I just found this great add-in for Outlook, which displays Windows Local Live Maps. You might thinking that what the hell these maps can do to me? So here' s the answer, you can add appointments according to places you want to visit, and add Home, Business and Other Location, and that is not it, you can get directions between two places, optimized trip routes, estimated travel time etc.
Now I'm sure you will be impressed with that!
Links:
Windows Local Live Maps for Outlook Add-In home
Happy Mapping :)