Tokens

#1 is a "Brock token" of Upper Canana (Ontario), named after the General Brock they commemorate. If the reverse were less well worn, you'd be able to read the date "1816" in the centre. Listed in the catalogues as Charleton #106, Breton #724. This similar one sold fairly cheaply on ebay.

#2 is a Nova Scotia currency token. Even though they say "token", these are considered proper "coins", since the colonial government sanctioned their issue. Listed in the Krause world coin catalogues as KM #2. CV $3 in VG condition, according to my 2004 edition.

#3 is also listed in Krause, although being a bank token it's listed with the tokens. The issuing entity was the United Province of Canada, now known as Quebec and Ontario. This one is listed as KM# Tn19, $17.50 in Very Fine.

#4 is another privately issued Ontario token. The reverse shows two crossed shovels and an anvil, with the legend "Commercial Change". Listed as Ch# 109, Br# 727. Apparently it's one of the commoner token types; this one sold for under CAN$10.

Edited #3 for facticity.