Bob Seger was born at the Henry Ford Hospital in Detroit. He was raised in the Detroit suburb of Dearborn until age 6, when his family moved to the college town of Ann Arbor, Michigan. When Seger was 10 years old, his father left the family and moved to California. Seger attended Tappan Middle School and Ann Arbor High School (now Pioneer High School) in Ann Arbor, graduating in 1963.
Seger's radio debut was in 1961, when he got an acetate demo of The Lonely One played once on WPAG. His hit song Main Street refers to Ann Arbor, though it is more about Fourth Avenue or Ann Street of its day than the actual Main Street. 
Seger played a number of Ann Arbor area venues in his day; an incomplete list.