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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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.

  • Glam Radiance High-Slit Glitter Midi Dress

    Illuminate date night in a glitter dress that features a sleeveless pleated cowl neckline, spaghetti straps, a high side slit, and a midi-length hem. Complete look with platform heels. 

    Fit & Features

    • Lined smooth knit fabrication
    • Sleeveless pleated cowl neckline
    • Spaghetti straps
    • Glitter
    • High side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3734

    Category Name: Midi Holiday Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WINE

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

  • Lillyanne Formal Satin Asymmetrical Midi Dress

    Special Occasion 

    Enchant them all with the captivating Lillyanne formal midi dress! She features a sleeveless bodice, a trendy cowl neckline, adjustable spaghetti straps for a customized fit, and a strappy cross-back design. Her high waist seam elongates your silhouette and leads to a mid-length skirt with an asymmetrical wrap hem creating a front slit. The midi dress is composed of a satin fabric that offers a curve-hugging fit with a moderate stretch. Complete the look with clear heels and a sleek satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strappy cross-back design
    • Asymmetrical wrap skirt, back zipper closure
    • High waist seam, midi-length hem
    • Lined satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0807

    Category Name: Midi Holiday Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3732

    Category Name: Midi Holiday Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BURGUNDY, NAVY

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

    Product Badge:
    • Best Seller
  • Regal Moment Off-The-Shoulder Velvet Midi Dress

    The velvet midi dress features an off-the-shoulder neckline with off-the-shoulder sleeve accents, ruching, and a flared midi-length hem. Complete semi-formal outfit with a rhinestone necklace. 

    Fit & Features

    • Velvet fabrication, stretchy knit lining
    • Off-the-shoulder neckline
    • Ruching
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3774

    Category Name: Midi Holiday Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: HUNTER

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

    Product Badge:
    • Best Seller
  • Kenzie Formal Lattice Midi Dress
    Special Occasion 


    Lace-up in luxe satin as you make a captivating entrance in our Kenzie dress! She features a sleeveless bodice, a plunging V-neckline with padded cups, princess seams, and narrow straps that lead to a lattice back detail. Her slim-fit bodice leads to a midi-length silhouette accented with a side slit. The dress is composed of a stretchy satin fabric that offers a form-hugging fit with a moderate stretch. Includes a lower back zipper closure. Complete look with heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Spaghetti straps, lattice back, lower back zipper and hook and eye closure
    • Midi-length silhouette
    • High side slit
    • Lined stretchy satin fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0619

    Category Name: Midi Holiday Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzle Nights Glitter Rhinestone Velvet Midi Dress

    Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.

    Fit & Features

    • Velvet knit fabrication
    • Sleeveless cowl neckline
    • Criss-cross back strap design
    • High side slit
    • Glitter and rhinestone snowflake pattern
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3827

    Category Name: Midi Holiday Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

  • Ready And Ruffled Midi Dress

    She's ready to work it. Cause a commotion in this midi dress!

    Fits & Features 

    • Elastic Off Shoulder Neckline
    • Ruffled Popover Detail
    • Form Hugging Silhouette
    • Midi Length Ruffled Trumpet Hemline
    • Fully Lined & Composed Of Crepe Fabric
    • Moderate Stretch
    • Zipper Not Included 
     
    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8114

    Category Name: Midi Holiday Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Holiday Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WINE, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Stunning Impression Asymmetrical Midi Dress

    Make a stunning impression in a midi dress that commands attention. The dress features a sleeveless wrap V-neckline, spaghetti straps, ruching, a high-side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric with a glamourous sheen finish. Complete look with mules.

    Fit & Features

    • Sleeveless wrap V-neckline 
    • Spaghetti straps
    • Ruching 
    • High side slit
    • Midi-length silhouette 
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1329

    Category Name: Midi Holiday Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Lennon Glitter Knit Off-The-Shoulder Midi Dress

    Special Occasion

    Sparkle up the party in the gorgeous Lennon formal midi dress designed with glitter knit fabric for a glam sheen that will turn heads. It features an off-the-shoulder sweetheart neckline with a ruched bust and short sleeve cuffs, a ruched faux wrap-front design creating a chic slit to showcase some leg, and a midi-length form-hugging silhouette.

