Hi Jason - have you given any thought to offering a product or products for sale that would be of interest to your local visitors? One example might be design a T-shirt with your town's name on it and offer those for sale on your site (you can do that via
http://www.cafepress.com - they do all the work and ship the product for you). How about local maps or guide books or souvenirs?
What is your url? Do you have ppc capabilities or pay for preferred position in the directory and/or search results? Advertisers are hard to come by these days, it might be easier to sell ppc or pay for position.
Last but not least there is always Google Ads you can run on your site...