Ken,
A couple of suggestions, you might try Harley's Trip Planner on the H-D site and check out Microsoft's Streets and Trips, it's pretty good.
Bob
Ken...the most detailed hard map I've ever seen is Delorne's Atlas for each state...it even shows dirt roads...it's a series of Quad maps that cover the entire state, but they are not practical for the bike.
In Mapsource, I zoom in to .5 mile scale, at highest detail, and it will show me most any road I want to be on, then select via points for the route. It could be easier to use, no doubt. The Zumo or 2820 does at least show the route/map, which is more than I can say for the HD unit like is on your bike. It would drive me nuts...