I would be better off if you converted classic ASP pages to asp.net, the reason is obvious and the same as why Microsoft introduced asp.net through ASP
you have more flexibility, simplicity, for creating applications and more features of controls and options for which you need C # / Vb to clear the way for you.
And it would be quick to use the tool to convert the classic asp to asp.net, but this can lead to many problems, since even one conversion hidden with the tool will be difficult to find, and if you convert the code yourself, then for later ones, if there is any change, you can easily do it as you know who sits where.
You can host classic asp pages on asp.net to make some changes to IIS.
http://learn.iis.net/page.aspx/564/classic-asp-script-error-messages-no-longer-shown-in-web-browser-by-default/
but even this is not a good option, since asp may be less supported by Microsoft in IIS.
Hope this provides you some help ....
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