In a mixing bowl, combine the softened cream cheese, ½ cup of granulated sugar, and vanilla. Use an electric mixer to beat the mixture until it’s smooth and creamy, about 2-3 minutes.
If you’re making pie crust from scratch, roll it out on a floured surface until it’s about 1/8 inch thick. If using store-bought crusts, unroll them and place on your baking sheet.
Using a cookie cutter, cut out shapes from the pie crust. Place half of these shapes on the lined baking sheet. Spoon about a tablespoon of the cream cheese mixture onto each pie crust shape. Top with another pie crust cutout and seal the edges with a fork.
In a small bowl, mix the remaining ¼ cup of granulated sugar with the teaspoon of cinnamon. Brush the tops of the cookies with melted butter and sprinkle generously with the cinnamon sugar mixture.
Preheat your oven to 350°F (175°C). Bake the cookies for 15-18 minutes, or until they are golden brown and the filling is set.
Allow the cookies to cool on the baking sheet for about 5 minutes before transferring them to a wire rack. Enjoy them warm or at room temperature!