We came across this little area of Portland's Nob Hill by chance. We were on the hunt for ice cream. But we were charmed by what we found—a really beautiful run of shops, five or six blocks long, that evolved over the course of the road from new age-y hippie shops to secondhand vintage stores to smart designer homeware and clothes. Favorite among them was a small branch of the Goorin Bros hat shop (pictured), but there was plenty to keep even a modest shopper occupied, and lots of nice local restaurants and cafes to fuel you along your way. All in the pleasant environs of Portland's leafiest, most elegant residential area.