Hi Timber. Pick up the Adventure Cycling GPS waypoints and routes for TA at
http://www.adventurecycling.org/ > Routes & Maps > TransAmerica. Click the "gps" link at the top of the list of maps. While you are there, get the "GPS information" link to the GPS Data User Guide, which shows what you can do with the data.
These routes are designed to work with simple non-mapping receivers; point-to-point between waypoints. You will find that you can remove many of the waypoints when using the road-mapping feature of the 60CSx.
These routes are made to be used in both directions. You will have to move a few waypoints to the proper lane of divided highways to avoid bizarre routes when using the road-mapping feature.
You will probably find the waypoints for most campgrounds and some motels more accurate than the City Navigator POI database, which locates addresses by interpolation between intersections. That can be rather far off in rural areas. Many of the ACA waypoints have been field-checked and many more have been located on USGS aerial photos.
About the routing tool, I assume you mean Garmin's MapSource program, not MapQuest, which is a web service. Select straight-line routing or road-following with Edit > Preferences > Routing. For more about this, see Help > Contents > Routing.
Have fun with the GPS. It is a great companion on a long ride, and occasionally helps to avoid those extra miles after a wrong turn.
Fred