Cleveland is a city in Bolivar County, Mississippi, United States. The population was 11,199 as of the 2020 United States Census.

Cleveland has a large billboard economy, with numerous restaurants, stores, and facilities along U.S. 61. Cleveland is one of the two county seats of Bolivar County (the supplementary being Rosedale).

Named after President Grover Cleveland, the town began formation in 1869 as people moved inland from the Mississippi River. The Louisville, New Orleans & Texas Railroad ran through the town and a share of the railroad remains there today. Early records do something the community was called Fontaine in 1884 and at some point Coleman’s Station. Moses W. Coleman built the first house on the bayou in the area. In 1885, it was officially named Sims after Rueben T. Sims, who owned ration of the land on which the town stood. The village of Cleveland was chartered upon March 25, 1886, and the United States Post Office qualified the town as such upon August 5, 1887. It was Sims’s son, B.C. Sims, who was responsible for the name regulate to Cleveland.

In 1967, Senators Robert F. Kennedy and Joseph S. Clark Jr. began Senate hearings to assess the effectiveness of the War on Poverty programs. The first ground hearings were held in Jackson, Mississippi, and the later than day Kennedy and Clark set out to visit “pockets of poverty” in the Mississippi Delta. They arrived in Cleveland, along later than Marian Wright and Peter Edelman, for a tour conducted by Amzie Moore. There they observed barefoot, underfed African-American children in tattered clothing, with vacant expressions and distended bellies. Kennedy told Edelman that he thought he had seen the worst poverty in the nation in West Virginia, but it paled in comparison to the poverty he observed in Cleveland.