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We'll see which city is better, and the hero's skill isn't important; it's purely objective. For debatable points like whether a magic amplifier or a relic armory is better, we can hold a vote.
In my opinion, the hero's skill and their level of expertise are of paramount importance...
If we don't base it on the hero's skill, then it's generally considered that (from the strongest Castle to the weakest):
1. Necropolis - Conflux;
3. Dungeon;
4. Rampart;
5. Fortress (Swamp);
6. Castle;
7-8. Stronghold (Barbarians) - Tower;
9. Inferno.