    Fit & Features

    • Glitter velvet fabric, moderate stretch
    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • Ruched bust
    • High waist seam, ruched faux wrap-front with slit
    • Midi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2526

    Category Name: Midi Holiday Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: RED

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

  • Nights In Satin Flare Midi Dress

    Channel your inner siren in this slinky-elegant midi dress. Best paired with a seamless body-shaper for a sleek and flawless finish.

    Fits & Features

    • Adjustable Spaghetti Straps
    • Back Zip Closure
    • Cowl Neckline
    • Slightly Flared Hem
    • Unlined, Satin-Like Fabric 
    • Minimal Stretch

     

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

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

    Style Number/Barcode: 05101-0341

    Category Name: Midi Holiday Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Romance Sleeveless Flocked Velvet Corset Midi Dress

    Bring the bold factor in a midi dress that features a floral flocked velvet print, a sleeveless sweetheart neckline with lace trim, adjustable spaghetti straps, bra cups for additional support, and a corset-like bodice supported with flexible boning. The fitted bodice leads to a midi-length silhouette accented with a high side slit. Complete your date night outfit with block heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless sweetheart neckline, bra cups
    • Adjustable spaghetti straps
    • Corset-like bodice, flexible boning
    • Floral flocked velvet print
    • High side slit
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3290

    Category Name: Midi Holiday Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Wrap Around My Heart Dress

    You're looking like hot stuff this evening, babes! This dress has a wrap bodice with a deep V neckline, spaghetti straps, and ruching on the side. A wrap skirt creates an asymmetrical hemline for a party perfect ensemble. Dress is composed of an unlined crepe fabric that offers a moderate stretch.

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

    Style Number/Barcode: 05103-3609

    Category Name: Midi Holiday Dresses

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spotlight Moment V-Neck Surplice Midi Dress

    You'll love every moment in the spotlight wearing this sleeveless midi dress at parties and date nights! Boasting a surplice V-neckline and spaghetti straps, this bodycon dress accentuates your curves for a flattering look. The asymmetrical midi hem adds a touch of elegance, making it a must-have for dressy occasions. Complete the look with a clutch, heels, and earrings for a flawless finish!

    Fit & Features

    • Smooth knit fabric with stretch
    • Spaghetti straps
    • Surplice
    • Bodycon silhouette, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-3028

    Category Name: Midi Holiday Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: WINE, HUNTER, SLATE

    Available Size: L, XS, S, M

  • Add Some Flair Ruffle Detail Midi Dress

    Add some flirty flair to your look with this gorgeous ruffle detail midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a sultry ruffled front slit to show some leg, and a midi-length, sleek, curve-hugging silhouette. The dress is composed of a crepe fabric that offers a moderate stretch. Style the look with eye-catching strappy heels for the perfect date night outfit.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Satin Midi Version: Ravishing Ruffles High Slit Midi Dress

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Midi-length silhouette
    • Crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0885

    Category Name: Midi Holiday Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Ravishing Ruffles High Slit Midi Dress

    Keep it ravishing in a ruffled midi dress that brings the charm! The dress features a sleeveless square neckline, spaghetti straps that cross at the back, a high side slit with a ruffled trim, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric with a metallic sheen. Complete the look with a faux fur wrap and mules.

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Crepe Midi VersionAdd Some Flair Ruffle Detail Midi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back strap design
    • High side slit, ruffles
    • Midi-length silhouette
    • Lined smooth knit fabric, metallic sheen 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1254

    Category Name: Midi Holiday Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glam Glitter Knit High Slit Midi Dress

    Classic glam will be your vibe in this glitter knit midi dress featuring a sleeveless cowl neckline, spaghetti straps that lead to a chic cross-back design, a high-cut side slit to showcase some leg, and a bodycon silhouette to hug your curves. Perfect for a cocktail party, pair with stiletto heels.

