I think this post should go on the Delaware and Hudson Forum. Those passes are mostly from prececessor companies of the D&H and its connections at Rouse Point.
Let me guess - is your family from Rouses Point? The reason I ask, is that when I was the D&H Track Supervisor at Plattsburgh I spent more than a few nights at the Holland House, owned by Henry Jillson, who in his other incarnation was a D&H conductor.
Ring a bell?