I ended up installing Windows 3.1 through DOSBox, and playing Skifree that way. It scratched the nostalgic itch in just the right way, save for the screen resolution being so obnoxiously crunched and distorted on 3DS DOSBox. Navigating any text or menus on this thing is like trying to transcribe ancient calligraphy.
The attached build uses linear instead of nearest filtering for downscaling, which makes quite a difference in readability.
It also has the mouse mapped to the c-stick, R and ZR. Works great for win 3.11 / 95.