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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Love The Spotlight Glitter Midi Dress
Glisten and glow under the spotlight in this glitter crepe midi dress featuring a sleeveless v-neckline, bungee spaghetti straps, a form-hugging silhouette, and a front-slit accent. Complete your dressy look in block heels for a party!
Fit & Features
- Sleeveless v-neckline
- Bungee spaghetti straps
- Form-hugging silhouette
- Front slit accent
- Midi-length hem
- Glitter crepe fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05101-1892
Category Name: Midi Cocktail Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Brenley Mesh Keyhole Halter Midi Dress
Special Occasion
Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos.
Fit & Features
- Halter neckline, keyhole cutout
- Adhesive bra recommended
- Fitted bodice, ruched seams
- Form-fitting silhouette
- Front slit, midi hem
- Mesh-lined knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05001-0973
Category Name: Midi Cocktail Dresses
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Arielle Geometric Sequin Midi Dress
Special Occasion
Shine at all your soirees in our gorgeous Arielle midi dress!
Fits & Features
- Plunging V Neckline
- Adjustable Spaghetti Straps That Lace Up At The Back
- Midi Length Silhouette With Thigh High Slit
- Mesh Lined Fabric With Shimmering Geometric Sequins Throughout
- Fully Lined
- Curve-Hugging Fit I Moderate Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0266
Category Name: Midi Cocktail Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
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Anika Cold-Shoulder Pearl Mesh Formal Midi Dress
Special Occasion
Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.
Fit & Features
- Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
- Wired V-neckline
- Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
- Ruching, back slit
- Bodycon fit
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-2117
Category Name: Midi Cocktail Dresses
Price: $19.97 $69.90
On Sale: Yes
Availability: In Stock
Available Color: LAVENDER, WHITE
Available Size: XS, S
Product Badge:- Sale
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Luxe Sleek Vibes Satin Midi Dress
Bring the luxe sleek vibes to your look with this stunning satin midi dress. The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a fitted high waist seam, ruched detailing down one side, a midi-length asymmetrical hem creating a chic side slit, and a curve-hugging silhouette. Complete the outfit with strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline, padded cups
- Adjustable spaghetti straps
- Fitted high waist seam
- Ruching down one side
- Midi-length, asymmetrical hem, side slit
- Form-fitting silhouette
- Smooth satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1603
Category Name: Midi Cocktail Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Luxe Level Sleeveless Midi Dress
Take your look to a luxe level with a stunning midi dress that creates a head-turning moment! The dress features a sleeveless cowl neckline, spaghetti straps, 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 mules.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Midi-length silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1120
Category Name: Midi Cocktail Dresses
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
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Simple Sleek Silhouette Midi Dress
Showcase a simple sleek silhouette in this chic satin midi dress. It features a sleeveless cowl neckline, dual spaghetti straps that lead to a strappy lace-up back, and a flowy, midi-length, sheath silhouette. Complete the look with hoop earrings and strappy heels.
Fit & Features
- Sleeveless cowl neckline
- Dual spaghetti straps
- Open back, strappy lace-up design
- Flowy, midi-length, sheath silhouette
- Woven satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1550
Category Name: Midi Cocktail Dresses
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh-So-Alluring Ruched Midi Dress
This sultry ruched midi dress is oh-so-alluring! Featuring a sleeveless sweetheart neckline, a padded bust that eliminates the need for a bra, adjustable spaghetti straps, all-over ruching, a curve-hugging fit, and a midi-length asymmetrical silhouette creating a high side slit, this dress was made for a night out. Style this midi dress with a rhinestone choker necklace and strappy stilettos.
Fit & Features
- Sleeveless sweetheart neckline, padded bust
- Adjustable spaghetti straps, back zipper, hook and eye closure
- All-over ruched detailing
- Curve-hugging bodycon fit
- Midi-length asymmetrical hem, high side slit
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1992
Category Name: Midi Cocktail Dresses
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Something Chic V-Neck Lace Ruffle Mini Dress
Satisfy your craving for something chic in this lace mini dress perfect for date night or rehearsal dinners! The sleeveless V-neckline adds a touch of elegance, while the bodycon fit accentuates your curves. The asymmetrical ruffled mini-length hem adds a flirty and playful vibe to this must-have dress. Complete the look with a clutch.
Fit & Features
- Lace fabric, stretchy knit lining
- V-neckline
- Bodycon fit
- Asymmetrical ruffled hem
- Runs true to size
Style Number/Barcode: 05101-3313
Category Name: Midi Cocktail Dresses
Price: $46.90
Availability: In Stock
Available Color: BLACK, IVORY
Available Size: XS, S, M, L
Product Badge:- Sale
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Alana Formal Sequin Midi Dress
Special Occasion
Sparkle and dazzle in our glam Alana dress! She features a plunging V neckline, adjustable spaghetti straps and light reflecting sequins adorned with pearl accents throughout. Dress is composed of a lined mesh fabric that offers a form hugging fit with a minimal stretch. Dress is lined with a form hugging smooth knit fabric. Includes a back zipper closure
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0090
Category Name: Midi Cocktail Dresses
Price: $36.97 $79.90
On Sale: Yes
Availability: Out of Stock
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Genna Sequin Patterned Midi Dress
You'll fall head over heels for our gorgeous Genna sequin midi dress! She features a sleeveless deep V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy lattice back design, and a mid-length, curve-hugging silhouette. The mesh fabric features stunning all-over sequin embroidery in a chic vintage-inspired pattern. Style this dress with clear heels.
Fit & Features
- Sleeveless V-neckline
- Dual adjustable spaghetti straps
- Lattice back design, tie closure
- Mid-length, form-fitting silhouette
- Back slit
- Mesh fabric, sequin embroidery
- Runs true to size
Style Number/Barcode: 05001-0309
Category Name: Midi Cocktail Dresses
Price: $29.97 $64.90
On Sale: Yes
Availability: Out of Stock
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Melissa Long Sleeve Ruched Midi Dress
Special Occasion
Showcase a gorgeous, figure-flattering silhouette in the chic Melissa ruched midi dress. She features a V-neckline with a wrap-front design, long fitted sleeves, ruched detailing, and a mid-length, curve-hugging fit. Complete the look with statement earrings and a sleek clutch.
Fit & Features
- V-neckline, wrap-front design
- Long fitted sleeves
- Ruching
- Mid-length, form-fitting silhouette
- Lined slinky knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05001-0664
Category Name: Midi Cocktail Dresses
Price: $14.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish And Chic Slinky Knit Midi Dress
Stylish and chic, this slinky knit midi dress is a must-have for a night out with the girls. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a strappy caged design, and a mid-length, form-fitting silhouette that will hug your curves. Complete the look with clear heels.
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Open back, strappy caged design
- Mid-length, form-hugging fit
- Slinky knit fabric
- Runs true to size
Style Number/Barcode: 05101-1048
Category Name: Midi Cocktail Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Emilia Satin High Slit Formal Midi Dress
Special Occasion
The silky satin fabric and chic details and design of the Emilia formal midi dress will elevate your cocktail party look! She features a sleeveless cowl neckline, spaghetti straps, a midi-length hem with a high-cut side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The sleek satin-knit fabric offers a moderate stretch. Style this midi dress with rhinestone duster earrings and classic block heels.
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- High waist seam
- Midi-length hem, high side slit
- Slim-fit silhouette
- Satin-knit fabric, moderate stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-2037
Category Name: Midi Cocktail Dresses
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here To Party Ruffled Midi Dress
This crepe midi dress is here to party! It features a sleeveless one-shoulder neckline with a tank-style strap, cutout waist accent, and a form-hugging asymmetrical hem with ruffle trim. Complete your dressy look in rhinestone heels.
Fit & Features
- Sleeveless one-shoulder neckline
- Tank-style strap
- Cutout waist accent
- Form-hugging silhouette
- Asymmetrical midi hem with ruffle trim
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1624
Category Name: Midi Cocktail Dresses
Price: $5.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Moment Asymmetrical High Slit Midi Dress
Make a fab impression in a floral dress, perfect for a first date. The midi dress features a gorgeous floral print, a wrap V-neckline for a flattering fit, and an asymmetrical high slit. Complete your look with strappy heels and hoop earrings to complement this fab print.
Fit & Features
- Sleeveless, v-neck, spaghetti straps
- Bodycon silhouette
- Asymmetrical high slit
- Midi-length hem
- Floral print, knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-0562
Category Name: Midi Cocktail Dresses
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
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Dreamy Petals Off Shoulder Midi Dress
A picture-perf dress for that girls brunch! Wave your hair out and add some gold-tone jewelry for a spring-ready look!
Fits & Features
- Off Shoulder Neckline & Sleeves
- Midi Length Silhouette
- Smooth Scuba Knit Fabric I Watercolored Florals
- Form Hugging Fit
- Moderate Stretch
Style Number/Barcode: 05101-0661
Category Name: Midi Cocktail Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Arrival Cutout Bodycon Midi Dress
Fit & Features
- Smooth knit fabric with plenty of stretch
- Sweetheart neckline, draped pleated cowl neck overlay
- Spaghetti straps
- Front cutout at waist
- Midi-length mermaid silhouette
- Runs true to size
Style Number/Barcode: 05101-3592
Category Name: Midi Cocktail Dresses
Price: $39.90
Availability: In Stock
Available Color: SAGE, BLACK
Available Size: L, S, M
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Summer Crepe One-Shoulder Midi Party Dress
Special Occasion
Showcase your sophisticated style in the Summer midi party dress for every special occasion this season! She features a head-turning strappy back and a one-shoulder neckline, fitted bodice, and a high-cut slit on a midi hemline perfect for showing off some skin. The party dress is composed of a crepe knit fabric with a moderate stretch. Complete your look in radiant rhinestone heels and a matching clutch.
Fit & Features
- One-shoulder, strappy back
- Fitted bodice
- High-cut slit, midi hem
- Crepe knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 05001-0895
Category Name: Midi Cocktail Dresses
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
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Sophisticated Enchantment Velvet Midi Dress
The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.
Fit & Features
- Velvet fabrication
- Sleeveless sweetheart neckline
- Pleated bodice
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-3732
Category Name: Midi Cocktail Dresses
Price: $42.90
Availability: In Stock
Available Color: BURGUNDY, NAVY
Available Size: XS, S, L, XL, M
Product Badge:- Best Seller
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Glimmering Chic Glitter Mesh Strapless Midi Dress
Glimmer in this chic glitter mesh strapless midi dress showcasing a bodycon silhouette that hugs your curves. Pair with heels.
Fit & Features
- Sheer glitter mesh fabric with knit lining, plenty of stretch
- Strapless straight neckline, no slip-strip
- Bodycon silhouette
- Midi-length hem, lettuce-edge trim
- Runs true to size
Style Number/Barcode: 05101-3609
Category Name: Midi Cocktail Dresses
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Total Babe Alert Midi Dress
Watch out, we have a total babe alert with you in this gorg midi! Wear for a night out on the town!
Fit & Features
- One shoulder neckline | Tank-like shoulder strap
- Ruched side detailing
- Mid-length, curve hugging fit
- Knit fabric | Plenty of stretch
- Knit lining
Style Number/Barcode: 05101-0763
Category Name: Midi Cocktail Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kacie Formal Velvet Midi Dress
Special Occasion
Prepare for all the jaws to drop when you're seen in the Kacie formal velvet dress at the annual holiday party! She features an elegant one-shoulder neckline, a long sleeve, a cutout bust, and a form-hugging, midi-length slit hem. The formal dress is composed of a luxuriously soft velvet fabric with a sewn-in lining and moderate stretch. Complete your dressy look in glitzy heels and a clutch.
Fit & Features
- One-shoulder neckline, long sleeve, cutout bust
- Strapless or sticky bra recommended
- Form-hugging silhouette
- Midi-length slit hem
- Velvet fabric, sewn-in lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05001-1265
Category Name: Midi Cocktail Dresses
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
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Sweetheart Bustier Ruched Midi Dress
You are sizzlin' in this sexy number! It's the perf night out dress for a GNO!
Fits & Features
- Adjustable Spaghetti Straps
- Sweetheart Neckline I Bustier Style, Padded Bust
- Back Zip With Hook & Eye Closure
- Midi Length Silhouette I Slit At Side
- Mesh Lined Fabric
- Curve Hugging Fit I Ample Stretch
- Ruching All Over
Style Number/Barcode: 05101-0737
Category Name: Midi Cocktail Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance