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.

  • Callie Sleeveless Satin Midi Dress

    Special Occasion

    The Callie satin midi dress will keep your formal looks sleek and oh-so-chic! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, front ruching at the waist, and a mid-length, wrap-front fitted silhouette creating a front slit. Style this dress with pretty hoops and clear heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching at the waist
    • Mid-length, wrap front skirt
    • Back zipper, hook and eye closure
    • Satin fabric, woven lining
    • Fitted silhouette, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-0759

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Lover Ruched Midi Dress

    Show off your love for florals with this midi dress that will have you totally lovestruck! The dress features a sleeveless square neckline, spaghetti straps, a floral print, a ruched body, 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 sandals and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Ruched body
    • Midi length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1034

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunner Status Body Con Dress

    Make an immediate impression in this fab, curve-flattering mini! (Think future LBD hall-of-famer.) Dress features spaghetti straps, a sweetheart bodice with back zip, seamed bust with wire V detail at chest, a banded waist cutout, and a slim-line pencil skirt. Dress is made from a woven nylon and viscose blend with moderate stretch. 

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

    Style Number/Barcode: 05103-0273

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Shine Glitter Satin Lace-Up Midi Dress

    Unlock a stylish shine in this glitter satin midi dress boasting a lace-up strappy design and a chic faux-wrap slit perfect for pairing with heels.

    Fit & Features

    • Glitter satin fabric with knit bust lining, moderate stretch
    • Square neckline
    • Spaghetti straps, open cross-back lace-up strappy design
    • High waist seam, pleating
    • Faux wrap-front design, front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3588

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You're The One Bodycon Midi Dress

    There's truly no one like you bb girl! With a statement single strap and a figure-hugging fit, you'll be feeling fierce in this basic ribbed dress! 

    Fits & Features

    • One Shoulder Strap 
    • Slanted Neckline
    • Midi Length Hem 
    • Ribbed Knit Fabric 
    • Figure Hugging I Moderate Stretch

    Style Number/Barcode: 05102-0685

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Chic Flocked Floral Off-The-Shoulder Midi Dress

    This midi dress serves that effortlessly chic confidence the second you slip it on. The off-the-shoulder drape and flocked floral velvet bring a soft, sultry vibe that feels perfect for every dressed-up moment.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Flocked velvet floral pattern
    • Sweetheart neckline, no-slip strip, padded bust
    • Off-the-shoulder short sleeve cuffs
    • Ruching, back zipper with hook-eye closure, back slit
    • Midi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000751

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In the Moment Bodycon Midi Dress

    Sleek, sultry, and ready to steal the spotlight—this bodycon midi dress hugs in all the right places. The twist bust detail and V-neckline keep it flirty while the long sleeves add chic flair.

    Fit & Features

    • Smooth, double-lined knit stretch fabric
    • Fitted long sleeves
    • V-neckline with a twist bust
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000307

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Malia Off Shoulder Ruched Dress

    Special Occasion

    Look captivating in our mesmerizing Malia! She'll hug you in all the right places and show off your figure!  

    Fits & Features

    • Off Shoulder Neckline With Mesh Fold-Over 
    • Unlined, Fitted Long Sleeves 
    • Midi Length Silhouette I Side Slit
    • Mesh Fabric I Knit Lining I Ruching Throughout
    • Curve Hugging Fit I Plenty Of Stretch 
    • Zipper Not Included

     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: 05001-0369

    Category Name: Midi Cocktail Dresses

    Price: $34.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Emelia Satin High Slit Midi Dress

    Special Occasion

    Designed for the nights that call for a little extra allure, the Emelia satin midi dress glides with a sleek, sculpted silhouette and a bold high slit designed to turn heads. The lace-up back adds an irresistible touch of drama that elevates the entire silhouette.

    Fit & Features

    • Satin-knit fabric with knit lining, high stretch
    • Sleeveless pleated cowl neckline, padded bust
    • Tank-like shoulder straps
    • Open lace-up back design with tie closure, lower back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length hem, form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, dressed-up dinners, formal date nights, wedding guests, bridesmaids, and winter formals.

    Style Number/Barcode: 05001-000539

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Iconic Satin Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is perfect for a cocktail party or date night! The asymmetric pleating under the bust and at the waist will highlight your curves while the back slit adds some movement to the bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Square neckline, pleating
    • Spaghetti straps
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3709

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Debut Satin Pleat Midi Dress

    Everyone will love your debut in this dressy satin midi dress! It features a sleeveless v-neckline with a pleated overlay, sleek spaghetti straps, and an open strappy back design, and a bodycon silhouette. Complete the look in sparkly stiletto mules.

    Fit & Features

    • Sleeveless v-neckline with a pleated overlay
    • Spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Midi-length hem
    • Smooth satin fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1890

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Glam Abstract Floral Ruched Midi Dress

    Bring a romantic aura with a sweet midi dress that features a sleeveless sweetheart neckline, ruching, and an abstract floral print. Complete date night outfit with a sleek clutch.

    Fit & Features

    • Mesh fabrication, stretchy knit lining
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching
    • Abstract floral print
    • Midi length hem

    Style Number/Barcode: 05101-3777

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sultry Strappy Midi Dress

    This simple and sultry midi dress is a must-have for refreshing your night-out look! It features a sleeveless V-neckline, dual spaghetti straps with a cross-front and cross-back design, and a mid-length, curve-hugging silhouette. Style this dress with rhinestone earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Cross-front and cross-back designs
    • High waist seam
    • Mid-length, form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1150

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Robin Formal Satin Midi Dress

    Special Occasion

    She's Sleek, and she's polished and we love! Designed with a strapless straight neckline, with a removable faux fur trim, a form fitting bodice and that has padded cups, and a horizontal stitching at the hem mid waist. Her bodice leads to skirt high waist and leads down to a mid calf length with a high slit feature. Dress is composed of a satin material that offers slight stretch.

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0236

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping It Classy Satin Bustier Ruffle Midi Dress

    Embrace timeless sophistication in this satin midi dress! Featuring a sweetheart neckline, tank shoulder straps, and a padded underwire bust, the midi dress also has flexible boning inserts and a form-hugging silhouette with a high front slit and ruffle trim for added flare. Complete the look with a gorgeous necklace for a banquet!

    Fit & Features

    • Sleeveless sweetheart neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Padded underwire bust, flexible boning
    • Form-hugging, high front slit, ruffle trim
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2914

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Noir Lace Up Midi Dress

    A dreamy blend of structure and softness, this strapless midi dress features flocked florals, a sculpted sweetheart neckline, and a lace-up back that adjusts to your perfect fit. The trumpet hem adds that subtle drama, giving every step a little movie-moment movement.

    Fit & Features

    • Flocked velvet, mesh-lined stretchy fabric
    • Strapless sweetheart neckline, padded bra cups
    • Lace-up back, zipper and hook-eye closure
    • Bodycon fit, flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000635

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Velvet Bloom Flocked Floral Strapless Midi Dress

    Cue the compliments—this velvet flocked floral midi dress was made to steal them. The strapless neckline and bodycon fit serve up effortless glam for nights that call for drama.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Ruching
    • Back zipper with hook-eye closure
    • Midi-length bodycon silhouette, back slit
    • Runs true to size

    Style Number/Barcode: 05101-000453

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped In Chic Ruched Midi Dress

    Wrap yourself in a chic midi dress that makes a stunning statement! The dress features a wrap V-neckline, long sleeves, ruching, an asymmetrical side slit, 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 heels and a rhinestone anklet

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Ruching 
    • Asymmetrical side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1228

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Quietly Captivating Floral Midi Dress

    Soft florals, sleek lines, and just enough drama. This floral midi dress skims the body with delicate straps and a front slit that moves with you, making it an easy pick for date nights, weddings, or shower celebrations.

    Fit & Features

    • Floral pattern on smooth, knit stretchy fabric
    • Square neckline with spaghetti straps
    • Front slit accent
    • Form-hugging midi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000505

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Work Sleeveless Tank Midi Dress

    Make a bold statement in any setting in this sleeveless midi dress perfect for work or play! The midi dress features a sleeveless square neckline, an underbust seam, tank shoulder straps, a bodycon silhouette that flaunts your curves, and a flirty center back slit accent on smooth woven fabric. Complete the look with pumps and a posh jacket for business mixers and happy hour!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Underbust seam
    • Bodycon silhouette 
    • Midi-length hem, center back slit
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2871

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh My Ruched Asymmetric Dress

    Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!

    Fits & Features

    • High Neckline 
    • Spaghetti Straps
    • Drawstring Ruching At The Side 
    • Asymmetric Midi Length Hemline 
    • Stretchy Jersey Knit Fabric I Partial, Mini Length Lining 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05101-0516

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Muse Floral Midi Dress

    Soft florals and a sleek silhouette make this one an instant favorite. This strapless floral eyelet bodycon midi dress hugs your curves and adds a polished look for brunch, garden parties, and getaways.

    Fit & Features

    • Ditsy floral print, eyelet knit fabric, soft lining
    • Strapless tube neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000570

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Blossoms Floral Midi Dress

    Elevate your evening out with this floral midi dress everyone will be envious of from the moment you enter the room! Featuring a sleeveless V-neckline, spaghetti straps, an open lace-up back with tie closure, a form-hugging silhouette, and a sultry front slit. The lined mesh fabric features a romantic floral pattern. Layer with a chic duster trench coat to complete the look!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Open lace-up back, tie closure
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Floral pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2104

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Luxe Velvet Midi Dress

    You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, wrap-front
    • Spaghetti straps
    • Midi-length, curve-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 05101-1196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free