Instead of a raffle, you could always do a kickstarter style approach. Do a yearly fundraiser to support the site, with a goal of approximately $1000 to pay for all 12 month of hosting. Have several donation tiers, each with their own rewards. Here is an quick example off the top of my head:
Donation/Member tiers
- $1 - Get a tag beneath your screen name that says "Supporter" or "Contributor" or some such
- $5 - Halo Customs key-chain plus "Supporter" tag
- $15 - Halo Customs Mouse pad and "Support
- $35 - Halo Customs T-shirt and "Supporter" status
- $60 - Shirt, Mouse pad, and "Supporter" status
The goods or prizes would be bought after all the funds were raised and the money was in the bank so it would take no seed money. I, and many other of the guys here would be willing to design the art for the mouse pad, t-shirt, and any other promotional items. The community could even vote for the final designs from among submissions. I do freelance graphic design and know plenty of places to get specialty items printed and some can even shipp strait to the buyer to avoid having to handle any sorting or shipping yourself. If this sound like the way to go, I can provide details on how to get it done.
If you just want to stick with a quick and simple raffle, I think it might be worth emailing one of the reps at 343 Industries and see if they'd be willing to donate some sort of signed memorabilia or something. I'd bet they have tons of left over promotional items or press kits, etc sitting around their offices that'd they would be happy to donate. An auction or raffle for something from them would be very cool.