Bend

NOTE: This route is only available during ski operations of Mt Bachelor Resort. The Summit Chair ski lift only runs during winter and spring ski operations. 

Mount Bachelor offers one of the easiest 10-pointers in Oregon, if you want it. It is possible to buy a lift ticket and take the Summit Chair ski lift nearly to the activation zone. It is only a short hike to the summit proper from the top of the lift.

First the TL;DR: This is a five star bike ride. I HIGHLY recommend this route. This route passes many different trailheads and parking areas along the Deschutes River, so it is possible to put together a ride that is shorter and easier. Much of the route is gradual uphill with Lava Butte itself being the real kicker.