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i havent done it but my brother and my friends have, i was sick that day. You can go from pico to killington easily and its mostly downhill but you cant go from killington to pico. It's a trail that the groomers use to go from killington to pico and back. From pico to killington they said it was pretty much downhill but it was flat for a little and my brother who snowboards had to hike a little but not much. Im pretty sure it comes out on "Hershey's Highway" which is an unmarked trail that runs to the skiers left of swirl on ramshead. You can ski that for a little but make sure not to get too carried away and go too far down or you'll end up on rt 4. You have to remember to cut out into the woods to your right and get back to ramshead. Im not really sure where the entrance to the trail is maybe you could ask around with some of the people on pico.