Last year my boyfriend and I hiked a 50 mile loop around the Sisters, and loved it. I've been wanting to do the Timberline Trail around Mt. Hood, but it is a little short for my vacation at only 30~miles. I have been looking at the Eagle Creek Trail, and wondered about hiking the Timberline, taking a day off in Hood River, then a loop out Eagle Creek out towards the Pacific Crest Trail.
I've thought about linking the two as well; is that interesting hiking, or just tramping through the woods?
Any other suggestions for hiking in Oregon? I love to be up in the alpine areas; I'm a little leery of the eastern side of the mountains due to the potential risk for forest fires this year–that can be a trip killer. My vacation is July 27th-August 7th.

