Mapping software or sites - can't find a wanted feature - Dopers help??

I’ve been casting about looking for a particular feature in a basic road mapping package, preferably something online.

Specifically, I’d like to be able to put together a route (like you can on Mapquest, Mapblast and a bunch of others) but THEN, I’d like to be able to ask the program or the site to auto-segment the route based on some mileage that I input. So, if I make a route from say, Boston to Baltimore, I’d like to be able to have the site then show me where the 200 mile points would be, for instance, along the route. The map would then show markers or segment maps at Hartford, Norhtern NJ, southern Delaware, etc (based on this example)

This would be extremely handy for planning things like fuel stops, rest stops, hotel stops, etc.

Anyone know of anything around that has this particular feature?

Microsoft Streets and Trips 2001 (and later, I assume)
“Automatic Rest Stops”, but they are time based.

Street Atlas 2003
You can estimate end of day breaks and estimate fuel brakes.

Unless Microsoft Streets and Trips 2003 has added to the break feature, Delorme will do what you want. I like the Streets and Trips product better, except that Delorme does a much better job with GPS tracking and has voice recognition and will give you directions by voice. Delorme is slower that MS and the interface is not quite as nice. I bought it for the import addresses feature (which MS does a little better also) because I needed tiled printing of maps.
I bought a GPS sensor for the laptop for the times I cannot get Hertz Never-Lost in the rental car.

Are you a AAA member? Their site has something very similar to what you describe (for members only). It’s not a program you can download, but AAA is fairly inexpensive and it pays off just in the “TripTix” and free towing alone IMHO. I was able to plan a nice trip from Cleveland to Montreal with stops along the way as well as get really good directions from my hotel to everything else.

Perhaps you could find a map that shows a scale. e.g. 1 inch = 10 miles or whatever. Then print out the map, measure the inches and calculate. Assuming, of course, that the map is drawn to scale.