Drain plugs
I'm a bit confused, I think you have a boat with some modifications. Anyway, my 1969 Widgeon had a drainplug that screwed in to the bottom of the hull, just aft of the cb trunk (if this was missing it was rather obvious!) I didn't have a drain through the transom. There were two other drainplugs inside the boat, one was fitted into a hole on the forward side of the aft seat/flotation tank, the other was on the starboard side of the "box-beam" that the mast step was located on. This plug allowed draining water out of the forward seat/flotation tank. I had wooden seats along the sides of the boat. By your description, I am assuming that you have one of the later Widgeons that had a molded in cockpit? If so, then there may be a drainplug in the transom (outside) to drain any water that may get between the hull and deck, this plug needs to be in place whenever the boat is in the water. I was not aware of any other plugs, hence my feeling that your boat was modified. I would say that, YES, you will need to put plugs in both of the holes aft of the centerboard trunk, although the inside one could possibly be left open while sailing if you will keep the boat out of the water when not using her, since the water can then be drained out through the transom drain. The down side is that you may accumulate sand and dirt in the bilge that way. I suspect that a previous owner installed those drains to prevent water from accumulating in the cockpit while the boat sat uncovered on the trailer. For an outboard motor, I would say that a small electric motor will be great, get a good deep-cycle battery to power it and a good charger to keep the battery charged between uses. Also, be sure to secure the battery in a enclosed battery box that can be strapped down to prevent movement while using the boat. I used a 2hp gas outboard on my Widgeon, it worked fine but an electric would be lighter and a lot quieter.
