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The Sweaty Butt exemplifies this grass roots event, but don't mistake low key for poorly organized - the arrangements were perfect for the nature of the course. The race had a nice internet sign up, emailed updates, including maps - perfect.
The Sweaty Butt consists of a 10 mile figure of 8 with an out and back section at the start and the far end. At the far end, there is a second aid station. The out and back sections are nice as they allow you to see other runners. You can run three laps for ~30 miles, or just do one or two laps; a very easy going approach. The course covers a wonderful set of trails. It is almost pure [[Running Trails|single track]], with varying levels of technicality. There are some sections that are smooth and flat, some steep and rocky, some narrow and thick with roots, and many other combinations. But in all cases the trail is quite runnable. It is technical enough to be interesting and challenging, to limit your pace and to require close attention, but it is never punishing or unpleasant.
Aid is self provided, which is different, but works well. You can bring the things that you like, but make sure you bring an excess - you never know what will appeal at the time.