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.

  • 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
  • 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
  • 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
  • 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: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Secret Garden Backless Midi Dress

    Florals but make them sultry. With a sleek fit, tie-back detail, and velvet rose patterns, this midi dress brings a romantic allure to date nights, parties, and cocktail soirees.

    Fit & Features

    • Flocked velvet rose pattern, mesh-lined fabric
    • Cowl neckline
    • Spaghetti straps
    • Open back with tie
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000575

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, M, L, XL

    Product Badge:
    • Best Seller
  • 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
  • Anita Mock Neck Ruched Midi Dress

    Special Occasion 

    Accentuate all your curves in the Anita midi dress!

    Fits & Features

    • Mock Neckline
    • Long Fitted Sleeves
    • Ruching Throughout Front
    • Midi Length Silhouette
    • Jersey Knit Composition 
    • Bodycon Fit I Moderate 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: 05001-0319

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marble Muse Mesh V-Neck Midi Dress

    Be your own muse! This marble mesh dress will become your new fave for cocktail soirees and evening dinner parties. It features a sleeveless, v-neck, adjustable criss-cross spaghetti straps, a bodycon silhouette, side ruched seam atop an asymmetrical hem. Complete the look with dangly earrings and heels.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi hem
    • Marble print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4515

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Only Chic Vibes Ruched Velvet Midi Dress

    This stunning ruched velvet midi dress will bring only chic vibes to your next cocktail party. Crafted from a luxe smooth velvet fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist for a figure-flattering look, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your dressy 'fit with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seams
    • Spaghetti straps
    • Ruched waist
    • Mid-length hem
    • Form-hugging silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2899

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves For Days Off-The-Shoulder Midi Dress

    Serve major curves in this off-the-shoulder midi dress at parties and dressy occasions! Featuring a flattering off-the-shoulder sweetheart neckline and a tie-front bust, this dress accentuates your figure in all the right ways. The cutout bodice adds a flirty charm, while the ruched seams and bodycon fit hug your figure for a sultry silhouette on mesh-lined fabric. Complete the look in stiletto heels.

    Fit & Features

    • Mesh fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Tie-front bust, cutout bodice
    • Side ruched seams
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2623

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk My Way Glitter V-Neck Midi Dress

    Catch glances in this glittery number! The sleeveless V-neckline shapes this midi bodycon dress that features sleek bungee spaghetti straps and an asymmetrical hem with a sultry cutout slit. Complete the look in fringe earrings.

    Fit & Features

    • Sleeveless, V-neck, bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Cutout side slit
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1412

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Admiring Muse Sleeveless Bodycon Floral Midi Dress

    Feel and look effortlessly cute in this watercolor floral mesh midi dress everywhere you go! This sleeveless bodycon dress features adjustable spaghetti straps and a square neckline that accentuates your curves. The ruched bodycon fit flatters your figure while the midi-length hem adds a chic touch. Complete the look in strappy block heels.

    Fit & Features

    • Watercolor floral print, mesh lined fabric, moderate stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Ruched bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3123

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mandy Formal Satin Lace-Up Midi Dress

    Special Occasion

    Luminous shine makes the Mandy formal satin midi dress photogenic as you grace the red carpet or a white veil occasion! She flaunts your femme figure in a sleeveless cowl neckline, dual spaghetti straps, an open-back with a lace-up design, and side and back ruched seams that accentuate your curves along her bodycon, midi-length silhouette. The formal dress is composed of silky satin fabric with lining and minimal stretch. Style this mid-length dress with rhinestone platform heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline, dual spaghetti straps
    • Open-back, lace-up design
    • Side and back ruched seams
    • Bodycon, midi-length hem
    • Lined satin fabric, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-6891

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melanie Backless Formal Midi Dress

    Special Occasion

    Sophisticated with a sultry side, the Melanie formal midi dress will have you turning heads! She features a high scoop neckline, long fitted sleeves, an alluring open back with a lower wired V-cut design, a midi-length hem with a chic back slit, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with strappy stilettos for your next fancy date night.

    Fit & Features

    • High scoop neckline, long fitted sleeves
    • Open back, lower wired V-cut design
    • Midi-length hem, back slit
    • Curve-hugging fit
    • Crepe fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1437

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale