That's a pretty serious crack and you shouldn' sail the boat until you know its extent. Unless the rudder took an impact, it looks like water has entered the rudder either through the shaft-to-fiberglass joint or through the top of the rudder shaft. The water may have then froze and expanded, causing the crack. First thing to determine is if there's any water inside the rudder. Drill some 1/4" holes in strategic places and see if any water comes out. I would drill a hole near the bottom of the crack and also at the very bottom of the rudder and probably a few more in various places. Use a brass or rubber hammer and tap over the whole rudder to see if you get a hollow sound which means the fiberglass has separated from the foam. Also, see if the crack opens up at all when you yank on the rudder. These rudders don't last forever and prior to around 1990 they used mild steel for the internal flag that keeps the rudder shaft from spinning inside the rudder case - if water gets in the rudder, that flag rusts away, not good. I have replaced the rudders on my last two boats (previous was an '89 Catalina 30) as water had entered and I didn't have confidence in them. If you go that root, Foss Foam in Florida, who made the originals, can make up a new one for you, they are a class outfit. Approximately two boat bucks.