Greenwood is a city in and the county seat of Leflore County, Mississippi, United States, located at the eastern edge of the Mississippi Delta region, approximately 96 miles north of the state capital, Jackson, and 130 miles south of the riverport of Memphis, Tennessee. It was a center of cotton planter culture in the 19th century. The population was 15,205 at the 2010 census. It is the principal city of the Greenwood Micropolitan Statistical Area. Greenwood developed at the confluence of the Tallahatchie and the Yalobusha rivers, which form the Yazoo River. Throughout the 1960s, Greenwood was the site of major protests and conflicts as African Americans worked to achieve racial integration, voter registration and access during the civil rights movement.

Oxford is a city in, and the county seat of, Lafayette County, Mississippi, United States. Founded in 1837, it was named after the British university city of Oxford. As of the 2010 US Census, the population was 18,916; the Census Bureau estimated the city's 2019 population at 28,122. Oxford is the home of the University of Mississippi, founded in 1848 and commonly known as "Ole Miss".

Cleveland is a city in Bolivar County, Mississippi, United States. The population was 10,611 as of the 2020 United States Census. Cleveland has a large commercial economy, with numerous restaurants, stores, and services along U.S. 61. Cleveland is one of the two county seats of Bolivar County (the other being Rosedale).

Clarksdale is a city in and the county seat of Coahoma County, Mississippi, United States. It is located along the Sunflower River. Clarksdale is named after John Clark, a settler who founded the city in the mid-19th century when he established a timber mill and business. The western boundary of the county is formed by the Mississippi River. In the Mississippi Delta region, Clarksdale is an agricultural and trading center. Many African-American musicians developed the blues here, and took this original American music with them to Chicago and other northern cities during the Great Migration.