You can perform an in-place upgrade (feature update) or convert installations of Windows Server to newer versions, different editions, or switch between licensing options, such as evaluation, retail, and volume licensed. This article helps explain what the options are to help with your planning.
The process of performing an upgrade (feature update) or converting installations of Windows Server might vary greatly depending on which version and edition you have installed, how it's licensed, and the pathway you take. We use different terms to distinguish between actions, any of which could be involved in a deployment of Windows Server: in-place upgrade, clean install, cluster operating system (OS) rolling update, migration, and license conversion. You can learn more about these terms at Install, update, or migrate to Windows Server.
Upgrade of licensed versions of Windows Server
The following general guidelines are for in-place upgrade (feature update) paths where Windows Server is already licensed, that is, not evaluation:
Upgrades from 32-bit to 64-bit architectures aren't supported. All releases of Windows Server since Windows Server 2008 R2 are 64-bit only.
Upgrades from one language to another aren't supported.
Upgrades from prerelease versions (previews) of Windows Server aren't supported. Perform a clean install of Windows Server.
Upgrades that switch from a Server Core installation to a Server with Desktop Experience installation or vice versa aren't supported.
Upgrades from a previous Windows Server installation to an evaluation copy of Windows Server aren't supported. Evaluation versions should be installed as clean installs.
When you upgrade from a previous version to a new version, the default is to retain the existing operating system edition. For example, the default is to upgrade from Standard (previous version) to Standard (new version), from Datacenter (previous version) to Datacenter (new version), or from Datacenter: Azure Edition (previous version) to Datacenter: Azure Edition (new version).
Alternatively, you can change to certain other editions when upgrading. You can change from Standard to Datacenter or to Datacenter: Azure Edition, or change from Datacenter to Datacenter: Azure Edition. You can't change from Datacenter to Standard edition or from Datacenter: Azure Edition to either Standard or Datacenter editions when upgrading.
Note
If your server uses NIC Teaming, disable NIC Teaming prior to upgrade, and then re-enable it after the upgrade is complete. See NIC Teaming Overview for details.
Convert an evaluation version to a retail version
You can convert evaluation versions and editions of Windows Server to retail versions and editions. For example, if you've installed the evaluation version of Standard (Desktop Experience) edition, you can convert it to the retail version of either the Standard (Desktop Experience) edition or the Datacenter (Desktop Experience) edition.
However, you can't convert all Windows Server evaluation versions and editions to all retail versions or editions. For example, if you've installed the evaluation Datacenter edition, you can convert it only to the retail Datacenter edition, not to the retail Standard edition.
In Windows Server versions after 2016, if you've installed Desktop Experience evaluation versions, you can't convert them to Core retail versions. If you install the Standard Core evaluation version, you can convert it only to retail Datacenter Core, not to retail Standard Core.
It's important to run the DISM /online /Get-TargetEditions command as instructed in the following procedure to determine which retail versions you can convert to. If the retail version you want isn't listed as a target version, you need to do a fresh install of the retail version you want.
Note
To verify that your server is running an evaluation version, you can run either of the following commands at an elevated command prompt:
Run DISM /online /Get-CurrentEdition and make sure the current edition name includes Eval.
Run slmgr.vbs /dlv and make sure the output includes EVAL.
If you haven't already activated Windows, the bottom right-hand corner of the desktop shows the time remaining in the evaluation period.
Windows Server Standard or Datacenter
If your server is running an evaluation version of Windows Server Standard or Datacenter edition, you can convert it to an available retail version. Run the following commands in an elevated command prompt or PowerShell session.
Determine the current edition name by running the following command. The output is an abbreviated form of the edition name. For example, Windows Server Datacenter (Desktop Experience) Evaluation edition is ServerDatacenterEval.
DISM /online /Get-CurrentEdition
Verify which editions the current installation can be converted to by running the following command. From the output, make a note of the edition name you want to convert to.
DISM /online /Get-TargetEditions
Run the following command to save the Microsoft Software License Terms for Windows Server, which you can then review. Replace the <target edition> placeholder with the edition name you noted from the previous step.
Enter the new edition name and corresponding retail product key in the following command. The set edition process requires you to accept the Microsoft Software License Terms for Windows Server that you saved previously.
You can't convert an Active Directory domain controller from an evaluation to a retail version. In this case, install an additional domain controller on a server that runs a retail version, migrate any FSMO roles held, and remove Active Directory Domain Services (AD DS) from the domain controller that runs on the evaluation version. For more information, see Upgrade Domain Controllers to Windows Server.
Windows Server Essentials
If the server is running Windows Server Essentials, you can convert it to the full retail version by entering a retail, volume license, or OEM key in the following command at an elevated command prompt:
slmgr.vbs /ipk <license key>
Convert Windows Server Standard edition to Datacenter edition
At any time after installing Windows Server, you can convert Windows Server Standard edition to Datacenter edition. You can also run setup.exe from the installation media to upgrade or repair the installation, sometimes called in-place repair. If you run setup.exe to upgrade or repair in-place on any edition of Windows Server, the result is the same edition you started with.
You can convert the Standard edition of Windows Server to the Datacenter edition as follows:
Determine that Windows Server Standard is the current edition name by running the following command. The output is an abbreviated form of the edition name, for example Windows Server Standard (Desktop Experience) edition is ServerStandard.
DISM /online /Get-CurrentEdition
Verify that Windows Server Datacenter is a valid option to convert to by running the following command:
DISM /online /Get-TargetEditions
Enter ServerDatacenter and your retail product key in the following command:
Convert between retail, volume-licensed, and OEM licenses
At any time after installing Windows Server, you can freely convert between a retail license, a volume-licensed license, or an OEM license. The edition (Standard or Datacenter) remains the same during this conversion. If you're starting with an evaluation version, convert it to the retail version first and then convert between the versions by running the following command from an elevated command prompt. Provide your volume-license, retail, or OEM product key.
slmgr.vbs /ipk <product key>
See also
For more information about upgrading Windows Server, see the following articles:
As a Windows Server hybrid administrator, you integrate Windows Server environments with Azure services and manage Windows Server in on-premises networks.