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Just booked a hotel room in North Creek for my annual Gore trip. Glad to see the improvements. Gore always had a unfinished feeling to me, with tons of untapped potential.
I always assumed it was called the Dark Side due to the aspect of those trails where they don't tend to see as much sun. I could be wrong though...
Here's an older trail map where in the description for the "High Peaks Area" it refers to it as "The Dark Side":