I am just thinking out loud here, but you won't be able to drill down on the Bridgeport, there is not enough space.
So, can you turn it and use the table travel, no enough room that way either.
So the only way I see it possible, is to turn the ram parallel with the table and rotate the head 90* so that its pointing at you and use the y axis + quill to feed . you will need at least a few length 1/4 drill bits and changing them would be a little tricky, I probably would turn the ram 45*, once I got to longer bits I would drive them with a collet, so that you could change with the drawbar removed.