Event Ideas

during Halloween turn everyone into a skeleton

Well yeh

Alternatively, the server could be themed after witches and skeletons and do something tamer, like giving the Prisoners trick or treat buckets and the Guards candy to give out.

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Day of the Dead
Prisoners are given swords at the start of the round and have infinite lives. Prisoners spawn at a certain location far from the armory, but with multiple exits. The guards have only one life and must defend the armory at all costs for 3 minutes straight. Dying as a guard will move you to Prisoners. Prisoners gain an upgrade every minute to make it harder for the guards to defend. Prisoners are unable to pick up guns during this event. The max team ratio is increased to 1:2 to keep it fair.

This sounds neat but seems iffy to me gameplay wise. It certainly wouldn't work on Moon and the other maps aren't too well built for this. I'd imagine the guards would lose every time.