Head of Grassy is an unincorporated community in Lewis County, Kentucky, United States. Head of Grassy is located on Kentucky Route 59 and the Grassy Fork 14.7mi south-southeast of Vanceburg; its name is a misnomer, as it lies 5mi downstream from the head of the Grassy Fork. Head of Grassy had a post office, which opened on November 19, 1878, and closed in 1982 or 1984.
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