The title for the city with the steepest street in the U.S. belongs to Pittsburgh, Pennsylvania, specifically Canton Avenue. Located in the Beechview neighborhood, Canton Avenue features a staggering 37% grade, which is significantly steeper than the more famous hills of San Francisco. While San Francisco's Bradford Street (39% over a tiny section) and Filbert Street (31.5%) are legendary, Canton Avenue holds the official record for a sustained public thoroughfare. The street is so steep that it is partially paved with cobblestones to provide extra traction for vehicles, and it is a central feature of the annual "Dirty Dozen" bike race, where many participants are "defeated" by the sheer incline. For 2026 travelers, a visit to Canton Avenue is a high-value "gravity-defying" photo op, but be warned: walking up the street is a serious cardiovascular challenge that can leave even fit hikers breathless in just 200 feet.