there's only 1 weep hole for oil to drain downward on the rear of the head. that hole is on the timing side. The head gasket has a hole on both sides this way you can't accidentally flip the head gasket on installation and cover the 1 weep hole.
Looks like you had some oil seeping into the head from the pushrod tunnels. I know some people swear by those copper gaskets, but I don't like them. I've had much better luck with the flame ring composite type. For all you know, your head may not need anything but cleaning up and a new head gasket on reassembly. If the exhaust guides were the main source of the oil, you would have seen a lot more smoke out the tail pipe, and not such an even distribution of oil depositing inside the cylinders and the exhaust.
It never hurts to do more work than you need, except in the wallet. I'd be tempted to clean the head up, lap the valves and reassemble it with a flame ring head gasket. The broken part of the cylinders looks bad, but I bet the breakage is well below the rings. Probably the worst part of what you see is that chips could still be breaking off and circulating through the bike in the oil. I might examine it, clean it up with a dremel and use the barrels if the bore is good and if the damage is below the pistons lowest point. I might use the pistons with new rings and hone the bore if it needs it too, or just use the existing rings.
You really have to know your shit and carefully inspect everything to be able to pick and chose what to reuse and what to renew. It's always a tough choice. Sometimes if you have time, but not money you can throw it back together and see if it was just a bad head gasket, and it could be good for 10 years as a street machine just reassembled. Sometimes it will go right back to oiling and you know you need valve guides too... (I'd buy new gaskets and take a chance, but I do that in life)