The first incident with the freight train is set about 1950 yet it has no caboose. The caboose was not replaced by an electronic monitor on the last freight car until the eighties. It's also more than likely that in that era in western Canada a freight would have been hauled by steam rather than diesel.
During the first flashback scene when the children are running away from the funeral home a black hatchback with rear windshield wiper is seen in an alley off to the right of the screen.