I actually LOVE patching tubes for some reason. That said, I have never had a flat in the rain or snow yet. The most challenging was probably a three-hole pinch flat from hammering a shoddy railroad crossing really hard while trying to bunny-hop it while racing to the bar (after getting good and warmed up beforehand, if you know what I mean).
I wrote this earlier this year on the subject of patching:
http://www.basementfreaks.com/member...nized_elegance