Callicoon Bridge, Steel and concrete bridge between Callicoon, New York and Damascus Township, Pennsylvania.

Callicoon Bridge is a concrete structure that spans the Delaware River between Callicoon, New York and Damascus Township, Pennsylvania. The crossing features multiple equal sections that support both vehicle and pedestrian traffic.

Residents had to travel downriver to Cochecton to cross until 1886, when citizens organized the Callicoon Bridge Company with shares at $25. Buying land, securing approval from both New York and Pennsylvania, and hiring a contractor took another decade, sped up when the Pennsylvania landowner donated his land. The resulting 1899 bridge was replaced by the current steel-and-concrete structure in the early 1960s.

The name Callicoon comes from the Dutch word for wild turkeys, kalkoen, a reference to the birds once common in the area. The hamlet on the New York side has a small downtown with many historic buildings, while the Pennsylvania side has only homes and one church facing the river, with no commercial development.

The bridge remains open year-round and provides a direct crossing for vehicles and those on foot between the two states. The location serves as a working transportation link with steady traffic flow throughout the day.

Half of the bridge's span crosses the flood plain on the New York side, formed by the confluence of the Delaware and Callicoon Creek just downstream; large islands lie immediately upstream. The crossing runs northeast to southwest, and the surrounding valley hills rise almost 700 feet above the river.