Hi Andres

I was curious as to what was happening here and did a bit of investigating, 
I've posted my results here 
https://github.com/hashicorp/packer/issues/6205#issuecomment-391911194. TLDR

   - WinRM with NTLM auth is not encrypted so running over HTTPS should 
   solve that issue

I see you said you can replicate this over HTTPS so I am curious as to what 
your packer.json file and the bootstrapping script you are running looks 
like. The only other explanation I can find is maybe the 
LocalAccountTokenFilterPolicy is not set up to allow administrative remote 
access that is required by WinRM 
https://support.microsoft.com/en-us/help/942817/how-to-change-the-remote-uac-localaccounttokenfilterpolicy-registry-se.

Thanks

Jordan

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