The Night Owl Races are an excellent way to take the next step in trail running. The Six Hour Shuffle is a good introduction to ultra running. Long enough to get past the marathon distance, but not too long. The Namesake Night Owl 5K and 10K are great introductions to night time trail running.
All three races are run on grassy ski trails over rolling hills. Their will be trail lights on for the 5K, 10K races and the final hour and a half of the 6hr shuffle, runners need to bring supplemental lighting with either a headlamp or hand held flashlight.