Like Manitou Road in
Greece, which changes from a county route to
NY 261 after crossing
NY 104, Union Street transitions from
CR 170 to NY 259 at an intersection with
NY 33A in West Chili, a
hamlet within the
Monroe County town of
Chili. Just north of this intersection, NY 259 connects to
I-490 at exit 4. Continuing on, the route
crosses the
CSX Transportation-owned
West Shore Subdivision railroad line, as well as the
Rochester Subdivision line, prior to intersecting
NY 33 in North Chili. NY 259 crosses into the town of
Ogden shortly afterward. In Ogden, NY 259 takes a direct north–south alignment between the town line and the village of
Spencerport. Over this stretch, NY 259 meets
NY 531 (the Spencerport Expressway) by way of an interchange. In Spencerport, NY 259 meets
NY 31, becoming South Union Street, and crosses over the
Erie Canal, at which point the route becomes North Union Street. North of the village, the route becomes Union Street again, swerves to the northeast and enters the town of
Parma before returning to a northerly alignment at an intersection with
NY 104 in the hamlet of Parma Corners. To the north of NY 104, NY 259 is known as Hilton–Parma Corners Road as it heads through a rural portion of the town. It intersects
NY 18 south of the village of
Hilton in the hamlet of Parma Center, then
overlaps NY 18 northward for two miles (3 km) to Hilton, where it becomes South Avenue upon entering the village, then turning left on Main Street. The two routes split in the village center, with NY 18 continuing on West Avenue and NY 259 turning on Lake Avenue. NY 259 undergoes a name change at the Hilton village line, changing from Lake Avenue within the village to North Avenue outside of Hilton as it continues toward
Lake Ontario. The route heads north, then northeast through a hilly, rural portion of northwestern Monroe County to a junction with the
Lake Ontario State Parkway just south of the shoreline. NY 259 ends here; however, North Avenue continues north for to a dead end at the lakeshore. ==History==