I know how to make TextFields in the CMS.
But how I can make field, which allow for file upload dialog and after uploading the adress of uploaded file will be written to DB?
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Connecting an image to a page and calling it in a template.
http://doc.silverstripe.org/doku.php?id=tutorial:2-extending-a-basic-site#adding_a_staff_section
Other kinds of files.
http://doc.silverstripe.org/doku.php?id=recipies:adding-a-file-to-a-page
Some of the documentation is incomplete or old but it is fairly well organized and has lots of useful information if you look.