Winona (Mississippi) 5.08

Winona is a city in Montgomery County, Mississippi. The population was 5,482 at the 2000 census. It is the county seat of Montgomery County. Winona is known in the local area as "The Crossroads of North Mississippi" due to its central location at the intersection of U.S. Interstate 55 and U.S. Highways 51 and 82.HistoryMiddletonMiddleton, Mississippi was a town that developed in the 19th century two miles west of Winona's site. Some locals consider it the predecessor to Winona. After the railroad was built to the east, development shifted to what became Winona and bypassed Middleton.WinonaPre-1900sThe first European-American settler in the area, which was originally part of Carroll County, was Colonel O.J. Moore, who arrived from Virginia in 1848. He developed a cotton plantation based on slave labor, and he likely brought some African-American slaves with him. He agreed to the railroad being constructed through his property, and a station was built in 1860 near his plantation home. As a result of the railroad line and station being built here rather than Middleton, Winona was founded and began to grow. The railroad attracted business, which developed around the station as Moore sold off some property. Winona was incorporated as a town on May 2, 1861. Settlers were attracted because of the railroad access and Winona became a busy trading town.Captain William Witty, an early settler from North Carolina, was for years a leading Winona merchant and established the first bank in the county. Other names of early settlers were: Curtis, Burton, Palmer, Spivey, Townsend, Hart, Turner and Campbell. The early businesses were mainly grocery stores.