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.

SHOW FILTER

SORT:

MOST POPULAR
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
MIDI COCKTAIL DRESSES
All Filters
Sort By:
MOST POPULAR
SEE RESULTS

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.

  • Absolute Dream Velvet Midi Dress

    Make your entrance in this velvet midi dress designed to stun! It features a sleeveless square neck, spaghetti straps, fitted bodice with side pleats leading to the form-hugging asymmetrical wrap hem. Complete your dreamy look with a chic clutch and heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Fitted bodice, side pleats
    • Form-hugging silhouette
    • Asymmetrical wrap midi hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1886

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S

  • Open Invite To Chic Satin Midi Dress

    Your open invite to look chic has arrived in the form of this satin midi dress - perfect for fancy affairs and parties! The midi dress features a sleeveless surplice V-neckline, spaghetti straps, a head-turning lace-up back, a bodycon silhouette, and a faux wrap style skirt that creates the front slit along the hem. Accessorize with a sparkly rhinestone bracelet and earrings for a hint of glam!

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Faux wrap skirt, front slit
    • Midi-length hem
    • Silky satin fabric, modertae stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05101-2410

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Ribbed Mini Dress

    Keep it cozy with this pretty knit dress! It features a plunging V neckline, long puff sleeves and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a form hugging fit. 

    Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Hunter: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0365

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Exquisite Chic Satin Cowl Neck Slit Midi Dress

    Look exquisite in this satin midi dress to dazzle at banquets or cocktail receptions! Cut to flatter your silhouette and crafted from luxurious satin, this elegant number offers a timeless style with its sleeveless cowl neckline, spaghetti straps, side pleated seam, a flirty side slit, and midi-length hem. The silky satin-knit fabric has a moderate stretch. Complete the look in simple block heels and jewelry!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Side pleated seam
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Silky satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2443

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Center Of Attraction Halter Midi Dress

    You'll be the main attraction. Show up and stun in this sleeveless midi dress for cocktail soirees and dinner parties! It features a halter v-neckline, spaghetti straps, a lace-up back, an asymmetrical side slit, and a side ruched seam that accentuates your curves along the bodycon silhouette. Complete the look in rhinestone earrings and heels.

    Fit & Features

    • Sleeveless halter v-neckline, spaghetti straps
    • Lace-up back
    • Asymmetrical side slit
    • Side ruched seam, bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2094

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hourglass Off Shoulder Ruched Midi Dress

    Show off that hourglass shape with a curve-flattering off shoulder midi dress! Perfectly ruched for a flattering shape and modest with a touch of sexy!

    Fit & Features

    • Fold over off-shoulder neckline
    • Long sheer sleeves
    • Form-fitting silhouette
    • Ruched detailing | Cinching back seam
    • Midi hemline that hits over the knee
    • Moderate stretch | Lined mesh material

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0521

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sofia Formal Satin Feather Midi Dress

    Special Occasion

    Forever timeless and classic, the Sofia formal satin dress embodies the 90s chic style perfect for date nights, dances, or cocktail soirees! She features a sleek and sleeveless square neck, adjustable spaghetti straps for a customizable fit, and a form-hugging silhouette with a back slit accent and feather trim midi hem. The formal dress is composed of a lustrious satin-lined fabric with a moderate stretch. Style with stiletto mules and a clutch to complete the look!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, feather trim midi hem
    • Lined satin fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1277

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe State Of Mind Velvet Corset Midi Dress

    This figure-flaunting velvet corset midi dress will put you in a luxe state of mind! It features an off-the-shoulder sweetheart neckline with short sleeve cuffs, a pleated bust with padded cups that eliminate the need for a bra, a corset-designed bodice to snatch your waist with flexible boning inserts to provide structure, a midi-length hem, and a form-hugging silhouette. The luxe velvet fabric offers plenty of stretch. Style this midi dress with strappy stilettos for a holiday cocktail party!

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Pleated bust, padded cups
    • Corset-designed bodice, flexible boning inserts, angled high waist seam
    • Back zipper, hook and eye closure
    • Midi-length hem, form-hugging silhouette
    • Velvet fabric, knit lining at the bodice, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2926

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WINE, BLACK

    Available Size: XS, S, M

  • Fine Like Wine Satin Sleeveless Midi Dress

    Pour yourself into this fine satin midi dress! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, a center back slit, and a midi-length hem on silky satin fabric that gives you a luxe look and has a stretchy knit lining. Complete the look with a sparkly clutch and mules for a dressy date or cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, midi-length hem
    • Center back slit
    • Silky satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2593

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vivacious Velvet V-Neck Midi Dress

    You'll be all sorts of va va voom in this velvet midi dress featuring long sleeves, a surplice v-neck, a bodycon silhouette, and a front side ruched seam atop a sultry slit accent. Complete the look in sparkly stiletto heels.

    Fit & Features

    • Long sleeves
    • Surplice v-neck
    • Front side ruched seam, slit accent
    • Bodycon silhouette
    • Midi length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1902

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darcy Lace-Up Glitter Lace Midi Formal Dress

    Special Occasion

    Indulge in luxurious allure in the Darcy glitter lace midi formal dress at weddings, banquets, and celebrations! She boasts a sultry plunging V-neckline, flattering padded bra cups, and adjustable spaghetti straps, this dress accentuates your figure with a form-hugging fit. The lace-up back and side slit add a touch of sensuality, while the midi-length hem and glitter lace fabric exude elegance and sophistication. Complete the look with chandelier earrings and heels!

    Fit & Features

    • Glitter lace fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti straps
    • Lace up, back zipper and hook-eye closure
    • Side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-2129

    Category Name: Midi Cocktail Dresses

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY, SAGE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • The One For You Slit Midi Dress

    This one-shoulder midi dress will be essential for having in your closet for those last-minute plans! It features a sleeveless bodice, a single tank-style strap, and a front ruched seam leading to the skin-flaunting slit along the bodycon silhouette. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Single tank-style strap
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2084

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Contemporary Babe Cowl Midi Dress

    A contemporary babe like you will look effortlessly sultry in this sleeveless midi dress perfect for parties or dinner dates! The knee-length dress features a cowl neckline, sleek spaghetti straps, and a bodycon silhouette. Style with strappy heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1964

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Alert Lace Ruffle High-Low Midi Dress

    Love is in the air and you'll be bringing the romance in this lace midi dress at bridal showers, rehearsal dinners, or graduations! It features a sleeveless V-neckline with a flirty ruffle trim, adjustable spaghetti straps, a form-hugging fit, and a high-low ruffled hem. The dress is composed of a floral lace fabric with a nude stretchy knit lining. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless V-neckline, ruffle trim
    • Adjustable spaghetti straps
    • Form-hugging fit
    • High-low ruffled midi-length hem
    • Floral lace fabric, nude stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2284

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Upgrade Satin Midi Dress

    Turn heads wearing this satin midi dress showcasing a classy and chic silhouette that flaunts your curves and sexy hints of skin! It features a sleeveless, sweetheart neckline, spaghetti straps, a twist accent bust with a cutout, and a sultry side slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps
    • Twist accent bust, cutout
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Satin knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1610

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Satin Chic Mesh Asymmetrical Midi Dress

    Get chic for the night in this knit satin asymmetrical dress! It features a sweetheart neckline, spaghetti straps, and a sheer mesh bodice on a midi-length hem with a side slit detail. Complete your night-out look with sexy platform heels.

    Fit & Features

    • Sleeveless, bungee spaghetti straps
    • Sweetheart neckline
    • Sheer mesh bodice
    • Midi-length hem
    • Asymmetrical skirt, side slit detail
    • Luxe knit satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4020

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Girl Sequin Midi Dress

    Showcase your beauty in this gorgeous sequin midi dress! It features adjustable spaghetti straps, a V neckline, and a mid-length, curve-hugging fit. The dress is composed of a sheer fabric with an all-over intricate sequin design and a full lining. Pair it with strappy heels and a sleek clutch for your next holiday party.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Mid length
    • Form-hugging fit
    • Sheer sequin adorned fabric
    • Full lining

    Style Number/Barcode: 05101-0682

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

  • Kiara Formal Plunging Midi Dress
    Special Occasion 

    Bring the charm in our lovely Kiara dress! She features an ivory hue, a plunging V neckline, padded cups, princess seam and adjustable narrow straps. Her slim fit bodice features a narrow waist band accent and leads to a flounced midi silhouette skirt with a ruffled hem. Dress is composed of a slightly sheer crepe fabric with a full knit lining and offers a curve hugging fit with a moderate stretch. The back features a lower back zipper closure with a ruched detailing.

    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: 05001-4052

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gorgeous Sparkle Glitter Knit Midi Dress

    Showcase a gorgeous sparkle this holiday season in this glitter knit midi dress. It features a V-neckline with a wrap-front design, long fitted sleeves, ruching down the side, a midi-length asymmetric hem, and a curve-hugging silhouette. The glitter knit fabric offers a moderate stretch. Style with rhinestone heels.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Midi-length asymmetric hem
    • Fitted bodycon silhouette
    • Textured glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1854

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Talia Cutout Sequin Short Formal Dress

    Special Occasion

    Oh-so-gorgeous, the Talia sequin formal dress was made for glamorous nights out! She features a one-shoulder neckline with dual bungee spaghetti straps, a bold waist cutout that leads from the front to the back, a short, asymmetric-cut hem, and a curve-hugging bodycon silhouette. The fabric features all-over sequin embroidery for the prettiest shine. Complete the look with rhinestone hoop earrings.

    Fit & Features

    • One-shoulder neckline, dual bungee spaghetti straps
    • Strapless or adhesive bra recommended
    • Waist cutout that leads from the front to the back
    • High waist seam, short, asymemtric-cut hem
    • Fitted bodycon silhouette
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05001-1159

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Upgrade Lace-Up Bodycon Glitter Midi Dress

    Get a glam upgrade in this glitter midi dress to shine at parties and celebrations! The square neckline and spaghetti straps that shape the lace-up back add sexiness. The asymmetrical front slit along the midi-length hem allows for a flirty peek of the leg, all in a glitter knit fabric that will make you sparkle! Complete the look in platform block heels.

    Fit & Features

    • Glitter knit fabric, lining, moderate stretch
    • Square neckline
    • Spaghetti straps, lace-up back
    • Asymmetrical front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3130

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE, LIGHT, BLUE, NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Arrive Like A Vision Scoop Halter Midi Dress

    Arrive like a vision in this sultry sleeveless midi dress at rehearsal dinners or a dressy date night! Crafted from a slinky knit fabric that fits like a glove, this midi-length dress exudes sophistication with a scoop halter neckline, a partially open back to show some skin and a flattering bodycon silhouette with a side slit detail for movement. Complete the look with earrings and a clutch!

    Fit & Features

    • Slinky knit fabric lined with stretchy knit
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3303

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: WINE, TEAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Total Showstopper One Shoulder Bodycon

    Step out like the total showstopper you are with a sexy bodycon! The bodycon features a one-shoulder neckline, a cutout at the bodice, a fitted long sleeve, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stilettos and door knocker earrings. 

    Fit & Features

    • One-shoulder neckline
    • Cutout at bodice
    • Fitted long sleeve
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1079

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock