"Wintry Feeling" by Jesse Winchester is about winter in Montreal.

When Raffi was a folkie singer-songwriter, before he became a children's music megastar, he had a song called "Yonge Street" about the street in Toronto.

Ian Tyson's "Summer Wages" mentions "all the beer parlors down along Main Street," a reference to the cheap bars on Main Street on the east side of Vancouver. The J.D. Crowe and David Bromberg versions of "Summer Wages" incorrectly changed Main Street to Yonge Street, a street that's about 2700 miles east of Main STreet.