For $125 and a 200-word essay, you can win a B&B in Maine.
I have no clue whether this is a scam or not, and even if it's not, I'm sure there are an enormous amount of taxes involved, too. So probably not as cheap a prize as it appears. But the idea in and of itself is awesome, and I like that the current owner is continuing this "tradition".
I'm actually thinking of entering, if more research proves this as legit. I can come up with 125 bucks and 200 words. Experience on running an inn is the more tricky part - does knowing by heart every episode of Gilmore Girls count?