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Milk Chocolate Stuffed Jack-O’-Lantern Cookies Recipe

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  • Author: Diane
  • Prep Time: 30 minutes
  • Cook Time: 10-12 minutes
  • Total Time: 42 minutes
  • Yield: 24 cookies
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These Milk Chocolate Stuffed Jack-O’-Lantern Cookies are festive and delicious treats perfect for Halloween. Soft spiced sugar cookies are filled with creamy milk chocolate, topped with cute Jack-O’-Lantern faces, and dusted with cinnamon sugar for a flavorful and fun dessert.


Ingredients

Scale

Cookie Dough

  • 1 ½ cups (3 sticks) unsalted butter, room temperature
  • 1 cup packed brown sugar
  • ½ cup granulated sugar
  • 2 large eggs
  • 1 tablespoon vanilla extract
  • 3 ¾ cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon ground cinnamon
  • ½ teaspoon ground ginger
  • ¼ teaspoon ground nutmeg
  • ½ teaspoon salt

Filling and Topping

  • 12 oz milk chocolate, chopped or use chocolate bars
  • Cinnamon sugar (for dusting)


Instructions

  1. Prepare the dough: In a large bowl, beat the butter, brown sugar, and granulated sugar together until light and fluffy, about 2-3 minutes. Add the eggs one at a time, then the vanilla extract, mixing well after each addition.
  2. Mix dry ingredients and combine: In a separate bowl, whisk together the flour, baking soda, cinnamon, ginger, nutmeg, and salt. Gradually add the dry ingredients to the wet mixture, stirring until a dough forms. Divide dough in half, wrap in plastic, and refrigerate for at least 30 minutes until firm.
  3. Roll and cut dough: Preheat oven to 350°F (175°C). On a lightly floured surface, roll out chilled dough to about ¼-inch thickness. Use a pumpkin-shaped cookie cutter to cut cookies. Cut faces into half of the pumpkins using a sharp knife or small cookie cutter for Jack-O’-Lantern designs.
  4. Assemble cookies: Place uncut pumpkin cookies on a parchment-lined baking sheet. Center a piece of milk chocolate on each. Top with the Jack-O’-Lantern cut-out cookies and press edges gently to seal the filling inside.
  5. Bake: Bake cookies for 10-12 minutes or until lightly golden around the edges. Remove from oven, dust with cinnamon sugar while warm, and cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.

Notes

  • Chilling the dough is crucial for easy rolling and clean cookie shapes.
  • You can substitute semi-sweet or dark chocolate if preferred.
  • Ensure edges are sealed well to prevent chocolate from oozing out during baking.
  • Store cookies in an airtight container at room temperature for up to 5 days.
  • For a festive touch, use colored sugar or sprinkles instead of cinnamon sugar.