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.

  • Classic Glamour High Slit Satin Midi Dress

    This sleek and chic satin midi dress exudes that classic glamour for dressy parties! It features a sleeveless cowl neckline, spaghetti straps, chic pleating at the waist for a figure-flattering look, a midi-length hem with a faux wrap-front design creating a front slit, and a slim-fit silhouette. The satin-knit fabric offers a moderate stretch. Complete your cocktail party look with rhinestone duster earrings and strappy stiletto heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Pleating at the waist
    • Midi-length hem, faux wrap-front design, front slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2934

    Category Name: Midi Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Bold Halter Strappy Bodycon Midi Dress

    Make an irresistible presence at cocktail parties in this sleeveless midi dress for a chic and bold style! The halter neckline with dual button closures and strappy open back enhance your natural curves while the ruched bodycon silhouette and ruffled midi-length hem create a show-stopping look. Complete the look in stiletto heels and a clutch.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Halter neckline with dual button closures
    • Open strappy back
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Ruffled hem
    • Style runs small

    Style Number/Barcode: 05101-3376

    Category Name: Midi Holiday Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Beginnings Velvet Surplice Mini Dress

    It's beginning to look luxurious with this velvet mini dress entering the chat! The mini dress features a surplice V-neckline, spaghetti straps, a curve-flaunting side ruched seam along the bodycon silhouette, and an asymmetrical hem. Complete the look with heels and earrings for a rehearsal dinner or dressy celebration!

    Fit & Features

    • Sleeveless surplice V-neckline
    • Side ruched seam, bodycon silhouette
    • Asymmetrical mini-length hem
    • Soft velvet fabric, bust knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2881

    Category Name: Midi Holiday Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Evening Of Sultry Plunge V-Neck Halter Midi Dress

    Enjoy an evening looking sultry in this sleeveless midi dress at cocktail parties! The halter plunge V-neckline with tie closure and twist accent adds a touch of allure, while the bodycon silhouette and midi-length hem are perfect for showing off your curves. Complete the look in stiletto heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Halter plunge V-neckline, tie closure
    • Twist accent
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3507

    Category Name: Midi Holiday Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Courtney Formal Glitter Wrap Midi Dress

    Special Occasion

    Get ready to strike a pose in the dazzling Courtney formal glitter dress at rehearsal dinners, weddings, or dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a form-hugging silhouette, and a side pleated seam that creates the chic wrap hem with a flirty slit. The formal dress is composed of a crepe glitter knit fabric with a moderate stretch. Complete the look with statement fringe earrings.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Form-hugging silhouette, side pleated seam
    • Slit, wrap midi-length hem
    • Crepe glitter knit fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1728

    Category Name: Midi Holiday Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Outfit On Ponte Midi Dress

    Your party look is on point with this midi dress! It has a off the shoulder neckline with a ruffle popover, a V wire front, an exposed back zipper, and a body-hugging fit. Dress is composed of a flattering ponte knit fabric with a moderate stretch. 

    Style Number/Barcode: 05101-0211

    Category Name: Midi Holiday Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Not Your Average Pearl Mesh Midi Dress

    This isn't your average dress! Stand out in this chic faux pearl mesh midi dress featuring adjustable spaghetti straps, a square neckline, a bodycon silhouette, and ruched seams to flatter your figure, while the side slit and midi-length hem add a touch of drama. Complete the look with a ring set for a birthday or outdoor cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, ruched seams
    • Side slit, midi-length hem
    • Faux pearl-embellished, mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2945

    Category Name: Midi Holiday Dresses

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Like Wine Satin Sleeveless Midi Dress

    Pour yourself into this fine satin midi dress! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, a center back slit, and a midi-length hem on silky satin fabric that gives you a luxe look and has a stretchy knit lining. Complete the look with a sparkly clutch and mules for a dressy date or cocktail party.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, midi-length hem
    • Center back slit
    • Silky satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2593

    Category Name: Midi Holiday Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Gorgeous Glitter Knit Midi Dress

