We have covered how long have you been skiing and where did you ski first, courtesy of Kevin F, so now, what would you consider (at a lift serviced area) the most unusual trail you have been on? It is most likely, not your favorite trail, but one that is different from most and likely challenging in some sort of way. Would be appreciated if you could describe why.
I'll vote for two.
Roundabout at Killington. Single black. A trail that does not see much use because of its location and one that you could easily miss. A narrow roller coaster without the uphill sections. I'm going to say never or rarely groomed because of tight twists and banks.
Always bumped so stopping to rest seems to take more energy than finishing. Acceleration is a given.
Misery Whip at Sugarloaf. Double Black. The pitch of this trail which is probably intermediate has nothing to do with its double black designation. A sadist who played a prank on all future generations is still laughing at all who attempt this trail. Take an 8 x 11 piece of paper, roll it lengthwise into a very slightly tapered funnel about 1" in diameter, slice it in half to form a halfpipe and you have Misery Whip if you lie it on an intermediate pitch. Oh, I should mention, thick New England conifers line both sides of the trail. There is no easy way out once you enter. Big Volkswagen Beetle sized bumps form along the steep sides of the chute. If you try to ski it without stopping, the ride powers up and you are continuously punished while being reminded of its deftly chosen name.