^ I was in bend last year. Did a guided ride with cog wild - we did mt bachelor to bend, it was awesome about 45k and we were done at 3.30 for sure. Two tough uphill slogs, but downhill the rest of the way.
I beleive that you can rent a rig through cog wild.
If you don't want to do a guided tour, hit up phils trail system just outside of town.
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