"Both a jolt of energizing creativity and a window to the city's history, this neighborhood is spread across the high ground at Portland's east end. It was one of the first areas of Portland to be settled in the 1630s, and for centuries was home to working-class immigrants who made their livings on the waterfront—with an image of being a rough-around-the-edges but close-knit community. Then the ‘90s hit, along with an influx of artists and a burgeoning restaurant scene that brought new condos, art galleries, funky boutiques, and lively eateries to the area. Now, it’s also got the city's best view at the Portland Observatory , those same fun shops, and award-winning restaurants like Terlingua. It's the crossroads of historic Portland and the cool, contemporary side of the city." - Alexandra Hall