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.

  • Spotlight Moment V-Neck Surplice Midi Dress

    You'll love every moment in the spotlight wearing this sleeveless midi dress at parties and date nights! Boasting a surplice V-neckline and spaghetti straps, this bodycon dress accentuates your curves for a flattering look. The asymmetrical midi hem adds a touch of elegance, making it a must-have for dressy occasions. Complete the look with a clutch, heels, and earrings for a flawless finish!

    Fit & Features

    • Smooth knit fabric with stretch
    • Spaghetti straps
    • Surplice
    • Bodycon silhouette, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-3391

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER, SLATE

    Available Size: XS, S, M, L

  • Curves Ahead Midi Bodycon Dress

    This midi bodycon dress hugs your curves in all the right places! It features a sleeveless, cowl neck bodice with sleek spaghetti straps, a slit accent, and a form-hugging silhouette. Complete the look in lucite mules for a night out.

    Fit & Features

    • Spaghetti straps 
    • Cowl neckline
    • Slit accent
    • Bodycon silhouette
    • Midi length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1563

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seraphina Formal Sleeveless Lace Midi Dress

    Special Occasion

    Keep it sweet and stunning with a formal midi dress that is perfect for a cocktail-attire wedding! Seraphina features a sleeveless V-neckline, adjustable spaghetti straps, a floral lace body, a side slit, and a midi-length silhouette. Complete look with nude heels and a rhinestone headband. The dress is composed of a lined lace fabric that offers a form hugging fit with minimal stretch.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Floral lace body
    • Side slit
    • Midi length silhouette
    • Lined 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0781

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Ruffled Midi Dress

    Step out like a scene straight out of a rom-com in a midi dress that gives major butterflies!  The city-chic midi dress features a sleeveless square neckline, spaghetti straps that lead to a cross-strap design, and a high side slit on the left leg with a romantic ruffled trim. The relaxed fit waist leads to a midi-length A-line silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Strapless bra friendly 
    • High side slit, ruffled trim
    • Relaxed fit waist, A-line silhouette
    • Midi-length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1038

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

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

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0233

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Roxanne Formal Sequin Lace-Up Midi Dress

    Special Occasion

    The main event will be you in the Roxanne formal dress to serve up sparkle at engagement parties, birthdays, and major events! She features a sleeveless square neck, adjustable spaghetti straps, a lace-up back design, a bodycon silhouette, and a sultry slit along the midi-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a knit lining and minimal stretch. Style with a metallic clutch.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Lace-up back design
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-pattern mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1346

    Category Name: Midi Cocktail Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: MINT

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

  • Sleek Style Sleeveless Asymmetrical Dress

    Showcase a sleek style in this sultry sleeveless knit dress! It features a V-neckline, spaghetti straps, ruched detailing down the sides, a mid-length asymmetrical hem to show some leg, and a curve-hugging silhouette. Complete the look with trendy clear heels and a chic clutch.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the sides
    • Mid-length asymmetrical hem
    • Knit fabric
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0936

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Klarrissa Formal Satin Pearl Strap Midi Dress

    Special Occasion

    Make an iconic entrance in the Klarissa formal satin dress as the bride-to-be or banquet guest! She features a sleeveless sweetheart neckline with a pleated cowl draping, adjustable faux pearl embellished straps, a lightly padded bust, flexible boning inserts along the bodice, and a bodycon silhouette with a wrap midi-length hem. The formal dress is composed of luxurious satin fabric with a subtle sheen and a stretchy knit lining. Complete the look in dainty earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated cowl draping
    • Adjustable faux pearl embellished straps
    • Lightly padded bust
    • Flexible boning inserts, back zipper and hook-eye closure
    • Bodycon silhouette, wrap midi-length hem
    • Luxe satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1700

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Karlee Formal Ponte Sleeveless Midi Dress

    Special Occasion

    Chat, dance, and toast the night in the perfect Karlee formal midi dress for rehearsal dinners, graduations, or cocktail parties! She features a classic sleeveless V-neckline, wide shoulder straps, a flattering bodycon silhouette, a back slit accent, and a midi-length hem. The formal dress is composed of a smooth ponte knit fabric with a knit lining and moderate stretch. Style with statement earrings and lace-up heels for an eye-catching complete look!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette
    • Back slit accent, midi-length hem
    • Smooth ponte knit fabric, knit lining, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1746

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Silhouette Satin Midi Dress

    Showcase an alluring silhouette in this sleek satin midi dress. The midi-length dress features a sleeveless scoop neckline, spaghetti straps, a fitted high waist seam with ruched detailing, a curve-hugging fit, and a midi-length asymmetrical hem creating a thigh-high side slit. Style with strappy stilettos for cocktail hour.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam, ruching
    • Bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1440

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: RED, HUNTER

    Available Size: S, M, L, XS

    Product Badge:
    • Sale
  • Simply Stylish Wrap-Front Midi Dress

    Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • Pleating at the waist
    • Wrap-front skirt, asymmetric midi-length hem
    • Slim-fit silhouette
    • Crepe fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2557

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Addison Formal Wrap Midi Dress

    Special Occasion 

    Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.

    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: 05001-0230

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristen Formal Satin Cowl Neck Midi Dress

    Special Occasion

    Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Lined silky satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1285

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: ROYAL, WHITE, RED, DENIM

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

  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Cocktail Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

  • Claire Formal One-Shoulder Velvet Midi Dress

    Special Occasion

    Step up your formal attire with a luxe velvet dress that brings sophisticated style to your special occasion! Claire features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit, and a midi-length, curve-hugging silhouette. The dress is composed of a smooth velvet fabric that offers moderate stretch. Complete the look with rhinestone chandelier earrings.

    Fit & Features

    • One-shoulder neckline
    • Wired V-neck bust
    • Fitted long sleeve
    • High side slit
    • Midi-length hem, curve-hugging fit
    • Velvet fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1288

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynne Formal Sequin Scroll Midi Dress

    Special Occasion

    Beam and glow with a formal dress that will make you the highlight of the evening! Brynne features a sleeveless V-neckline with padded cups, multiple adjustable spaghetti straps that cross at the back, a sequin scroll pattern, a midi length silhouette, and a back center slit. The dress is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and a rhinestone headband

    Fit & Features

    • Sleeveless V-neckline, built-in padded bust
    • Multiple adjustable spaghetti straps cross at the back
    • Sequin scroll print
    • Midi length silhouette
    • Back center slit
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0659

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Matilda Crepe Slit Midi Dress

    Special Occasion

    For every minimalistic-chic lover, the Matilda formal midi dress was made for you! She makes a flattering option for cocktail events, holiday parties, and dinners. Featuring a sleeveless square neckline, tank-style straps, seam detail along the bodice, and a form-hugging midi-length hem with a flirty slit. The formal midi dress is composed of a crepe fabric with a moderate stretch. Style with a sequin duster to complete your radiant look!

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Back zipper and hook-eye closure
    • Seam detailing along the bodice
    • Form-hugging, front slit, midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1459

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luminous Allure Strapless Corset Abstract Midi Dress

    Draw in all the compliments with your allure in this abstract midi dress at semi-formal parties or celebrations! The strapless neckline and boned corset bodice provide support and shape, while the ruched seams and side slit add a sultry touch. The bodycon silhouette flatters your figure along the midi-length hem. Complete the look in stiletto heels and earrings!

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining
    • Strapless neckline
    • Corset bodice, flexible boning
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3322

    Category Name: Midi Cocktail Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK, MAUVE

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

    Product Badge:
    • Sale
  • Giada Formal Ruched Midi Bodycon

    Special Occasion 

    Stun them all with a formal bodycon that makes a captivating impression! Giada features an off-the-shoulder neckline, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with block heels and a rhinestone anklet. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ruched body
    • Midi length 
    • Bodycon fit, moderate stretch 
    • Lined lurex knit 
    • Runs true to size

    Style Number/Barcode: 05001-0658

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sheila Crepe Corset Midi Formal Dress

    Special Occasion

    Romantic sparks fly in the Sheila formal dress for your next evening out! She brings classy sophistication in an off-the-shoulder drape neckline on the corset-style bodice with flexible boning to flaunt your curves. Her fitted, empire waist shapes the midi length hem with a back slit and zipper closure. The formal dress is composed of a crepe-lined fabric with a moderate stretch. Complete your look in statement earrings and satin heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Corset-bodice, flexible boning, adhesive bra recommended
    • Fitted, empire waist
    • Midi hem, slit accent
    • Back zipper, hook-eye closure
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0861

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violette Formal Velvet Midi Dress

    Special Occasion

    Wrap yourself in a luxe velvet dress that elevates your special occasion outfit. Violette features a sleeveless cowl neckline, adjustable spaghetti straps, a corset-like bodice with flexible boning, a midi length silhouette with wrap hem. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Corset bodice with flexible boning
    • Midi length silhouette, wrap hem 
    • Lined velvet fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05001-0646

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Satin Midi Dress

    Get ready to have all eyes on you in this attention-grabbing midi dress! Featuring a sleeveless scoop neckline, spaghetti straps, a bold front cutout at the waist, and a bodycon silhouette with a high front slit, this sleek satin midi-length dress will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Satin-knit fabric with moderate stretch
    • Sleeveless scoop neckline
    • Spaghetti straps
    • Front waist cutout
    • Thigh-high front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5427

    Category Name: Midi Cocktail Dresses

    Price: $30.00 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE, BLACK

    Available Size: S, M, L, XS

    Product Badge:
    • Sale