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While superintendent of repair work on the Cumberland Road east of the Ohio River, he designed and built Dunlap's Creek Bridge in Brownsville, Pennsylvania, the first cast-iron tubular-arch bridge in the United States.
In the era when animal power dominated transportation there was no safe way to cross east-west in the middle of the range; crossing was only possible nearer its extremes except for a few rough passages opened mid-range during the colonial era such as Braddock's Road and Forbes Road, later improved into America's first National Roads (respectively Cumberland Road, Lincoln Highway or designated U.S. 40 and U.S. 30 in later years).
In 1892 a women's settlement had been created in Cumberland Road, Canning Town the purpose of which was to enable the poorest girls to take part in sport and cultural activities.
SR 109 is mentioned in several country music songs including "Church on the Cumberland Road" by Shenandoah and "Goodbye Earl" by the Dixie Chicks.
"The Church on Cumberland Road" is a song written by Bob DiPiero, John Scott Sherrill and Dennis Robbins, and recorded by American country music group Shenandoah.