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.

  • Radiantly Flawless Halter Mermaid Midi Dress

    The smooth knit dress features a sleeveless halter neckline, mini bar strap accents at the bust with metal hardware, a flared mermaid silhouette, and a midi-length hem. Complete night out look with metallic heels.

    Fit & Features

    • Lined smooth knit fabrication
    • Plunging halter neckline
    • Mini bar strap accents with metal hardware
    • Flared mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000018

    Category Name: Midi Holiday Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

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

  • Charming Muse Open Back Flocked Velvet Midi Dress

    The midi dress features a sleeveless cowl neckline, adjustable spaghetti straps that cross at the back, a flocked velvet pattern, and a mermaid silhouette. Complete the outfit with clear heels.

    Fit & Features

    • Lined mesh and velvet fabrication
    • Sleeveless cowl neckline
    • Open back design
    • Adjustable spaghetti straps that cross at the back
    • Flocked velvet pattern
    • Midi length hem
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3849

    Category Name: Midi Holiday Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Look Flocked Floral Mesh Bodycon Midi Dress

    Showcase a chic flawless look for your next cocktail party in this lined mesh midi dress designed with a velvet flocked floral pattern to turn heads. It features a sleeveless subtle sweetheart neckline with a dainty lace trim, spaghetti straps, a back slit accent, and a bodycon silhouette to hug your curves.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Velvet flocked floral pattern
    • Sweetheart neckline with lace trim
    • Spaghetti straps
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3892

    Category Name: Midi Holiday Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Sheen Strapless Ruched Satin Midi Dress

    Show off a luxe sheen in this curve-hugging midi dress designed with smooth satin-knit fabric perfect for your next cocktail party. It features a strapless straight-across neckline, ruched side and back seams to flaunt your stunning figure, and a back slit accent at the midi-length hem.

    Fit & Features

    • Satin knit fabric, plenty of stretch
    • Strapless straight neckline
    • Ruched side and back seams
    • Back zipper closure
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3797

    Category Name: Midi Holiday Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: EMERALD, NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sparkling Glam Velvet Glitter Halter Midi Dress

    The velvet glitter dress features a sleeveless v-shaped halter neckline, a wrap silhouette, and a midi-length hem. Complete a semi-formal outfit with glitter heels.

    Fit & Features

    • Lined velvet glitter fabrication
    • Sleeveless
    • V-shaped halter neckline
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3803

    Category Name: Midi Holiday Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhea Long Sleeve Wrap Glitter Midi Dress

    Special Occasion

    The formal glitter knit dress features a plunging v-neckline, long sleeves, ruching to enhance curves, and a wrap midi-length silhouette with a high slit. Complete the formal outfit with a rhinestone clutch. 

    Fit & Features

    • Lined glitter knit fabrication
    • Plunging v-neckline
    • Long sleeves
    • Ruching
    • High-slit
    • Wrap silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2594

    Category Name: Midi Holiday Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchanted Allure Velvet Corset Midi Dress

    The velvet dress features a sweetheart neckline with lace trim, a corset bodice with flexible boning, fitted long sleeves, and a midi-length hem accented with a high side slit. Complete the semi-formal outfit with strappy stiletto heels.  

    Fit & Features

    • Lined velvet fabrication
    • Sweetheart neckline with lace trim
    • Corset bodice with flexible boning
    • Long sleeves
    • High side slit
    • Midi length hem
    • Runs true to hem

    Style Number/Barcode: 05101-3848

    Category Name: Midi Holiday Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS

  • Arlette Lace-Up High Slit Glitter Knit Midi Dress

    Special Occasion

    Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.

    Fit & Features

    • Glitter knit fabric with knit lining, moderate stretch
    • Sweetheart neckline with padded bust, cowl draped overlay
    • Thin tank shoulder straps
    • Open lace-up back design
    • High waist seam, high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2533

    Category Name: Midi Holiday Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • Totally Luxe Velvet Off-The-Shoulder Midi Dress

    You'll look totally luxe and capture all the compliments in this chic midi dress designed with smooth velvet fabric. It features an off-the-shoulder sweetheart neckline with a fold-over design, a pleated faux wrap-front creating a high slit, and a midi-length slim-fit silhouette to flaunt your gorgeous figure.

