Midi Cocktail Dresses

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

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.

  • Annie Bodycon Wrap Satin Midi Formal Dress

    Special Occasion 

    Embrace classy sophistication in the Annie satin midi formal dress designed in a flattering bodycon silhouette with a chic wrap hem.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Square neckline
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, dressy celebrations, date night, cocktail soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05001-000406

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS

  • Turn On The Charm Ruffled Mesh Midi Dress

    A cutie like you will have no problem turning on the charm in this ruffled mesh midi dress at parties or rehearsal dinners! The sleeveless square neckline with a V-wired notch adds a sophisticated touch, while the shoulder straps and side ruched seams ensure a flattering bodycon fit and tiered ruffled midi-length hem. Complete the look in teardrop earrings and heels!

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Square neckline, V-wired notch
    • Shoulder straps
    • Bodycon fit
    • Tiered ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-2940

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE, PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • 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
  • Cocktail Soiree Floral Velvet Midi Dress

    Strut into the cocktail soiree in this floral velvet midi dress for a decadent party look. With a flattering cowl neckline and bodycon silhouette, you'll leave an impression! Pair with heels.

    Fit & Features

    • Floral velvet pattern on mesh fabric, sewn-in knit lining
    • Cowl neckline
    • Spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3721

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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
  • Marina Sweetheart Bodycon Formal Midi Dress

    Special Occasion

    Trend-right yet timeless, the Marina formal midi dress lends chic sophistication at every banquet or dressy celebration! Her sweetheart neckline and padded bra cups offer support and structure, while the adjustable spaghetti straps enhance the flawless fit. The side and back ruched seams create a bodycon silhouette that effortlessly hugs your curves and features a flirty side slit and midi-length hem. Complete the look in stiletto heels and a clutch!

    Fit & Features

    • Smooth, stretchy knit fabric lined with sewn-in knit lining
    • Padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2105

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Major View Low Back Bodycon Midi Dress

    Everyone will take in the view of you in this stunning sleeveless midi dress at cocktail parties or rehearsal dinners! Featuring a flattering cowl neckline and a low back with a strap accent, this dress hugs your curves in all the right places with its bodycon fit and midi-length hem. Complete the look in block heels, a bracelet, and clutch for a chic style.

    Fit & Features

    • Smooth knit fabric with stretchy knit lining
    • Cowl neckline
    • Low back with strap accent
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3452

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • 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

    Product Badge:
    • Ships Free
  • Skylar Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    Arrive in the sparkling Skylar formal glitter midi dress for rehearsal dinners or banquets! She features a square neckline, sheer peasant long sleeves, a bodycon silhouette, a front ruched seam atop a skin-flaunting slit, and a midi-length hem. The formal knee-length dress is composed of a glitter sheer mesh fabric that shimmers and shines and has a stretchy knit lining. Complete the look with a radiant choker necklace.

    Fit & Features

    • Square neckline, sheer peasant long sleeves
    • Bodycon silhouette
    • Front ruched seam and slit
    • Midi-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1625

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • 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

    Product Badge:
    • Ships Free
  • 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
  • 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:
    • Ships Free
  • 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
  • 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: $39.90

    Availability: In Stock

    Available Color: MAUVE

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

  • Sweet Talk Cutout Midi Dress

    Smooth, snatched, and straight-up stunning. This midi dress brings all the glam with a pleated sweetheart neckline, cutout back, and a form-hugging fit made to own the spotlight.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Pleated sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back with hook clasp closure strap
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000157

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: PINK

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

  • One To Remember Strapless Pleated Satin Midi Dress

    You'll be the girl they'll never forget in this satin midi dress as a stunning bridesmaid, wedding guest, or attending a dressy soiree! Featuring a strapless sweetheart neckline with pleating, this midi dress exudes elegance. The form-hugging silhouette accentuates your curves while the center back slit adds a touch of allure. Complete the look with dainty earrings and heels.

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • Strapless sweetheart neckline with pleating
    • Center back slit
    • Form-hugging silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3120

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Possibilities Floral Mesh Midi Dress

    The romantic possibilities are endless with this floral mesh midi dress! Designed with a floral leaf print, this midi dress features a flirty ruffle trim sweetheart neckline, a padded bust, and adjustable spaghetti straps. All-over ruching and the bodycon silhouette make this dress fit like a glove while the flirty side slit allows for movement. Complete the look in dainty stiletto heels for a date!

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • All-over ruching, bodycon silhouette
    • Side slit, midi-length hem
    • Floral leaf print, stretchy mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3085

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Glam Vibes Glitter Ruched Midi Dress

    Give off those sultry glam vibes in this curve-hugging glitter ruched midi dress! It features a sleeveless square neckline, spaghetti straps, ruching down the side and back seams, a midi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette to flaunt your figure. The sheer glitter mesh fabric includes a full-length lining. Complete your look for cocktail hour with a rhinestone necklace and clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Ruching down the side and back seams
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2646

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale