Where are you in Oregon exactly? I suppose I could be in technically "western" Oregon...maybe? Haha I don't know, my horse and I live in Gresham, OR if that's "western Oregon"... We don't have a trailer, but we do live near some really nice trails... And I know of some places to go, like the Columbia Gorge Scenic Area, if you're from around here. That place is really really fun to ride in and it's gorgeous.
ETA- I missed that you said Portland! We're close to Portland, kinda! If you have a trailer, and didn't mind having to pick up Lacey and I, we'd love to be riding buddies with you! :)
Fabio - 13 year old Arab/QH gelding
Hazel - 14 year old Angora goat
Atticus - 4 year old LaMancha/Alpine cross goat
Rest peacefully, Lacey.