“I was just invited to go on a hike upstate with some friends. As for what to wear in this particular setting, it really depends on the hike. The trail was only a few miles, and the closest thing I had to hiking shoes were a pair of crepe-soled desert boots. I still have the scar as a reminder to always have an actual pair of hiking shoes on hand just in case. Casual Day HikeAn easy-going day hike is the most likely situation you’ll find yourself in.