Midi Holiday Dresses

Elevate your holiday style with chic and elegant midi dresses! Perfect for cocktail parties, office celebrations, or holiday photos, these dresses come in luxe fabrics like satin, sequin, velvet, and glitter knit. Go for long sleeves, one-shoulder, or strapless styles to stay on-trend. Whether you choose white, black, green, navy, or red, these holiday midi dresses will make sure you're the best dressed at every event this season.

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Chic Midi Holiday Dresses for a Perfect Holiday Look

Find your perfect balance with Windsor's midi holiday dresses, an ideal choice for versatile, chic holiday party looks. These dresses offer a flattering length for any occasion, from family gatherings to formal dinners. Choose satin midis for a polished look that pairs effortlessly with heels or opt for velvet or lace for a bit of extra texture. Colors like classic red, green, and even black capture the holiday spirit, while details like side slits and subtle embellishments bring sophistication. Whether you’re dressing for day or night, a midi holiday dress will have you turning heads this season.

  • Lilith Satin Cutout Wrap-Front Midi Dress

    Special Occasion

    Chic and curve-hugging, the Lilith satin formal midi dress features a sleeveless pleated cowl neckline, spaghetti straps, and an alluring underbust cutout. The pleated faux wrap-front design at the waist creates a high-cut side slit, showcasing some leg on the bodycon silhouette. 

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Satin-knit fabric
    • Pleated cowl neckline, padded bra cups
    • Spaghetti straps, back zipper closure
    • Underbust cutout
    • Pleated faux wrap-front design, high side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2571

    Category Name: Midi Holiday Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: HUNTER, WINE, ROYAL, BLACK

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

  • 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 Holiday Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Stylish Shine Glitter Satin Lace-Up Midi Dress

    Unlock a stylish shine in this glitter satin midi dress boasting a lace-up strappy design and a chic faux-wrap slit perfect for pairing with heels.

    Fit & Features

    • Glitter satin fabric with knit bust lining, moderate stretch
    • Square neckline
    • Spaghetti straps, open cross-back lace-up strappy design
    • High waist seam, pleating
    • Faux wrap-front design, front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3588

    Category Name: Midi Holiday Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S, M, L, XL

  • 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 Holiday Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Holiday Dresses

    Price: $45.90

    Availability: Out of Stock

  • 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 Holiday Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One To Remember Strapless Pleated Satin Midi Dress

    You'll be the girl they'll never forget in this satin midi dress as a stunning bridesmaid, wedding guest, or attending a dressy soiree! Featuring a strapless sweetheart neckline with pleating, this midi dress exudes elegance. The form-hugging silhouette accentuates your curves while the center back slit adds a touch of allure. Complete the look with dainty earrings and heels.

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • Strapless sweetheart neckline with pleating
    • Center back slit
    • Form-hugging silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3120

    Category Name: Midi Holiday Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alice Corset Velvet Midi Formal Dress

    Special Occasion

    A velvet midi formal dress features a sultry cowl neckline and corset bodice that leads to the flattering bodycon silhouette with a front wrap slit. Perfect for homecoming or banquets.

    Fit & Features

    • Velvet fabric, bust lining, moderate stretch
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Corset bodice, flexible boning
    • Front wrap slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2403

    Category Name: Midi Holiday Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY, RED

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

  • A Glam Affair Sleeveless Ruched Midi Dress

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Sleeveless sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Ruched side seams
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3160

    Category Name: Midi Holiday Dresses

    Price: $48.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Holiday Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: Midi Holiday Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Holiday Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Radiance Glitter Knit One-Shoulder Midi Dress

    Showcase chic radiance at your next cocktail party in this glitter knit midi dress featuring a one-shoulder neckline with a long fitted sleeve, and ruched detailing to highlight your curves. The asymmetric midi-length hem creates an alluring high side slit along the bodycon silhouette.

    Fit & Features

    • Glitter knit fabric with top knit lining, plenty of stretch
    • Asymmetric one-shoulder neckline
    • Long fitted sleeve
    • Ruched detailing
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3504

    Category Name: Midi Holiday Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • 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 Holiday Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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 

     

    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: 05001-0266

    Category Name: Midi Holiday Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

  • Glam Sophistication Sleeveless Cutout Midi Dress

    Walk into the party in this mesh sleeveless midi dress, which showcases a flirty cutout back and a form-hugging fit that flatters your figure. Complete the look with heels.

    Fit & Features

    • Mesh fabrication, stretchy knit lining
    • Sleeveless square tube neckline
    • Ruching
    • Asymmetrical layered high-slit
    • Cutout at the lower back
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3630

    Category Name: Midi Holiday Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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 Holiday Dresses

    Price: $36.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

  • Jayleen Ruched Mesh Corset Midi Dress

    Special Occasion

    The Jayleen ruched mesh midi dress is designed with a sleeveless sweetheart neckline with a built-in padded bust accented with a draped cowl neck overlay for a chic look. The corset-style bodice features flexible boning to provide structure and a high waist seam for a snatched fit, while the bodycon silhouette is detailed with a ruched high-front slit for an alluring vibe.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline with padded bust, draped cowl neck overlay
    • Corset-style bodice with flexible boning, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruched front seam, high-cut front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2419

    Category Name: Midi Holiday Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, XL

  • 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 Holiday Dresses

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Luxurious A-Line Satin Midi Dress

    Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

    Fit & Features

    • Silky satin fabric, bust lining, minimal stretch
    • Spaghetti straps
    • A-line silhouette
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2907

    Category Name: Midi Holiday Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • 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 Holiday Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Shimmering Nights Cowl Neck Glitter Midi Dress

    Shimmer all night in this sleeveless glitter midi dress featuring a stunning cowl neckline and a mermaid silhouette that flatters your curves. Pair with heels and a purse.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • Sleeveless cowl neckline
    • One tank strap, one asymmetric spaghetti strap
    • Partial open back with asymmetric spaghetti strap
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3808

    Category Name: Midi Holiday Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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 Holiday Dresses

    Price: $20.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance