The origin of the Horse & Hound Inn long predates the American Revolutionary War. While 1749 provides the earliest known record of the house as an inn, it was built as a homestead prior to this date. It served as a mason schoolhouse, a gin and rum mill, and also a stage coach stop on the Old Post Road from New York City to Danbury. The adjoining building served as a blacksmith shop for servicing guests horses and travelers along the Post Road.