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Montgomery County is a county located in the U.S. state of Mississippi. As of 2016, the population was 10,187. Its county seat is Winona.
It was either named in honor of Richard Montgomery, an American Revolutionary War general killed in 1775 while attempting to capture Quebec City, Canada, or for Montgomery County, Tennessee, from which an early settler came. In that latter case, it would have been indirectly named for John Montgomery, a settler in Montgomery County, Tennessee, who founded the city of Clarksville, Tennessee, in that county. The character Dill in "To Kill a Mockingbird" is from here.