Program
Which program do you use? If it's Dreamweaver, you can have a plug in built to add the Meta tags to your site. For example, I have a plug in that has all the Dublin tags for extra listing data.
To answer your question, yes the program can be written to open a directory of HTML pages (and sub directories), insert a tag and save the file.
Cost would vary based on the exact structure and requirements but a simple tool that would allow you to input a fixed tag into hundreds of documents automatically would be around $1,000.
If you're looking for a lower cost solution, I'd suggest you look at a Meta program for your OS (windows and Mac both have them) or invest some time in learning "Regular Expressions" as a method to search and replace in multiple documents.
Christopher
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