Bobad,
The early part of the 60's I was far away from Montreal. But come 67 I was where it was happening and that was anywhere in the downtown core. I'm speaking about "Expo" as you can relate I'm sure. My brother (whom you have met several times)and I would scrape up enough money to take Bus 112 to the Atwater park (I think that's what it was called)across from the Form, then pick a good spot on St. Catherine's Street and watch all the girls go by with the many different styles that were in fashion. And the 60's there sure were some fashions. But to make a long story short, the Hub for me was the expo grounds and the area near The Bay. There was a park I think across from The Bay located at the corner of St. Catherine and Union Street. Here the Hariachristina's(Spelling for Sure.) would hang out and attract an audience while other's would have their painting displayed. But I think that most times all we did was bar hop to see what was happening in the different locations.
Good luck to your friend and hope I helped in a very small way.
Beer (adrien)