The Kennedy School is one of several old buildings that have been salvaged and renovated by the McMenamin brothers. 
We happened to stumble across this absolutely charming little place when we traveled to Portland in 2001 and I've been thinking about it ever since.
The hallways are filled with whimsical fairytale artwork:
and the guest rooms are so cozy and sweet. Our room was done in an Alice In Wonderland theme. That's the original chalkboard, and a hand painted border surrounds the room.
The gymnasium is still intact, the auditorium is used for movies, there's an in-house restaurant, and even a micro-brewery too. The next time we visit Portland (and I really really hope it's sometime soon) we'll definitely be staying at the Kennedy School.
