Once the cookie dough has chilled for at least 1 hour, it’s time to shape your pumpkin design!
Gather the orange log of cookie dough and a wooden skewer. While the dough is still wrapped in plastic, gently roll it on a smooth surface to make it as round and even as possible. Then carefully unwrap it.
Place the skewer lengthwise on top of the orange log and gently press down to create an indentation in the dough.
Using the green cookie dough, roll it into long, very thin strips and place it along the indentation. You want about half of the green dough nestled into the orange dough, with the other half sticking out to create the pumpkin stem.
Gather your uncolored cookie dough and remove the top sheet of parchment paper.
Place the orange log with the green stem facing up in the slightly off center of the rolled out, uncolored dough.
Carefully fold the uncolored cookie dough up and around the pumpkin log until the pumpkin design is completely enclosed. Gently press the seams together.
Note: you may have a little extra uncolored dough after wrapping your pumpkin design. Avoid overlapping the dough too much, as this can make the outer layer too thick. Simply trim away excess dough, roll the scraps into balls, and bake them later for a few extra sugar cookies!
It’s important to eliminate as many gaps as possible for a clean pumpkin design! Gently press the uncolored dough around the pumpkin and stem to remove any trapped air pockets.
Remove the parchment paper and wrap the entire log tightly in plastic wrap and gently roll it on your work surface to smooth the outside and help the dough come together.
Transfer the cookie dough log to the refrigerator to chill for at least 4 hours, preferably overnight, until firm enough to slice cleanly.
Overnight Fermentation Option: If you want to extend the fermentation time in the refrigerator, simply leave the cookie dough in the refrigerator overnight and then continue with the recipe as directed.