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.

  • What A Look Velvet Marble Pattern Midi Dress

    This gorgeous midi dress flaunts a flocked velvet marble pattern with delicate mesh fabric. With its cowl neckline, adjustable spaghetti straps, bodycon silhouette, and front slit, this dress gives you a stunning look. Complete the look with a bracelet and earrings for a cocktail or birthday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Flocked marble pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2746

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Begging For More Low Tie-Back Midi Dress

    One go in this slinky midi dress, and everyone will be begging for more sights of you in it! Featuring a sleeveless square neckline, wide shoulder straps, a sexy low back with tie closure, a bodycon silhouette, and a side slit cutout. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Low back with ie closure
    • Bodycon silhouette
    • Side slit cutout, midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2393

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tilda Formal Velvet Midi Dress

    Special Occasion

     Put your curves on display in the gorgeous Tilda formal velvet dress destined to be your plus one for a wedding or banquet! She features a sleeveless surplice v-neckline, spaghetti straps, a form-hugging silhouette, and a faux wrap midi-length hem with a slit. The formal dress is composed of luxuriously soft velvet fabric with a bust lining and plenty of stretch. Style with fringe earrings and heels to complete the look!

    Fit & Features

    • Sleeveless surplice v-neckline, bust lining
    • Spaghetti straps
    • Form-hugging, front slit
    • Faux wrap midi-length hem
    • Luxe velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1234

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Desire Trumpet Midi Dress

    Bring on the florals babe! Designed with a v neckline, spaghetti straps that are adjustable, and a for fitting silhouette that leads to a ruffled trumpet high low hemline. Composed of a scuba material that offers moderate stretch and showcases a velvet floral pattern.  

     

     

    Style Number/Barcode: 05101-0125

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brenda Velvet Cutout Midi Formal Dress

    Special Occasion

    Designed for those slow-motion, all-eyes-up moments, the Brenda formal dress glows in luxe velvet with a sculpted bodycon fit that traces every curve. The cowl sweetheart neckline, front slit, and cutout twist back create an effortlessly refined silhouette that delivers chic drama from every angle.

    Fit & Features

    • Soft stretch velvet fabric lined with knit
    • Cowl neckline with tank-style straps, padded bra cups
    • Back cutout detail at the back with twist-knot design
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, galas, formal celebrations, holiday parties, New Year's Eve, cocktail soirees, birthday dinners, fashion-forward events, art gallery openings, formal receptions, red-carpet occasions

    Style Number/Barcode: 05001-000585

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER, NAVY

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

  • Picture Perfect Color Block Midi Dress

    For a picture-perfect look you'll be reaching for this color block midi dress for any casual plans! The strapless fitted bodice accentuates your silhouette while the flowy midi-length hem creates an elegant movement as you walk. Plus, keep your hands warm in the convenient hidden side pockets!

    Fit & Features

    • Woven cotton-blend fabric, stretchy knit lining
    • Strapless color block fitted bodice
    • Hidden side pockets
    • Back zipper and hook-eye closure
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6109

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Soul Strapless Floral Flare Midi Dress

    A floral midi dress that'll capture your sweet essence! Designed with a strapless sweetheart neckline, this dress boasts a form-hugging fit and a trendy flare hem for effortless style.

    Fit & Features

    • Ditsy floral print lined with stretchy knit
    • Strapless sweetheart neckline, padded bra cups
    • Form-hugging fit
    • Flare midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000036

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance Will Blossom Corset Floral Mesh Midi Dress

    Romance will blossom everywhere you go in this floral mesh midi dress!  With adjustable spaghetti straps and a square neckline, this dress perfectly accentuates your figure. The flexible boning and side ruched seams enhance your shape, while the midi-length hem adds a touch of chic. Complete the look with earrings and sleek heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3424

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Era Lace-Up Glitter Knit Midi Dress

    Show up looking like a sparkling icon in this glitter midi dress entering celebration dinners or parties! Designed with a flattering V-neckline and dual spaghetti straps, it hugs your curves in a bodycon silhouette. The lace-up back adds a touch of sophistication, while the side slit and midi-length hem create a glamorous and modern look you'll adore! Complete the look with a clutch and rhinestone block heels for extra shimmer with every step.

    Fit & Features

    • Glitter knit fabric with stretch
    • Dual spaghetti straps
    • Lace-up
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3131

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Caught In The Drama Rhinestone Fishnet Midi Dress

    Everyone will get caught up on you in this fishnet midi dress - the perfect catch for a night on the town! Featuring a V-neckline, adjustable spaghetti straps, a sleek bodycon silhouette on rhinestone embellished fishnet fabric, and mesh lining for a glamorous feel. Complete the look in strappy stiletto heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Rhinestone embellished, fishnet fabric, sheer mesh lining
    • Runs true to size

    Style Number/Barcode: 05103-5348

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Approved Floral Lace Midi Dress

    This alluring floral lace midi dress is totally date night approved! It features a sleeveless square neckline, spaghetti straps, an open back with a strappy lace-up design for a customized fit, a midi-length hem with a high front slit, and a form-hugging silhouette. The sheer lace fabric includes a full knit lining. Style with sleek stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Sheer floral lace fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2108

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Will You Be My Sweetheart Midi Trumpet Dress

    Hey girl, will you be my sweetheart? Because you look like you're quite the romantic! 

