NY 282 originally served the hamlet of Smithboro on the northern riverbank via a toll bridge when it was assigned as part of the 1930 renumbering of state highways in New York.

It crosses over the creek and serves little more than farms on its way into the village of Nichols, where the open fields give way to residential neighborhoods and NY 282 becomes known as Main Street.

The route briefly continues west through a commercialized area of the town of Nichols, running parallel to the expressway before turning north onto an unnamed highway crossing over the Susquehanna River.

[2] The alignment of NY 282 between Smithboro and Hoopers Valley originally followed a ferry across the Susquehanna River, dating back to the 18th century, opened by two local entrepreneurs.

[19] The bill, which passed both houses, was vetoed by Dewey because the section of NY 17 was just a concept and if the alignment was changed in the study phase, there is no reason to purchase the bridge.

[11] In the time span of more than a year after the appropriation, negotiations were made for a fair purchase price to acquire the structure, which came to an amount of $26,000 by September 1950.

[23] Albro, who was at a ceremony removing the sign denoting the toll, noted that there was multiple issues in the three-year span involving transfer of the bridge, such as titles of the approaches and miscellaneous technicalities.

The state announced the bid would go to the Conn Welding and Machine Company of New Castle, Pennsylvania and be started by June with a slated completion date of December 1, 1953.

This project would involve straightening the roadway south of Nichols, with a new I-beam bridge constructed at the crossing of Wappasening Creek.

[27] Opposition of the 60 residents who attended the public meeting on July 24, 1962 at Nichols Elementary School felt that the improvement of NY 282 was going to be dangerous for those who lived along the stretch.

Residents also complained that Pennsylvania drivers coming off PA 187 were using NY 282 as a speedway and this new project would just make things worse.

[28] Despite the protests, the village of Nichols gained a $4,100 check to deposit as part of the connection of storm sewers along NY 282 for the project in May 1963.

[29] In October 1963, the state of New York announced the opening of bids on the project, which involved the construction of a 269.5-foot (82.1 m) bridge across Wappasening Creek, along with blacktopping the full 2-mile (3.2 km) stretch.

[31] In May 1962, the state of New York gave residents of Nichols a sneak preview at the proposed construction of the Southern Tier Expressway (NY 17).

The mayor of Nichols, Donald Hunt, requested time to study the proposed location of the new bridge across the river, stating that one constructed east of the village would be more beneficial for residents.

[32] In 1966, the relocation of NY 282 from Bridge Street in Smithboro was approved with the elimination of a grade crossing with the Lehigh Valley Railroad tracks.

[33] On January 22, 1967, the state announced that they wished to update the proposed grade crossing elimination with local opposition exerting pressure because of new construction in the area.

The New York State Department of Public Works now proposed that the elimination would still occur with the fact that NY 282 would end up being relocated eastward as part of construction of the Southern Tier Expressway, but that NY 282's old alignment would be open until a point south of the grade crossing so that access to a nearby house is not cut off, along with new houses being constructed in the area.

[34] Just nine days prior to the grade crossing changes, Governor Nelson Rockefeller announced that bids would open on the construction of the new alignment of NY 17, the Southern Tier Expressway on February 16.

[40] NY 282's original alignment along the southern riverbank is now part of CR 4 while a small section in Smithboro is town-maintained and known as Bridge Street.