Route Description
NY 65 begins at an intersection with US 20 and NY 5 in the West Bloomfield hamlet of the same name. It heads to the northwest as Ontario Street, passing through gradually less developed areas as it approaches the Ontario–Monroe county line. Just south of the line, however, the route enters the hamlet of North Bloomfield, a southeastern extension of Honeoye Falls located on the Livingston–Ontario county line. NY 65 passes into Livingston County upon crossing over Honeoye Creek in the center of the community; however, it remains in the county for just 0.25 miles (0.40 km) before following Honeoye Creek into Monroe County and the village of Honeoye Falls situated on the county's southern edge.
The Ontario Street name follows NY 65 northwestward through the southern half of the village, where it crosses back over Honeoye Creek before passing through the village's residential center and entering its business district. Here, NY 65 turns west onto East Street and crosses Honeoye Creek again to reach an intersection with Main and Monroe Streets. Monroe Street, once designated NY 363, is maintained by the New York State Department of Transportation (NYSDOT) as NY 940J, an unsigned reference route. NY 65 turns north here, following North Main Street out of the village. Outside of Honeoye Falls, the route becomes Clover Street, a name it retains for the rest of its routing.
The highway heads onward through the town of Mendon, leaving the densely populated village and its lightly populated outskirts for the rolling, open areas that dominate much of southern Monroe County. Three miles (5 km) to the north of Honeoye Falls, NY 65 intersects NY 251 by way of a roundabout northeast of the hamlet of Rochester Junction. The community, located on NY 251, marks the point where the Lehigh Valley Railroad spur that went to the railroad's station in downtown Rochester returned to the main line. The route continues onward, passing alongside the western edge of Mendon Ponds Park as it enters the town of Pittsford. At the northern edge of the park, NY 65 curves to the northeast and passes over the New York State Thruway (Interstate 90).
North of the Thruway, NY 65 intersects the eastern terminus of NY 253 and Calkins Road (unsigned NY 943C and a former extension of NY 253) at junctions roughly 1 mile (1.6 km) apart. From this point northward, the route heads through much more developed areas, beginning with a series of housing tracts situated in the 1.5 miles (2.4 km) between Calkins and Jefferson Roads, the latter carrying NY 252. It continues on past NY 252, taking on a more northerly routing as it crosses over the CSX Transportation-owned West Shore Subdivision railroad line and the Erie Canal and passes through densely populated portions of Pittsford and Brighton.
Just inside the Brighton town line, NY 65 intersects NY 31 (Monroe Avenue) in a linear commercial district centered around NY 31. At this point, maintenance of NY 65 shifts from NYSDOT to Monroe County, which maintains the route as the unsigned CR 271. The route heads due northward for just under 1 mile (1.6 km), paralleling I-590 and passing The Harley School before veering to the northeast ahead of an intersection with Elmwood Avenue. Both NY 65 and CR 271 end 1 mile (1.6 km) later at a junction with East Avenue (NY 96).
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