I always take out of town friends here!
I live not more than a couple miles away from Kennedy School, and it is FANTASTIC. The movie theatre is the usual place, where you can sit on a couch, have a slice of pizza and one of McMenamin's microbrews made on-site, all for a reasonable price. The detention room scotch and cigar bar is fantastic as well, as is the restaurant (with courtyard seating outside on a rare Portland sunny day), and also the boiler room bar, which is two levels. Whenever I have guests from out of town, that is one of the first places we go. They did a fantastic job some 15 years ago of purchasing and completely renovating Kennedy School; the decor is eclectic, matching some traditional McMenamin's art with some of what the almost century-old school had left over. The ONLY downside is getting in and out - parking fills up very quickly and street parking on the very narrow streets in NE Portland is almost nonexistent.