I'm gonna go with Aquilla on this one and say that's a either too many prizes, or too little money. If you want to have a good raffle, either buy one really nice gun with 3000, or 3 max. That way you can spend $1k on each. Or if you want 1 nice one and 2 of lesser value for the "runner ups".
If that is the route you take, I'd say an M1A, an AR15, one of the higher end models(nothing over $1k), and lastly a semi auto shotgun. Or you could swap out the shotgun with a nice handgun, I would go with a revolver, but anything really. The price breakdown would be something like: M1A - $1300-1500, AR15 - $700-500(depending on M1A), and shotgun/pistol $1000. But you could always come down a little on the last one if you were so inclined.
Why a crossbow? I think they're cool, but if I'm going to use arrows to kill a deer, I'm just going to use a bow. They're quieter and, I think, more fun. Connects you more with nature and requires you to be a little closer. I really loved bow hunting. Never got a great shot at a deer as I ended up being on the other side of some brush pretty much every time, but I still loved it.