If you advertise a contest, I'd aim on holding it somewhere NOT AP, so it's not a constant gridlock. Since the trains now go everywhere, Croatoa would be a nicely themed and safe location, out of the way but simple to get to.
The kicker here is getting the funds for it. Try reaching out to PERC (Freedom contact is @LSK last I've heard, but you can try Madame Pistachio as well) to see what they can bring to bear to assist. We had a profitable auction here a few months ago, they owe us. 
@TURGENEV - Freedom Server / IRON / B.A.N.E / HORDE
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Good idea and Croatoa would be perfect spot. Let me know if I can help you in any way gem..I'll be on most of the day.
Sounds like a plan. Croatoa it will be at. Time and so forth are still being decided.
@ Dr Gemini
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The npc Halloween costumes won't work in PvP zones... Unless your talking about normal costume stuff.
I like the Croatoa idea. Somewhere other than atlas park. Make people travel to a less used zone. I would of said dark Astoria but threres fog n stuff and I think a min level requirement.
VIG0S: 1356 badges in counting
Something for ppl to use Is there a theme or we can use any Halloween costume? I have a great Gene Simmons costume template saved I can use or my Robocop costume.
Hello ladies and gents.
I got to thinking that it might be fun for us to plan some events over the "official" Halloween weekend. One of these events should be a massive Costume Contest.
But, I cannot do it alone and am looking for help/input as to the contest. I am thinking that we should host more than one over the course of the weekend to allow everyone a chance to participate (since a zone can only hold 50).
Rewards?
Well, influence and big-money items are always good choices. I was also thinking that with the Paragon Points there might be some way we could "gift" points (or items) if that kind of thing can be arranged.
Also, I might be convinced to help organize a PvP event. I think it might be cool to have people PvP in their costumes. Perhaps we could put a few people in charge of being "photographers" and catch some of the action.
Anyways, I thought I would start the ball rolling on this thing and see if any others like the idea in general.
@ Dr Gemini