I'm after advice as I am on quite a tight schedule. I am giving myself 3 days to travel from Chicago to New York by car with a friend. It will be a Monday to Wednesday inclusive. I have prior committments in Chicago, and will then have 2-3 days in New York before returning home (Sydney, Australia).
We are both runners, and like the mountains. So the question is, what is there particularly nice to do/stay between Chicago and New York. I hear Boston is nice but would like to see some good countryside/wilderness if possible (and go for 2-3 hour trail runs). Anywhere particularly nice at this time of year? We are happy to drive a reasonable bit further than straight route if required.