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Milk Chocolate Stuffed Jack-O’-Lantern Cookies

Milk Chocolate Stuffed Jack-O'-Lantern Cookies

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Indulge in the delightful experience of making Milk Chocolate Stuffed Jack-O’-Lantern Cookies! These playful treats combine spiced brown sugar cookie dough with a gooey milk chocolate filling, making them the perfect addition to any festive gathering. Whether for Halloween or Thanksgiving, these cookies are sure to impress friends and family alike. Easy to prepare and fun to decorate, you’ll enjoy creating whimsical pumpkin shapes that bring a joyful touch to your dessert table. Gather the kids for a delightful baking session, and let your creativity shine as you add your unique twist to this classic recipe!

Ingredients

Scale
  • 1 ½ cups salted butter, softened
  • 1 ¼ cups light brown sugar, packed
  • 1 tablespoon pure vanilla extract
  • 2 eggs
  • 4 ½ cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon cinnamon
  • ½ teaspoon ginger
  • ¼ teaspoon nutmeg
  • ½ teaspoon salt
  • 12 ounces milk chocolate, melted
  • 2 tablespoons salted butter for topping
  • 3 tablespoons cinnamon sugar for topping

Instructions

  1. Cream together softened butter, brown sugar, and vanilla extract until fluffy.
  2. Add eggs one at a time, mixing well before adding the next.
  3. Gradually mix in flour, baking soda, spices, and salt until combined.
  4. Roll out dough and cut into pumpkin shapes using a cookie cutter.
  5. Freeze cut cookies for 15-20 minutes before baking at 350°F for 8-12 minutes until golden brown.
  6. Brush cooled cookies with melted butter and sprinkle with cinnamon sugar.
  7. Assemble by spreading melted chocolate on half of the cookies and topping with decorated halves.

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