Every second Friday of each month, Hamilton would host an Artcrawl event. It's an event where a section of James Street North's art gallery, thrift stores, music stores, and etc would open to the public 'till late at night and show their diversity + creativity. However for the month of September, instead of an Artcrawl, Hamilton hosted an annual event called the Supercrawl. Basically it's the bigger and louder version of the Artcrawl.
I didn't go exploring as much as I did last year, but I was able to catch Born Raffian's and K'naan's live show! :D