Territory Wars, Battles, and Grand Arena.

It looks like you don't want these events to overlap. I think you may have to have some, though, otherwise each one becomes too uncommon.

I think you could go:
Day 1-6 Territory Battle
Day 5-11 Grand Arena (Set up for round 1 would overlap with the last day of TB)
Day 10-12 Territory War (Sign up and set up overlap with Grand Arena, but the actual fights are clear)
Day 12-14 Territory War
Day 14-20 Grand Arena (Only sign-up overlaps)
Day 19-24 Territory Battle (Sign-up and one round of set up overlap.)
Day 24-26 Territory War
Day 26-28 Territory War

This gives you three days to play with for months with weird numbers (February) or to space things out if they start getting crowded.

If you absolutely decide that you do not want any overlap whatsoever, then my feedback is that I like, in order: Territory Battles > Grand Arena > eating rat poison > Territory Wars. So please prioritize the frequency of events with that in mind, thank you.
Ceterum censeo Patientia esse meliat.
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