Midi Holiday Dresses

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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.

  • High Low Ruffle Hem Satin Dress

    Look party-ready with this elegant and sultry high-low dress!

    Fits & Features

    • Spaghetti Straps That Cross At Back
    • Square Neckline I Vertical Darts At The Bust
    • High-Low Hem With Ruffle Trim Detail 
    • Satin-Like Composition I Fully Lined
    • Body-Hugging Fit
    • Moderate Stretch

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0438

    Category Name: Midi Holiday Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Time To Slay Bodycon Midi Dress

    It's your time to slay in this simple yet chic bodycon midi dress! It features an asymmetrical boat neckline with a partial off-the-shoulder design, long fitted sleeves with thumb hole accents, a midi-length hem, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy heels.

    Fit & Features

    • Asymmetrical boat neckline, partial off-the-shoulder design
    • Long fitted sleeves, thumb hole accents
    • Midi-length hem
    • Curve-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5006

    Category Name: Midi Holiday Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Atta Pearl Glitter Mini Dress

    It's your time to shine, girl! Look your best in this statement mini dress. 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Molded Cups With Notched V Neckline
    • Mini Length Silhouette
    • Fully Lined, Glitter Knit Composition With Pearl & Rhinestone Embellishments
    • Zipper With Hook & Eye Closure
    • Curve-Hugging Fit I Moderate Stretch 

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

      Style Number/Barcode: 05103-0411

      Category Name: Midi Holiday Dresses

      Price: $25.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Flaunt It Glitter Mesh Midi Dress

      Flaunt your gorgeous figure in this curve-hugging glitter mesh midi dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, a midi-length hem, and a chic front slit to showcase some leg. The sparkly sheer glitter mesh fabric includes a full lining. Complete the look with strappy stilettos.

      Fit & Features

      • Sleeveless sweetheart neckline
      • Adjustable spaghetti straps, back zipper, hook and eye closure
      • Ruching down the side seams
      • Midi-length hem, fitted bodycon silhouette
      • Front slit
      • Sheer glitter mesh fabric, full knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1717

      Category Name: Midi Holiday Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • In The Lineup Mock Neck High Slit Midi Dress

      This alluring mock neck high slit midi dress needs to be in your winter lineup! It features a mock neckline, long fitted sleeves, a trendy ruched side seam with an adjustable drawstring, an asymmetric midi-length hem creating a high-cut side slit, and a form-hugging silhouette to flaunt your figure. The brushed knit fabric offers plenty of stretch. Style this midi dress with ankle booties!

      Fit & Features

      • Mock neckline
      • Long fitted sleeves
      • Ruched side seam, adjustable drawstring
      • Asymmetric midi-length hem, high-cut side slit
      • Form-hugging silhouette
      • Brushed knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05102-5404

      Category Name: Midi Holiday Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Scalloped Lace Trumpet Midi Dress

      Bring the flare with this flirty midi dress! It features a sleeveless bodice, a plunging V neckline with scalloped lace trim, adjustable straps that cross at the back and a midi length silhouette with a flared trumpet hem. Dress is composed of a lined lace fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. 

      Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0304

      Category Name: Midi Holiday Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Babe's A Bombshell Velvet Midi Dress

      Baby-girl you're a bombshell in velvet! This midi dress is a real head turner, with a v neckline, a mid length hemline, bungee spaghetti straps, and a form fitting silhouette. Dress is composed of a velvet fabric and offers moderate stretch. Fully lined.

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

      Style Number/Barcode: 05103-0161

      Category Name: Midi Holiday Dresses

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Dazzling Glitter Glow Midi Dress

      Glow from the inside out with this dazzling midi dress!

      Fits & Features

      • Square Neckline
      • Corded Straps
      • Waist Cut Out 
      • Midi Length Silhouette
      • Lined Glitter Knit Fabric I Moderate Stretch
      • Zipper Not Included 
      • Glitter May Transfer

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

      Style Number/Barcode: 05101-0373

      Category Name: Midi Holiday Dresses

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Babe's A Bombshell Velvet Midi Dress

      Baby-girl you're a bombshell in velvet! This midi dress is a real head turner, with a v neckline, a mid length hemline, bungee spaghetti straps, and a form fitting silhouette. Dress is composed of a velvet fabric and offers moderate stretch. Fully lined.

