The Oregon Trail was very hard; people would walk for most of the day, and there weren't very many opportunities for fun.To entertain themselves, people would talk, sing, or … do other things they could do while walking.here was really very little time to rest, though. Even at the end of the day, there were lots of chores to do----washing or mending the clothing, cooking, getting water or food, performing maintenence on the wagons, and caring for livestock.