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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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
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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
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Chic Look Square Neck Bodycon Knit Midi Dress
Show off a chic and sleek look at a rooftop bar in this bodycon midi dress! Designed with a stretchy double-lined knit fabric, this curve-hugging dress will flaunt your stunning figure with its bodycon silhouette. The mid-length dress features a sleeveless square neckline for a flattering look, tank shoulder straps, a closed-back design, and a back slit for added allure. Style with strappy stiletto heels.
Fit & Features
- Stretchy double-lined knit fabric
- Square neckline
- Tank shoulder straps
- Closed back
- Back slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3399
Category Name: Midi Cocktail Dresses
Price: $46.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Best Seller
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Adrienne Formal Satin Midi Dress
Special Occasion
Stay sleek, and sexy in our Adrienne midi dress! She features off shoulder sleeves, and a sweetheart neckline with a wired v notch at the center. She has padded cups and straight princess seams at the cup area that offer flattering bust area. She offers a form fitting silhouette and her bodice meets skirt high waist with a horizontal seam detail. She has a zipper closure located mid back, as well as an additional hook and eye closure to make sure she stays in place all night. Her hem is mid length an hits mid calf, and she features a sexy side slit. She is composed of a satin material that offers a form fit with moderate stretch.
Model is 5'9" with 32" 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: 05001-0244
Category Name: Midi Cocktail Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
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She's Effortless Crepe Midi Dress
Be the talk of the party in this effortlessly gorgeous crepe midi dress featuring a sleeveless surplice V-neckline with spaghetti straps, a bodycon silhouette, and an asymmetrical midi-length hem. Includes a smooth knit lining and offers a moderate stretch. Complete the look with eye-catching chandelier earrings.
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps
- Bodycon silhouette
- Asymmetrical midi-length hem
- Crepe fabric, smooth knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1762
Category Name: Midi Cocktail Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adisson Formal Satin Heat Stone Midi Dress
Special Occasion
You'll be the best-dressed girl at the Prom! Adisson radiates the room in a sultry display of satin. She features adjustable spaghetti straps, a sleeveless V-neck with heat stone insets, and a cowl draping that leads to her fitted bodice. Create a lasting impression in her form-fitting, midi silhouette with a front slit perfect for flaunting some skin! Complete the look in stiletto heels and a sleek clutch.
Fit & Features
- Sleeveless V-neck, adjustable spaghetti straps
- Built-in padded bust, heat stone insets, cowl draping
- Fitted bodice, back zipper closure
- Form-fitting, midi-length hem
- Front slit accent
- Luxe satin-lined fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05001-0982
Category Name: Midi Cocktail Dresses
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sheer Exellence Mock Neck Bodycon Mesh Midi Dress
Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!
Fit & Features
- Sheer mesh fabric
- Includes a smooth knit slip, adjustable spaghetti straps
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-5540
Category Name: Midi Cocktail Dresses
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Such A Classic Midi Dress
You love a classic look, and this chic and sophisticated midi dress is a definite must for your wardrobe!
Fits & Features
- Spaghetti Straps
- V Neckline
- Square Back
- Mid-Length
- Form Hugging Fit With High-Low Trumpet Hem
- Crepe Composition
- Moderate Stretch
Style Number/Barcode: 05101-0128
Category Name: Midi Cocktail Dresses
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Time To Allure Asymmetric High Slit Midi Dress
It's time to allure and create a captivating sultry 'fit with this asymmetric midi dress! It features a square neckline, long sheer mesh balloon-style sleeves, a midi-length asymmetric hem creating a chic high-cut side slit, and a form-hugging silhouette. The smooth knit fabric offers plenty of stretch. Complete your dressy night-out look with lace-up heels.
Fit & Features
- Square neckline
- Long sheer mesh balloon sleeves, elastic cinched hems
- Midi-length asymmetric hem
- High-cut side slit
- Form-hugging silhouette
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05101-2842
Category Name: Midi Cocktail Dresses
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
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A Stylish Affair Ruffled Midi Dress
Make a dramatic entrance with a midi dress that is perfect for your cocktail event. The dress features a ruffled off-the-shoulder neckline a bodycon fit, and a midi length silhouette with a ruffled hem. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and statement earrings.
Fit & Features
- Ruffled off the shoulder neckline
- Bodycon fit
- Midi length silhouette
- Ruffled hem
- Crepe fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-0989
Category Name: Midi Cocktail Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pleats Forgive Me Satin Midi Dress
No need to apologize for stealing the spotlight in this satin midi dress perfect for your next dressy night out! Designed with a lined satin fabric, this dress features a sleeveless square neckline, spaghetti straps, a side pleated seam leading to the asymmetric side cutout slit hem, and a bodycon silhouette to flaunt your gorgeous figure. Complete the look in lucite heels.
Fit & Features
- Lined satin fabric, minimal stretch
- Sleeveless square neckline
- Spaghetti straps
- Side pleated seam, side cutout slit
- Asymmetric midi hem
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3116
Category Name: Midi Cocktail Dresses
Price: $44.90
Availability: In Stock
Available Color: ROYAL
Available Size: XS, S, M, L
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Debby Formal Crepe Mesh Midi Dress
Special Occasion
Step out and be seen in the Debby formal midi dress to create an elegant entrance at birthday dinners and art galas! She features an off-the-shoulder neckline, sheer long fitted sleeves with ruched detailing, a form-hugging silhouette, and a sultry side slit to showcase some skin. The formal dress is composed of a crepe fabrication that offers moderate stretch. Complete the look in simple stiletto heels.
Fit & Features
- Off-the-shoulder neckline
- Sheer long fitted sleeves, ruched detailing
- Form-hugging silhouette
- Side slit, midi-length hem
- Crepe fabrication, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1343
Category Name: Midi Cocktail Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Chic Midi Dress
This dress will give you such a classic chic vibe! It features a sleeveless bodice, shoulder straps that lead to a strappy open back, a deep V neckline, a high front waistband, and a midi length with a front slit. The dress is composed of a crepe fabric with moderate stretch.
Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 05103-3559
Category Name: Midi Cocktail Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trista Formal Ruffled Sequin Midi Dress
Special Occasion
Make a sparkling impression with the Trista formal midi dress that captures that glow just right! Trista features a sleeveless square neckline, bungee spaghetti straps, padded cups for a supportive fit, a fitted bodice leading to a mid-length silhouette with a ruffled side slit, and all-over dazzling sequin embroidery. The dress is composed of a lined mesh fabric that offers a curve-hugging fit with minimal stretch. Complete the look with rhinestone heels.
Fit & Features
- Sleeveless square neckline, bungee spaghetti straps
- Padded cups
- High side slit, ruffled trim, all-over sequin embroidery
- High waist seam
- Midi-length silhouette
- Lined mesh fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 05001-0870
Category Name: Midi Cocktail Dresses
Price: $14.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Talk Lace Midi Dress
This gorgeous lace midi dress will sweet-talk its way into your closet! It features a scalloped lace body, a sleeveless bodice, adjustable spaghetti straps for a customized fit, a V neckline with padded and lined cups for support, a high waist seam, and a small front slit. Complete a sweet date-night outfit with clear heels and a sleek envelope clutch.
Fit & Features
- Sleeveless bodice
- V-neckline with padded cups
- Adjustable spaghetti straps
- High waist seam
- Midi length silhouette with small front slit
- Fully-lined scalloped lace and mesh fabric
- Form hugging fit
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05101-8691
Category Name: Midi Cocktail Dresses
Price: $14.97 $37.90
On Sale: Yes
Availability: Out of Stock
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Stunning Fashionista Ruched Satin Midi Dress
Showcase your stunning style like the fashionista you are in this sleek satin midi dress. It features a sleeveless cowl neckline, spaghetti straps, a figure-flattering high waist seam, a ruched side seam with a drawstring, and an asymmetrical mid-length hem. Complete the outfit with strappy heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- High waist seam
- Ruched side seam, adjustable drawstring
- Asymmetrical mid-length hem
- Satin knit fabric, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-1114
Category Name: Midi Cocktail Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
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Abstract Babe Ruched Mesh Midi Dress
Let your look do the talking in this mesh midi dress! With an eye-catching abstract print and adjustable spaghetti straps, this midi dress will show off your style while the bodycon fit and side-ruched seams enhance your curves. Complete the look in trendy mules for an art show downtown!
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Side ruched seams
- Bodycon silhouette, midi-length hem
- Abstract print, mesh fabric, sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5508
Category Name: Midi Cocktail Dresses
Price: $33.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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So Unforgettable Ruched Midi Dress
Create an unforgettable moment with a dress that captivates! The dress features a sleeveless square neckline, spaghetti straps, ruching, an asymmetrical high side slit, 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 clear mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Ruching
- Asymmetrical high side slit
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-1151
Category Name: Midi Cocktail Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Christen Formal Velvet Midi Dress
Special Occasion
Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!
Fit & Features
- Sleeveless, one-shoulder neckline
- Dual spaghetti straps
- High-waist seam, bodycon silhouette
- Slit accent, midi-length hem
- Lined velvet knit fabric, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1403
Category Name: Midi Cocktail Dresses
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In The Garden Floral Velvet Midi Dress
Cultivate an enchanting look in this floral velvet midi dress for a garden party! Crafted with a smooth woven fabric with an intricate floral flocked velvet design, this mid-length dress will turn heads and spark up all the compliments. It features a sleeveless V-neckline, spaghetti straps, a form-hugging silhouette to flaunt your gorgeous figure, and a flirtatious high-low ruffled hem. Complete the look in rhinestone embellished heels and earrings!
Fit & Features
- Floral flocked velvet pattern
- Woven fabric with minimal stretch
- V-neckline
- Spaghetti straps
- Ruffled high-low hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-3759
Category Name: Midi Cocktail Dresses
Price: $45.90
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L, XL
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Greatest Hit Glitter Cowl Neck Midi Dress
This glitter midi dress will be a hit at every party! Featuring a cowl neckline, fitted long sleeves, and side ruched seams to accentuate your curves, this bodycon dress will have all eyes on you and your sparkling glitter ensemble. Complete the look with a clutch for a birthday or banquet!
Fit & Features
- Fitted long sleeves
- Cowl neckline
- Side ruched seams
- Bodycon silhouette
- Midi-length hen
- Glitter fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2823
Category Name: Midi Cocktail Dresses
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Life Of Luxury Satin Slip Midi Dress
Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.
Fit & Features
- Sleeveless, square neck, spaghetti straps,
- Draped bust accent
- Form-fitting silhouette
- Asymmetrical midi hem
- Luxe satin-lined fabric with minimal stretch
- Fits true to size
Style Number/Barcode: 05101-1424
Category Name: Midi Cocktail Dresses
Price: $22.97 $50.90
On Sale: Yes
Availability: Out of Stock
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Penelope Off-The-Shoulder Ruched Midi Dress
Special Occasion
Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.
Fit & Features
- Off-the-shoulder V-neckline
- Wrap-front design
- Long fitted sleeves
- Side ruching
- Mid-length, form-hugging fit
- Slinky knit fabric, knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05001-0663
Category Name: Midi Cocktail Dresses
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
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Jeanne Formal Sequin Midi Dress
Special Occasion
Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.
Fit & Features
- Sleeveless sweetheart neck, adjustable spaghetti straps
- Lightly padded bust, back zipper and hook-eye closure
- Form-hugging silhouette
- Back slit, midi-length hem
- Sequin pattern mesh, stretchy knit lining
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1344
Category Name: Midi Cocktail Dresses
Price: $29.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale