4. Henry Hudson Bridge (Spuyten Duyvil Creek)
Image via Wikimedia Commons (1936). From Metropolitan Transportation Authority of the State of New York. MTA Bridges and Tunnels Special Archive.
The Henry Hudson Bridge is the northernmost connecting bridge between Harlem and the Bronx. It spans Spuyten Duyvil Creek, which used to flow north of Manhattan until Marble Hill became attached to the Bronx (fun fact: Marble Hill is still technically part of Manhattan).