Cooksville is an unincorporated community in Howard County, Maryland, United States. As of 2016, the population was 631. The town was founded by Thomas Cook in 1802. The crossroads town was anchored by the Joshua Roberts Tavern, where General Lafayette visited in 1824. The inn was destroyed by fire, rebuilt, and demolished a second time. Thomas Cook exchanged his stake in Cooksville with Thomas Beale Dorsey for the 231-acre Round About Hills slave plantation.