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I've always found the comfiest areas to be at the beginning of the game, when you're just starting out and your team is still young and unexperienced. As you progress, the vibe feels a little more tense and epic. But returning to Unova 2 years after the first games, you start off in some very comfy towns and Routes until you're back in Castelia. Comfiest place from any game for me is definitely Southwest Unova. It even has a cave reminiscent of the one in Lake Verity to add to the comfiness.
