Pico and Killington

Overview: Ok, perhaps this is considered "technically" cheating when it comes to bagging both these peaks because you will use a mountain bike to descend that you personally didn't carry up the mountain yourself but who cares because this trip ends with a really fun descent! I suppose you could also do this with backcountry skis as well if you came in the winter or late spring.

Tips: Parking Lot:
Sherbourne Pass Trailhead off Route 4 is just past the Pico ski area heading east from Rutland, VT. It is just beyond the Brad Mead road on the left side of the road. It is free to park here.

How to do this trip:
This trip is a little tricky and takes some personaly persuasion. You'll want to first drive all the way down Route 4 past Pico and down from the highpoint of the pass to the Killington Ski area. Here they operate a Mountain Bike trail system with lift access in the summer. What you will want to do is take $5-10 bucks and your mountain bike over to the lift operator and ask if they will put it on the lift and send it up to the top for you to be held there for when you reach it later in the day. Nobody really does this so you probably will get a funny look on their face and you might not even need to offer the cash if they are cool about it. You will then want to get back in your car and head back up to the trailhead and start the hike from there. At the end of the hike when you bike down to the base of Killington you'll then need to cruise down the Killington Road and if you have the energy bike back up to the parking lot, bum a ride or walk up the hill. I did a combo of the last two. This is the only Northeast 111er I believe that you can do easily like this with a mountain bike. Have fun!