History of Westchester County, New York — Passage 202
[J. Thomas Scharf (1886)] In 1868 Hugh Herringshaw erected a fine brick building on the corner of Central Avenue and Leon-ard Street, which contained a spacious room called Olive Hall. This hall soon became very popular. The building was destroyed by the great fire of Feb-ruary 17, 1874. It was immediately rebuilt and opened to the public on the 27th day of October, 1874. It is now known as the Olive Opera House. This is the only public hall in the village. It is com-modious, neat and quite satisfactory. The Hotels of Sing Sing.— The first hotel in Sing Sing, of which we can obtain any knowledge, stood on what is now called Pleasant Square, over the "Town Pump.'' The building had but four rooms on each of its two stories. It was " Ward's Tavern" in Revolutionary times, and is one of the many places 362 HISTORY OF WESTCHESTER COUNTY. claimed to have been Washington's headquarters. It was managed by its owner, Major Moses Ward, the Gather of the late Major-General Aaron Ward, and after his death, by his wile, " Nancy," who was the well-known hostess for many subsequent years. About the year 1830 it was purchased from General Ward by Mr. Samuel Trowbridge, who moved it back about thirty feet, to its present position, No. 134 Main Street. By this means the square was produced and Main Street much straightened. It was raised in 1841 by David McCord, for store purposes, has undergone changes since, and yet stands a monument of former days.