Crater Rim Trail (OR)
(Editor Note: This "Crater Rim" is near Bend, Oregon, not the more famous "Crater Lake" further south which is a National Park.)
Run around the Crater Rim Trail. This is a 21 mile arduous hike. There is vast stretches of forest, deserts, and mountains that extend from all sides. This trail is classified as more difficult because of its length and lack of water. There is an option to climb nearby Paulina Peak (as shown in the attached .gpx file).