Live in LA, family flying out for Christmas, my brother is flying out a week before and we're taking a sibtrip for 3-5days before everyone else arrives. Happy to fly across the country....give me your best ideas!
We want a city break, in a walkable city, somewhere with good coffee, nice bars, good mooching, a bit of culture, he's into his street art.
Definate no is NYC (he hates it, I used to live there). Prefer to go somewhere neither of us have been (so not SF, Chicago, Vegas, San Diego)
Currently thinking Portland or Boston? I appreciate both will be cold and I'm used to California temperatures! He's currently serving in Afghanistan and I have two small DC so it will be a well needed break for us both, but neither of us are interested in just sitting around in a spa hotel or whatever