The house at 153 Chapel Road in Winchester Center was originally erected as a tavern, as described in Annals and Family Records of Winchester, Conn. (1873), by John Boyd:
Roman Fyler from Torrington, bought from Martin North, Jr., the Noble J. Everitt place, a third of a mile south of the Winchester Meeting-house. In 1794, in company with Reuben Marshall, he built the Washington Hatch house at the center, in the north wing of which they kept a country store, while Mr. Fyler kept a tavern in the body of the house. About 1800 he removed to Burke, Caledonia Co., Vt., where he resided during his remaining life.
Roman Fyler sold his business to John Chester Riley. As related by Boyd, in 1800 Riley
bought of Fyler and Marshall the Washington Hatch place at the center, where he traded and kept a tavern. In 1807 he built a store at the parting of the Old Country road and the Waterbury turnpike, in which he did an extensive business until his failure in 1816. Being a Jeffersonian in politics, while most of the traders of his day and vicinity were of the Federal School, he drew in to a large extent the trade of those of his own faith in this and the neighboring towns. After his failure, he was confined on the jail limits at Litchfield for a considerable time, and continued to reside there during his remaining life. He lived a bachelor until past middle age, and married at Litchfield.
The tavern eventually became the property of Washington Hatch and was known as Hatch’s Tavern.