Working these past 20 years primarily as an outdoors writer, it’s hard for me to admit that I’ve never been to Bend, Oregon, one of the renowned outdoor hubs in America and a mecca for serious mountain bikers. North, Middle, and South Sister Mountains rise 10,000 feet above town, forming part of the Cascade Range. Due north is Black Butte, one of the region's many cinder cones that create a volcanic landscape unparalleled in the U.S. outside of Hawaii. I plan to bike on the Butte Loops Trail as it circles Black Butte on old logging roads that have been closed to motorized vehicles and are now part of the roads-to-trails program. Then I’m heading to the eastern part of the state to hike in the Oregon desert with my travel writing buddy, Eric Lucas.