Midi Cocktail Dresses

Elevate your style with these gorgeous midi cocktail dresses. Perfect for semi-formal events like weddings, birthday soirees, or anniversary celebrations, these dresses come in chic colors like classic black, red, blue, green, and timeless white. Whether you love A-line or drop waist styles, luxe fabrics like satin, sequins, and glitter mesh, or trendy corset, strapless, off-the-shoulder, and halter necklines, these dresses are designed to wow.

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MIDI COCKTAIL DRESSES
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Timeless Midi Cocktail Dresses for Fall & Winter Events

For an elegant, timeless look this fall and winter, discover Windsor’s midi cocktail dresses, the perfect option for any formal or semi-formal occasion. Midi-length cocktail dresses strike the perfect balance between style and comfort, offering a sophisticated length that’s flattering for all body types. Whether you’re attending a holiday party or a winter wedding, Windsor cocktail dresses are designed to make you feel polished and confident.

Our collection includes sleek midi bodycon dresses, which hug your curves while keeping your look chic and polished. If you're looking for something a bit more playful, try a midi cocktail dress with a ruffled or asymmetrical hem, which adds movement and fun to your outfit, perfect for twirling on the dance floor. For a more glamorous option, our midi cocktail styles in sequin and glitter are designed to shimmer and shine at every event, catching the light and elevating your evening look.

With various necklines and sleeve styles, from off-the-shoulder to halter, Windsor’s midi cocktail dresses ensure you’ll look stylish and put-together for any event this season.

Are midi cocktail dresses appropriate for winter events?

Yes, midi-length dresses offer a sophisticated and versatile option for winter events. They provide more coverage than shorter dresses, making them perfect for cooler temperatures.

How do I style a midi dress for a holiday party?

To style a midi dress for a holiday party, start by adding a layer of warmth and style with a faux fur wrap or a sheer sleeve bolero, both of which elevate your look while providing comfort in cooler weather. For dresses with adjustable ruching or smocking, play with these features to find the most flattering silhouette for your body shape, whether you're accentuating your waist or creating a more relaxed fit. When it comes to colors, bold green hues or rich dark florals offer a festive, standout look, perfect for winter events, while pastels or lighter colors can create a softer, more romantic vibe for daytime gatherings or less formal holiday settings. Midi dresses pair beautifully with ankle boots or strappy heels, depending on the formality of the event. Complete the look with statement heels and accessories like a statement necklace or a bold clutch to make your cocktail look holiday-ready.

  • Add Some Flair Ruffle Detail Midi Dress

    Add some flirty flair to your look with this gorgeous ruffle detail midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a sultry ruffled front slit to show some leg, and a midi-length, sleek, curve-hugging silhouette. The dress is composed of a crepe fabric that offers a moderate stretch. Style the look with eye-catching strappy heels for the perfect date night outfit.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Satin Midi Version: Ravishing Ruffles High Slit Midi Dress

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Midi-length silhouette
    • Crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0885

    Category Name: Midi Cocktail Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Best Seller
  • Reign The Night Satin Midi Dress

    Reign the night in this satin midi dress featuring a sleeveless cowl neckline, spaghetti straps, and a form-hugging midi silhouette accented with an asymmetrical high slit.

    Fit & Features

    • Satin fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging midi silhouette
    • Asymmetrical high slit
    • Runs true to size

    Style Number/Barcode: 05101-1531

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: SAGE

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Sleek And Smooth High Slit Midi Dress

    Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • High waist seam
    • Fitted A-line silhouette
    • High front slit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1980

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: HUNTER, NAVY, BLACK, SAGE, RUST, RED-2, RED

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

    Product Badge:
    • Best Seller
  • Lillyanne Formal Satin Asymmetrical Midi Dress

    Special Occasion 

    Enchant them all with the captivating Lillyanne formal midi dress! She features a sleeveless bodice, a trendy cowl neckline, adjustable spaghetti straps for a customized fit, and a strappy cross-back design. Her high waist seam elongates your silhouette and leads to a mid-length skirt with an asymmetrical wrap hem creating a front slit. The midi dress is composed of a satin fabric that offers a curve-hugging fit with a moderate stretch. Complete the look with clear heels and a sleek satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strappy cross-back design
    • Asymmetrical wrap skirt, back zipper closure
    • High waist seam, midi-length hem
    • Lined satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0807

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Showstopper Ruched Midi Dress

    Make them stop and stare at this stunning dress that commands attention! The sleek midi dress features a trendy square neckline, sleek bungee straps, and a curve-hugging ruched midi silhouette. Complete your look with duster earrings for your night-out outfit.

