Depending on your drive time and slight route variations you can hit several Casinos. Starting with Windsor ( I assume that's where you will cross the border) Head along highway 401 east to the 403 (near London) take the 403 into Brantford Charity Casino if Frank is working make sure you see him From there head to Niagara Falls. From there come back to Toronto and get off the 401 at 400 north to get to Rama in orillia about 1.5 hours north. Depending on the time of day or night call me and I buy dinner . From there you have can head south east through Port Perry and go the The Great Blue Heron before heading to Montreal. The three casinos in Quebec are very far apart 4hours ++. When are you planning your trip? I can put to gether a route map for you with all the maps you need just LMK