Actually its quite possible to do, takes the right equipment which may not be available at that location...
TO ME..... A Jet Ranger B or BIII isn't good for going too high. I used to have an AS350D which is the low powered one and we've flown it at 13,000' on cross country flights to catch some real tailwinds. But manouvering near the ground and chasing a car up Pike Peak would be a bit of a challenge. Been to PP and it must be a thrill to race since there aren't guard rails and to come to think about it no trees to catch you if you go off the edge.
Eurocopter AS350B3 would do it fine, one landed on the top of Mt. Everest a few years back (look at YouTube) at 29,035', They are around and should be at least one in Colorado.
Also a Eurcopter Lama, (another "high and hot") performer, is another utility chopper that can handle 14,000' without breathing hard. The H&H version of the MD500 is the F model and it should be able to do it too.
Also look for a Bell 47G3 (B1 or B2) model, if you can find one that still has the turbocharger on it (which they should leave on in CO), 14,000' no problem. It can hover out of ground effect at 20,000'. (I know I have one, had it to 12,000' (I didn't see a point in going higher)).
Small problem is oxygen, you need to be wearing it, and it will get in your way to a certain extent.
Mark H
Too Much Camera Stuff......