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

      Style Number/Barcode: 05103-0162

      Category Name: Midi Holiday Dresses

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sparkly Spectacle Glitter Strapless Midi Dress

      Light up the dance floor in this sparkly glitter midi dress! Featuring a modern strapless neckline, an asymmetric midi-length hem creating the perfect side slit to reveal some leg, and a sexy bodycon silhouette that flaunts your figure. Complete the look in stiletto heels for a night out!

      Fit & Features

      • Strapless elasticized neckline
      • Ruched side seam
      • Side slit, asymmetric midi-length hem
      • Bodycon silhouette
      • Glitter knit fabric, knit lining at the bust
      • Plenty of stretch
      • Runs true to size

      Style Number/Barcode: 05103-5297

      Category Name: Midi Holiday Dresses

      Price: $6.97 $40.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Brynn Formal Sleeveless Knot Dress

      Special Occasion 

      Create a look that they will never forget in our breathtaking Brynn dress! She features a sleeveless bodice, a plunging V neckline, padded cups for support, adjustable spaghetti straps that cross at the back and a twisted knot accent at the center of the bodice. Her slim fit bodice leads to a curve hugging midi length silhouette with an asymmetrical high slit. Dress is composed of a lined stretchy satin-like fabric that offers a moderate stretch. Includes a lower back zipper closure.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0163

      Category Name: Midi Holiday Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trumpet Hem Satin Midi Dress

      Looking for an elegant style that's still got a bit of flare? This midi is all about a streamlined look with a hint of drama! 

      Fits & Features

      • Plunging V-Neckline I Square Back
      • Spaghetti Straps
      • Vertical Dart Seams At Bust
      • Midi, High-Low Trumpet Hem 
      • Satin-Like Composition I Fully Lined
      • Form-Hugging Silhouette I Moderate Stretch 

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

        Style Number/Barcode: 05101-0332

        Category Name: Midi Holiday Dresses

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • The Glow Up Glitter Mini Dress

        Light up the night with some serious glitter shine! Go for that glow-up look with this chic mini dress! 

        Fits & Features

        • Plunging Wired V Neckline
        • Ruched Bodice
        • Spaghetti Straps | Cross Back 
        • Glitter
        • Form Hugging Fit
        • Moderate Stretch
        • Fully Lined 

          Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

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

          Style Number/Barcode: 05103-0600

          Category Name: Midi Holiday Dresses

          Price: $9.97 $44.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Next Stop Sultry Velvet Slit Midi Dress

          This velvet bodycon dress takes you to Sultryville! The midi dress features a sweetheart neckline, adjustable spaghetti straps, flexible boning, a flattering bodycon silhouette and front slit. Luxuriously crafted on velvet knit fabric for an air of sophistication. Complete the look with statement earrings for a holiday soiree!

          Fit & Features

          • Sleeveless sweetheart neckline
          • Adjustable spaghetti straps
          • Back zipper and hook-eye closure
          • Padded bust, flexible boning inserts
          • Bodycon silhouette, front slit, midi-length hem
          • Lined velvet fabric, moderate stretch
          • Runs true to size

          Style Number/Barcode: 05101-2928

          Category Name: Midi Holiday Dresses

          Price: $6.97 $46.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • All Is Merry Velvet Glitter Midi Dress

          All is merry and bright with you in this velvet glitter midi dress! Perfect for the holidays, this midi-length dress features a cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in strappy block heels.

          Fit & Features

          • Sleeveless cowl neckline
          • Spaghetti straps
          • Form-hugging silhouette
          • Front slit, midi-length hem
          • Glitter velvet fabric, minimal stretch
          • Runs true to size

          Style Number/Barcode: 05101-2895

          Category Name: Midi Holiday Dresses

          Price: $9.97 $44.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Audrina Formal Sequin Midi Dress

          Special Occasion 

          Come through with head-turning shine as you shimmy the night away in our sequined Audrina midi dress! 

          Fit & Features 

          • High Round Neckline
          • Cap Sleeves
          • Draped Cowl Back 
          • High Side Slit
          • Sequins
          • Lined Mesh | Minimal Stretch 
          • Side Zipper Closure 

           

          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: 05001-0261

          Category Name: Midi Holiday Dresses

          Price: $19.97 $69.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Glitter Spaghetti Strap Mini Dress

          This bodycon features spaghetti straps, a deep v neckline, and a bodycon fit. Dress is composed of a glitter knit material that offers moderate stretch and hem hits right above the knee. Our favorite part is the sheen reflection that the glitter gives off when you catch the light!

          Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

          Style Number/Barcode: 05103-0408

          Category Name: Midi Holiday Dresses

          Price: $9.97 $33.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Annalynn Formal Sequin Midi Dress
          Special Occasion 

          Impress in dazzling sequins as you make a diva worthy entrance in our Annalynn dress! She features an all over black hue, a straight strapless neckline, a built in no slip strip and a flattering midi length. The all over lined mesh fabric is adorned with gleaming sequins set in a baroque and diamond pattern. Dress offers a form hugging fit with minimal stretch. Includes a back zipper closure with a fish hook clasp.

          Special Occasion products cannot be returned to any retail locations.

          Style Number/Barcode: 05001-3992

          Category Name: Midi Holiday Dresses

          Price: $24.97 $69.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Ships Free
        • Desi Sequin Off Shoulder Midi Dress

          Special Occasion

          Leave them speechless in our gorge Desi! You'll dazzle and light up any space.

          Fits & Features

          • Off Shoulder Fold-Over Neckline
          • Interior No-Slip Strip 
          • Zipper With Hook & Eye Closure
          • Midi Length Silhouette With Slit At Center Back 
          • Fully Lined, Mesh Knit Fabric With Sequins Throughout 
          • Curve Hugging Fit I Moderate Stretch

           

          Model is 5'9" with a 34" 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: 05001-0282

          Category Name: Midi Holiday Dresses

          Price: $22.97 $59.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Sparkle Spell Glitter Ruched Midi Dress

          Cast a spell of sparkle in this glitter midi dress at a party! With adjustable spaghetti straps, a sweetheart neckline, a padded bust, and side ruched seams for an ultra-flattering bodycon fit, the dress's glitter knit fabric shimmers gracefully as you move. Complete the look with earrings and a clutch.

          Fit & Features

          • Sleeveless sweetheart neckline
          • Adjustable spaghetti straps
          • Padded bust
          • Side ruched seams, bodycon fit
          • Asymmetrical midi-length hem, side slit
          • Glitter knit fabric, bust knit lining, moderate stretch
          • Runs true to size

          Style Number/Barcode: 05101-2682

          Category Name: Midi Holiday Dresses

          Price: $19.97 $42.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Sparkle Diva Glitter Wrap Mini Dress

          Sparkle like the diva you are in this dazzling mini dress! The glitter is all you need to shine all night! 

          Fit & Features

          • Wrap V-Neckline
          • Spaghetti Tie Straps 
          • Ruched
          • Glitter
          • Asymmetrical Hem 
          • Form Hugging Fit
          • Moderate Stretch 

           

           


          Style Number/Barcode: 05101-0348

          Category Name: Midi Holiday Dresses

          Price: $9.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Velvet Beauty Midi Dress

          Hey beauty, look vivacious in velvet in this stunner of a midi dress! It features a sleeveless bodice, thin shoulder straps, a padded sweetheart neckline with ruched detailing at the bust, and a back zipper closure. The high waist seam leads to a slim fit mid-length skirt with a sultry thigh high slit. The velvet fabric offers moderate stretch and a curve hugging fit.

          Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

          Style Number/Barcode: 05101-0141

          Category Name: Midi Holiday Dresses

          Price: $9.97 $36.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Scooped In Glam Glitter Midi Dress

          Get scooped up in this glam midi dress! 

          Fit & Features

          • Scoop Neckline
          • Spaghetti Straps 
          • Glitter
          • Leaf Print Design
          • Lined Velvet 
          • Form Hugging Fit
          • Moderate Stretch 

           

          Style Number/Barcode: 05101-0343

          Category Name: Midi Holiday Dresses

          Price: $13.97 $35.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Add Some Flair Skater Dress

          Add some flair to your style with this adorable lace skater dress! It features an off the shoulder neckline with a sheer lace overlay, a high waist seam, and a flowy skater skirt with a high low hem. The dress is composed of a sheer lace fabric with a full knit lining and has moderate stretch.

          *Also available in Plus.

          Style Number/Barcode: 05101-0039

          Category Name: Midi Holiday Dresses

          Price: $18.97 $47.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance