In a medium bowl, whisk together the 3 ¾ cups all-purpose flour, 1 ½ teaspoons baking powder, ½ teaspoon salt, ½ teaspoon ground cinnamon, and ¼ teaspoon freshly-ground ground nutmeg. Set aside.
In a stand mixer with a paddle attachment, beat together the 1 cup unsalted butter, 1 cup granulated sugar, and ½ cup light brown sugar on medium-high speed until fluffy about 2-3 minutes.
Mix in ¾ cup pumpkin puree until incorporated. Mix in 1 large egg and then add 2 teaspoons vanilla extract. Slowly add the flour mixture at low speed just until combined. Cover and chill the dough for an hour.
Preheat oven to 350 degrees Fahrenheit and line two baking sheets with parchment paper. In a small bowl, combine the ½ cup granulated sugar, 1 teaspoon ground cinnamon, and ½ teaspoon ground ginger for the coating and set aside.
To assemble the cookies, take a tablespoon of chilled batter, flatten it, and place one of the 36 soft caramels, in the center. Take another tablespoon of batter, flatten it, and press it over the caramel.
Pinch the edges together sealing in the caramel and roll into a ball. Roll the ball in the cinnamon sugar coating and place it on the prepared baking sheet.
Repeat until the dough is gone, spacing the balls out 2 inches apart. Slightly flatten the cookie dough balls with a heavy-bottomed glass or measuring cup.
Bake the cookies for 10-15 minutes or until the tops start to crack. Let cool on the baking sheet for 5 minutes and transfer to a wire rack. sprinkle with Dash of allspice and Enjoy!
Notes
*The cookie dough will be slightly sticky. If you need to lightly flour your fingers you can.*I have found that if you flatten the caramels just a bit they melt easier.