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At the base of the Appalachian Mountains in Allegany County, Maryland, the city of Cumberland has been a military outpost manned by George Washington, a shipping hub, a manufacturing capital and "The Gateway to the West." Head to the Cumberland Gap National Historical Park and explore the same paths taken by early American pioneers. A ride on the Western Maryland Scenic Railroad carries visitors back to the golden age of rail, chugging past stunning mountain scenery in vintage train cars.