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.

  • Curvaceous Views V-Neck Midi Dress

    You'll enjoy walking past every mirror in this v-neck midi dress designed to flaunt your curves! It features a sleeveless surplice v-neckline, spaghetti straps, a form-fitting silhouette, and a front-slit accent. Complete the look in sleek stiletto heels for a dressy event.

    Fit & Features

    • Sleeveless surplice v-neckline
    • Spaghetti straps
    • Form-fitting silhouette
    • Front slit accent
    • Midi-length hem
    • Crepe fabric
    • Fits true to size

    Style Number/Barcode: 05101-1777

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Shimmering Allure Glitter Tube Midi Dress

    This strapless stunner hugs you in all the right places with ruching, glitter mesh, and a leggy side slit made for entrances on date night or dressy events!

    Fit & Features

    • Glitter mesh-lined fabric
    • Strapless tube neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4113

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maggie Polka Dot Midi Formal Dress

    Special Occasion

    A timeless silhouette with a playful twist, the Maggie polka dot pattern dress is made for those effortlessly chic entrances that feel both polished and unforgettable. Designed in a line midi silhouette with an open tie back and hidden side pockets for stylish convenience.

    Fit & Features

    • Polka dot print, linen-like woven fabric, woven lining
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Open tie-back design, lower button closures
    • Hidden side pockets
    • A-line midi silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, engagement parties, bridal showers, baby showers, fancy brunches, derby days, wineries, afternoon tea, garden parties, dressy daytime events

    Style Number/Barcode: 05001-000615

    Category Name: Midi Cocktail Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, L

    Product Badge:
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  • Bold Prints Abstract Floral And Leopard Midi Dress

    The midi dress features a sleeveless cowl neckline, sleek spaghetti straps, an abstract floral pattern, a leopard print, and ruching throughout. Complete outfit with block heels for the ultimate night out!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching
    • Abstract floral pattern
    • Leopard print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3909

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Floor Diva Ruffled High-Low Midi Dress

    Be the center of attention in this midi dress out on the dance floor! The stretchy sleek knit fabric will give off a subtle sheen that will shine in the light beautifully. The mid-length dress is shaped with a sleeveless cowl neckline and spaghetti straps, and features a form-hugging silhouette to showcase your stunning curves with a high-low ruffled hem that adds drama. Complete the look with fringe hoop earrings and heels for a wedding!

    Fit & Features

    • Sleek knit fabric with subtle sheen, moderate stretch
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Ruffled high-low hem
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2898

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moments Like This Strapless Ruffled Midi Dress

    Take on timeless style in this strapless midi dress for enchanting moments at every soiree! The knee-length dress features a strapless neckline, a bodycon silhouette, dual front slits, and cascading ruffle trim down to the hem to create a voluminous effect. The smooth knit fabric offers plenty of stretch. Complete the look in strappy heels.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Dual front slits, cascading ruffle trim
    • Midi-length hem
    • Smooth knit fabric, top lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2853

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annabella Formal Satin A-Line Midi Dress

    Special Occasion

    You have plans and the Annabella formal satin midi dress is the style you need for looking sultry-chic at upcoming soirees! She features a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim and flattering A-line silhouette with a front curved seam atop her flirty slit midi-length hem. The formal dress is composed of a matte woven satin-lined fabric with a subtle sheen effect. Complete your breathtaking look in faux pearl duster earrings and block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Slim A-line silhouette
    • Front curved seam, front slit
    • Midi-length hem
    • Lined matte woven satin fabric, no stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1491

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Charm Crepe One Shoulder Dress

    Bring major charm in this one-shoulder midi dress showcasing a sleek and sultry silhouette perfect for flaunting curves! It features a sleeveless bodice with a single spaghetti strap, a tie-front waist belt, and a front-side slit accent on crepe fabric. Complete the look in simple nubuck block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • TIe-front waist belt
    • Bodycon silhouette
    • Front side slit. midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1699

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Mesh Midi Dress

    Showcase floral beauty with a midi dress that brings the charm! The dress features a sleeveless square neckline, spaghetti straps, a floral 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 wedges

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Midi length silhouette
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1007

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Turn heads in the glamorous Rhonda formal velvet dress for your next holiday party or celebration! She stuns in a sleeveless V-neckline, spaghetti straps, padded cups, and side ruched seams to accentuate your curves along her form-fitting, midi-length hem. The formal dress is composed of luxurious velvet fabric. Complete your dressy look in lattice cutout booties and earrings!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Padded cups
    • Side ruched seams
    • Form-fitting silhouette
    • Midi-length hem
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1235

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Shine Moment Strapless Midi Dress

    Plans pending, but the outfit has already decided. This strapless midi dress hugs just right with a sleek fit and front slit, giving you that polished, quietly confident vibe from a dressy brunch, showers, or a glam date night.

