"what path does Jason take in the upper woods? If I spawn on day 3 and go into the woods anticipating to run into him, what path should i take?"

Once he enters the upper woods, he moves right and takes the second path down. On the next screen he moves right, enters the cabin for five seconds (the second path from the right), then moves right and takes the path down. On the third screen, he moves right and immediately takes the path to leave the upper woods, so he's only on the third screen for a short while, and never enters the fourth screen.

Also, while it's possibly to get All Grapes or All Bananas and the like, this is considerably easier than all melons and can only be done with whatever fruit is randomly chosen to be your Lucky Fruit, so there's no real reason to run any other category beyond Any% or All Melons