    Fit & Features

    • Glitter knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3552

    Category Name: Midi Holiday Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK, HUNTER

    Available Size: S, L, XS, M

  • Emely Sequin Mesh Double X-Back Midi Formal Dress

    Special Occasion

    You're in for a ravishing night in the Emely sequin mesh formal midi dress for your next evening soiree! She features built-in bust support, a V-neckline, and a figure-flattering bodycon silhouette on the slit midi hem. Keep all eyes on you as you walk away thanks to the open, strappy back design. Complete your look in this midi dress with chic heels and rhinestone earrings.

    Fit & Features

    • Adjustable spaghetti straps
    • Built-in bust support, V-neckline
    • Bodycon fit, slit midi hem
    • Open, strappy back design
    • Zipper closer 
    • Sequin mesh lined-fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0753

    Category Name: Midi Holiday Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bria Lace And Velvet Long Sleeve Midi Dress

    Special Occasion

    Serve sultry-chic energy at your next cocktail party in the Bria formal midi dress designed with smooth velvet fabric and a sheer lace bodice. The bust includes a nude-tone lined bust with a sweetheart neckline and a velvet bow, followed by a sheer lace inset below. The dress features long fitted sleeves, a secure back zipper closure, and a midi-length bodycon silhouette accented with a stylish back slit.

    Fit & Features

    • Velvet lined fabric
    • Sheer lace bodice, nude-tone lined bust, sweetheart neckline, front velvet bow detail
    • Sheer lace inset below the bust, padded bra cups
    • Long fitted sleeves
    • High waist seam, back zipper closure
    • Midi-length bodycon silhouette, back slit
    • Runs true to size

    Style Number/Barcode: 05001-2221

    Category Name: Midi Holiday Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Angelina Sleeveless Wrap-Front Midi Dress

    Special Occasion

    The chic Angelina sleeveless midi dress is the perf option to look sleek and stylish for cocktail parties or semi-formal weddings. She features an on-trend cowl neckline, spaghetti straps, a high waist seam to elongate your silhouette, a wrap-front skirt with ruched detailing, and a mid-length, form-hugging fit. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Strapless bra recommended
    • High waist seam, wrap-front skirt, ruching
    • Form-fitting, midi-hem
    • Sleek satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0732

    Category Name: Midi Holiday Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lillia Formal Cowl Neck Sequin Midi Dress

    Special Occasion 

    Make a stunning entrance with a sparkling formal dress that stands out in the center of the room. Lillia features a sleeveless cowl neckline, adjustable spaghetti straps that lead to a cross back, and a midi-length silhouette. The dress is composed of a lined mesh fabric adorned with glitzy sequins throughout. Complete the look with an anklet and clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Adhesive bra recommended
    • Adjustable spaghetti straps, cross-back 
    • Midi-length silhouette
    • Sequin-knit lined fabric
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0648

    Category Name: Midi Holiday Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Chic Floral Velvet Burnout Midi Dress

    Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3671

    Category Name: Midi Holiday Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • Festive Cheer Velvet Slit Midi Dress

    Ring in the holiday season with this velvet slit midi dress for every party on your calendar! It features adjustable spaghetti straps, a square neckline, and a form-fitting silhouette and zipper closure. The luxe velvet offers minimal stretch. Complete your look with glitter heels and a clutch. 

    Fit & Features

    • Adjustable spaghetti straps
    • Sleeveless, square neckline
    • High-cut slit, midi-length hem
    • Form-fitting silhouette
    • Zipper closure
    • Velvet-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1321

    Category Name: Midi Holiday Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Velvet Flocked Mesh Midi Dress

    Showcase your beauty in this lined mesh midi dress designed with a floral velvet flocked pattern for a chic allure. It features a sleeveless sweetheart neckline with a ruched bust, a corset-style bodice with a V-shaped waist seam, a lace-up strappy back for a customized fit, and a midi-length A-line silhouette for that gorgeous flowy vibe.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining, moderate stretch
    • Sweetheart neckline, ruched bust with adjustable drawstring, keyhole cutout
    • Adjustable spaghetti straps, side zipper with hook-eye closure
    • Corset-style bodice, V-shaped high waist seam, lace-up strappy back
    • Dual side pockets, front slit
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3760

    Category Name: Midi Holiday Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L