Oregon Cascades 100 Oregon's newest 100 mile trail run. This point-to-point hundo will take you from Bend to Sisters - two of Oregon's premier running towns - where the trails (and beer) are the best any where! The course has 9,500ft of gain and 10,000ft of loss, with 92% trail. You will run through open meadows, coniferous forests with sweeping views of Oregon's highest peaks. Due to the nature of the course, it will be fast. So for those who are looking at getting a PR on a mountain trail 100 miler or are wanting to jump into the 100 mile distance for the first time, this race is for you!