New York State Route 248 (NY 248) is a 31.43-mile-long (50.58 km) state highway in a remote part of the Southern Tier region of New York in the United States. The route, located close to the Pennsylvania state line, passes through Allegany and Steuben counties. In the former, it runs mostly east–west from its junction with NY 19 in Stannards; but in the latter turns northwards to its north end at NY 36 in Canisteo. NY 248 used to be signed north–south in Steuben County, however, those designation were replaced by new east–west signage around 2013.

New York State Route 19 (NY 19) is a north–south state highway in Western New York in the United States. It is the longest state highway in that region, and the only other one besides NY 14 to completely transect the state from the Pennsylvania state line to the shore of Lake Ontario. It continues south into Pennsylvania as Pennsylvania Route 449 (PA 449) and ends at an intersection with the Lake Ontario State Parkway just south of the lakeshore in Hamlin. NY 19 does not serve any major cities or metropolitan areas and remains a two-lane rural road for almost its entire length. However, it follows the Genesee River for much of its lower length, and offers easy access to the gorges of Letchworth State Park midway along its route.