What became Highway 14 was designated as part of the original Ontario Highway System in 1920. The route, connecting Picton, Belleville and Foxboro, was numbered in 1925. The route was extended north to Marmora in 1928, and remained generally stable over the next fifty years. In 1982, the Norris Whitney Bridge was opened over the Bay of Quinte. Consequently, the section of Highway 14 south of Foxboro was renumbered as Highway 62. The remainder of the highway was decommissioned on April 1, 1997, the only of the original fifteen 1925 highways to have its number completely removed from the provincial highway system.