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.

  • 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 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      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
    • Lustrous Velvet Dress

      This simple velvet dress is all you need to stay trendy all season long! 

      Fit & Features 

      • Elastic Off The Shoulder Neckline
      • Short Sleeves
      • Midi Length
      • Velvet 
      • Fully Lined
      • Moderate Stretch 
        Model is 5'6 with a 32" bust, 23" waist and 34" hips. She is wearing a size small.

       

      Style Number/Barcode: 05101-7558

      Category Name: Midi Cocktail Dresses

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Best In Town Crepe Sweetheart Midi Dress

      You'll be best dressed all over town in this crepe midi dress perfect for wearing on rotation! It features a sleeveless sweetheart neck with a padded bust, sleek spaghetti straps, a curve-hugging silhouette, and a flirty front slit along the flowy hem. Complete the look with a pop of gold jewelry. 

      Fit & Features

      • Sleeveless sweetheart neck, padded bust
      • Spaghetti straps
      • Curve-hugging silhouette
      • Front slit, flowy midi-length hem
      • Crepe fabric, bust lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2046

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Kiera Formal Satin One-Shoulder Midi Dress

      Special Occasion

      Envoke timeless beauty in the Kiera formal satin dress for a luxurious look at banquets, rehearsal dinners, and dressy cocktail events! She features a sleeveless one-shoulder neckline with dual adjustable spaghetti straps, a padded bust, front ruched seams, and a bodycon silhouette with a flirty slit midi hem. The formal dress is composed of a silky satin-lined fabric with a sheen effect and minimal stretch. Complete the look with sparkly stiletto heels.

      Fit & Features

      • Sleeveless one-shoulder neckline
      • Dual adjustable spaghetti straps, padded bust
      • Back zipper and hook-eye closure
      • Bodycon silhouette, ruched seams
      • Slit accent, midi-length hem
      • Lined satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-1273

      Category Name: Midi Cocktail Dresses

      Price: $35.00 $49.90

      On Sale: Yes

      Availability: In Stock

      Available Color: DENIM

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

      Product Badge:
      • Sale
    • Laila Formal Crepe Twist Midi Dress

      Special Occasion

      The Laila midi dress offers a playful twist for cocktail parties and dinner dates! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a twisted bust with a keyhole cutout, a form-hugging silhouette, and a flirty front slit along the hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Complete the look with hoop earrings and heels.

      Fit & Features

      • Sleeveless sweetheart neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Twisted bust, keyhole cutout
      • Form-hugging, slit midi-length hem
      • Lined crepe, moderate stretch
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1295

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylish Strappy Moment Midi Dress

      Have yourself a stylish strappy moment in this sleek midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, and a fitted midi-length silhouette with a sultry side slit to showcase some leg. Complete the look with trendy clear mules.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Cross-back lace-up strappy design, tie closure
      • Midi-length, curve-hugging fit
      • Side slit
      • Smooth knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1395

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Special Touch Velvet Off-The-Shoulder Midi Dress

      Elevate your evening look in this stunning velvet midi dress! Boasting an alluring off-the-shoulder neckline, the knee-length dress features short-sleeve cuffs, a non-slip grip lining, a form-hugging fit, and a ruffled midi-length hem, this velvet dress exudes elegance. Complete the look in high heels for a semi-formal party!

      Fit & Features

      • Off-the-shoulder neckline
      • Non-slip grip lining, short sleeve cuffs
      • Form-hugging fit
      • Ruffled midi-length hem
      • Soft velvet fabric, knit lining at bust, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2614

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

    • Romantic Vibes Floral Mesh Midi Dress

      Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.

      Fit & Features

      • Sleeveless cowl neckline
      • Bungee spaghetti straps
      • Mid-length, form-hugging fit
      • Sheer mesh fabric, knit lining, floral print
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1094

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Abstract Beauty Mesh Midi Dress

      Stun like the one-of-a-kind beauty you are with a midi dress that slays! The dress features a sleeveless square neckline, bungee spaghetti straps, an abstract-watercolor print, 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 clear heels.

