Portland is a town to experience, from all the local brewpubs to Powell’s bookstore to the surrounding countryside. It’s easy to get around downtown and close in areas. There are lots of vibrant neighborhoods, each with their own appeal. There is wine country nearby, loads of hiking opportunities, and plenty of coffee.
I live near an old elementary school that was converted into a hotel (the old classrooms are where you sleep, still with blackboards on the walls) with three bars, a restaurant, an outdoor soaking pool, and a theater, which is in the old auditorium filled with couches and comfy chairs rather than regular theater seating. It’s call the Kennedy School in northeast Portland. Don’t miss it.