When you reinstalled it did you try right-clicking on any Setup.exe on the CD and choosing the 'Run As Administrator' option, if it is installed try the same option on the shortcut or actual .exe?
Have you tried the Compatibility Modes of Vista or XP on the Setup,exe or the installed program itself, to get it going?
Error message when you try to use Streets & Trips: 'Your registry settings for this application were not copied correctly'
http://support.microsoft.com/default.aspx/kb/314590

http://www.google.com/search?q=%22Your+registry+settings+for+this+application+were+not+copied+correctly.+Tocorrect+these+settings%2C+run+Setup+again+for+this+application+from+thelocation+where+you+originally+installed+it.%22&rls=com.microsoft:en-au&ie=UTF-8&oe=UTF-8&startIndex=&startPage=1
Make older programs run in this version of Windows (Windows 7)
http://windows.microsoft.com/en-us/windows7/Make-older-programs-run-in-this-version-of-Windows
As it was working a couple of weeks ago, System Restore might be worth a try.
How to repair the operating system and how to restore the operating system configuration to an earlier point in time in Windows Vista
(or Windows 7)
http://support.microsoft.com/kb/936212/#appliesto

Microsoft Streets & Trips is a map and travel application that enables users to plan trips. The maps cover the entire United States and Canada. The software allows users to search for addresses, landmarks and points of interest. It provides turn-by-turn directions and can connect with a compatible GPS device to provide real-time navigation assistance. The software also has the ability to import updates to keep maps current. To update the software, download updates from the Microsoft Download Center.

Step 1

Close the Streets & Trips program if it is open. Click 'File' from the menu bar, then select 'Close' from the drop-down list.

Step 2

Go to the Microsoft Download Center website, type 'Microsoft Streets & Trips' into the search bar and click the magnifying glass icon. The results page will open.

Step 3

Click the Streets & Trips update you want to download. The download page for the update will open.

Step 4

Click the 'Download' button, then click the check box next to 'Save this program to disk' or 'Save.'

Step 5

Navigate to the 'Data' folder where the original application files for Streets & Trips was installed, and save the update in that location. For example, in Windows Vista, the Data folder can be found by going to: C:UsersAppDataLocalMicrosoftMicrosoft Streets & Trips15.0Data. In the example, '' is the user name of the account currently logged on to the operating system.

Restart the Streets & Trips application. The update will automatically be installed.

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