Complex sentence: The Old Road ran southwest from Boonton through Hackettstown to Washington, then turned sharply northwest ran through the Oxford and Manunka Chunk tunnels, and crossed the Delaware River at Delaware, New Jersey to Portland, Pennsylvania.
Split into simpler sentences: The Old Road ran southwest from Boonton through Hackettstown to Washington, then turned sharply northwest. It ran through the Oxford and Manunka Chunk tunnels, and crossed the Delaware River at Delaware, New Jersey, and continued to Portland, Pennsylvania.