The fourth annual OSRCon is going to be held in Toronto again this year. Unfortunately, I will not be in town when it will be going on, but I attended the past two, and enjoyed both. In the first, I played a magic-user that explored Dwimmermount. In the second, I played a Pathfinder adaptation of White Plume Mountain and ran an OD&D game set in the Fight On! community mega-dungeon, The Darkness Beneath.
My understanding is that this years event will be far more casual, more like a game day, without panels or guest speakers. The details are being coordinated on a Google Plus community, and the specific event can be found here. It is happening on saturday, august 23rd. So far, I see LotFP, AD&D, Basic D&D, and DCC games already scheduled. I wish I could make it.