      Fit & Features

      • Sleeveless square neckline, elastic band
      • Bungee spaghetti straps
      • Abstract watercolor print
      • Midi-length silhouette
      • Lined mesh fabric, ruched detailing
      • Form-hugging fit, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05102-4229

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Lizzy Feather Trim Satin Slip Dress

      Special Occasion

      Step out with a dramatic flair in the Lizzy sleek satin slip dress! She features a sleeveless square neckline with a fabulous marabou feather trim, adjustable spaghetti straps for a customized fit, and a flowy, midi-length, A-line silhouette. The smooth lightweight woven satin fabric showcases a luxe sheen. Complete the look with sparkling rhinestone heels.

      Fit & Features

      • Sleeveless square neckline, marabou feather trim
      • Adjustable spaghetti straps
      • Back zipper, hook and eye closure
      • Midi-length hem, A-line silhouette
      • Woven satin fabric, no stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1408

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Season Of Sequins Dress

      This holiday season, it's all about the sequins!

      Fits & Features

      • Adjustable Spaghetti Straps 
      • Sweetheart Neckline With Bust Seam Detailing I Padded Cups
      • Zipper With Hook & Eye Closure At Back
      • Sheer Mesh Fabric With Intricate Patterns Of Sequins
      • Fully Lined 
      • Form-Hugging Fit I Plenty Of Stretch

       

      Navy And Hunter: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

       

      Burgundy: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05103-0394

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic Allure Mock Neck Ruched Mesh Midi Dress

      This curve-hugging ruched midi dress will bring a chic allure to your next party! Designed with a stretchy lined mesh fabric, it features a sleeveless halter mock neckline with a stylish draped detail, an open scoop-back design for a sultry touch, ruching down the side seams to flaunt your stunning figure, and a bodycon silhouette on the midi-length hem. Complete the look with metallic heels.

      Fit & Features

      • Stretchy sheer mesh fabric with knit lining
      • Halter mock neckline, back button closure
      • Open scoop-back design
      • Ruched side seams
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3434

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Classic And Sleek Knit Off-Shoulder Long Sleeve Midi Dress

      Classic and sleek, this stretchy knit midi dress features an asymmetric off-shoulder neckline with long fitted sleeves, ruching at the waist to accentuate your curves, and a bodycon silhouette. Style with stiletto heels for a chic outing!

      Fit & Features

      • Jersey knit fabric with plenty of stretch
      • Asymmetric off-shoulder neckline
      • Long fitted sleeves
      • Ruched waist
      • Midi-length bodycon fit
      • Runs true to size

      Style Number/Barcode: 05102-5977

      Category Name: Midi Cocktail Dresses

      Price: $24.90

      Availability: Out of Stock

    • Ruffled In Love Sleeveless Dress
      Keep it lovely in ruffles in this stunning dress! It features a sleeveless square neckline, narrow shoulder straps and a midi length silhouette with an asymmetrical ruffled hem. Dress is composed of a stretchy crepe fabric that offers a form hugging fit.

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05103-0359

      Category Name: Midi Cocktail Dresses

      Price: $13.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Killer Curves Plunge Neck Midi Dress

      Dare to show off your killer curves in this bodycon midi dress featuring long sleeves, a plunge V-neckline, and side ruched seams to create an hourglass appearance on slinky-knit fabric. Complete the look with clear strap heels. 

      Fit & Features

      • Long fitted sleeves
      • Plunge V-neckline
      • Side ruched seams
      • Bodycon silhouette
      • Midi-length hem
      • Slinky knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2066

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Gretta Formal Satin Wrap Midi Dress

      Special Occasion

      Simply sultry and effortless, the Gretta formal satin dress puts your best self forward as a chic bridesmaid, graduate, or birthday girl! She features a sleeveless plunge-wired sweetheart neckline, adjustable spaghetti straps for a customizable fit, and a flattering pleated side seam, slim curve-hugging silhouette, and asymmetrical wrap slit midi-length hem. The formal dress is composed of a lined silky satin fabric with a moderate stretch. Complete the look in metallic block heel mules and an envelope clutch.

      Fit & Features

      • Sleeveless plunge-wired sweetheart neckline
      • Adjustable spaghetti straps, back zipper and hook-eye closure
      • Pleated side seam, slim curve-hugging silhouette
      • Asymmetrical wrap slit mid-length hem
      • Lined silky satin fabric, moderate stretch
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1994

      Category Name: Midi Cocktail Dresses

      Price: $54.90

      Availability: In Stock

      Available Color: HUNTER

      Available Size: XS, S, M, XL

    • Sultry And Spotted Midi Dress

      Spotted! You in a sleek and sultry midi dress!

