Baldwin Street: Dunedin, New Zealand
A major city on New Zealand's South Island, Dunedin is famous for its sizable student population, wealth of Victorian architecture, UNESCO-recognized literary pedigree and for having hills — lots and lots of hills. It's at Signal Hill in North East Valley, one of Dunedin's slope-y inner-suburbs, that you'll find this already-photogenic city's most Instagrammable landmark: a street that seems to shoot right up into the heavens.
Dead-ending in what's likely the world's most terrifying cul-de-sac, 1,150-foot-long Baldwin Street reaches a maximum grade of 35 percent, rising from 98 feet above sea level at its bottom to 330 feet above sea level at the top. While Baldwin Street's length is modest, its dramatically inclined nature has earned it the title of world's steepest residential street by Guinness World Records. However, there's typographical error-based controversy attached with this title as, supposedly, the street's grade in degrees was confused with its percentage grade, initially measured at 38 percent and later downgraded to 35 percent. Whatever the case, Baldwin Street is the real deal — a tourist magnet in which brave visitors limp away with photos of impossibly tilted abodes and incredibly sore calves.
The result of a London-based surveyor laying out Dunedin's neat grid system without taking into consideration the area's ultra-hilly terrain, Baldwin Street is home to two annual competitions: the Baldwin Street Gutbuster and the Cadbury Jaffa Race, a hugely popular event also known as the Running of the Balls in which thousands of red-shelled chocolate candies are hurled from the top of the street in the name of charity.