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I have been doing this with webrole. But as I understand windows azure websites: multiple sites hosted in a single webrole.
Q.1. Is it possible to connect to webrole?
Q.2. Is it possible to atleast connect to Azure IIS management console?
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No, with Windows Azure Web Sites it is a managed solution. You can edit web.config and use the management portal, but there is no more direct ways to access the underlying compute resource.
Adding to Jeff's answer, while you can't remote debug your website, you can terminal connect to it by going to the
scmendpoint of your site:http://{sitename}.scm.azurewebsites.netand selecting "Debug console".More on this here: https://github.com/projectkudu/kudu/wiki/Kudu-console
It will give you a nice way for managing some aspects of your site (mainly file based) but will not let you do other things like install office for example.