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Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O'-Lantern Cookies

Soft spiced cookies filled with creamy milk chocolate, shaped like festive pumpkins for Halloween.
Prep Time 30 minutes
Cook Time 12 minutes
Total Time 42 minutes
Course Dessert
Cuisine American
Servings 24 cookies
Calories 250 kcal

Equipment

  • Mixing Bowl
  • Pumpkin Cookie Cutter
  • Baking Sheet

Ingredients
  

  • 1 1/2 cups salted butter (3 sticks, softened)
  • 1 1/4 cups packed light brown sugar
  • 1 tablespoon pure vanilla extract
  • 2 large eggs (at room temperature)
  • 4 1/2 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon ground cinnamon
  • 1/2 teaspoon ground ginger
  • 1/4 teaspoon ground nutmeg
  • 1/2 teaspoon salt
  • 12 ounces milk chocolate (melted)
  • 2 tablespoons salted butter (for coating)
  • 3 tablespoons cinnamon sugar

Instructions
 

  • In a large mixing bowl, cream together softened butter and brown sugar until light and fluffy.
  • Add vanilla extract and beat in eggs one at a time until well blended.
  • Gradually mix in flour, baking soda, cinnamon, ginger, nutmeg, and salt until a smooth dough forms.
  • Divide dough in half, shape each half into a disk, and roll out to ¼ inch thickness on a floured surface.
  • Use a pumpkin cookie cutter to cut out cookies, carving faces on half of them for Jack-O’-Lanterns.
  • Place cookies on a parchment-lined baking sheet, cover, and freeze for 15–20 minutes.
  • Preheat oven to 350°F (175°C) and bake cookies for 8–12 minutes until slightly golden.
  • Cool cookies on the baking sheet for a few minutes before transferring them to a wire rack.
  • Melt 2 tablespoons of butter in a pan until slightly browned; let cool slightly.
  • Brush browned butter over carved face cookies and sprinkle with cinnamon sugar.
  • Spread melted milk chocolate over uncut cookies, then top with carved cookies to assemble.

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Notes

Store cookies in an airtight container at room temperature for up to 3 days.
Keyword Cookies, Halloween