    Fit & Features

    • Off shoulder
    • Fold over sweetheart neckline
    • Form fitting silhouette
    • Crepe
    • Moderate stretch
    • Midi length
    • Trumpet flared hemline

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

    Style Number/Barcode: 05101-0267

    Category Name: Midi Cocktail Dresses

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Look Glitter Mesh Midi Dress

    You'll catch all the glances at your next glam affair with your gorgeous look in this glitter mesh midi dress! It features a sleeveless square neckline, spaghetti straps, chic ruching down the side seams, a mid-length hem with an alluring high side slit, and a bodycon silhouette to showcase your curves. The sheer glitter mesh fabric includes a full-length knit lining. Style with strappy stilettos!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruched side seams
    • Mid-length hem, high side slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2963

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Status High Slit Ruched Bodycon Midi Dress

    Level up your sultry status in this iconic high slit ruched bodycon midi dress! Designed with stretchy smooth knit fabric with a mini-length lining, the chic all-over ruching and bodycon silhouette will flaunt your gorgeous curves. The mid-length dress features a sleeveless V-neckline, spaghetti straps, an alluring open back with a cross-back lace-up strappy design for a customized fit, and a high-cut side slit to showcase some leg. Style with statement earrings and stiletto heels.

    Fit & Features

    • Stretchy smooth knit fabric with mini-length knit lining
    • V-neckline, spaghetti straps
    • Open back, cross-back lace-up straps
    • Ruching
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2936

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vanessa Formal Crepe Midi Dress

    Special Occasion

    Keep it classically chic in our elegant Vanessa midi dress! Her off the shoulder neckline is perfect for pairing with a statement necklace and midi length showcases glowing gams! 

    Fit & Features 

    • Off The Shoulder Neckline 
    • Wrap Sweetheart Bust 
    • Princess Seams 
    • Midi Length Silhouette | Wrap Style
    • Lined Crepe Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0397

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Fab Asymmetrical Midi Dress

    Keep it fab in this sleek midi dress that shows off a hint of leg! It features a sleeveless bodice, a V neckline with a mini lattice strap accent, spaghetti straps and a midi length silhouette with an asymmetrical high slit. Dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

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

    Style Number/Barcode: 05101-0218

    Category Name: Midi Cocktail Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Ready For Cocktail Hour Satin Mesh Midi Dress

    This gorgeous satin mesh midi dress will have you ready for cocktail hour! Featuring a sleeveless sweetheart neckline with a sleek satin bust, adjustable spaghetti straps, a ruched mesh body, and a midi-length hem with a curve-hugging silhouette, this dress is so elevated and chic. The sheer mesh fabric includes a full knit lining. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Satin bust, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruched mesh body
    • Midi-length hem, back slit accent, curve-hugging fit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1901

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Celeste Deep V Sequined Dress

    Special Occasion

    Make a sultry statement when you say it with sequins in our Celeste dress! She features all-over sequin embellishment, long sleeves, a bodice with deep Vs at front and rear, a back zip, hook-and-eye closure, and a midi-length, wrap-style skirt. Celeste is fully lined and made from a poly material with minimal stretch. 

    Model is 5'7" with a 34" 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: 05001-4062

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Georgina Metallic Ruched Midi Dress

    Special Occasion

    With all that shine, you know you gotta show it off! Work your charm in our dazzling Georgina dress! 

    Fits & Features

    • Spaghetti Straps I V Neckline 
    • Midi Length Silhouette I Ruching At The Side I Front Slit 
    • Woven glitter fabric
    • Back Zipper With Hook & Eye Closure 
    • Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0367

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Low Ruffle Hem Satin Dress

    Look party-ready with this elegant and sultry high-low dress!

    Fits & Features

    • Spaghetti Straps That Cross At Back
    • Square Neckline I Vertical Darts At The Bust
    • High-Low Hem With Ruffle Trim Detail 
    • Satin-Like Composition I Fully Lined
    • Body-Hugging Fit
    • Moderate Stretch

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0438

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jezebel Velvet Burnout Midi Dress

    Special Occasion

    Get a little frisky in our Jezebel!

    Fits & Features

    • Deep V Neckline
    • Long Sleeve
    • Long Hemline That Meets Mid-Length 
    • High Slit At Side
    • Inner Bodysuit 
    • Mesh Composition With Velvet Burnout Detail
    • Form-Fitting Silhouette I Moderate Stretch 

     

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

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0276

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Styled To Stun Mesh Midi Dress

    A dress with quiet-but-deadly allure, this mesh sleeve midi dress blends sleek structure with sheer drama. Its ruched body and sculpted square neckline make it the perfect pick for nights when you want subtle sophistication with a little edge.

    Fit & Features

    • Stretch mesh fabric, knit lining
    • Square neckline with sheer mesh long sleeves
    • Back keyhole with zipper closure
    • Bodycon silhouette
    • Ruched midi skirt with back slit for movement
    • Runs true to size

    Style Number/Barcode: 05101-000781

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Sparkling Glam Velvet Glitter Halter Midi Dress

    The velvet glitter dress features a sleeveless v-shaped halter neckline, a wrap silhouette, and a midi-length hem. Complete a semi-formal outfit with glitter heels.

    Fit & Features

    • Lined velvet glitter fabrication
    • Sleeveless
    • V-shaped halter neckline
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3803

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale