I wonder how much activity from the hotel sector is going to be driven primarily by trade-outs. Shilo Inns (you're undoubtedly familiar with them, being HQ'd in the Rose City) has turned radio trades into big business. Owner Mark Hemstreet's voice is nearly omnipresent across Washington State. I hear other hotels on the air once in awhile, mainly network spots or sports broadcasts (usually traded) but not with the frequency or consistency of Shilo Inns.
The biggest problem we face in trying to sell advertising to local hotels is the fact that our listeners are not their primary customers. Their prospects and patrons are coming in from other locales, out of reach of our stations. (Come to think of it now though - what a great opportunity for a station's website! Capitalize on out-of-town visitors doing pre-travel research, combining tourist attractions and a calendar of events with hotel sponsorships. Maybe a station-branded coupon booklet, leveraging relationships with local businesses in a visitor-focused effort...)
That said, I've had limited success selling seasonal flights to hotels during the holiday season or for special events, with the ads inviting listeners to recommend their facility for friends or relatives coming in for a visit.
Re: Social Media - did you see Eric Rhoads' "Convergence 2009" video intro? Dizzying....
Don't know what kind of market you are in, we are a small market A/C, mostly live all day.
I have a pair of local attorneys who have been on with me for over 2 years. What I offered them was a live Q & A with our morning show team every other Friday. We call it "It's The Law". Occasionally they have a topic, always current, never boring, but most questions come from listeners who can ask anonymously through our website or from call in during the show. The guys are young-ish, funny, down to earth and their show is wildly popular with our listeners, and they say they can hardly handle the increase in business. A small schedule comes with their Q & A and they pay about $2,000. a month and have for over 2 years. As you know, two of the special "gifts' of an attorney are, the gift of gab and they love the sound of their own voice! If you can't do live, you could do recorded, maybe something 2-3 minutes and of course it would have to be a prepared subject or could be questions submitted through your website.