I don't know about the Pinelands event, but I did VT 50 as my first ultra last year. I ran a 50K three weeks prior, then a training run of 26 miles two weeks prior. I finished the VT 50 in 11:15 walking all the ups. I had a great time. My feet hurt for a month afterwards but it's cool. I haven't run but 6 runs since. Gained 20 lbs. Back to point, it's a very fun race. Beautiful scenery. Go for it. You can do it. Before this race the longest I ran was the 50 K three weeks prior. Before that ~25 miles in training. Include hills as SherpaJohn is right, it is a mountain race.