I have been using Microsoft Streets and Trips 2006 since its release. Overall it is a great new version with many enhancements at a great value. I picked up my copy for less than $30 new.
For some reason the Pocket Streets and Trips has not been updated and there was real opportunity for improvement and value here.
My favorite new features is the night map mode, driving guidance with voice prompts, and rotate map to follow travel direction.
Microsoft has a good overview here.
One question I have is how the heck do you label stops in the route planner. I like the number system, but I would at least like tool tips or something other than a number and an address to identify a stop. I'm hoping I'm missing something...