As far as I know there's no built-in command to print all files in a project.
You could do it with a macro though, maybe something like:
Sub PrintAll()
For Each projectx As Project In DTE.ActiveSolutionProjects
For Each projectItem As ProjectItem In projectx.ProjectItems
projectItem.Document.Activate()
DTE.ExecuteCommand("File.Print")
Next
Next
End Sub
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