number/Barcode: 05001-000353

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS

    Product Badge:
    • Best Seller
  • Ready For It Satin Midi Dress

    You'll be ready to stylishly strut in this sleek satin midi dress! It features a sleeveless one-shoulder neckline with dual spaghetti straps, ruching down the sides, and a mid-length, curve-hugging fit. The satin-knit fabric offers a moderate stretch. Complete your party look with gold hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual bungee spaghetti straps
    • Ruching down the sides
    • Mid-length, form-fitting silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1241

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Murphy Long Sleeve Corset Midi Dress

    Special Occasion

    Sophisticated and chic, the Murphy formal midi dress is a perfect choice for a wedding guest outfit! She features a square neckline, a corset-designed bodice with flexible boning to provide structure, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit to show off some leg. The crepe fabric offers a moderate stretch. Style with strappy heels and a sleek clutch.

    Fit & Features

    • Square neckline, corset-designed bodice, flexible boning
    • Bra-friendly design
    • Long fitted sleeves, back zipper, hook and eye closure
    • High waist seam
    • Midi-length hem, high front slit
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1243

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Stunning Midi Dress

    Simply stunning is what you are in this trendy knit midi dress.

    Fits & Features

    • Bungee Spaghetti Straps
    • Square Neckline
    • Curve-Hugging Fit
    • Midi Length Silhouette
    • Soft Brushed Knit Composition | Fully Lined
    • Offers Plenty Of Stretch

     

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

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

    Style Number/Barcode: 05102-0175

    Category Name: Midi Cocktail Dresses

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Grace In Motion Floral Open Back Midi Dress

    Quietly romantic with a little sway when you walk. This floral mesh midi dress drapes effortlessly with a cowl neckline and an open back that makes every exit feel intentional. Perfect for celebrations, dressy brunches, and cocktail soirees.

    Fit & Features

    • Floral mesh-lined fabric with stretch
    • Cowl neckline with spaghetti straps
    • Open back with ruched detail
    • Midi length with subtle back train
    • Body-skimming fit
    • Runs true to size

    Style Number/Barcode: 05101-000819

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flatter Me Satin-Knit Midi Dress

    This smooth and sleek satin-knit midi dress will showcase your beauty and give you a figure-flattering silhouette. It features a sleeveless cowl neckline, bungee spaghetti straps that lead to a cross-back strap design, a hip-hugging fit, and a midi-length hem with a fitted A-line silhouette. The satin-knit fabric offers plenty of stretch. Style with clear heels for happy hour!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross-back strap design
    • Hip-hugging fit
    • Midi-length hem
    • Fitted A-line silhouette
    • Satin-knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1976

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Sultry Vibes Mesh Midi Dress

    This mesh bodycon dress knows how to flatter. With a ruched fit and sweetheart neckline, it’s your go-to for cocktail soirees and plus-one invites! 

    Fit & Features

    • Mesh fabric, sewn-in knit lining, high stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000700

    Category Name: Midi Cocktail Dresses

    Price: $36.00 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lovers Past Sweetheart Midi Dress

    Serve sleek sophistication in this sultry midi dress. Featuring a draped cowl sweetheart neckline with a flirty cutout bust detail that flaunts skin and a curve-hugging fit that's sure to make your past lovers jealous.

    Fit & Features

    • Slinky knit stretch fabric
    • Sweetheart cowl neckline
    • Spaghetti straps
    • Cutout bust detail
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001926

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: PLUM-2

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

  • Flirt Alert Floral Slit Midi Dress

    Leg pop approved. With a pleated waist and wrap-front slit, this floral midi dress brings the flirty vibes for any night out or dressed-up moment.

    Fit & Features

    • Stretch knit fabric with floral print
    • Square neckline, spaghetti straps
    • Side pleated seam
    • Front wrap slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000199

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Afterparty Chic Cowl Neck Midi Dress

    It’s giving red carpet energy, minus the entourage. This slinky cowl neck midi dress hugs in all the right places and flares out just enough to serve drama with stiletto heels!

    Fit & Features

    • Slinky knit fabric with moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Flared trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000606

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love in Bloom Floral Off-Shoulder Dress

    Bloom in this lovely floral off-shoulder midi dress to enchant at every party or event! This dress hugs your curves in all the right places with soft ruching and a flared hem that moves like a dream.

    Fit & Features

    • Floral print, smooth knit stretchy fabric, lined
    • Off-shoulder neckline
    • Bodycon silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000285

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sheen Strapless Ruched Satin Midi Dress

    Show off a luxe sheen in this curve-hugging midi dress designed with smooth satin-knit fabric perfect for your next cocktail party. It features a strapless straight-across neckline, ruched side and back seams to flaunt your stunning figure, and a back slit accent at the midi-length hem.

    Fit & Features

    • Satin knit fabric, plenty of stretch
    • Strapless straight neckline
    • Ruched side and back seams
    • Back zipper closure
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3797

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Jewel Rhinestone Strap Midi Dress

    The shining jewel of your dress collection! Bedazzle everyone in this sultry midi dress featuring a sleeveless one-shoulder neckline, a dual rhinestone trim strap, a ruched side seam that accentuates your curves, a bodycon silhouette, and an asymmetrical slit hem. Style with a cuff bracelet and heels to complete the look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual rhinestone trim strap
    • Ruched side seam
    • Bodycon silhouette
    • Asymmetrical slit midi hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2075

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet & Saucy Midi Dress
    Get a sweet look with a bit of attitude in this navy blue midi dress! It features a deep sweetheart, off the shoulder neckline with a small ruffle trim, a lightly padded bust, a V wire front for structure, a leg slit, and a body-hugging fit. Dress is composed of an unlined crepe fabric with a moderate stretch. 

    Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small

    Style Number/Barcode: 05101-8517

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Agenda Floral Mesh Off-The-Shoulder Midi Dress

    If the group chat says “dress up,” this is the one you’re sending a mirror pic in. This floral mesh midi dress smooths and sculpts with ruched detailing, while the off-the-shoulder sweetheart neckline keeps it flirty enough for weddings, cocktail plans, and every “dress cute” invite on your calendar.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Sweetheart neckline, off-the-shoulder straps
    • Ruched detailing
    • Back zipper closure
    • Midi-length flared hem, form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000774

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirty Attire Ruffle Trim Glitter Midi Dress

    This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, ruffled trim
    • Cascading ruffled accents
    • Bodycon silhouette
    • Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch 
    • Runs true to size

    Style Number/Barcode: 05101-2793

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alicia Formal Sleeveless Midi Dress
    Special Occasion 

    Radiate elegance in our sleek Alicia dress! She features a sleeveless bodice, a plunging V neckline, a bar strap accent and a midi length silhouette. She is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4128

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ever So Chic Wrap-Front Midi Dress

    Ever so chic, this smooth and sleek midi dress will create a figure-flattering silhouette. It features a sleeveless cowl neckline with pleated detailing, spaghetti straps, an alluring open back with a cross-back strap design, a midi-length hem with a faux wrap-front creating a stylish slit, and a curve-hugging silhouette. The knit fabric offers plenty of stretch. Complete the look with clear heels.

    Fit & Features

    • Sleeveless cowl neckline, pleated detailing
    • Spaghetti straps
    • Open back, cross-back strap design
    • Midi-length hem, faux wrap-front, front slit
    • Form-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1984

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressive Beauty Bodycon Midi Dress

    Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3933

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale