Do a search on this forum. A while back there was a guy that posted of a successful pig hunt somewhere in CO. I don't recall any of the details other than the state though.
I think TX would be your best bet. However, I doubt you're going to get it done for $250. Most TX ranches with a good chance of getting a couple good eatin' sized pigs are going to charge $125-150 per day. Make a two or three day hunt, add in travel costs, a license, and some food, and you're up over $500 or so. Sorry, $250 just doesn't go far in the hunting world any more. There a lot of decent operations around San Antonio. Start looking now and find a good opening for the spring. If you shop the airlines, you can probably get tickets into SA fairly cheap. Many outfits down there will pick you up in SA for a nominal fee. Southwest often has discount deals into SA that would probably be cheaper (and much faster) than driving. Like I said, you'll have to double your budget at least, but by spending a little more I think you'll ensure that you have a better hunt and at least take home some meat.