Geography Winona is in western Montgomery County, north of Jackson, the state capital, and south of Grenada via I-55. U.S. Route 51 passes through the west side of the city, while U.S. Route 82 runs through the north side of the city on a four-lane bypass. US 51 leads north to Duck Hill and south the same distance to Vaiden, while US 82 leads east to Starkville and west to Greenwood. I-55 passes through the westernmost part of the city, with access from Exit 185 (US 82).
geography winona is in western montgomery county north of jackson the state capital and south of grenada via i-55 us route 51 passes through the west side of the city while us route 82 runs through the north side of the city on a four-lane bypass us 51 leads north to duck hill and south the same distance to vaiden while us 82 leads east to starkville and west to greenwood i-55 passes through the westernmost part of the city with access from exit 185 (us 82)