“There was a house in this town where always by night lights burned. In one of its rooms many lights burned; in each of the other rooms at least one light. It stood on Clay Street, on a treeless plot among flower beds, a small dull-looking house; and when late on dark nights all the other houses on Clay Street were solid blockings lifting from the lesser blackness of their background, the lights in this house patterned its windows with squares of brilliancy so that it suggested a grid set on edge before hot flames. Once a newcomer to the town, a transient guest at Mrs. Otterbuck's boarding house, spoke about it to old Squire Jonas, who lived next door to where the lights blazed of nights, and the answer he got makes a fitting enough binning for this account.”
Cobb is remembered best for his humorous stories of Kentucky and is part of the American literary regionalism school. These stories were collected first in the book Old Judge Priest (1915), whose title character was based on a prominent West Kentucky judge named William Pitman Bishop. Writer Joel Harris wrote of these tales, "Cobb created a South peopled with honorable citizens, charming eccentrics, and loyal, subservient blacks, but at their best the Judge Priest stories are dramatic and compelling, using a wealth of precisely rendered detail to evoke a powerful mood."Among his other books are the humorous Speaking of Operations (1916), and anti-prohibition ode to bourbon, Red Likker (1929).