Windows Server 2008 R2 Upgrade Paths

Windows 7 and Server 2008 R2 have finally reached RTM, so I thought it would be a good idea to post the upgrade scenarios. Here are the supported and unsupported upgrade paths for the various Windows Server 2008 R2 Stock Keeping Units (SKUs).

Server Core installations of Windows Server 2008 can be upgraded to Server Core installations of Windows Server 2008 R2 only. A Server Core install of Windows Server 2008 Standard Edition can be upgraded to a Server Core install of either Windows Server 2008 R2 Standard Edition or Windows Server 2008 R2 Enterprise Edition. A Server Core install of Windows Server 2008 Enterprise Edition can be upgraded to a Server Core install of either Windows Server 2008 R2 Enterprise Edition or Windows Server 2008 R2 Datacenter Edition. Server Core installations of Windows Web Server 2008 and Windows Server 2008 Datacenter Edition can only be upgraded to a Server Core installation of Windows Web Server 2008 R2 and Windows Server 2008 R2 Datacenter Edition, respectively.

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