9. Pamela’s Court

Fans of the speakeasy Chumley’s will remember this courtyard, just off Barrow Street in the West Village. Nestled behind townhouses, Pamela’s Court is a secret passageway to Chumley’s that hasn’t been in operation since the 2007 collapse of Chumley’s wall. The building has served many functions, first as a blacksmithery and later as a stop on the Underground Railroad before the Civil War. In 1922, the speakeasy was founded by Leland Chumley and quickly became a hangout for literary legends. Despite the wall’s collapse, today, the courtyard retains its novelty and lore among New Yorkers.