The American Discovery Trail runs just a couple miles from my house. So I downloaded the waypoints and data guide for Colorado.

I'm very familiar with the towns on the southern route east of Pueblo. It's very doable by foot. Just carry lots of water. There are a lot of places one could spend the night without being bothered by anyone.

It's quite a planning process for the part that runs along the Colorado/Continental trail and you will need other data books. Or you can just stick to the roads. Whatever is your ting.