    Fit & Features

    • Velvet fabric
    • Off-the-shoulder sweetheart neckline, fold-over design, short sleeve cuffs
    • High waist seam
    • Pleated faux wrap-front design
    • High front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3877

    Category Name: Midi Holiday Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Renee Glitter Velvet Midi Dress

    Special Occasion

    Sparkle and impress in this glitter velvet midi dress flaunting a sultry V-neckline with a padded bust and a pleated wrap-style bodice that accentuates your curves along the form-hugging silhouette. Style with strappy heels.

    Fit & Features

    • Glitter velvet fabric with knit lining at the bust, moderate stretch
    • V-neckline, padded bust with pleating
    • Spaghetti straps
    • Pleated wrap-style bodice
    • Side slit
    • Form-hugging midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2632

    Category Name: Midi Holiday Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: ROYAL

    Available Size: XS

  • Undeniable Lace Sweetheart Velvet Midi Dress

    Look undeniably chic in this velvet midi dress showcasing a partially sheer lace bodice for romance and a figure-flattering mermaid silhouette. The dress features a sleeveless sweetheart neckline with lined and padded cups, velvet adjustable spaghetti straps for a customized fit, and a secure back zipper closure.

    Fit & Features

    • Partially sheer floral lace bodice
    • Sweetheart neckline with lined and padded cups
    • Velvet adjustable spaghetti straps
    • V-shaped back, zipper with hook-eye closure
    • Velvet mermaid silhouette, moderate stretch
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3735

    Category Name: Midi Holiday Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Dream Strapless Satin Midi Dress

    Make your dreams of luxe come true in this strapless satin midi dress! The dress is designed with figure-accentuating pleating and a form-hugging fit. Complete the look with earrings. 

    Fit & Features

    • Stretch satin fabric with full-length knit lining
    • Strapless straight neckline, no-slip strip, padded bust
    • Back zipper with hook-eye closure
    • Pleating
    • High side slit
    • Midi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-000048

    Category Name: Midi Holiday Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Soft Glam Strapless Velvet Midi Dress

    Arrive in glam style in this strapless velvet midi dress at parties or cocktail events. The dress boasts a flirty sweetheart neckline and center back slit while the bodycon fit accentuates your curves.

    Fit & Features

    • Soft velvet fabric with full-length knit lining, moderate stretch
    • Strapless sweetheart neckline, no-slip strip, padded bust
    • Ruched side and back seams
    • Center back slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4069

    Category Name: Midi Holiday Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Bold And Sleek Halter Slit Midi Dress

    Bold, sleek, and just the right amount of risky. This bodycon midi dress hugs in all the right places with sheer mesh and a daring plunge that does the flirting for you at cocktail soirees or date night!

    Fit & Features

    • Stretch woven fabric, sewn-in knit lining
    • Halter plunge neckline, hardware insert
    • Sheer mesh panels along the bust
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000670

    Category Name: Midi Holiday Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: WINE

    Available Size: S, M, L

  • Afterparty Chic Cowl Neck Midi Dress

    It’s giving red carpet energy, minus the entourage. This slinky cowl neck midi dress hugs in all the right places and flares out just enough to serve drama with stiletto heels!

    Fit & Features

    • Slinky knit fabric with moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Flared trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000606

    Category Name: Midi Holiday Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER

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

  • Serve Style High Slit Bodycon Midi Dress

    Serving style with every step, this high slit bodycon midi dress is made for double-takes. The sleek fit and sultry side slit bring effortless chic vibes to any night out.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless square neckline, pleated cowl neck overlay
    • Spaghetti straps
    • Ruching
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000604

    Category Name: Midi Holiday Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival