I'm gonna guess very late 50's to early 60's since the street is one-way but there aren't any expropriations done yet for Jackson Square (I think that started in the early 1970's). There's also a union jack flying on a building which probably didn't happen much after the 50's.
Hamilton Centre Bowl in 1963. After it closed in 1968 the building was used as Centre Twin Theatre and bingo hall and after demolishing last year, the site is now occupied by a Wal Mart.
The Alexandra Roller Rink - James Street South near Bold Street - opened December 25, 1906 - closed April 30, 1964 and later demolished to make way for the Undermount Office Complex and current Chateau Royale condominiums
The old Bank of Hamilton/Bank of Commerce building on left was such a great looking building. It's too bad they weren't able to keep it and incorporate a joined glass tower behind it.
I know the Spec building is set to be restored. With some hard work, it could be made into something really beautiful. I'd love to see a modern take. Lord knows we're missing some modern downtown
THe spec should have bought this building and moved their newsroom back in. production and circulation could stay at that prison on frid. could have rented the office space at frid at profit to someone who needs highway visibility. their content generation should be happening from the heard of downtown not from the side of a highway ramp. they should also have small offices with dedicated reporters in all of the original (now amalgamated) communities. in my humble opinion ;-)