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.

  • Love Is In The Air Lace Trumpet Midi Dress

    Love will be in the air with you in this romantic lace midi dress for engagement parties, bridal showers, or rehearsal dinners! The midi dress features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with a cross-back lace-up strappy design, flexible boning inserts at the bodice to create an alluring corset design, a hip-hugging silhouette, and a midi-length hem with an adorable ruffled trumpet hem. The sheer floral lace fabric includes a full-length knit lining. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, open back, cross-back lace-up strappy design, tie closure
    • Flexible boning inserts, corset design, high waist seam
    • Lower back zipper, hook and eye closure
    • Hip-hugging silhouette, midi-length hem, ruffled trumpet hem
    • Sheer floral lace fabric, full-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2334

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Agenda Floral Mesh Off-The-Shoulder Midi Dress

    If the group chat says “dress up,” this is the one you’re sending a mirror pic in. This floral mesh midi dress smooths and sculpts with ruched detailing, while the off-the-shoulder sweetheart neckline keeps it flirty enough for weddings, cocktail plans, and every “dress cute” invite on your calendar.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Sweetheart neckline, off-the-shoulder straps
    • Ruched detailing
    • Back zipper closure
    • Midi-length flared hem, form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000774

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: XS

  • Serving Sultry Vibes Mesh Midi Dress

    This mesh bodycon dress knows how to flatter. With a ruched fit and sweetheart neckline, it’s your go-to for cocktail soirees and plus-one invites! 

    Fit & Features

    • Mesh fabric, sewn-in knit lining, high stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000700

    Category Name: Midi Cocktail Dresses

    Price: $36.00 $50.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS

    Product Badge:
    • Sale
  • Blooming Romance Floral Lace Midi Dress

    Let the romance bloom on date night in this alluring and chic floral lace midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a bust seam outline with dainty scalloped lace, a midi-length hem with a thigh-high side slit, and a fitted A-line silhouette. Style this mid-length dress with duster earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper hook-eye closure
    • Bust seam outline, scalloped lace
    • Midi-length hem, high side slit, scalloped lace trim
    • Fitted A-line silhouette
    • Sheer floral lace fabric, full lining
    • Runs true to size

    Style Number/Barcode: 05101-2213

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Sleek, sultry, and effortlessly refined—the Madelyn formal dress was made for the spotlight. Its luxe satin drapes beautifully over the body, while the lace-up back and tulip-style skirt add just the right touch of allure for every elegant occasion.

    Fit & Features

    • Stretch satin fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up back
    • Bodycon silhouette, wrap front slit design
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, rehearsal dinners, formal celebrations, rooftop hotel bars

    Style Number/Barcode: 05001-000353

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M

    Product Badge:
    • Best Seller
  • Curves Ahead Ruched Midi Dress

    Show off curves in this midi dress that is made for your next date night! The dress features an off-the-shoulder neckline, a sweetheart bust, long sleeves, a ruched body, 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 stilettos and a rhinestone clutch.

    Fit & Features

    • Off-the-shoulder neckline 
    • Sweetheart bust
    • Long fitted sleeves
    • Ruched body
    • Midi-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4235

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Written In Roses Strapless Midi Dress

    This one doesn’t rush—it lingers. A strapless silhouette with a fluid floral print and front slit that moves easily, feels confident, and looks unforgettable from every angle.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Strapless neckline
    • Front slit for movement
    • Curve-hugging midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000433

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kacy Formal Satin Cutout Midi Dress

    Special Occasion

    Worthy of walks down the aisle for bridesmaids and hallways entering the reception! The Kacy formal dress features long bishop sleeves with button cuffs, a V-neckline, a bar and cutout accent along the bust, and a flowy silhouette with a midi-length hem and slit. The formal dress is composed of jacquard satin fabric with lining and no stretch. Style with sparkly heels and a clutch to complete the look!

    Fit & Features

    • Long bishop sleeves, button cuffs
    • V-neckline, bar, and cutout accent bust
    • Back zipper and hook-eye closure
    • Flowy silhouette, slit midi-length hem
    • Lined jacquard satin fabric, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1552

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkly Allure Glitter Knit Lace-Up Midi Dress

    A little sparkle, a lot of allure—this midi dress was made for dinner dates and rooftop drinks. The glitter knit, lace-up back, and daring leg slit deliver that perfect balance of glam and sultry.

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sleeveless sweetheart neckline with cowl draped overlay
    • Spaghetti straps, open cross-back lace-up strappy design
    • Pleated bodice and waist
    • High-cut front slit
    • Midi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000417

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Affair Feather Trim Velvet Midi Dress

    Make it a luxe affair in this stunning smooth velvet midi dress! It features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a midi-length, curve-hugging silhouette, and a high front slit to showcase some leg. The velvet fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam
    • Midi-length hem, fitted bodycon silhouette
    • Thigh-high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2086

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlit Sweetheart Sparkle Midi Dress

    A little glam, a little flirty, this glitter-kissed midi was made for nights that deserve a glow-up moment. The sweetheart neckline and sleek spaghetti straps create an effortlessly sculpted fit perfect for dinner dates, parties, and any excuse to shine.

