San Jose

San Jose

San Jose is Silicon Valley's anchor city, much bigger than San Francisco by population, and culturally underrated because everyone drives through it on the way somewhere else. The Vietnamese food scene (especially in Little Saigon) is one of the best in the country. The weather is impossibly mild, the Santa Cruz Mountains rise to the west, and the tech money funds a genuinely excellent restaurant scene.

Portland

Portland is food carts, bridges, donuts shaped like Voodoo dolls, and a low-key obsession with doing things the hard, hand-made way. The 'Keep Portland Weird' bumper sticker is older than most of the influencers who quote it. Mt. Hood pops into view between buildings on clear mornings, and the bike infrastructure puts most American cities to shame. Coffee here is treated like wine.