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.

  • Fine Arts Abstract Mesh Midi Dress

    A perfect blend of art and fashion, this mesh midi dress is sure to make everyone's heart race! Feel like a masterpiece in this midi-length dress featuring adjustable spaghetti straps, a V-neckline, a flattering bodycon silhouette, and a center back slit, crafted on abstract print mesh fabric with a knit lining. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Abstract print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5341

    Category Name: Midi Holiday Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Sultry Velvet Mermaid Midi Dress

    Be daring and make an entrance in this velvet midi dress! This stunning midi dress features a V-neckline, spaghetti straps, and a cross back, with a mermaid silhouette and high-low ruffle trim midi-length hem for a showstopping look. Style with strappy heels for a dressy holiday party or date!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross back
    • Mermaid silhouette
    • High-low ruffled trim midi-length hem
    • Soft velvet fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2606

    Category Name: Midi Holiday Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Candlelit Dinner Lace-Up Midi Dress

    You'll look flawless in this midi dress for a candlelit dinner! It features a sleeveless square neckline, sleek spaghetti straps that lead to the lace-up open-back, a bodycon silhouette, and an asymmetrical cutout hem. Complete the look with gemstone earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up open-back
    • Bodycon silhouette
    • Asymmetrical cutout midi hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1994

    Category Name: Midi Holiday Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Colorful Expressions Two-Tone Glitter Midi Dress

    Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle. 

    Fits & Features

    • Spaghetti Straps
    • Cross & Lattice Back I Zipper & Hook And Eye Closure
    • Deep V-Neckline With Padded Cups 
    • Two-Tone Glitter Knit Composition I Fully Lined
    • Midi Length Silhouette 
    • Curve Hugging Fit I Moderate Stretch 
    • Glitter May Transfer

    Style Number/Barcode: 05103-0279

    Category Name: Midi Holiday Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plus Arielle Heat Stone Midi Dress
    Special Occasion 

    Sparkle under the lights as you make an entrance in the ever charming Arielle dress! She features a sleeveless bodice, a V neckline and supportive tank-like shoulder straps. Her relaxed fit bodice leads to a mini length silhouette. She shines from all your best angles with her heat stone accents. Dress is composed of a lined mesh fabric that offers a curve flattering fit with a moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 15001-0043

    Category Name: Midi Holiday Dresses

    Price: $31.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • 50% Off
  • Cowl Neck Velvet Midi Dress

    Make a statement in this velvety piece. It features fixed spaghetti straps dropping down to a trendy cowl neckline and leads right into a midi length silhouette. The garment is composed of a rib knit lining and offers a curve-hugging fit with moderate stretch.  

     

    Style Number/Barcode: 05101-0076

    Category Name: Midi Holiday Dresses

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back Of My Mind Crepe Slip Dress

    You'll be unforgettable once they see you in this crepe slip dress perfect for casual parties and celebrations! It features a sleeveless V-neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the midi-length hem. Style with simple hoop earrings to complete the look!

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Crepe fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4826

    Category Name: Midi Holiday Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nadine Formal Sequin Midi Dress

    Special Occasion

    Stand out in sequins as you wow them all in our Nadine sequin dress! 

    Fit & Features

    • V-Neckline I Padded Cups
    • Spaghetti Straps 
    • Midi Length Silhouette With Split At Center Back
    • Lined Mesh Fabric With Sequins Throughout 
    • Form-Hugging Fit 
    • Moderate Stretch 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0265

    Category Name: Midi Holiday Dresses

    Price: $20.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Misty Off Shoulder Glitter Dress

    Special Occasion

    You'll be channeling princess vibes in this one. Look magical in our glistening Misty dress! 

    Fits & Features

    • Off Shoulder Neckline I Fold Over Design
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Front Slit
    • Glitter Lurex Fabric I Fully Lined
    • Curve Hugging Fit I Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0330

    Category Name: Midi Holiday Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Only Chic Vibes Ruched Velvet Midi Dress

    This stunning ruched velvet midi dress will bring only chic vibes to your next cocktail party. Crafted from a luxe smooth velvet fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist for a figure-flattering look, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your dressy 'fit with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, dart seams
    • Spaghetti straps
    • Ruched waist
    • Mid-length hem
    • Form-hugging silhouette
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2899

    Category Name: Midi Holiday Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeveless Satin Scoop Midi Dress

    Serve up a sassy look with sleek satin!

    Fits & Features 

    • Scoop Neckline And Back
    • Adjustable Spaghetti Straps 
    • Curve-Hugging Midi Length Silhouette
    • Lined, Satin-Like Composition
    • Minimal Stretch 

     

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

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

    Style Number/Barcode: 05101-0338

    Category Name: Midi Holiday Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night-Out Allure Sleeveless Midi Dress

    Showcase an alluring vibe for a night out on the town in this sleek sleeveless midi dress! It features a trendy cowl neckline, spaghetti straps, shirring at the waist, an asymmetric midi-length hem creating a chic side slit, and a bodycon silhouette that will hug your curves. The smooth knit fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Shirring at the waist
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1951

    Category Name: Midi Holiday Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Holiday Luxe Velvet Tie-Back Ruched Dress

    Make an appearance at every holiday party in this luxe velvet dress! It features a square neckline with spaghetti straps, an empire waist, a midi-length hem, an open back with a tie detail, and ruching at the lower back to accentuate your curves. Perfect for styling with sexy heels and a glitter clutch.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Empire waist, midi-length hem
    • Slit accent
    • Open-back, tie detail, ruching at the lower back
    • Luxe velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1282

    Category Name: Midi Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Stealin' Satin Mini Dress

    YASSS. You go steal the spotlight in that satin mini dress bby! 

