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.

  • Something About Her Strappy Back Bodycon Midi Dress

    Eyes will linger as you stroll away in this sleeveless midi dress at cocktail parties!  Featuring a square neckline and spaghetti strap ties for a chic look. The strappy open back and lower ruched seam add alluring details to the bodycon fit. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Square neckline
    • Spaghetti strap ties
    • Strappy open back, lower ruched seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3298

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lynn Strappy Back Glitter Midi Formal Dress

    Special Occasion

    Captivating glitter defines the Lynn midi formal dress with sexy details you want to show off at banquets or dressy celebrations! Crafted from a glitter crepe fabric, she dazzles from head to toe. Her flattering V-neckline and padded bra cups offer comfort and highlight your bust while the sleek bungee spaghetti straps and strappy back add a touch of sophistication to the bodycon midi-length silhouette. Complete the look in elegant stiletto heels.

    Fit & Features

    • Glitter crepe woven fabric lined with stretchy knit
    • Bungee spaghetti straps
    • Padded bra cups
    • Strappy back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2034

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Radiance Floral Velvet Midi Dress

    Unlock your radiance in this floral velvet midi dress for a dressy dinner party! It features a sleeveless square neck, adjustable spaghetti straps, a sexy bodycon silhouette, and a side slit. The mid-length dress is designed with a flocked velvet floral pattern on mesh fabric with a stretchy knit lining. Complete the look with earrings.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Flocked floral velvet pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2555

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cathy Formal Crepe Slit Midi Dress

    Special Occasion

    An effortless silhouette meets its match on the Cathy formal dress you'll adore for cocktail parties and celebrations! She stuns in a captivating sleeveless, one-shoulder sweetheart neckline with a wire insert, tank-style strap, and a form-hugging midi-length silhouette with a sultry side slit. The formal dress is composed of a crepe knit fabric with a moderate stretch. Style with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless one-shoulder, sweetheart neckline
    • Wire insert, tank-style strap
    • Form-hugging silhouette
    • Midi-length hem
    • Crepe knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1404

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sarah Off-The-Shoulder Sequin Midi Dress

    Special Occasion

    Gorgeous and glam, the Sarah sequin midi dress will create a dazzling formal night-out look. She features an off-the-shoulder sweetheart neckline with built-in padded cups for all-night dancing support. Her high waist seam hugs your curves on the mid-length, fitted silhouette, and a flirty trumpet wrap hem. The sheer mesh fabric includes a full knit lining and a chic all-over sequin embroidered design. Style this dress with rhinestone statement earrings.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, built-in padded cups
    • Short fitted sleeves, back zipper closure
    • High waist seam, mid-length, fitted silhouette
    • Trumpet hem, wrap-front design
    • Sheer mesh fabric, full knit lining, minimal stretch
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-0666

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Luxe Velvet Off-The-Shoulder Midi Dress

    You'll look totally luxe and capture all the compliments in this chic midi dress designed with smooth velvet fabric. It features an off-the-shoulder sweetheart neckline with a fold-over design, a pleated faux wrap-front creating a high slit, and a midi-length slim-fit silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Velvet fabric
    • Off-the-shoulder sweetheart neckline, fold-over design, short sleeve cuffs
    • High waist seam
    • Pleated faux wrap-front design
    • High front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3877

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowl Neck Velvet Midi Dress

    Make a statement in this velvety piece. It features fixed spaghetti straps dropping down to a trendy cowl neckline and leads right into a midi length silhouette. The garment is composed of a rib knit lining and offers a curve-hugging fit with moderate stretch.  

     

    Style Number/Barcode: 05101-0076

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brook High Slit Midi Dress

    Special Occasion 

    Make it a formal affair in our cocktail ready Brook midi dress! Her high slit brings the drama, perfectly pairs with sleek stilettos and rhinestone accents!

    Fit & Features 

    • Off The Shoulder Neckline | Fold Over Accent
    • Slim Fit Bodice
    • Lined Smooth Knit Fabric
    • High Side Slit
    • Midi Length Silhouette 
    • Form Hugging Fit 
    • Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0372

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Midnight Garden Floral Midi Dress

    Fall florals, but make them sultry. This halter midi dress features a plunging neckline and all-over floral soutache design that catches the light with every move. With its body-skimming fit and subtle side slit, it’s made for candlelit dinners and dressy occasions!

    Fit & Features

    • Floral satin soutache designs, knit fabric, moderate stretch
    • Halter V-neckline
    • Open back, zipper and hook-eye closure
    • Side slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000374

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: PLUM

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

  • Majorly Stunning Sleeveless Bodycon Midi Dress

    A sleeveless midi dress features side ruched seams that accentuate your curves along the bodycon fit. Perfect for a banquet or dressy date. 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline
    • Shoulder straps
    • Side ruched seams
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3621

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Out Ready Cutout Midi Dress

    You'll be totally night out ready with this chic and alluring midi dress. It features a sleeveless asymmetrical one-shoulder neckline with a single spaghetti strap, a ruched side cutout at the waist, a midi-length, curve-hugging, bodycon silhouette, and a thigh-high side slit. Style with embellished heels.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Ruched side cutout at the waist
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1689

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark A Convo Midi Dress

    Be bold and daring in this off the moment midi dress. It features a sleeveless bodice, spaghetti straps that lead to a cross back, a wired notch V neckline with vertical seam detailing, a high waist seam, a ruched side detail, and a wrap front, asymmetrical hem. The dress is composed of a crepe fabric that offers moderate stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 05103-0299

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shonda Formal Sequin Marabou Strap Midi Dress

    Special Occasion

    Step out for a timeless evening in the Shonda formal midi dress! Crafted with a luxurious sequin-patterned mesh fabric, she features a V-cut plunge wired neckline, a padded bust, marabou trim shoulder straps, a bodycon silhouette, and a front slit, this midi-length dress is designed to show off your curves and add an understated glamour to any special night. Complete the look in stiletto pumps for a banquet or red carpet event!

    Fit & Features

    • Sleeveless plunge-wired V-neckline, V-cut back
    • Marabou trim shoulder straps, padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Sequin-pattern, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1704

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over You Sleeveless Midi Dress

    Show us who is boss in sleek midi! This mid length dress features a crew neckline, and a sleeveless bodice. Hem is tailored to a mid calf length, and dress is composed of a ponte material that offers moderate stretch. Throw on some heels and walk the walk!

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.  

    Style Number/Barcode: 05102-0189

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sabina Sweetheart Bodycon Satin Midi Formal Dress

    Special Occasion

    Make everyone fall for your chicness in the Sabina satin formal dress! Designed with a flattering sweetheart neckline, this dress will highlight your curves with its bodycon silhouette while the front wrap slit allows for easy movement.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Bodycon silhouette
    • Front wrap high slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, engagement parties, rehearsal dinners, milestone celebration dinners

    Style Number/Barcode: 05001-000024

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

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

  • Back Of My Mind Crepe Slip Dress

    You'll be unforgettable once they see you in this crepe slip dress perfect for casual parties and celebrations! It features a sleeveless V-neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the midi-length hem. Style with simple hoop earrings to complete the look!

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Crepe fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4826

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slip Into It Strapless Midi Dress

    Minimal effort, maximum effect. This sleek strapless dress stunner hugs every curve and makes it very clear who’s running the show tonight.

    Fit & Features

    • Stretchy knit fabric and lining
    • Strapless neckline
    • Side pleated seam
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000463

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timelessly Chic Sleeveless Flared Midi Dress

    Make a timeless impression in a midi dress that brings the flare! The textured scuba knit dress features a sleeveless square neckline, supportive tank shoulder straps, and a flared mermaid silhouette. Complete look with block heels for a date night look that wows. 

    Fit & Features

    • Lined scuba knit fabrication, moderate stretch
    • Sleeveless square neckline
    • Tank-shoulder straps
    • Flared mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3953

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Needs Met Sleeveless Slit Midi Dress

    A sleeveless midi dress that meets all of your style needs! This knee-length dress features a square neckline, wide shoulder straps, a flattering bodycon silhouette, and a front slit on woven fabric. Style this midi dress with sleek stiletto heels for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless square neckline
    • Wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2884

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nadine Formal Sequin Midi Dress

    Special Occasion

    Stand out in sequins as you wow them all in our Nadine sequin dress! 

    Fit & Features

    • V-Neckline I Padded Cups
    • Spaghetti Straps 
    • Midi Length Silhouette With Split At Center Back
    • Lined Mesh Fabric With Sequins Throughout 
    • Form-Hugging Fit 
    • 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: 05001-0265

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Living Diva Glitter Rosette Mesh Midi Dress

    This glamorous glitter midi dress will make you feel like a living diva! The beautiful glitter mesh dress is complemented by spaghetti straps, a v-neckline with a rosette flower applique, a bodycon silhouette with a high side slit and ruched seams, and an asymmetrical midi-length hem that will have you looking and feeling fabulous. Complete the look in fringe earrings for a dressy evening out!

    Fit & Features

    • Sleeveless V-neckline
    • Rosette flower applique
    • Spaghetti straps
    • Bodycon silhouette, side ruched seams
    • High side slit, asymmetrical midi-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2707

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Strapless Ruffle Midi Dress

    Made for the girl who never blends in. This strapless stunner brings luxe vibes with its curve-loving ruching and sheer mesh hem that was born to twirl under city lights.

    Fit & Features

    • Mesh fabric, sewn-in knit lining
    • Strapless tube neckline, no-slip grip lining
    • Hidden side zipper and hook-eye closure
    • Form-hugging fit
    • Asymmetrical sheer ruffled trim midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000518

    Category Name: Midi Cocktail Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: L

    Product Badge:
    • Sale
  • Misty Off Shoulder Glitter Dress

    Special Occasion

    You'll be channeling princess vibes in this one. Look magical in our glistening Misty dress! 

    Fits & Features

    • Off Shoulder Neckline I Fold Over Design
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Front Slit
    • Glitter Lurex Fabric I Fully Lined
    • Curve Hugging Fit I Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0330

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Temptation Metallic One Shoulder Midi Dress

    Create a tempting and sweet look in this metallic midi dress for dressy dinner celebrations or parties! The knee-length dress features a sleeveless one-shoulder neckline with a tank strap, side ruched seams to accentuate your curves, a bodycon silhouette, and a flirty asymmetrical hem. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank strap
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Asymmetrical midi-length hem
    • Metallic knit fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2862

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale