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The early roots of Reidsville, incorporated in 1873 by the State Legislature, date back to the early 19th century when William Wright of the Little Troublesome Creek area owned a tavern and store on the road connecting Danville and Salem. This outpost, called Wright’s Crossroads, was the earliest settlement in the present-day city and was overseen by Wright’s son, Nathan, and then Nathan Wright’s son-in-law, Robert Payne Richardson. Richardson’s home, built in 1842 on a knoll overlooking Little Troublesome Creek, still remains on Richardson Drive and has the distinction of being the oldest standing house in the city. Reuben Reid of the Hogan’s Creek area moved his family, including wife, Elizabeth Williams Settle, and son, David Settle Reid, to a 700-acre (2.8 km 2) farm on the ridge between Wolf Island and Little Troublesome creeks in May 1814. Reuben Reid became a successful farmer, operated a store and a public inn maintained in a private home and served the county as a constable and justice of the peace.