Metropolitan and Micropolitan areas near Cheshire Harbor Trail, Berkshire County, Massachusetts Cheshire Harbor Trail Main Page HIGH QUALITY TOPO MAP, CLICK HERE More Information about Cheshire Harbor Trail, Berkshire County, Massachusetts Nearest metro area is Pittsfield, Massachusetts Click here for more outdoors activities near Pittsfield, Massachusetts General Camping Information List of nearby metros and micros: Pittsfield, Massachusetts, 15.1 miles away Bennington, Vermont, 21.8 miles away Hudson, New York, 36 miles away Springfield, Massachusetts, 42 miles away Torrington, Connecticut, 42.2 miles away Albany-Schenectady-Troy, New York, 47.9 miles away Rutland, Vermont, 48.4 miles away Glens Falls, New York, 49.2 miles away Hartford-West Hartford-East Hartford, Connecticut, 56.9 miles away New Haven-Milford, Connecticut, 63.2 miles away * Distances listed are direct linear distances, actual travel distance may be different. Go to Massachusetts Outdoors Index