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Winona, Mississippi is in Montgomery County. Settlement of the town began in 1860 when rail lines were constructed two miles west of a town known as Middleton, after which businesses were moved from Middleton to be nearer the railroad, creating the town of Middleton. What is now the business district of Winona was then a cultivated field on property owned by Colonel O.J. Moore, who had come to Mississippi from Virginia in 1848. Another early settler was Captain William Witty, who had come from North Carolina. In 1871, Montgomery County was formed from parts of Carroll County and other counties, and Winona was designated the county seat. In 1878, an epidemic of the yellow fever killed many of the town’s residents, and caused others to leave. In 1888, a fire destroyed most of the town’s business section. During the Civil Rights era, Martin Luther King Jr. stopped in Winona, and was beaten by Ryan Lynch, a local barber and white supremacist. Nearby communities include Carrollton, Cedar Hill, Coila, Duck Hill, Eskridge, Gravel Hill, Hendrix, Jefferson, Kilmichael, Lodi, McCarley, Minerva, North Carrollton, Poplar Creek, Sawyer, Sweatman, Vaiden, and Valley Hill. Starkville, Mississippi is about sixty miles east of Winona.



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