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Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Enjoy festive Milk Chocolate Stuffed Jack-O’-Lantern Cookies that feature soft, buttery pumpkin-shaped dough filled with gooey melted milk chocolate. These cookies blend warm pumpkin spice with rich chocolate for a perfect Halloween treat that’s soft, chewy, and irresistibly flavorful—ideal for parties, gifts, or cozy autumn gatherings.

Ingredients

Scale

Dry Ingredients

  • 2 ½ cups all-purpose flour
  • 1 teaspoon baking powder
  • 1 ½ teaspoons pumpkin pie spice

Wet Ingredients

  • 1 cup unsalted butter, softened
  • 1 cup packed brown sugar
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • Orange food coloring (optional)

Filling

  • Milk chocolate pieces or chips (about 1 to 1 ½ cups)

Instructions

  1. Prepare the Dough: In a medium bowl, whisk together the all-purpose flour, baking powder, and pumpkin pie spice. In a large bowl, cream the softened butter with the brown sugar until fluffy. Add the eggs and vanilla extract, mixing well. Gradually blend in the dry ingredients until smooth dough forms. Optionally, add a few drops of orange food coloring for a pumpkin tone.
  2. Shape the Cookies: Take a small handful of dough and flatten into a disc. Place a piece of milk chocolate in the center, then wrap the dough completely around the chocolate and shape into a small pumpkin ball. Use a fork or cookie stamp to gently carve simple jack-o’-lantern faces on top.
  3. Bake to Perfection: Place shaped cookies on a parchment-lined baking sheet, spaced apart. Bake in a preheated oven at 350°F (175°C) for 10 to 12 minutes, until edges are slightly golden but centers remain soft.
  4. Cool and Enjoy: Let cookies cool on the baking sheet for a few minutes before transferring to a wire rack. Enjoy warm for gooey melted chocolate or at room temperature for a tender bite.

Notes

  • Use chilled dough for easier handling and to keep cookie shapes intact during baking.
  • Ensure the dough fully encases the chocolate to prevent leaks while baking.
  • Remove cookies as soon as edges begin to brown to maintain softness.
  • Gently carve jack-o’-lantern faces to avoid breaking the cookie surface.
  • Use high-quality milk chocolate for a richer, creamier filling.

Nutrition

Keywords: Halloween cookies, pumpkin spice cookies, milk chocolate stuffed cookies, jack-o’-lantern cookies, festive treats, autumn baking