Dungeon Mastery: Random Wilderness Encounters

 

Rather than Roll up encounters on the fly I recommend a selection of Encounters from which you as Dungeon Master can pick an encounter. Its entirely possible that the PCs will be killed by a Red Dragon a day out of their start village simply because of a Dice Roll. Its an even rarer Player whose murderhobo bows politely and asks the Dragon how they may be of assistance.

You might prefer to have fixed a selection of encounters such as merchants regularly traveling this section of Road, Bandits who moved into the Area, or Wolves hunting prey.