    Fit & Features

    • Sleeveless square neckline, bungee straps
    • Strapless bra recommended
    • Side ruched detailing
    • Midi-length bodycon silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0848

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Margaret Formal Satin Wrap Midi Dress

    Special Occasion

    Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Built-in padded bust
    • Corset seams, flexible boning
    • Ruching, wrap midi skirt
    • Buttery soft silk fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0672

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY, IVORY, BLACK, GOLD, BURGUNDY-2

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

  • Kate Formal Crepe Midi Dress

    Special Occasion

    Keep your look simply elegant and polished in our essential Kate dress! She features an off-the-shoulder neckline, a fold-over accent, and princess seams leading to her figure-flattering midi-length silhouette with a sultry side slit. The dress is composed of a crepe fabric that offers a moderate stretch. Complete your look with a sleek clutch and rhinestone earrings.

    Fit & Features

    • Off-the-shoulder foldover neck
    • Strapless bra recommended
    • Vertical princess seams
    • Midi-length silhouette with high side slit
    • Crepe knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-4043

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zadie Formal High-Slit Midi Dress

    Special Occasion 

    Impress in an elegant midi dress that is simply sophisticated! Zadie features a strapless square neckline, flexible boning, a draped accent at the bodice, and a midi-length silhouette accented with a high side slit. The midi dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and an anklet.

    Fit & Features

    • Strapless square neckline
    • Draped accent on bodice, flexible boning
    • Back zipper closure 
    • Form-hugging fit, midi-length silhouette, high side slit
    • Crepe fabric with moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2067

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: HUNTER-2

    Available Size: XS, S

  • Show Up Satin One-Shoulder Midi Dress

    Show them up, girl! Look elegantly sleek in this one-shoulder midi and walk right in looking like a million bucks! It features a curve-hugging silhouette with a thigh-high front slit. Complete the look with chrome heels.

    Fit & Features

    • One-shoulder neckline, single spaghetti strap
    • Asymmetric neckline
    • Ruching at the side slit
    • Midi-length silhouette
    • Satin-like fabric, pretty sheen finish 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-0894

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleena Satin Midi Dress

    Special Occasion

    Show us what you're made of in the Aleena! She is sleek and sexy and features a slanted one-shoulder neckline with a dual spaghetti strap that crosses over at the back. Aleena has flattering stitching at the bust and a flattering empire waist. Her skirt is mid-length and features a cinched side slit for a sexy display of leg for a curve-defining finish. Composed of a satin fabric that offers a form-fitting silhouette with slight stretch. Style with a rhinestone cuff and heels.

    Fit & Features

    • One-shoulder neckline, dual spaghetti straps
    • High side slit with ruching
    • Form-hugging silhouette
    • Midi-length hem
    • Lined satin fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0298

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: HUNTER

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

  • Chic Luxe Cowl Neck Slit Midi Dress

    This luxe midi dress is effortlessly chic and perfect for a classy night out! It features a sleeveless cowl neckline, spaghetti straps, a cross-back strap design, a midi-length hem with a high-cut front slit, and a curve-hugging silhouette. The smooth knit fabric offers a moderate stretch. Complete the look in this mid-length dress with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Cross-back strap design
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1607

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: MAGENTA

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

  • That Classic And Chic Vibe Ruched Midi Dress

    This sexy ruched midi dress will give you that classic and chic vibe! It features a flattering one-shoulder neckline and a mid-length, form-hugging fit with ruched detailing to enhance your curves. The double-lined knit fabric offers plenty of stretch. Pair this midi dress with duster earrings to level up the look.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Mid-length, form-hugging fit
    • Ruched detailing
    • Double-lined knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-0919

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kenzie Formal Lattice Midi Dress
    Special Occasion 


    Lace-up in luxe satin as you make a captivating entrance in our Kenzie dress! She features a sleeveless bodice, a plunging V-neckline with padded cups, princess seams, and narrow straps that lead to a lattice back detail. Her slim-fit bodice leads to a midi-length silhouette accented with a side slit. The dress is composed of a stretchy satin fabric that offers a form-hugging fit with a moderate stretch. Includes a lower back zipper closure. Complete look with heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Spaghetti straps, lattice back, lower back zipper and hook and eye closure
    • Midi-length silhouette
    • High side slit
    • Lined stretchy satin fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0619

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxurious Night Satin Midi Dress

    Your night is looking flawless and luxe in this satin midi dress perfect for a cocktail party! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a midi-length hem with a sultry high-cut front slit, and a form-hugging silhouette. The silky satin-knit fabric offers a moderate stretch. Style this mid-length dress with rhinestone heels and a clutch!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Princess seams, angled high waist seam
    • Open back, lace-up strappy design, tie closure
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Silky satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1988

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: SAGE, NAVY

    Available Size: XS, S, M, L

  • Seona Formal Satin Midi Dress

    Special Occasion 

    Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline, pleating
    • Spaghetti straps
    • Cutout at the midriff
    • Midi-length silhouette, high side slit
    • Satin fabric
    • Form-hugging fit, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1675

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: IVORY, TAUPE, HUNTER, BLACK, WHITE, RED, DENIM, NAVY

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

  • Marissa One-Shoulder Asymmetric Midi Dress

    Special Occasion

    Have a major chic moment in our simply stunning Marissa midi dress! She features a one-shoulder neckline, a back zipper and hook and eye closure, a high waist, and a wrap front with a mid-length asymmetrical hem and a curve-hugging fit. Pair this dress with rhinestone statement earrings and a rhinestone cuff bracelet.

    Fit & Features

    • One-shoulder strap neckline
    • Empire waist, back zipper closure
    • Asymmetrical wrap silhouette
    • Form-fitting midi hem
    • Crepe fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0583

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS

  • Chic Flowy Chiffon Midi Dress

    Get the perf semi-formal look in this effortlessly chic chiffon midi dress. It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps, a flattering high waist seam, and a mid-length skirt with a front slit and a flowy A-line silhouette. Style this dress with sleek earrings and cute heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Built-in padded bust
    • Adjustable spaghetti straps
    • Partially smocked back, zipper and hook-eye closure
    • High waist seam, flowy A-line silhouette, front slit
    • Sheer chiffon fabric, inner knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2187

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sound The Horn Trumpet Dress

    Make an eye-catching style statement in this chic, curve-hugging midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a flattering empire waist, and a high-low trumpet hem with a form-hugging silhouette. The dress is composed of a smooth knit fabric with a pretty sheer crochet overlay. Complete the look with cute heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Hidden back zipper, hook and eye closure
    • Empire waist, slim-fit, high-low trumpet hem
    • Sheer crochet overlay, knit fabric lining
    • Curve-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-0153

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

  • Valeria Formal Off-The-Shoulder Crepe Midi Dress

    Special Occasion 

    Bring the sophistication in our Valeria dress to your elegant affair. Valeria features a charming off-the-shoulder neckline with short sleeves, sleek spaghetti straps, a pleated sweetheart bust, and a curve-hugging midi-length silhouette with a back center slit for an alluring detail. She is composed of a form-fitting crepe fabric that offers retention and a moderate stretch. Complete your formal outfit with clear heels.

    Fit & Features

    • Off-the-shoulder, short sleeves, spaghetti straps
    • Sweetheart pleated bust, adhesive bra recommended
    • Back center slit, zipper closure
    • Form-fitting silhouette
    • Midi-length hem
    • Crepe fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0472

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marjorie Formal Chiffon Sleeve Midi Dress

    Special Occasion

    Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look!

    Fit & Features

    • Sheer chiffon peasant long sleeves, square neckline
    • Front ruched seam, slit detail
    • Bodycon silhouette
    • Midi-length hem
    • Lined crepe fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1518

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: Out of Stock

  • Major Heartbreaker Mesh Midi Dress

    This midi dress will break some hearts and leave an unforgettable impression! The bodycon dress features a sleeveless sweetheart neckline, contrast piping, adjustable spaghetti straps, a high side slit for a sexy display of leg, and ruching throughout that enhances your natural curves. Complete the look in this mid-length dress with mules and a sleek clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, contrast piping at the bodice
    • Adjustable spaghetti straps
    • Back zipper, hook-eye closure
    • High side slit
    • Ruched sheer mesh-lined fabric, moderate stretch
    • Midi-length silhouette, form-hugging fit
    • Runs true to size 

    Style Number/Barcode: 05101-1269

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ingrid Lurex X Front Dress

    Special Occasion

    Show off those shoulders and sparkle all night long in our elegant Ingrid dress! She has a bodycon construction and features a dramatic, draped X-front neckline, a tank-style back with zip closure, and a seamed, midi-length skirt with a small front slit. Complete look with rhinestone heels and a rhinestone clutch

    Fit & Features

    • Halter neck, racer bust
    • Bodycon fit
    • Midi length silhouette
    • Front center slit at hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    Style Number/Barcode: 05001-0222

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pure Perfection Satin Wrap Dress

    Look and feel like pure perfection in this classy satin midi dress for cocktail hour and semi-formal occasions! It features a sleek sleeveless cowl neck, spaghetti straps, a high waist seam, a form-fitting silhouette, and side pleating along the faux-wrap midi skirt. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless cowl neck, spaghetti straps
    • High waist seam
    • Form-fitting silhouette
    • Side pleating, faux-wrap midi skirt
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1600

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: Out of Stock

    Product Badge:
    • Best Seller
  • Bre Formal Satin Ruched Midi Dress

    Special Occasion

    Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit. The formal knee-length dress is crafted from a silky satin fabric with a moderate stretch. Style this midi dress with rhinestone earrings and a sleek clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruched body
    • High front center slit
    • Midi length silhouette
    • Satin-like fabric with moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-0614

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SLATE

    Available Size: S, XS