Assuming you have installation disks for an early version of Windows (XP works very well), Oracle's free Virtualbox running in later versions of Windows, and installing e.g. XP as a virtual machine works extremely well. Setting up the VM is reasonably straightforward, and you can usually run the Digger data disks either through virtual access to the physical CD/DVD drive of the host system, or from a virtual drive that can easily be set up inside Virtualbox [then using an ISO copy of the disk in a shared location so the VM can access it]. One constraint is that you do need a reasonably large amount of storage on the host machine, as any VM for this purpose will need at least about 10GB of space.
I can give further help to anyone who has old data disks they want to use on current versions of Windows if required.