The Town of Rocky Springs, Mississippi. At the end of this trail is evidence of a once thriving community. First settled in the late 1790s, the town grew from a watering place along the Natchez Trace, and took its name from the source of that water - the rocky springs. In 1860, a total of 2,616 people lived in this area covering about 25 square miles. The population of the town proper included three merchants, four physicians, four teachers, three clergy and 13 artisans; while the surrounding farming community included 54 planters, 28 overseers and over 2,000 slaves who nurtured the crop that made the town possible - cotton. Civil War, Yellow Fever, destructive crop insects and poor land management brought an end to this once prosperous rural community.