Your Question: Can Windows Server 2008 R2 Be Upgraded to 2016?
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Our goal is to upgrade a machine from Windows Server (WS) 2008 R2 to WS 2016. For now, we don’t want to perform a clean-install to the server OS. But according to Microsoft documentation, there is no direct path to upgrade from WS 2008 R2 to WS 2016 but we can upgrade from WS 2008 R2 to WS 2012 R2, and then to WS 2016.

Can Windows Server 2008 R2 be upgraded to 2012?

To perform the upgrade

Make sure the BuildLabEx value says you’re running Windows Server 2008 R2. Locate the Windows Server 2012 R2 Setup media, and then select setup.exe. Select Yes to start the setup process. … Select the Windows Server 2012 R2 edition you want to install, and then select Next.

Can you upgrade Windows 2008 R2 to 2019?

Since you can’t perform an in-place upgrade directly from Windows Server 2008/2008 R2 to Windows Server 2019, you have to first upgrade to Windows Server 2012 R2 and then perform an in-place upgrade to Windows Server 2019.

Maya Lin-Takahashi

Maya Lin-Takahashi

Consumer Tech & Gadget Reviewer

Maya is a hardware enthusiast who tests and reviews smart home devices, smartphones, wearables, and audio gear. She focuses on practical consumer value and build quality.

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