Chumley's (86 Bedford Street)

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2.5-story residential building originally completed in 1831 as a townhouse for Cornelius Hopper. Early in the 1900s, the front building and rear stable were joined. Then, when the building was purchased in 1926 by Lee Chumley, the front of the house was remodeled to make it look like a garage. Behind this false front, and entered through a doorway leading into "Pamela Court" was one of the best known speakeasies of the era. It was frequented by many notable literary figures, including Steinbeck, Fitzgerald, Faulkner, Edna St. Vincent Millay, Orson Welles, Anais Nin and James Thurber.

Chumley's later evolved into a bar and restaurant. A chimney and partial wall collapse in 2007 shuttering the establishment until it was reopened in 2013.