Cutout Dresses

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Product Recommendations

Cutout Dresses That Own the Spotlight

Dial up the drama with Windsor’s cutout dresses, designed to turn heads from golden-hour dinners to holiday parties. Whether you're stepping out for a seasonal soirée or dressing for a fall night out, these standout styles bring bold energy and effortless edge.

Chic & Sultry

Bodycon minis and skater dresses with side or waist cutouts offer a playful twist for date nights, concerts, or weekend plans. Luxe satin, ribbed knits, and velvet fabrics keep it seasonally chic, while front and back cutouts show just enough skin to stay polished and put-together.

Bold & Elevated

Heading to a formal event? Slip into a mermaid gown or a sleek midi with statement cutouts at the neckline, back, or sleeves. These looks mix modern structure with curve-loving fits that shine at weddings, galas, and holiday celebrations—just add heels and a clutch.

Ready to stand out this season? Shop Windsor’s latest collection of cutout dresses online, in-app, or in-store today.

  • Sam Crepe One-Shoulder Slit Formal Dress

    Special Occasion

    Built for your slow-motion entrance, the Sam one-shoulder gown turns every step into a moment. The crepe fabric hugs just right, while the asymmetric cutout and thigh-high slit deliver that chic, whisper-sexy energy—effortless, modern, and impossible to forget.

    Fit & Features

    • Crepe fabric
    • One-shoulder neckline with cutout
    • Fitted long sleeve
    • High side slit
    • Column silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, formal celebrations, galas, holiday parties, cocktail soirees, big birthday events, engagement parties, red-carpet events, New Year's Eve

    Style Number/Barcode: 05002-001413

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Ships Free
  • Michelle Glitter Cutout Mermaid Formal Dress

    Special Occasion

    The Michelle formal dress was made to mesmerize under the lights. Designed in glitter mesh that catches every angle, this long-sleeve gown features a sweetheart neckline, side cutout, and ruched detailing that flatters every curve. Finished with a thigh-high slit and mermaid silhouette—it’s your moment to own the night.

    Fit & Features

    • Glitter mesh-lined stretch fabric
    • Sweetheart neckline, wrap bodice
    • Fitted sheer long sleeves
    • Cutout bodice
    • High front slit
    • Mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie galas, formal celebrations, holiday and NYE parties, red-carpet events, birthdays, fashion-forward occasions

    Style Number/Barcode: 05002-001411

    Category Name: Cutout Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • New Arrival
  • Marlene Velvet V-Neck Mermaid Formal Dress

    Special Occasion

    Elegant, sculpted, and quietly breathtaking — the Marlene formal dress is the definition of sleek evening glamour. Crafted in plush velvet that follows every curve, it features a plunging neckline, delicate straps, and a modern bar-back cutout that adds just the right touch of allure. The mermaid silhouette glides with you, keeping the moment effortless and unforgettable.

    Fit & Features

    • Luxe velvet fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Bar back with clasp closure, cutout accent, zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black tie galas, weddings, formal celebrations, holiday receptions, cocktail soirees, elegant date nights, red-carpet events, upscale parties

    Style Number/Barcode: 05002-000559

    Category Name: Cutout Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival
  • Kourt Flocked Velvet Mermaid Formal Dress

    Special Occasion

    Sleek, sculpted, and designed for a take-your-breath-away entrance, the Kourt formal gown drapes the body in flocked velvet mesh for a look that feels both romantic and refined. The off-the-shoulder neckline, cutout back, and ruched mermaid floor-length hem create a softly dramatic silhouette perfect for the moments when you want all eyes on you—in the chicest way possible.

    Fit & Features

    • Flocked velvet, mesh-lined stretchy fabric
    • Off-the-shoulder neckline, padded bra cups
    • Cutout back, zipper and hook-eye closure
    • Ruched mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, holiday soirees, opera or symphony nights, luxury hotel ballroom events, engagement celebrations, anniversary dinners, winter formals, cocktail parties, red-carpet events

    Style Number/Barcode: 05002-000648

    Category Name: Cutout Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: BROWN

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

    Product Badge:
    • Ships Free
  • Bold Curve One-Shoulder Maxi Dress

    Sleek, sculpted, and a little daring—this one-shoulder maxi dress turns heads with its bold cutout and dramatic draped sash. The soft stretch fabric hugs just right, giving you that effortlessly confident, made-for-the-spotlight at parties or cocktail soirees!

    Fit & Features

    • Slinky knit stretch fabric
    • One-shoulder neckline
    • Side and back cutout detail
    • Draped wrap sash at the hip
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000718

    Category Name: Cutout Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

    Product Badge:
    • New Arrival