Midi Cocktail Dresses

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Midi Cocktail Dresses: The Sweet Spot Between Classic and Current

Slip into midi cocktail dresses made for every RSVP on your calendar. These mid-length silhouettes strike the perfect balance—long enough to feel elevated, short enough to keep it flirty. Whether you're headed to a summer wedding, upscale dinner, or cocktail party with your crew, Windsor’s collection offers midi dresses for cocktail parties that are stylish, flattering, and totally vibe-checked.

Make a Statement in Color & Cut

Turn heads in new summer shades like cherry red, pastel green, vibrant pink, and ocean-inspired blues. Or keep it chic in timeless neutrals like black, ivory, and tan. From halter-neck cocktail dresses with open backs to off-shoulder cocktail dresses and figure-flattering wrap fronts, each style was made to serve effortless sophistication. Prefer a little structure? Mid-length cocktail dresses in bodycon fits give you that tailored feel, while flowy A-lines bring the movement. Get inspired by these stylist picks: 11 Midi Cocktail Dresses For Your Next Soirée!

Details That Elevate Every Moment

These dresses are designed to flatter and flex for every occasion. You’ll find stylish necklines like sweetheart, cowl, and V-neck, plus strapless designs and sleeveless styles ideal for warm-weather events. Keep your look fresh with new and exclusive floral prints that give your outfit just the right amount of pop. Whether you're dressing for day or night, these midi cocktail party dresses bring main character energy to every event.

Shop Windsor’s midi-lengths and cocktail dresses online, in-app, or in one of 350+ stores and make your next celebration a style standout.

  • Iconic Silhouette Off-Shoulder High Slit Midi Dress

    Show off an iconic silhouette and flaunt your stunning curves in this midi dress designed with sleek and smooth knit fabric. It features an asymmetric off-shoulder neckline with a draped cowl design at the bust, ruched detailing, and a high-cut side slit.

    Fit & Features

    • Smooth and stretchy knit fabric
    • Asymmetric off-shoulder cowl neckline
    • Ruched detailing
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3595

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Crepe One-Shoulder Midi Party Dress

    Special Occasion

    Showcase your sophisticated style in the Summer midi party dress for every special occasion this season! She features a head-turning strappy back and a one-shoulder neckline, fitted bodice, and a high-cut slit on a midi hemline perfect for showing off some skin. The party dress is composed of a crepe knit fabric with a moderate stretch. Complete your look in radiant rhinestone heels and a matching clutch.

    Fit & Features

    • One-shoulder, strappy back
    • Fitted bodice
    • High-cut slit, midi hem
    • Crepe knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0895

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adley Formal Glitter Lace-Up Midi Dress

    Special Occasion

    Discover a look that's chic and sparkly in the Adley formal glitter midi dress! Boasting a square neckline and spaghetti straps that lace up in the back, she's designed with a flattering form-hugging silhouette, a stylish side slit, and glitter knit fabric for a luxurious aesthetic. Complete the look in heels for a banquet or holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Form-hugging, side ruched seams
    • Side slit, midi-length hem
    • Glitter knit fabric, sewn-in knit lining. moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2017

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Total Babe Alert Midi Dress

    Watch out, we have a total babe alert with you in this gorg midi! Wear for a night out on the town!

    Fit & Features

    • One shoulder neckline | Tank-like shoulder strap
    • Ruched side detailing
    • Mid-length, curve hugging fit
    • Knit fabric | Plenty of stretch
    • Knit lining

    Style Number/Barcode: 05101-0763

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Arrive Like A Vision Scoop Halter Midi Dress

    Arrive like a vision in this sultry sleeveless midi dress at rehearsal dinners or a dressy date night! Crafted from a slinky knit fabric that fits like a glove, this midi-length dress exudes sophistication with a scoop halter neckline, a partially open back to show some skin and a flattering bodycon silhouette with a side slit detail for movement. Complete the look with earrings and a clutch!

    Fit & Features

    • Slinky knit fabric lined with stretchy knit
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3303

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kacie Formal Velvet Midi Dress

    Special Occasion

    Prepare for all the jaws to drop when you're seen in the Kacie formal velvet dress at the annual holiday party! She features an elegant one-shoulder neckline, a long sleeve, a cutout bust, and a form-hugging, midi-length slit hem. The formal dress is composed of a luxuriously soft velvet fabric with a sewn-in lining and moderate stretch. Complete your dressy look in glitzy heels and a clutch.

    Fit & Features

    • One-shoulder neckline, long sleeve, cutout bust
    • Strapless or sticky bra recommended
    • Form-hugging silhouette
    • Midi-length slit hem
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1265

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Sweetheart Bustier Ruched Midi Dress

    You are sizzlin' in this sexy number! It's the perf night out dress for a GNO!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline I Bustier Style, Padded Bust
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Slit At Side
    • Mesh Lined Fabric 
    • Curve Hugging Fit I Ample Stretch
    • Ruching All Over 

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

      Style Number/Barcode: 05101-0737

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lustrous Velvet Dress

      This simple velvet dress is all you need to stay trendy all season long! 

      Fit & Features 

      • Elastic Off The Shoulder Neckline
      • Short Sleeves
      • Midi Length
      • Velvet 
      • Fully Lined
      • Moderate Stretch 
        Model is 5'6 with a 32" bust, 23" waist and 34" hips. She is wearing a size small.

       

      Style Number/Barcode: 05101-7558

      Category Name: Midi Cocktail Dresses

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Best In Town Crepe Sweetheart Midi Dress

      You'll be best dressed all over town in this crepe midi dress perfect for wearing on rotation! It features a sleeveless sweetheart neck with a padded bust, sleek spaghetti straps, a curve-hugging silhouette, and a flirty front slit along the flowy hem. Complete the look with a pop of gold jewelry. 

      Fit & Features

      • Sleeveless sweetheart neck, padded bust
      • Spaghetti straps
      • Curve-hugging silhouette
      • Front slit, flowy midi-length hem
      • Crepe fabric, bust lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2046

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stunning Silhouette Bodycon Midi Dress

      Show off a stunning silhouette in this sleek knit midi dress featuring a sleeveless square neck, ruching to flaunt your figure, and a hanky hem with a chic flared fit. Style with stilettos for cocktail hour!

      Fit & Features

      • Smooth knit fabric, high stretch, stretch knit lining
      • Sleeveless square neckline
      • Spaghetti straps
      • Ruching
      • Bodycon silhouette
      • Midi-length hanky hem
      • Runs true to size

      Style Number/Barcode: 05101-4112

      Category Name: Midi Cocktail Dresses

      Price: $38.90

      Availability: In Stock

      Available Color: SAGE

      Available Size: M, L, XL

      Product Badge:
      • Best Seller
    • Jolene Formal Chiffon Off-The-Shoulder Dress

      Special Occasion

      Chic and sophisticated, the Jolene formal midi dress is a stunning pick for rehearsal dinners or cocktail soirees! She features a chiffon bodice with an off-the-shoulder neckline, sheer peasant long sleeves, and a V-wired front. Her form-hugging silhouette offers a flattering front slit and a midi-length hem. The formal dress is composed of a crepe fabric with a sewn-in knit lining and plenty of stretch. Complete the look in sparkly platform heels.

      Fit & Features

      • Chiffon bodice, off-the-shoulder neckline
      • Sheer peasant long sleeves, V-wired front 
      • Form-hugging silhouette
      • Front slit, midi-length hem
      • Crepe fabric, sewn-in knit lining, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1565

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S

      Product Badge:
      • Sale
    • Laila Formal Crepe Twist Midi Dress

      Special Occasion

      The Laila midi dress offers a playful twist for cocktail parties and dinner dates! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a twisted bust with a keyhole cutout, a form-hugging silhouette, and a flirty front slit along the hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Complete the look with hoop earrings and heels.

      Fit & Features

      • Sleeveless sweetheart neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Twisted bust, keyhole cutout
      • Form-hugging, slit midi-length hem
      • Lined crepe, moderate stretch
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1295

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylish Strappy Moment Midi Dress

      Have yourself a stylish strappy moment in this sleek midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, and a fitted midi-length silhouette with a sultry side slit to showcase some leg. Complete the look with trendy clear mules.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Cross-back lace-up strappy design, tie closure
      • Midi-length, curve-hugging fit
      • Side slit
      • Smooth knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1395

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Bloom With A View Floral Ruffle Midi Dress

      Turn heads in this floral mesh midi dress at parties and on dates! Featuring a flirty v-neckline and bungee spaghetti straps, and a bodycon silhouette that accentuates your curves. The asymmetrical-cut ruffled midi-length hem adds a touch of playfulness to the elegant watercolor floral print in airy mesh-lined fabric. Complete the look in a cute open-front cardigan and heels!

      Fit & Features

      • Sleeveless V-neckline
      • Bungee spaghetti straps
      • Bodycon silhouette
      • Asymmetrical-cut ruffled midi-length hem
      • Watercolor floral print
      • Airy mesh fabric, short stretchy knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2987

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sienna Formal Sequin Lace-Up Midi Dress

      Special Occasion

      The Sienna formal sequin dress is party favored among the rest! She features a sleeveless square neckline, adjustable spaghetti straps, an open lace-up back with tie closure, a bodycon silhouette, and a flirty front slit along the midi-length hem. The formal dress is composed of a sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look in strappy rhinestone heels for a banquet or dressy engagement party!

      Fit & Features

      • Sleeveless square neckline, adjustable spaghetti straps
      • Open lace-up back, tie closure, lower zipper and hook-eye closure
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Sequin-scroll pattern, mesh fabric, stretchy knit lining
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1639

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Special Touch Velvet Off-The-Shoulder Midi Dress

      Elevate your evening look in this stunning velvet midi dress! Boasting an alluring off-the-shoulder neckline, the knee-length dress features short-sleeve cuffs, a non-slip grip lining, a form-hugging fit, and a ruffled midi-length hem, this velvet dress exudes elegance. Complete the look in high heels for a semi-formal party!

      Fit & Features

      • Off-the-shoulder neckline
      • Non-slip grip lining, short sleeve cuffs
      • Form-hugging fit
      • Ruffled midi-length hem
      • Soft velvet fabric, knit lining at bust, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2614

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Romantic Vibes Floral Mesh Midi Dress

      Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.

      Fit & Features

      • Sleeveless cowl neckline
      • Bungee spaghetti straps
      • Mid-length, form-hugging fit
      • Sheer mesh fabric, knit lining, floral print
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1094

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Abstract Beauty Mesh Midi Dress

      Stun like the one-of-a-kind beauty you are with a midi dress that slays! The dress features a sleeveless square neckline, bungee spaghetti straps, an abstract-watercolor print, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear heels.

      Fit & Features

      • Sleeveless square neckline, elastic band
      • Bungee spaghetti straps
      • Abstract watercolor print
      • Midi-length silhouette
      • Lined mesh fabric, ruched detailing
      • Form-hugging fit, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-4229

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cocktail Hour Strapless Satin Slit Midi Dress

      The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! 

      Fit & Features

      • Silky satin fabric, sewn-in knit lining
      • Strapless pleated neckline, padded bra cups
      • Back zipper and hook-eye closure
      • Form-hugging fit
      • Side slit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-3895

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: MAUVE, MAROON

      Available Size: XS, S, M, L

    • Lizzy Feather Trim Satin Slip Dress

      Special Occasion

      Step out with a dramatic flair in the Lizzy sleek satin slip dress! She features a sleeveless square neckline with a fabulous marabou feather trim, adjustable spaghetti straps for a customized fit, and a flowy, midi-length, A-line silhouette. The smooth lightweight woven satin fabric showcases a luxe sheen. Complete the look with sparkling rhinestone heels.

      Fit & Features

      • Sleeveless square neckline, marabou feather trim
      • Adjustable spaghetti straps
      • Back zipper, hook and eye closure
      • Midi-length hem, A-line silhouette
      • Woven satin fabric, no stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1408

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Classic And Sleek Knit Off-Shoulder Long Sleeve Midi Dress

      Classic and sleek, this stretchy knit midi dress features an asymmetric off-shoulder neckline with long fitted sleeves, ruching at the waist to accentuate your curves, and a bodycon silhouette. Style with stiletto heels for a chic outing!

      Fit & Features

      • Jersey knit fabric with plenty of stretch
      • Asymmetric off-shoulder neckline
      • Long fitted sleeves
      • Ruched waist
      • Midi-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05102-5977

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

    • Season Of Sequins Dress

      This holiday season, it's all about the sequins!

      Fits & Features

      • Adjustable Spaghetti Straps 
      • Sweetheart Neckline With Bust Seam Detailing I Padded Cups
      • Zipper With Hook & Eye Closure At Back
      • Sheer Mesh Fabric With Intricate Patterns Of Sequins
      • Fully Lined 
      • Form-Hugging Fit I Plenty Of Stretch

       

      Navy And Hunter: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

       

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

      Style Number/Barcode: 05103-0394

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Spark My Interest Glitter Midi Dress

      Spark everyone's attention when you arrive in this glitter midi dress to bring shimmer to dressy parties and semi-formal weddings! The dress features a sleeveless cowl neckline, spaghetti straps, a curve-hugging silhouette, and a sultry slit along the hem. Complete the look with fringe earrings and heels.

      Fit & Features

      • Sleeveless cowl neckline, spaghetti straps
      • Bust lining
      • Curve-hugging silhouette
      • Front slit, midi-length hem
      • Glitter knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2372

      Category Name: Midi Cocktail Dresses

      Price: $6.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chic Allure Mock Neck Ruched Mesh Midi Dress

      This curve-hugging ruched midi dress will bring a chic allure to your next party! Designed with a stretchy lined mesh fabric, it features a sleeveless halter mock neckline with a stylish draped detail, an open scoop-back design for a sultry touch, ruching down the side seams to flaunt your stunning figure, and a bodycon silhouette on the midi-length hem. Complete the look with metallic heels.

      Fit & Features

      • Stretchy sheer mesh fabric with knit lining
      • Halter mock neckline, back button closure
      • Open scoop-back design
      • Ruched side seams
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3434

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale