Thanks everyone. Working on nailing the plan down but so far I have in mind-
Toronto to Prince Edward Country.
Lunch at Drake Devonshire hotel
Wine/food in PEC.
Overnight at PEC. Maybe June Motel.
En Route via Vermont (or as day trip from MTL).
Breweries in VT including Alchemist, Hill Farmstead
Hen of the Woods for dinner
VT to MTL via Dunham Brewery.
MTL stay TBD. Likely Old Town/Port.
Lots of drink including DDC, Brouhaha, Isle de Garde, Vices and Versa.
Food incl. Joe Beef, Le Vin Papillion, Brasserie T, Icehouse, Triple Crown BBQ, and of course St. Viateur Bagel.
Will be running the MTL Marathon, so will see lots of the city during the 42.2km… 
Keep the suggestions coming! Noting them all and adding to my custom google map!
R