I am planning a road trip with my boyfriend for about 10 days in mid-August from San Francisco up to Portland and back (round trip). For accommodations we want to do a mix of camping, and bed-and-breakfasts / hotels. For activities, a mix of good food and exploring towns or wineries, and hiking / kayaking / outdoors stuff.
I'm thinking ride North in-land (Bend, Crater lake, etc.), and then ride back South along the coast - is this the best direction, or should we go in reverse?
Also, I have never been west at all so I'm wondering - what are the places we MUST stop in Oregon while we are riding around?