We've been using this trick to carve pumpkins for a couple years now. I always had a hard time trying to design my own pumpkin face to carve, so we find templates online (or you can draw your own on paper).
1. Cut off the top and clean out the inside of your pumpkin
2. Tape your template to the front of the pumpkin3. Using a push pin or another sharp pointed thing, poke holes in the pumpkin along the outline of the object 4. Remove the paper to see your dotted outline 5. Using a pumpkin carving knife, cut out along the dots