Bolivar County Mississippi (Historic Districts) has 5 places on the National Register of Historic Places including 1 place of Statewide significance. Significant places include Mound Bayou Historic District, Cleveland Founders Historic District, Downtown Cleveland Historic District, Downtown Cleveland Historic District (Boundary Increase) and Rosedale Historic District.
The famous person Isaiah T. Montgomery is associated with one of more of the Bolivar County historic places.
Some of the country's most noteable architects helped create the Bolivar County places including N.W. Overstreet, Hanker & Cairns, C.R. Smith and Harold Kaplan. Prominent architectural styles found in Bolivar Country are Queen Anne, Art Deco and Colonial Revival.