Life on the Oregon Trail was both incredibly boring and extremely dangerous. Pioneers had to exercise extreme caution and a lot of bravado to cross the 2,170 mile stretch of land starting in Missouri and ending in Oregon. Accidents and disease were just waiting around the corner, but a majority of the trip was just spent trudging along next to the wagon. To say daily life on the Oregon Trail was difficult is a vast understatement. It was hard work and required uprooting your entire family and deciding to venture West for new opportunities, but that didn't stop thousands of people from emigrating and making the long journey.