NY 265 runs north along Tonawanda Street through Black Rock, passing the former New York Central Railroad freight depot in the area and tracks used by Amtrak for their Empire Service and Maple Leaf trains.

[4] Forking northeast onto Military Road, NY 265 continues through Black Rock as a two-lane city street.

Crossing over some railroad tracks, the route descends into the Riverside section of Buffalo, reaching the town of Tonawanda and soon after, the village of Kenmore.

Military Road runs along the west side of Kenmore, soon reaching an intersection with NY 324 (Sheridan Drive).

[4] After passing the city cemetery, NY 265 runs north along Main Street, crossing under tracks once used by New York Central.

Crossing over the Erie Canal, NY 265 enters Niagara County and the city of North Tonawanda.

Dropping the South Military Road name, NY 265 runs northwest through Niagara Falls' east side as Cayuga Drive.

The new road, which went through settlements such as Youngstown, Lewiston, Niagara Falls, and Buffalo, due to concern about the new inhabitants of the area.

[2][3] That year, a stone was installed at the junction with NY 324 (Sheridan Drive) by the town of Tonawanda to honor the Military Road during the centennial of the city.

[6] It was extended northward along NY 384 and Military Road to its current northern terminus near Lewiston in the early 1940s.