    This glitzy glitter knit midi dress will catch the lights gorgeously! It features a sleeveless square neckline, spaghetti straps, a pleated side seam, a midi-length hem with a chic thigh-high side slit, and a bodycon silhouette. The glitter knit fabric offers plenty of stretch. Style this midi dress with lace-up heels for a glam party look.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated side seam
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Glitter knit fabric, knit lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2422

    Category Name: Midi Holiday Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Glam Vibes Glitter Ruched Midi Dress

    Give off those sultry glam vibes in this curve-hugging glitter ruched midi dress! It features a sleeveless square neckline, spaghetti straps, ruching down the side and back seams, a midi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette to flaunt your figure. The sheer glitter mesh fabric includes a full-length lining. Complete your look for cocktail hour with a rhinestone necklace and clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Ruching down the side and back seams
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2646

    Category Name: Midi Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleena Satin Midi Dress

    Special Occasion

    Show us what you're made of in the Aleena! She is sleek and sexy and features a slanted one-shoulder neckline with a dual spaghetti strap that crosses over at the back. Aleena has flattering stitching at the bust and a flattering empire waist. Her skirt is mid-length and features a cinched side slit for a sexy display of leg for a curve-defining finish. Composed of a satin fabric that offers a form-fitting silhouette with slight stretch. Style with a rhinestone cuff and heels.

    Fit & Features

    • One-shoulder neckline, dual spaghetti straps
    • High side slit with ruching
    • Form-hugging silhouette
    • Midi-length hem
    • Lined satin fabric, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0298

    Category Name: Midi Holiday Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adora Formal Sequin Midi Dress

    Special Occasion 

    Bring the glitz and shine to your evening with a formal dress that illuminates the night! Adora features a plunging V-neckline with padded cups, a double row of adjustable spaghetti straps, a cross-back design, a sequin scroll pattern, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Complete the look with chrome heels and door-knocker earrings for ultimate glam!

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Double-row adjustable spaghetti straps
    • Cross-back design, lower back zipper and hook-eye closure
    • Midi-length silhouette
    • Sequin scroll pattern, lined mesh fabric, minimal stretch
    • Bra opitional
    • Runs true to size

    Style Number/Barcode: 05001-1333

    Category Name: Midi Holiday Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One For You Slit Midi Dress

    This one-shoulder midi dress will be essential for having in your closet for those last-minute plans! It features a sleeveless bodice, a single tank-style strap, and a front ruched seam leading to the skin-flaunting slit along the bodycon silhouette. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Single tank-style strap
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2084

    Category Name: Midi Holiday Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Move Satin Lace-Up High Low Dress

    Make a move to be the showstopping girl at the party in this satin skater dress perfect for twirling! The dress features a sleeveless square neck, spaghetti straps that lace up along the back, a skater silhouette, and a ruffled high-low hemline. Complete the look in sparkly block heels for a school dance or birthday!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps, lace-up back
    • Skater silhouette
    • Ruffled high low hemline
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2670

    Category Name: Midi Holiday Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natalia Cowl Neck Satin Dress

    Special Occasion

    Bring the shine in the luxe Natalia satin dress! She'll make a lasting impression on any event. The dress features a sleeveless cowl neckline, spaghetti straps, and a front side ruched seam to accentuate your curves along with a sultry, high side slit on a midi hem. She's composed of a lined satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front side ruched seam
    • Midi length silhouette, high side slit 
    • Form-fitting style
    • Satin fabric, moderate stretch 
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0322

    Category Name: Midi Holiday Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Dream Sleeveless Midi Dress
    We're dreaming of luxe velvet! This mini dress features a sleeveless bodice, a plunging V neckline with overlapping strap accents, spaghetti straps and a mini length silhouette. Dress is composed of a lined velvet fabric that offers a curve hugging fit with a moderate stretch.

