The best machine we have found (so far) to run DOSBox on is the Raspberry Pi 500.
Installation is as simple as $ sudo apt-get install dosbox
Running dosbox with all the software (WordStar) and configurations we want required a helper script:
#!/bin/bash
dosbox \
-set keyboardlayout=dv103 \
-c "MOUNT C ~/DOSBox" \
-c "KEYB dv103" \
-c "DIR" \
-c "MOUNT Y ~/Documents"
Command Line Arguments
-c "mount C ~/DOSBox"- makesC:\be the~/DOSBoxdirectory, which for us contains WordStar-c "KEYB dv103"- sets the keyboard layout to Dvorak as per the DOSBox Wiki