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Colorful jack-o'-lantern shaped cookies with a glossy milk chocolate filling, decorated with vibrant orange and green icing to resemble pumpkins, arranged on a rustic wooden platter with scattered fall leaves.

Spooktacular Milk Chocolate Stuffed Jack-O’-Lantern Cookies

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Festive Halloween cookies with a milk chocolate filling, shaped and decorated to resemble cheerful jack-o’-lanterns, combining fun and flavor.

  • Total Time: 32 minutes
  • Yield: 20 cookies 1x

Ingredients

Scale
  • 1 3/4 cups all-purpose flour
  • 1/2 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1/2 cup unsalted butter, softened
  • 1/2 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • Orange and green icing for decorating
  • Milk chocolate chunks or melts for filling

Instructions

  1. Preheat oven to 350°F (175°C). Line baking sheets with parchment paper.
  2. Mix flour, baking powder, and salt in a bowl.
  3. Cream butter and sugar until light and fluffy. Add egg and vanilla, mix well.
  4. Gradually add dry ingredients to wet mixture to form dough.
  5. Roll out dough on a floured surface to 1/4 inch thickness.
  6. Cut out pumpkin shapes with a cookie cutter or manually shape into small pumpkins.
  7. Place on baking sheet and bake for 10-12 minutes until edges are golden.
  8. Allow cookies to cool; fill with melted milk chocolate placed in a piping bag or spooned into the center.
  9. Decorate with orange and green icing to resemble jack-o’-lantern faces and vines.

Notes

  • Chill dough for 30 minutes for easier handling.
  • Feel free to use chocolate chips for filling, adding more for a richer center.
  • Decorate cookies before baking for a more integrated look or after for precise detailing.
  • Prep Time: 20 minutes
  • Cook Time: 12 minutes
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150 Kcal
  • Sugar: 10g
  • Sodium: 50mg
  • Fat: 8g
  • Saturated Fat: 5g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 20g
  • Fiber: 1g
  • Protein: 2g
  • Cholesterol: 15mg