      Fits & Features

      • Adjustable Spaghetti Straps
      • Square Back I Structured Sweetheart Neckline With Padding
      • Midi Length Silhouette
      • Velvet-Like Fabric I Leopard Print Design
      • Curve Hugging Fit I Plenty Of Stretch

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

      Style Number/Barcode: 05103-0254

      Category Name: Midi Cocktail Dresses

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

    • Graceful Lace Open Back Midi Dress
      Keep it graceful in elegant lace! This white midi dress features a plunging V neckline, narrow shoulder straps and an open back with a scalloped lace trim. Dress is composed of a combination ponte and lace fabric that offers a form hugging fit with a moderate stretch.

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

      Style Number/Barcode: 05103-0006

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Vacay Queen Tropical Floral Midi Dress

      Slay in all of your vacation pics like the stylish queen you are in this tropical floral midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a bodycon silhouette that will hug your curves, and a bold tropical floral print pattern. The sheer mesh fabric includes a stretch knit lining. Complete the look with clear mules.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Midi-length hem
      • Bodycon silhouette
      • Tropical floral print
      • Sheer mesh fabric, stretch knit lining
      • Runs true to size

      Style Number/Barcode: 05102-4980

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casual Affair Long Sleeve Ruched Midi Dress

      Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

      Fit & Features

      • Smooth knit fabrication, moderate stretch 
      • Off-the-shoulder neckline, foldover accent
      • Fitted long sleeves
      • Ruching
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3723

      Category Name: Midi Cocktail Dresses

      Price: $39.90

      Availability: In Stock

      Available Color: BROWN, WINE

      Available Size: XS, S, M, L

    • Ready To Sparkle Glitter Midi Dress

      Invited to a cocktail soiree? Get ready to sparkle in this glitter midi dress featuring a one-shoulder neckline, a peasant long sleeve, a side ruched seam, a bodycon silhouette, a sultry side cutout, and an asymmetrical hem with a cutout slit. Complete the look with chandelier earrings.

      Fit & Features

      • One-shoulder neckline, peasant long sleeve
      • Side ruched seam, cutout slit
      • Bodycon silhouette
      • Asymmetrical midi-length hem
      • Glitter knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2257

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Affair High Slit Satin Midi Dress

      Make your next cocktail party a chic affair with this sleek satin midi dress. It features a sleeveless square neckline, spaghetti straps, an alluring open back with a bar strap accent, a lower back ruched knot detail, a midi-length hem with a high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with rhinestone heels.

      Fit & Features

      • Sleeveless square neckline, spaghetti straps
      • Open back, horizontal bar strap
      • Lower back ruched knot detail
      • Midi-length hem, high front slit
      • Form-hugging fit
      • Satin-knit fabric, lined bust, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2095

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Astra Formal Satin Corset Midi Dress

      Special Occasion 

      Step out like the one that got away in a formal midi dress that brings the glamour to your special event. Astra features a sleeveless sweetheart neckline, padded cups that allow you to go bra-free, and adjustable spaghetti straps. The bodice features a corset style with flexible boning to achieve that snatched look. The slim-fit waist leads to a midi-length silhouette that is accented with a high side slit on the left. The dress is composed of a satin-like fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels

      Fit & Features

      • Sleeveless sweetheart neckline
      • Padded cups, adjustable spaghetti straps
      • Corset-bodice, flexible boning 
      • Midi length silhouette
      • High side slit
      • Line satin fabric
      • Form hugging fit, minimal stretch, runs true to size

      Style Number/Barcode: 05001-0944

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

    • A Must Have Strapless Twist Midi Dress

      This midi dress is a must-have style for showing off your shoulder for a brunch or party! It features a strapless sweetheart neckline, a padded and twisted bust, a flattering bodycon silhouette, and a center-back slit on stretchy knit fabric. Complete the look with a chic crossbody bag and heels.

      Fit & Features

      • Strapless sweetheart neckline, non-slip grip lining
      • Padded and twisted bust
      • Bodycon silhouette
      • Center back slit
      • Midi-length hem
      • Stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05102-5374

      Category Name: Midi Cocktail Dresses

      Price: $5.97 $36.90

      On Sale: Yes

      Availability: Out of Stock