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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MOST POPULARTimeless 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.
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Ready For It Satin Midi Dress
You'll be ready to stylishly strut in this sleek satin midi dress! It features a sleeveless one-shoulder neckline with dual spaghetti straps, ruching down the sides, and a mid-length, curve-hugging fit. The satin-knit fabric offers a moderate stretch. Complete your party look with gold hoops and clear heels.
Fit & Features
- Sleeveless one-shoulder neckline
- Dual bungee spaghetti straps
- Ruching down the sides
- Mid-length, form-fitting silhouette
- Satin-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1241
Category Name: Midi Cocktail Dresses
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Murphy Long Sleeve Corset Midi Dress
Special Occasion
Sophisticated and chic, the Murphy formal midi dress is a perfect choice for a wedding guest outfit! She features a square neckline, a corset-designed bodice with flexible boning to provide structure, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit to show off some leg. The crepe fabric offers a moderate stretch. Style with strappy heels and a sleek clutch.
Fit & Features
- Square neckline, corset-designed bodice, flexible boning
- Bra-friendly design
- Long fitted sleeves, back zipper, hook and eye closure
- High waist seam
- Midi-length hem, high front slit
- Fitted bodycon silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1243
Category Name: Midi Cocktail Dresses
Price: $19.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simple And Stunning Midi Dress
Simply stunning is what you are in this trendy knit midi dress.
Fits & Features
- Bungee Spaghetti Straps
- Square Neckline
- Curve-Hugging Fit
- Midi Length Silhouette
- Soft Brushed Knit Composition | Fully Lined
- Offers Plenty Of Stretch
Hunter & Mauve: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05102-0175
Category Name: Midi Cocktail Dresses
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
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Can't Help It Mesh Off-The-Shoulder Midi Dress
A girl like you can't help but show up in this midi dress and slay! The midi-length dress features a sultry off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched and padded bust, a flattering side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in strappy heels for a dinner party or wedding!
Fit & Features
- Off-the-shoulder sweetheart neckline
- Short-sleeve cuffs
- Ruched and padded bust
- Side slit, ruched seams
- Bodycon silhouette, midi-length hem
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2820
Category Name: Midi Cocktail Dresses
Price: $39.90
Availability: In Stock
Available Color: HUNTER
Available Size: XL
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Courtney Formal Glitter Wrap Midi Dress
Special Occasion
Get ready to strike a pose in the dazzling Courtney formal glitter dress at rehearsal dinners, weddings, or dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a form-hugging silhouette, and a side pleated seam that creates the chic wrap hem with a flirty slit. The formal dress is composed of a crepe glitter knit fabric with a moderate stretch. Complete the look with statement fringe earrings.
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Form-hugging silhouette, side pleated seam
- Slit, wrap midi-length hem
- Crepe glitter knit fabric, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05001-2030
Category Name: Midi Cocktail Dresses
Price: $54.90
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S, M
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The Jewel Rhinestone Strap Midi Dress
The shining jewel of your dress collection! Bedazzle everyone in this sultry midi dress featuring a sleeveless one-shoulder neckline, a dual rhinestone trim strap, a ruched side seam that accentuates your curves, a bodycon silhouette, and an asymmetrical slit hem. Style with a cuff bracelet and heels to complete the look!
Fit & Features
- Sleeveless one-shoulder neckline
- Dual rhinestone trim strap
- Ruched side seam
- Bodycon silhouette
- Asymmetrical slit midi hem
- Smooth knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-2075
Category Name: Midi Cocktail Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet & Saucy Midi Dress
Get a sweet look with a bit of attitude in this navy blue midi dress! It features a deep sweetheart, off the shoulder neckline with a small ruffle trim, a lightly padded bust, a V wire front for structure, a leg slit, and a body-hugging fit. Dress is composed of an unlined crepe fabric with a moderate stretch.
Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small
Style Number/Barcode: 05101-8517
Category Name: Midi Cocktail Dresses
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Attire Ruffle Trim Glitter Midi Dress
This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Ruched side seams
- Asymmetric midi-length hem, ruffled trim
- Cascading ruffled accents
- Bodycon silhouette
- Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2793
Category Name: Midi Cocktail Dresses
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alicia Formal Sleeveless Midi Dress
Special Occasion
Radiate elegance in our sleek Alicia dress! She features a sleeveless bodice, a plunging V neckline, a bar strap accent and a midi length silhouette. She is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-4128
Category Name: Midi Cocktail Dresses
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
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Ever So Chic Wrap-Front Midi Dress
Ever so chic, this smooth and sleek midi dress will create a figure-flattering silhouette. It features a sleeveless cowl neckline with pleated detailing, spaghetti straps, an alluring open back with a cross-back strap design, a midi-length hem with a faux wrap-front creating a stylish slit, and a curve-hugging silhouette. The knit fabric offers plenty of stretch. Complete the look with clear heels.
Fit & Features
- Sleeveless cowl neckline, pleated detailing
- Spaghetti straps
- Open back, cross-back strap design
- Midi-length hem, faux wrap-front, front slit
- Form-hugging fit
- Knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-1984
Category Name: Midi Cocktail Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning Vision Abstract Mesh Midi Dress
You'll be a stunning vision in this mesh midi dress out for a day date or brunch! It features a sleeveless square neckline, adjustable spaghetti straps, side ruching that accentuates your natural curves, and a flattering bodycon silhouette. The dress is designed with an artsy abstract print on mesh fabric and has a sewn-in knit lining. Complete the look with a trendy denim crop jacket.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Side ruching, bodycon silhouette
- Midi-length hem
- Abstract print, mesh fabric, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5496
Category Name: Midi Cocktail Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flatter Me Satin-Knit Midi Dress
This smooth and sleek satin-knit midi dress will showcase your beauty and give you a figure-flattering silhouette. It features a sleeveless cowl neckline, bungee spaghetti straps that lead to a cross-back strap design, a hip-hugging fit, and a midi-length hem with a fitted A-line silhouette. The satin-knit fabric offers plenty of stretch. Style with clear heels for happy hour!
Fit & Features
- Sleeveless cowl neckline
- Bungee spaghetti straps, cross-back strap design
- Hip-hugging fit
- Midi-length hem
- Fitted A-line silhouette
- Satin-knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2744
Category Name: Midi Cocktail Dresses
Price: $34.90
Availability: In Stock
Available Color: MAROON
Available Size: XS
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Sleek Side Slit Ruched Midi Dress
Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.
Fit & Features
- Sleeveless V-neckline, wrap-front design
- Spaghetti straps, open back, cross-back strap design
- Ruching down one side
- Mid-length, form-fitting silhouette
- Side slit
- Lightweight knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1354
Category Name: Midi Cocktail Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Muriel Illusion Lace Crepe Dress
Special Occasion
Strategic paneling and ever-sultry lace make our Muriel dress a sophisticated standout for evening. She features long lace sleeves, a back zip, a sweetheart bodice with lightly padded, contrast-paneled bust and lace-trimmed waist, and a body con, midi-length slim skirt. Muriel is made from a woven crepe material with a touch of stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0225
Category Name: Midi Cocktail Dresses
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tessa Formal Crepe Slit Midi Dress
Special Occasion
Sophisticated and stunning, celebrate in the Tessa formal crepe midi dress that brings class to every holiday dinner or banquet! She features an off-the-shoulder sweetheart neckline with a sheer mesh insert, a pleated bust with padding and flexible boning, and short-sleeve cuffs. Her form-hugging silhouette accentuates your curves and offers a peek of skin in the front slit along the midi-length hem. The formal dress is composed of a stretch-crepe fabric with lining and minimal stretch. Complete your dressy look in statement heels and a clutch.
Fit & Features
- Off-the-shoulder sweetheart neckline, short-sleeve cuffs
- Pleated bust, padding, flexible boning
- Back zipper and hook-eye closure
- Form-hugging, front slit
- Midi-length hem
- Crepe fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-1220
Category Name: Midi Cocktail Dresses
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Show Off The Glitz Glitter Midi Dress
Show off the glitz and glamour in this stunning glitter knit midi dress! It features a sleeveless cowl neckline, a structured bra top peaking out with mini iridescent rhinestone embellishments, adjustable spaghetti straps, ruching down the side seams, and a midi-length hem with a curve-hugging silhouette. Style with embellished heels for all the more sparkle.
Fit & Features
- Sleeveless cowl neckline
- Structured bra top, mini rhinestone embellishments
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Ruching down the side seams
- Midi-length hem, fitted bodycon silhouette
- Sheer glitter knit fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1674
Category Name: Midi Cocktail Dresses
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
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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
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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
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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
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Wine And Dine Glitter Knit Midi Dress
This glitzy glitter midi dress is the perfect elevated style for a wedding or cocktail party! It features a sleeveless sweetheart neckline with a ruched bust, spaghetti straps, a ruched side seam leading to a chic thigh-high side slit, an asymmetric midi-length hem, and a slim-fit silhouette. The glitter knit fabric offers plenty of stretch. Style this mid-length dress with rhinestone heels.
Fit & Features
- Sleeveless sweetheart neckline, ruched bust
- Spaghetti straps
- Ruched side seam, high side slit
- Asymmetric midi-length hem
- Slim-fit silhouette
- Textured glitter knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-3101
Category Name: Midi Cocktail Dresses
Price: $38.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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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
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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
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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
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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