It depends on where you are coming from, and at what time.
If you're at Swan/Dolphin/Yacht/Beach/Boardwalk, or even Coronado or Caribbean... head over to the Studios, and catch the FW bus from there. The Studios bus drops you off right at the Settlement Depot, which is where Pioneer Hall is.
If you take a MK bus, and you're the only ones on board, the driver can sometimes drop you off at Settlement Depot.
To get back to your resort... it's a bit more complicated. Chances are most of the parks will be closing down. If the Studios is still open, or the MK, you can reverse your routes that way. Otherwise you'd have to connect at Downtown Disney. DTD does put up extra floater busses for the HDD exit.