First Street Rapids â The section of the Deschutes River Trail is one of the lesser traveled sections (though its popularity has certainly increased lately) most likely due in part to its location at the end of the residential First Street near NW Portland Avenue. The wide, dirt path that borders the river on one side is shadowed by a high cliff topped with houses. Walking, running or biking along the 3-mile one-way trail is an easy a good stretch of the legs. A man runs up the trail at Pilot Butte State Park. Jarod Opperman / The Bulletin file photo Pilot Butte State Park â The crown of all views within the city, Pilot Butte may be closed to motor vehicles for the season, but you can still hike up the side of it. The longer loop clocks in at 3.3-miles up and down the butte, or you can cut about a mile off of it by sticking to the ascending path once you hit the trailhead at the Pilot Butte Neighborhood Park below. The trail offers the best views of Bend youâll see anywhere, and the sunsets from the summit canât be beat. Just bring a headlamp for the journey back down.