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From the "History of Henderson County TN by Auburn Powers 1930
Shady Hill is a little hamlet of about forty people. It is six and one-half miles southeast of Lexington on the Lexington-Scotts Hill Road, formerly known as the Stage Road. Some of its early settlers were the Bucks, Whites, Milams, Davidsons, Fergusons, Byrds, Middletons, and others.
This, as was the other sections of the County, was an unbroken forest when the first settlers came. Wild game in abundance could be found almost anywhere. In 1829 Andrew McCall passed the present site of Shady Hill on his way to Haleys Creek to settle. A drove of wild deer dashed by him, scared his team and caused it to run away and seriously injured him.
The community is still occupied by the grand-children and great-grand-children of the early settlers. It is on a state-aid road, has a good school, and enjoys an age of simple prosperity. Mr. Cook Middleton has for many years done a good business in his general merchandise store, and is still an active and well known citizen.
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