Rip Van Winkle Bridge

The Rip Van Winkle Bridge is a 5,040 ft (1,540 m) cantilever bridge spanning the Hudson River between Hudson, New York and Catskill, New York. Affording 145 feet (44 m) of clearance over the water, the structure carries NY 23 across the river, connecting US 9W and NY 385 on the west side with NY 9G on the east side. The bridge also passes over Rogers Island and Hallenbeck Creek.

The bridge is named after the 1819 short story of the same name by Washington Irving, which mentions Hudson and Catskill.

The bridge was built by the newly created New York State Bridge Authority, opening on July 2, 1935, at a cost of $2.4 million ($55,040,000 with inflation).

A fireworks display marked the 50th anniversary of the bridge's construction in 1985.

A multi-year repainting project was completed in 2009 which removed all lead-based paint.

A pedestrian walkway was completed in 2018 on the south side of the bridge. It is open from dawn to dusk.

Bicyclists may use the roadway or walk their bikes across the pedestrian walkway. The walkway is also a link on the Hudson River Skywalk, which connects the homes of Hudson River School painters Thomas Cole and Frederic Church.

Upon its opening, the toll was $0.80 ($18.35 with inflation) per passenger car and $0.10 ($2.29 with inflation) per passenger up to $1 ($22.93 with inflation). Originally, tolls were collected in both directions. In August 1970, the toll was abolished for westbound drivers, and at the same time, eastbound drivers saw their tolls doubled. The tolls of eleven other New York–New Jersey and Hudson River crossings along a 130-mile (210 km) stretch, from the Outerbridge Crossing in the south to the Rip Van Winkle Bridge in the north, were also changed to eastbound-only at that time.