Bruce Cockburn was born and raised near Ottawa but has spent most of his musical career in Toronto. He currently resides near Kingston, Ontario according to his web site. Here is a clickable map of his life in Toronto:
If you prefer the other Bruce, here is a map of Springsteen's New Jersey titled "Bruceville." Bruce Springsteen is that rare musician who's never needed to stray too far from home and has always remained true to the Garden State.
This map is more fanciful than accurate. The only places that really seem to be located correctly are the Boardwalk, Highway 9 and his father's house. Little Eden is Millville? "The River" is the Delaware? "Tenth Avenue Freeze Out" is about Tom's River? * I have my doubts about these things. Thanks to Strange Maps for this. * After consulting Wikipedia, the undisputed source of all knowledge, it turns out the "Tenth Avenue Freeze Out" may actually refer to 10th Avenue in Belmar. If true then the map is close.
Shortly before his Super Bowl XLII appearance, LA Weekly published this map of Tom Petty's Los Angeles by illustrator Scott Gursky. Although a native of Florida, Petty moved to LA at the beginning of his career and has remained in the area ever since. The article details each place on the map.