IIRC, in Winter Challenge's bobsled, you could make the sleigh go really fast and then deliberately crash by letting it "jump" over the outer edge of the track into nothingness. We always did this; lots of fun. I think another way was to simply have the sleigh flip over on one side and then slide until Game Over, or maybe even get it entirely upside down? As wanting-to-be "cool kids", me and my sister always preferred the "jump" though.

Ski jumping was fun, too, and I think I was a horrible shooter in biathlon. Fond memories on a 25MHz 386SX (and of all those other pirated games, in the early Post-Soviet Eastern Europe) for sure!