Oregon is a great place to live, in and around Portland (known as the Portland-Metro Area, basically Washington, Multnomah, and possibly Clackamas Counties). Very supportive, open-minded, liberal people that generally don't pay any mind to 'different' folks unless they're genuinely hurting someone else. Very educated and accepting—youth and older generations alike—and extremely supportive. Recently we just passed a ban on conversion therapies in youths, which should say something about how our legislators/other politicians view the LGBTQ community as a whole. Heck, our governor is bi, the first openly bisexual governor in history!
On a note not quite trans-related, Oregon is also super green and otherwise environmentally conscious, and we DO support Obamacare.
Also it'd be a shame not to mention all the other great medical facilities around here. Finding a gender therapist, endo, and top surgeon in or near Oregon is a piece of cake, I've found.