route that generally followed the modern US 209 corridor between Port Jervis and Kingston. Designation When the first set of posted routes in New York were assigned in 1924, much of legislative Route 1—including from Pawling to Wingdale—was designated as part of NY 22. By 1926, all of legislative Route 40 was designated as NY 50 while a small portion of modern NY 55 between what is now NY 216 and NY 292 near Poughquag was signed as part of NY 39. NY 50 became part of US 6 in 1927. Over the next eight years, the highway went through several designations, becoming US 6N in 1928, NY 279 in 1933 and US 209 . NY 39 was reassigned to another highway in western New York in the 1930 renumbering of state highways in New York. At the same time, NY 55 was assigned to much of its current alignment between Barryville and Pawling, utilizing the old Farmers' Turnpike in eastern Ulster County and a series of previously unnumbered roads in Sullivan, western Ulster, and Dutchess counties. From Poughquag to West Pawling, NY 55 overlapped with NY 52, which replaced NY 39 east of East Fishkill. Initially, NY 55 continued east from Pawling to the Connecticut state line at Sherman via Quaker Hill and Kirby Hill roads. In the early 1930s, the modern routing of NY 55 between Wingdale and the Connecticut border was designated as NY 341. The alignments of NY 55 and NY 341 east of NY 22 were flipped , placing NY 55 on its current alignment and NY 341 on NY 55's old routing. NY 55 reached Wingdale by way of a overlap with NY 22. When NY 55 was first assigned, it was routed along the northern bank of Rondout Creek between the hamlets of Grahamsville and Lackawack. In the mid-1940s, NY 55 was realigned to follow a new highway along the southern bank while its former routing to the north became NY 55A. Both changes were made in order to accommodate the Rondout Reservoir, which was created following the construction of the Merriman Dam. Recent construction The steel truss bridge located near the eastern side of the Roundout Reservoir and the junction with NY 55A was rehabilitated in 2010. The existing reinforced concrete deck was removed, shear studs were installed (there were no shear studs on the steel beams previously), and a new reinforced