...Dildo, Newfoundland is a town in Chapel Arm at the bottom of Trinity Bay.  It was named for the pin on a rowboat in which the oar is attached (also known as a 'thole pin'). 

Newfoundland isn't the only Canadian province with crazy names for towns.  How about 'Livelong' in north western Saskatchewan.  I'm not sure from where its name is derived.

The hero in my 'Back Tracker' series of novels was a Saskatchewan farm boy until life plunged him into the wicked world of biker gangs.  He often misses the peace and simplicity of his prairie childhood.