Using the hobgoblin's map as a guide, you plot a course parallel to the caravan route and attempt to avoid the marked locations. You reason that heading directly east for one week across the grasslands and hills, passing through that small gap in the larger ridgeline, and heading northeast will make good time.
Your travel for one week is uneventful. You see no activity beyond wild animals native to the grasslands, and certainly nothing with the perceived agency of your previous raven companion. You've reached the western edge of the ridgeline, and estimate it will take you three or four days to reach the gap. From this distance, you can see that the ridges are not quite mountainous, rising only 2500 feet at its highest and covered in green brush and a smattering of trees.
At the end of the seventh day, it is nearing time for your party to make camp for the night. The sun is setting and soon the light will fall.