Oneshot would like Bailey Joe's in Arcadia, some Coon A ss cooking there. Good BBQ too.
The old civil war fort, Johnson Shutins, Elephant Rock, several iron mines, Taum Sauk Mtn and the pumped storage facility for Ameren, old lookout towers, Council Bluffs, shops at Caledonia are all in a 30-40 mile radius.
Fort Davidson is where I would stay in Ironton, old friends from college days have run it a long time. Good, clean and reasonable. Across from the Civil War Fort.