I am now 80% sure I can make it.  I just need to hammer out a few details.
I looked at Mapquest and for some reason it rejected Manchester, Ontario ... so I looked at the flyer and punched in Port Perry, Ontario, instead.  I also punched in Pickering for Dyno Day and Toronto since my wayward Orioles are playing the Blue Jays Friday night.
Three questions:
(1) Where is a good place to stay?  (Please keep suggestions reasonably priced. 

 )  
I will likely have my wife and daughter with me.
(2) 
Deleted: I found I out a passport is needed.
(3) Once I hammer out the last 15-20%, how do I pay?  I will bring Canadian currency but I am curious about paying for Dyno Day which is also in Canadian dollars.  (It is not clear to me how one signs up for the Show & Swap from the link.)
First edits are in red.