Using a hand mixer, beat the butter and sugar together in a large bowl until combined. Add in the egg, vanilla, and almond extract and beat well.
1/2 cup unsalted butter, 1 cup white sugar, 1 egg, 1 1/2 tsp vanilla extract, 1/2 tsp almond extract
Scrape down the sides of the bowl and add in the salt and flour. Mix until fully combined before removing the dough from the bowl.
1/2 tsp salt, 1 3/4 cups all purpose flour
Once you have a nice dough formed, remove about 3/4 cups of it to dye orange. Next, take out 1 Tbsp. of dough to be dyed green. Keep the remaining dough in the bowl.
3 drops orange food dye, 2 drops green food dye
Use gloves if you have them to dye the first removed portion of dough orange, then the other portion green. To do this, add a drop of food gel at a time to the dough and work it into the dough until it is evenly distributed and has reached the perfect shade for the pumpkins.
Flatten each color of dough into a disc and wrap in plastic wrap to chill in the fridge for at least two hours.
Preheat the oven to 350°F and line a baking sheet with parchment paper. On a floured surface, roll out the uncolored cookie dough with a rolling pin to an 1/4 inch thickness.
Form your pumpkins out of the orange dough to be about a 1/2 inch in size. You will need roughly 38 completed pumpkins to cover the dough (114 individual pumpkin pieces for a 3 bulb pumpkin *reference picture*). Once all are formed, transfer pumpkins onto the rolled out dough; spacing evenly. Using the green dough, form 38 small ovals and add the to the dough to be the pumpkin stems.
Place a sheet over the decorated dough and LIGHTLY roll your rolling pin over the dough sheet to secure the pumpkins.
Remove parchment paper. Cut out shapes using a cookie cutter and carefully transfer to the prepared baking sheets. Depending on the size of your cookies, bake for 8 to 12 minutes or until the edges are just about golden brown.
Allow cookies to cool before transferring to a wire rack.