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This is not really a programming question because i need a command line tool.

Now; does anyone know of a (preferably) free way to automatically [preferably command line] convert a html file to pdf?

Maybe you could try this.

wouldnt that require a web server?

http://www.rustyparts.com/pdf.php wrote:HTML_ToPDF is a PHP class that makes it easy to convert HTML documents to PDF files on the fly.

As stated on the site it's a PHP class and I don't know of any other way to execute PHP code as with a local or remote webserver.

I've never tried it but there is htmldoc and a precompiled binary for Windows can be found here.

My current solution: automation. I use AutoIt to do some moves in openoffice; it works ok but isnt the "optimal" way.

@mrMattY: htmldoc looks interesting!