    Fit & Features

    • Metallic shimmer knit fabric, knit lining, moderate stretch
    • Strapless tube neckline
    • Cutout back
    • Front slit
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001113

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marilee Satin Open Back Midi Formal Dress

    Special Occasion

    Sophisticated with a sultry edge, the Marilee formal dress turns heads with its sleek satin finish and sculpted fit. Designed with double straps, a thigh-high slit, and a tie-back detail, it’s that effortlessly elegant piece that moves with confidence and shine.

    Fit & Features

    • Stretch satin fabric
    • V-neckline
    • Dual spaghetti straps
    • Open tie-back design
    • Pleated bodice
    • Front slit
    • Form-hugging, midi-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, engagement celebrations, birthdays, fashion events, holiday soirees, dressy events

    Style Number/Barcode: 05001-000367

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

  • Forever Chic Satin Midi Dress

    Sleek and chic, this satin midi dress will be your new go-to! It features a sleeveless cowl neckline, dual spaghetti straps that lead to a cross-back design, and a mid-length fitted silhouette with a subtle flared hem. Style this dress with clear heels and a trendy shoulder bag.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Cross-back design
    • Mid-length fitted silhouette
    • Satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-0942

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Katelyn Ruched Midi Dress

    Chic and fab, the Katelyn ruched midi dress is a new go-to. She features a sleeveless bodice, a Y neck with halter straps, a knot detail, and a front keyhole cut out, and a square back with a zipper closure. Her high waist band leads to a curve hugging skirt with ruched side details and a mid-length hem. The dress is composed of a stretchy knit fabric with a pretty sheen.

    Model is 5'8" 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: 05001-0238

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foxy Lady Slinky Dress

    Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0151

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Candlelit Plans Satin Midi Dress

    Serving expensive taste with minimal effort. This satin midi dress drapes in all the right places, while the sculptural textured hardware gives it that “where did you get that?” effect at every event you wear this dress. 

    Fit & Features

    • Woven satin fabric
    • Sleeveless cowl neckline
    • Hardware insert along shoulder strap
    • Midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-001249

    Category Name: Midi Cocktail Dresses

    Price: $56.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Pretty Silky Knit Midi Dress

    You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Small keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Silky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2278

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bust My Luck Satin Slit Midi Dress

    You're in luck. This satin midi dress is just your style! It features a sleeveless one-shoulder neckline with an asymmetrical wide strap, a bust cutout, a form-hugging silhouette, and a sultry side slit. Complete the look in basic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Non-slip grip lining
    • Asymmetrical wide strap, bust cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1989

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uma Heat-Stone Midi Dress

    Special Occasion 

    Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers 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: 05001-0196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leona Satin Lace-Up High Slit Midi Dress

    Special Occasion

    Showcase your gorgeous silhouette in the Leona satin bodycon midi dress featuring a sleeveless sweetheart neckline accented with a pleated cowl overlay, and spaghetti straps leading to an open lace-up strappy design for a customized fit. The sultry side cutouts at the waist and the high-cut side slit add a bold allure. Complete your stunning cocktail party look with stiletto heels.

    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

    • Satin-knit fabric with knit bust lining, moderate stretch
    • Sweetheart neckline with pleated draped cowl overlay, padded bust
    • Spaghetti straps, open back with cross-back lace-up strappy design
    • Asymmetric side cutouts
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2525

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Impress Cowl Neck Tie-Dye Satin Midi Dress

    Your aesthetic will always impress in this tie-dye satin midi dress perfect for sunset cocktails on vacation or at a rooftop bar! Made from a silky satin fabric with a beautiful tie-dye print, this dress brings a unique style. It features a cowl neckline, adjustable spaghetti straps that crisscross in the back, and a form-hugging midi silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Tie-dye print, satin woven fabric, no stretch
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps, crisscross back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3202

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Off Shoulder Sweater Dress

    We're such softies for soft sweaters. Cuddle up to this cozy and sweet sweater dress!

    Fits & Features

    • Off Shoulder Neckline 
    • Fitted Long Sleeves
    • Midi Length Silhouette
    • Ribbed Knit Fabric
    • Form-Hugging Fit 
    • Ample Stretch

    Style Number/Barcode: 06005-0275

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ava Cowl Neck Bodycon Mesh Lace Midi Formal Dress

    Special Occasion

    Romantic lace mesh and a bodycon fit come together to create the gorgeous Ava midi formal dress! 

    Fit & Features

    • Lace mesh lined fabric
    • Adjustable spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, bachelorettes, rehearsal dinners, engagement parties, cocktail soirees

    Style Number/Barcode: 05001-000033

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free