I used to live in Sebastopol CA, which is close by to Healdsburg. That was a nice town, it felt like it had a bit of a community. Very walkable, I'd walk into the town centre every day for a coffee, sometimes with my youngest kid. Always someone playing music in the town square. Occidental was also a nice place. I felt like I saw the best of America there, it's probably too expensive a place now though. Healdsburg was to manicured, I didn't enjoy it.