How to make the most adorable Jack-o'-Lantern Cookies, perfect for Halloween! This recipe features my easy chocolate cut-out sugar cookies, filled with homemade cream cheese frosting. The cutest Halloween dessert ever.
Gently reroll remaining scraps of dough to a 1/4-inch thickness, cut out eyes and mouths in half of the pumpkins, and place on prepared baking sheets. If the sheet of dough softens too much at any point, place it back in the freezer or fridge until firm again before cutting and moving more shapes.
Bake for 8 to 9 minutes, or until the cookies are set but not overbaked. Let cool on baking sheets for 5 minutes before removing to a wire rack to cool completely. Plain cookies can be stored in an airtight container at room temperature for up to 3 days or in the freezer for up to 2 months.
In the bowl of a stand mixer fitted with the paddle attachment, beat the cream cheese, butter, and vanilla on medium-high speed until very light, creamy, and smooth, about 2 to 3 minutes. On low speed, gradually add in the sugar and beat until fluffy, about 2 minutes more. Add in a few drops of orange gel food coloring until desired shade is reached.
Place a dollop of cream cheese frosting on the center of the top of the plain pumpkin shaped cookies. Don’t frost the bottom side, otherwise the pumpkin stem shapes won’t line up. Place a jack o’lantern cookie on top of each, pressing down slightly to sandwich the filling. Serve or store in an airtight container at room temperature for up to 2 days (the sugar in the cream cheese frosting acts as a preservative, but they should not be stored at room temperature for longer than that).
** Get your FREE Jack-o'-Lantern cookie cutter template HERE. You could also use a pumpkin cookie cutter kit - feel free to experiment with other Halloween shapes too, if you'd like! You can also use a plain pumpkin cookie cutter for the top and bottom cookie (without faces) for ease.
Jack-o'-Lantern Chocolate Sugar Cookies https://handletheheat.com/jack-o-lantern-cookies/ October 5, 2023