16-bit Windows (Windows 1.x, 2.x, 3.0, 3.1, etc.) on 64-bit Windows
Developers have demonstrated that legacy 16‑bit Windows versions such as Windows 1.x through 3.1 can be launched on modern 64‑bit Windows installations using virtualization or compatibility layers. The approach involves configuring virtual machines or using software like DOSBox to emulate the older environment, allowing users to run historic applications without needing original hardware. The method is documented on Hacker News.