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Bright orange pumpkin-shaped cookies with intricate black smiley faces, stuffed with glossy milk chocolate, arranged on a rustic wooden tray, decorated with fall leaves and soft natural light creating a warm, festive atmosphere.

Spooktacular Milk Chocolate Jack-O’-Lantern Cookies

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Sweet, festive chocolate-stuffed Halloween cookies shaped like mini pumpkins.

  • Total Time: 35 minutes
  • Yield: 24 cookies

Ingredients

Scale
  • 1 cup unsalted butter, softened
  • 1 cup granulated sugar
  • 1 large egg
  • 2 teaspoons vanilla extract
  • 3 cups all-purpose flour
  • 1 teaspoon baking powder
  • Orange food coloring
  • Black icing for faces
  • 1 cup milk chocolate chips

Instructions

  1. Preheat oven to 350°F (175°C).
  2. Combine butter, sugar, egg, and vanilla until creamy.
  3. Add flour, baking powder, and orange food coloring; mix until dough forms.
  4. Roll dough into 1-inch balls; flatten slightly and shape into mini pumpkin forms.
  5. Use black icing to draw jack-o’-lantern faces.
  6. Bake for 12-15 minutes and cool completely.
  7. Melt milk chocolate chips and fill the pumpkin cavities with melted chocolate or chocolate chips using a piping bag or spoon.
  8. Allow chocolate to set before serving.

Notes

  • For best results, refrigerate dough for 30 minutes before shaping.
  • Use pastry bags for easy chocolate filling.
  • Decorate faces with edible black icing.
  • Prep Time: 20 minutes
  • Cook Time: 15 minutes
  • Method: Baking & Filling
  • Cuisine: American
  • Diet: Vegetarian

Nutrition

  • Serving Size: 1 cookie
  • Calories: 150 Kcal
  • Sugar: 10g
  • Sodium: 40mg
  • Fat: 8g
  • Saturated Fat: 5g
  • Unsaturated Fat: 3g
  • Trans Fat: 0g
  • Carbohydrates: 18g
  • Fiber: 1g
  • Protein: 2g
  • Cholesterol: 15mg