Is there a plug-in for Visual Studio that will track time spent on a project as well as the files being worked on?
It would be really useful to be able to generate a report each day with the projects worked on the files that were being worked would be used to match up a task to the time.
check out TargetProcess. link text
However, it does way more than tracking time, so it might not be appropriate to what you want to have.
If you are using TFS you can track time allocated to Work Items in your team project using TFS Working On
Seems pretty straight forward to setup and use... although I do not have experience using it for any length of time.