- Route connects major cities between Chicago and New York City - Numerous rail trails and separated paths are used on the route - With the addition of Bicycle Route 66, this route completes a cross-country link from Los Angeles to New York City Philadelphia Alternate #1: PITTSBURGH, PENNSYLVANIA - LANCASTER, PENNSYLVANIA (339 MILES). In Pittsburgh you'll make the choice to stay on the main route or to follow the Philadelphia Alternate. This route uses the Great Allegheny Passage, a multi-use trail that primarily follows railroad corridors from Pittsburgh to Cumberland. It traverses four tunnels; the longest is the Big Savage Tunnel at 3,294 feet.
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