    Fit & Features

    • V- neckline | Spaghetti straps
    • Vertical seams down the center
    • Ruche Detailing
    • Satin 
    • Minimal stretch
    • No Zipper
    • Mid-length

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

      Style Number/Barcode: 05101-0380

      Category Name: Midi Holiday Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sequin Diva Midi Dress

      Steal the spotlight and werk it in this diva-licious sequin dress!

      Fits & Features

      • Mock Neckline
      • Cap Sleeves
      • Zipper At Back
      • Conservative Midi Length
      • Sheer Mesh Fabric Embellished With Sequin Design I Fully Lined
      • Curve Hugging Fit I Offers Minimal Stretch 

      Model is 5'9 with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 05101-7627

      Category Name: Midi Holiday Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Always A Blossom Satin Rosette Midi Dress

      Blossom this season in this satin midi dress to refresh your dressy look! It features a sweetheart neckline with lovely mesh rosette appliques, spaghetti straps, a form-hugging silhouette, and a flirty front slit along the midi-length hem. Complete the look with a clutch and earrings for a rehearsal dinner or banquet!

      Fit & Features

      • Sleeveless sweetheart neckline
      • Spaghetti straps
      • Mesh rosette appliquees
      • Form-hugging silhouette
      • Front slit, midi-length hem
      • Silky satin fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2679

      Category Name: Midi Holiday Dresses

      Price: $5.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Not Here To Mesh Ruched Ruffle Midi Dress

      You're not here to mess around. Keep stylish in this mesh midi dress perfect for elevating your night. The dress features a square neckline, adjustable spaghetti straps, side and back ruching to accentuate your curves, a bodycon silhouette, and a ruffled midi-length hem with a front slit design. Complete the look in sleek stiletto pumps for a cocktail reception or birthday!

      Fit & Features

      • Sleeveless square neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Side and back ruched seams
      • Bodycon silhouette
      • Ruffled midi-length hem, slit design
      • Mesh fabric, sewn-in knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2803

      Category Name: Midi Holiday Dresses

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Make The List Satin Slit Midi Dress

      Make the VIP list look so bomb in this satin midi dress perfect for parties and events! Featuring a sleeveless one-shoulder neckline, spaghetti strap, a side cutout accent, front sultry slit, and a bodycon silhouette. Complete the look in strappy heels.

      Fit & Features

      • Sleeveless one-shoulder neckline
      • Spaghetti strap
      • Side cutout accent
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Lined silky satin, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05101-1990

      Category Name: Midi Holiday Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Kayley Sequin Midi Dress

      Special Occasion

      Have a night to remember in our Kayley! She features a wired deep v neckline, double adjustable spaghetti straps that lead to a criss-cross back, padded cups, and a fully lined form-fitting silhouette that offers a moderate stretch. She has a zipper located center back and is composed of a mesh material that is adorned in sequins! Her hem hits mid-length and she features a small slit at the back. Complete look with a sleek clutch

      Fit & Features

      • Wired V-neckline with padded cups
      • Double row adjustable spaghetti straps
      • Criss-cross back 
      • Sequins
      • Midi length silhouette with small center slit at the back
      • Fully lined mesh fabric
      • Form hugging fit, moderate stretch 


      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0262

      Category Name: Midi Holiday Dresses

      Price: $29.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Florence Heat Stone Midi Dress

      Special Occasion

      Show some class in our Florence! She has a v neckline, tank straps, and a form fit. Her hem hits below the knee and has a small slit at the side. She is composed of a knit material with a mesh overlay that is adorned with reflective heat stones. She offers moderate stretch, and a full lining. Pair with your favoirte black heels to complete the look! 

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

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-4121

      Category Name: Midi Holiday Dresses

      Price: $24.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Feelin' Luxe Velvet Midi Dress

      You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.

      Fit & Features

      • Sleeveless V-neckline, wrap-front
      • Spaghetti straps
      • Midi-length, curve-hugging fit
      • Velvet fabric
      • Runs true to size

      Style Number/Barcode: 05101-1196

      Category Name: Midi Holiday Dresses

      Price: $19.97 $35.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Glow Girl Sequin Midi Dress

      Glow on with your bad self! Flaunt your pretty self in this captivating dress.

      Fits & Features

      • Adjustable Shoulder Straps
      • Sweetheart Neckline
      • Zipper & Hook And Eye Closure At Back
      • Iridescent Sequins, Mesh Knit Fabric I Fully Lined
      • Midi Length Silhouette
      • Curve Hugging Fit I Ample Stretch 

       

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

      Style Number/Barcode: 05101-0293

      Category Name: Midi Holiday Dresses

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Aerin Formal Sequin Midi Dress

      Special Occasion

      Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!

      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: 05001-0267

      Category Name: Midi Holiday Dresses

      Price: $27.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stunning In Sequins Midi Slit Dress

      Look and feel stunning in this sequin midi dress! It features bungee spaghetti straps, a v-neckline, and a midi slit hem. The knit-lined fabric offers a moderate stretch. Add a glam wrap for the perfect touch. 

      Fit & Features

      • Sleeveless, v-neckline
      • Bungee spaghetti straps
      • Midi slit hem 
      • Sequin knit-lined fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-1292

      Category Name: Midi Holiday Dresses

      Price: $9.97 $55.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free