The Best Bar to . . . Hang With Hipsters: Teardrop Cocktail Lounge This Portland, Ore., nightspot is an island of modernity in the city's retro hipster Pearl District.

Teardrop Cocktail Lounge | Portland, Ore.

While Portland has its share of old-school, leather-and-oak business bars where you and your clients can talk serious shop, the city has also carefully nurtured its credentials in cool. Portland offers plenty of opportunities to impress, but Teardrop Cocktail Lounge is a top pick for a place to show off the city at its most with-it.

Located in the recently revamped and über-hip Pearl District on the north side of downtown, the Teardrop is an island of modernity in Portland's burgeoning sea of retro hipsterdom. Sleek and contemporary in design, with concrete walls hung with artwork or lit with a digital projector, the lounge has attracted a trendsetting crowd of regulars since its 2007 debut. The bar's aesthetic sensibility isn't limited to the décor, either; the menu is filled with some of the country's most imaginative culinary cocktails, many created by owner Daniel Shoemaker.