    Fit & Features

    • Glitter stretch fabric, knit lining
    • Sweetheart neckline with spaghetti straps
    • Smooth fitted bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000416

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riveting Satin Slit Midi Dress

    Everyone will be riveted by you in this satin midi dress featuring a sleeveless v-neckline with bungee spaghetti straps, a curve-hugging silhouette, side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete your dressy look with pointed-toe heels.

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Curve-hugging silhouette
    • Side ruched seam and slit
    • Asymmetrical midi hem
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1340

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Myla Corset Satin Asymmetrical Midi Dress

    Special Occasion

    The Myla satin midi dress is the perfect choice for semi-formal weddings or parties! The formal dress captivates with a corset-like bodice and a unique asymmetrical midi-length hem. Complete the look with block heels.

    Fit & Features

    • Stretch satin fabric with knit-lined bust
    • Sweetheart neckline, padded bust, draped pleated cowl neck overlay
    • Corset-like bodice, contrasting piping accents, flexible boning
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Asymmetrical midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2474

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Klaire Formal Crepe Midi Dress

    Special Occasion

    Klaire brings the sophistication to your next holiday party or winter soiree! She features a sleeveless one-shoulder neckline with a sexy cutout bust, and a high-waist seam that leads to her form-hugging silhouette with a side slit cutout along the midi hem. The formal dress is composed of a crepe knit fabric with sewn-in lining and moderate stretch. Complete your dressy look in a necklace and earrings set!

    Fit & Features

    • Sleeveless one shoulder neckline
    • Cutout bust, adhesive bra recommended
    • Form-hugging silhouette
    • Side slit cutout
    • Midi-length hem
    • Crepe knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1342

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Karol Off-The-Shoulder Midi Formal Dress

    Special Occasion

    Made for candlelit entrances and champagne toasts, the Karol dress brings quiet drama in the chicest way. Crafted from smooth knit in a form-hugging midi silhouette, it features an off-the-shoulder wrap overlay neckline and a front wrap slit that moves beautifully from ceremony to after-party.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Off-the-shoulder wrap overlay
    • Form-hugging midi silhouette
    • Front wrap slit accent
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, cocktail receptions, galas, rehearsal dinners, engagement parties, milestone celebrations, anniversary dinners

    Style Number/Barcode: 05001-000731

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love The Spotlight Glitter Midi Dress

    Glisten and glow under the spotlight in this glitter crepe midi dress featuring a sleeveless v-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete your dressy look in block heels for a party!

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1892

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arielle Geometric Sequin Midi Dress

    Special Occasion 

    Shine at all your soirees in our gorgeous Arielle midi dress! 

    Fits & Features

    • Plunging V Neckline
    • Adjustable Spaghetti Straps That Lace Up At The Back 
    • Midi Length Silhouette With Thigh High Slit 
    • Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
    • Fully Lined
    • Curve-Hugging Fit I Moderate 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: 05001-0266

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Unforgettable Entrance Midi Dress

    She walked in, and suddenly everyone’s paying attention. This off-the-shoulder dress hugs close with a sculpted fit that feels equal parts elevated and effortless.

    Fit & Features

    • Power mesh fabric, sewn-in knit stretchy lining
    • Off-the-shoulder neckline, non-slip grip lining
    • Short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Ruched bodycon midi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001118

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: BLACK, SAGE

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

    Product Badge:
    • Best Seller
  • Special Something Off-The-Shoulder Floral Midi Dress

    Look iconic all season long in this off-the-shoulder floral midi dress as a gorgeous wedding guest or attending a garden party! 

    Fit & Features

    • Floral print, smooth knit stretchy fabric
    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000030

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darcy Velvet Bow Midi Formal Dress

    Special Occasion

    Romantic with a refined edge, the Darcy velvet midi dress blends timeless polish with a touch of drama. Framed by soft cap sleeves and a classic crew neckline, the open back tied in a bow makes every exit just as striking as the entrance.

    Fit & Features

    • Soft velvet fabric, stretchy knit lining
    • Crew neckline
    • Cap sleeves
    • Open back with bow, lower center back slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, date nights, rehearsal dinners, engagement parties, holidays

    Style Number/Barcode: 05001-000524

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jolene Formal Chiffon Off-The-Shoulder Dress

    Special Occasion

    Chic and sophisticated, the Jolene formal midi dress is a stunning pick for rehearsal dinners or cocktail soirees! She features a chiffon bodice with an off-the-shoulder neckline, sheer peasant long sleeves, and a V-wired front. Her form-hugging silhouette offers a flattering front slit and a midi-length hem. The formal dress is composed of a crepe fabric with a sewn-in knit lining and plenty of stretch. Complete the look in sparkly platform heels.

    Fit & Features

    • Chiffon bodice, off-the-shoulder neckline
    • Sheer peasant long sleeves, V-wired front 
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1565

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sleek Vibes Satin Midi Dress

    Bring the luxe sleek vibes to your look with this stunning satin midi dress. The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a fitted high waist seam, ruched detailing down one side, a midi-length asymmetrical hem creating a chic side slit, and a curve-hugging silhouette. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps
    • Fitted high waist seam
    • Ruching down one side
    • Midi-length, asymmetrical hem, side slit
    • Form-fitting silhouette
    • Smooth satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1603

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Sleek Square Neck Bodycon Midi Dress

    Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.

    Fit & Features

    • Brushed knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Thin tank shoulder straps
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5975

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale