There's an open request for a remote API for team calendars which would have enabled you to script it but it's not an option right now
You could right some external script that logged into the database and manipulated the data store but it would require Confluence to be down and it would likely break any time the data format changed.
I've been thinking about this as well as I've noticed the performance isn't great for large data sets. (caveat: I'm running an older version). Only way I could think about is to delete old calendars and roll onto a new one
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