Starting out from the Heysen Trailhead (Southern) in South Australia at Cape Jervis the ferry port for Kangaroo Island the first 70km includes technical cliff paths, dense scrub, and rocky ascent and descent in Deep Creek and momentum sucking cambers with a number of beaches to throw sand into the equation too and a 40% climb off one at Tunkalilla.

"Pioneer Trail spans a distance of 25 miles, starting just east of Nevada City, and climbing along the current route of State Highway 20 to Bear Valley. There it departs from the highway and enters the South Yuba River canyon, where it climbs to join the Spaulding Lake Trail and the 41-mile system of non-motorized trails in the Grouse Lakes area."

East to west elevation gain: ~1850  Elevation loss: ~3300

Resources:

https://www.fs.usda.gov/recarea/tahoe/recarea/?recid=56012

Start at the Lithia water fountain in the ashland downtown plaza, at the base of Lithia Park at about 1900 feet elevation. Take any route desired up to peak Mt Ashland above 7300 feet. The classic "Mt Ashland Hillclimb" race course with a more direct first 2 miles is the fastest. This is about 9 miles of dirt road and 3 of trail and a quarter mile of peak scramble - or half mile of trail to the peak out if you choose - which may be faster pending snow/ ability scrambling.