    Style Number/Barcode: 05101-0273

    Category Name: Midi Holiday Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Glam Glitter Mesh Ruffled Midi Dress

    This gorgeous glitter mesh midi dress will have you feeling so glitzy and glam! It features a sleeveless cowl neckline, adjustable spaghetti straps with a cascading ruffled accent, an asymmetric midi-length hem with a ruffled design, and a form-hugging silhouette. The sheer glitter mesh fabric includes a short knit lining. Style this midi dress with rhinestone heels for school dances or banquets!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, ruffled accent
    • High waist seam
    • Asymmetric midi-length ruffled hem
    • Form-hugging silhouette
    • Sheer glitter mesh fabric, short knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2705

    Category Name: Midi Holiday Dresses

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Goals Glitter Long Sleeve Midi Dress

    Flaunt your glow in this shimmering glitter midi dress. Featuring fitted long sleeves, an enticing surplice V-neckline, a flattering front ruched seam and bodycon silhouette, and a flirty front slit, this glittering dress makes a bold statement. Complete the look with earrings for a family dinner party!

    Fit & Features

    • Fitted long sleeves
    • Surplice V-neckline
    • Front ruched seam, bodycon silhouette
    • Front slit, midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2778

    Category Name: Midi Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucia Side Slit Satin Dress

    Special Occasion

    Enter any room and you'll be receiving compliments left and right in our lovely Lucia! 

    Fits & Features

    • Thick Shoulder Straps 
    • Sweetheart Neckline I Linear Seam Details At The Bust I Square Back
    • Midi Length Silhouette With Front Side Slit 
    • Stretch Satin Fabric I Fully Lined 
    • Bodycon Fit I Moderate Stretch 
    • Zipper Not Included

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0351

    Category Name: Midi Holiday Dresses

    Price: $8.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attire Ruffle Trim Glitter Midi Dress

    This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, ruffled trim
    • Cascading ruffled accents
    • Bodycon silhouette
    • Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch 
    • Runs true to size

    Style Number/Barcode: 05101-2793

    Category Name: Midi Holiday Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raegan Formal Sequin Midi Dress

    Special Occasion

    Bring the glitz and shine in our dazzling Raegan dress!

    Fits & Features

    • Plunging V Neckline
    • Vertical Princess Seams Along The Bust I Padded Cups 
    • Double Row Spaghetti Straps
    • Partially Open Back 
    • Curve-Hugging Fit I Minimal Stretch
    • Midi Length Silhouette
    • Lined Mesh Fabric Adorned With Sparkling Sequins Throughout 

      Burgundy: Model is 5'9" with a 32" bust, 24.5" waist and 35" 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

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0212

      Category Name: Midi Holiday Dresses

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Mckenna Formal Ruched Midi Dress

      Special Occasion 

      Bring the glamour to your event with a formal dress that exudes luxe! Mckenna features a sleeveless V-neckline, adjustable spaghetti straps, a high side slit, a bold open back with back ties, ruching at the lower back, and a midi length silhouette. The dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Complete look with a rhinestone anklet and heels. 

      Fit & Features

      • Sleeveless V-neckline
      • Adjustable spaghetti straps
      • High side slit
      • Bold back, back ties
      • Ruching at the lower back
      • Midi length 
      • Form hugging fit, slight stretch, runs true to size

      Style Number/Barcode: 05001-0739

      Category Name: Midi Holiday Dresses

      Price: $14.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Arabella Formal Heat Stone Mesh Dress
      Special Occasion 

      Adorn yourself with plenty of shine in our Arabella burgundy dress! She features a mock neck, unlined fitted long sleeves and a curve hugging midi length silhouette. She is composed of a burgundy hued lined mesh fabric adorned with gold hued heat stones set in a flashy baroque pattern. Dress offers a moderate stretch and includes a back zipper closure.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-3995

      Category Name: Midi Holiday Dresses

      Price: $29.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Natalia Metallic Ruched Midi Dress

      Special Occasion 

      Natalia brings the shine from all your best angles! She features a plunging V neckline, long fitted sleeves and a curve enhancing midi length silhouette with ruched detailing along the sides. Dress is composed of a lined metallic knit fabric that offers a moderate stretch. Dress includes a back zipper closure with hook and eye closure for secure fit.

      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: 05001-0229

      Category Name: Midi Holiday Dresses

      Price: $24.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance