In January 1931,
New York State Senator Henry Patrie and
Assemblyman Eberly Hutchinson propose to construct a new state highway between the hamlets of
Meco and
Cork Center. The new state highway would be an improvement over a sand-ridden road between the two communities. This new state highway would also allow
Gloversville easier access to the western end of
Fulton County. In February 1931, the city of Gloversville Chamber of Commerce and Better Business approved a resolution stating support for the new state highway.
Governor Franklin Delano Roosevelt signed the bill on April 6. NY 399 was assigned in April 1935 and initially extended from
NY 29 in Cork to
NY 29A (modern Peck Road) west of Meco despite being a dirt road for some of its length. It was extended slightly after NY 29A was realigned to bypass Meco to the north. The NY 399 designation remained unchanged up through the late 1950s to the early 1960s, when it was removed. Part of NY 399's former routing on Sweet Road was physically removed by 1970, severing the Cork–Meco through route. On two occasions, the former alignment of NY 399 still maintained by the state was proposed as part of a highway maintenance swap. The first time, in August 1964, with the proposed construction of
County Route 156 (CR 156) between NY 29 and
NY 67. At that time, the state proposed the transfer of the former NY 399 alignment, along with
NY 309,
NY 331,
NY 334 and
NY 10A to Fulton County in return for CR 103, CR 127, and a town road. The proposal was tabled by the county. In January 1978, the state and the county agreed to a scaled-down swap that would allow the state to acquire CR 127 in return for former NY 399, East Fulton Street Extension in Gloversville and West Perth Road. On April 1, 1980, ownership and maintenance of old NY 399 between North Bush Road (
County Route 131 or CR 131) and Peck Road was transferred from the state to Fulton County. Following the swap, the highway became part of
CR 101, which had already been designated along NY 399's former alignment between Peck Road and NY 29A. The remainder of NY 399's intact routing is now maintained by the
town of Johnstown. ==Major intersections==