#2: Skyline Road • 10.5 mi • 2038 ft


Anytime a road is called "Skyline," you know it's good—but this road is better. Skyline Road essentially rises from the center of town, climbs up and past the orchards above, and ascends to the high ranches and scrub oak transition zone below Mount Hood National Forest. Check out the abandoned house at the top

You can ride it up or down, loop it with 3 Mile or 5 Mile, come back toward town or keep going up to Mount Hood National Forest.