What you are referring to was called the Walled Lake Casino. It was not a gambling casino, but rather an entertainment venue where a all the Big bands played. The Walled Lake casino was part of a larger complex that had various rides like a roller coaster, carousel and small mid-way. Picture a very small Cedar Point or Six-Flags.In the 1960 s the casino moved into teen music with Chuck Berry, all the Motown acts and I believe a very young Bob Seger. IIRC it burned down on Christmas day 1965.http://www.lorimarshick.com/WLHistory.ht��
I recall being told that Frank sang at Pinky s (near Belle Isle on Jefferson) in Detroit one time
I bet they were talking about the Elmwood Casino in Windsor, Ontario. This was a huge entertainment venue/supper club in the era of the 40 s through 70 s (and was not a casino in the sense that we know it today - no gambling). All the major stars of the era performed there and it s very likely Frank Sinatra in his early days was one of them. They had everyone from Sammy Davis, Jr., Tom Jones, to Liza Minelli and motown acts.There was a fire there in 1943 which caused $50,000 in damage, which in those days would have been major. It s very possible that Sinatra performed there prior to that.The Elmwood (building) is now a substance abuse rehab facility.